Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Dallas to Chicago is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • United Airlines United Airlines
  • Contour Airlines Contour Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
  • Alaska Airlines Alaska Airlines
  • Sun Country Airlines Sun Country Airlines
  • JetBlue Airways JetBlue Airways
Cheapest Month January

Travel Period: January 2025 - December 2025

The cheapest month(s) to fly from Dallas to Chicago is January.

  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
Cheapest Day of the Week Thursday

The cheapest day(s) of the week to fly from Dallas to Chicago is Thursday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Mon, 2 Dec, 2024

  • Time Earliest
    • Earliest
    • Latest
  • Depart Earliest
    • Earliest
    • Latest
  • Arrive
    • Earliest
    • Latest
  • Duration
    • Shortest
    • Longest
  • Stopover
    All
    • Airline Filter by Airline
      View All Airline
      • Availability
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 18:05 DFW
        20:37 ORD
        2Hrs, 32m Direct
      • DFWDallas/Fort Worth Intl Airport 18:05 - ORD 20:37 2h 32m Direct
      • DFWDallas/Fort Worth Intl Airport 18:05
      • ORDChicago O'Hare International Airport 20:37
      • 2h 32m
      • Direct
      • Spirit Airlines (NK 241)Airbus A320 Neo
      • Spirit Airlines (NK 241)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 18:40 DAL
        20:50 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 18:40 - MDW 20:50 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 18:40
      • MDWChicago Midway Airport 20:50
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1413)Boeing 737 700
      • Southwest Airlines (WN 1413)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 18:46 DFW
        21:02 MDW
        2Hrs, 16m Direct
      • DFWDallas/Fort Worth Intl Airport 18:46 - MDW 21:02 2h 16m Direct
      • DFWDallas/Fort Worth Intl Airport 18:46
      • MDWChicago Midway Airport 21:02
      • 2h 16m
      • Direct
      • Frontier Airlines (F9 2998)Airbus A320 Neo
      • Frontier Airlines (F9 2998)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 18:55 DFW
        21:19 ORD
        2Hrs, 24m Direct
      • DFWDallas/Fort Worth Intl Airport 18:55 - ORD 21:19 2h 24m Direct
      • DFWDallas/Fort Worth Intl Airport 18:55
      • ORDChicago O'Hare International Airport 21:19
      • 2h 24m
      • Direct
      • American Airlines (AA 566)Boeing 737 800
      • American Airlines (AA 566)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 18:55 DFW
        21:18 ORD
        2Hrs, 23m Direct
      • DFWDallas/Fort Worth Intl Airport 18:55 - ORD 21:18 2h 23m Direct
      • DFWDallas/Fort Worth Intl Airport 18:55
      • ORDChicago O'Hare International Airport 21:18
      • 2h 23m
      • Direct
      • American Airlines (AA 566)Airbus
      • American Airlines (AA 566)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 19:10 DAL
        21:30 ORD
        2Hrs, 20m Direct
      • DALDallas/Fort Worth Love Field Airport 19:10 - ORD 21:30 2h 20m Direct
      • DALDallas/Fort Worth Love Field Airport 19:10
      • ORDChicago O'Hare International Airport 21:30
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2322)Boeing 737 700
      • Southwest Airlines (WN 2322)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 19:55 DAL
        22:05 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 19:55 - MDW 22:05 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 19:55
      • MDWChicago Midway Airport 22:05
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1389)Boeing 737 700
      • Southwest Airlines (WN 1389)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 700
      • 20:00 DAL
        22:10 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 20:00 - MDW 22:10 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 20:00
      • MDWChicago Midway Airport 22:10
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2866)Boeing 737 700
      • Southwest Airlines (WN 2866)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 20:17 DFW
        22:46 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 20:17 - ORD 22:46 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 20:17
      • ORDChicago O'Hare International Airport 22:46
      • 2h 29m
      • Direct
      • Frontier Airlines (F9 1342)Airbus A321 Neo
      • Frontier Airlines (F9 1342)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A321 Neo
      • 20:18 DFW
        22:47 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 20:18 - ORD 22:47 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 20:18
      • ORDChicago O'Hare International Airport 22:47
      • 2h 29m
      • Direct
      • Frontier Airlines (F9 3244)Airbus A321 Neo
      • Frontier Airlines (F9 3244)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Airbus A321 Neo
      • 20:25 DAL
        22:35 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 20:25 - MDW 22:35 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 20:25
      • MDWChicago Midway Airport 22:35
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1317)Boeing 737 700
      • Southwest Airlines (WN 1317)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 20:30 DAL
        22:40 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 20:30 - MDW 22:40 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 20:30
      • MDWChicago Midway Airport 22:40
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3865)Boeing 737 700
      • Southwest Airlines (WN 3865)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 700
      • 20:40 DFW
        23:09 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 20:40 - ORD 23:09 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 20:40
      • ORDChicago O'Hare International Airport 23:09
      • 2h 29m
      • Direct
      • American Airlines (AA 1125)Boeing 737 800
      • American Airlines (AA 1125)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 21:03 DFW
        23:20 MDW
        2Hrs, 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:03 - MDW 23:20 2h 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:03
      • MDWChicago Midway Airport 23:20
      • 2h 17m
      • Direct
      • Frontier Airlines (F9 2998)Airbus A320 Neo
      • Frontier Airlines (F9 2998)
        • -
        • T
        • W
        • -
        • -
        • S
        • -
      • Airbus A320 Neo
      • 21:14 DFW
        23:31 MDW
        2Hrs, 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:14 - MDW 23:31 2h 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:14
      • MDWChicago Midway Airport 23:31
      • 2h 17m
      • Direct
      • Frontier Airlines (F9 2998)Airbus A320 Neo
      • Frontier Airlines (F9 2998)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus A320 Neo
      • 21:18 DFW
        23:35 MDW
        2Hrs, 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:18 - MDW 23:35 2h 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:18
      • MDWChicago Midway Airport 23:35
      • 2h 17m
      • Direct
      • Frontier Airlines (F9 2998)Airbus A320 Neo
      • Frontier Airlines (F9 2998)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus A320 Neo
      • 21:23 DFW
        23:40 MDW
        2Hrs, 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:23 - MDW 23:40 2h 17m Direct
      • DFWDallas/Fort Worth Intl Airport 21:23
      • MDWChicago Midway Airport 23:40
      • 2h 17m
      • Direct
      • Frontier Airlines (F9 2998)Airbus A320 Neo
      • Frontier Airlines (F9 2998)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A320 Neo
      • 21:25 DFW
        23:59 ORD
        2Hrs, 34m Direct
      • DFWDallas/Fort Worth Intl Airport 21:25 - ORD 23:59 2h 34m Direct
      • DFWDallas/Fort Worth Intl Airport 21:25
      • ORDChicago O'Hare International Airport 23:59
      • 2h 34m
      • Direct
      • American Airlines (AA 2881)Boeing 737 800
      • American Airlines (AA 2881)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 21:25 DAL
        23:30 MDW
        2Hrs, 05m Direct
      • DALDallas/Fort Worth Love Field Airport 21:25 - MDW 23:30 2h 05m Direct
      • DALDallas/Fort Worth Love Field Airport 21:25
      • MDWChicago Midway Airport 23:30
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 4546)Boeing 737 800
      • Southwest Airlines (WN 4546)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 21:55 DFW
        00:19 ORD
        2Hrs, 24m Direct
      • DFWDallas/Fort Worth Intl Airport 21:55 - ORD 00:19 2h 24m Direct
      • DFWDallas/Fort Worth Intl Airport 21:55
      • ORDChicago O'Hare International Airport 00:19
      • 2h 24m
      • Direct
      • American Airlines (AA 2881)Boeing 737 800
      • American Airlines (AA 2881)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 22:15 DAL
        00:20 MDW
        2Hrs, 05m Direct
      • DALDallas/Fort Worth Love Field Airport 22:15 - MDW 00:20 2h 05m Direct
      • DALDallas/Fort Worth Love Field Airport 22:15
      • MDWChicago Midway Airport 00:20
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 54)Boeing 737 700
      • Southwest Airlines (WN 54)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 700
      • 22:45 DAL
        00:50 MDW
        2Hrs, 05m Direct
      • DALDallas/Fort Worth Love Field Airport 22:45 - MDW 00:50 2h 05m Direct
      • DALDallas/Fort Worth Love Field Airport 22:45
      • MDWChicago Midway Airport 00:50
      • 2h 05m
      • Direct
      • Southwest Airlines (WN 5269)Boeing 737 700
      • Southwest Airlines (WN 5269)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 700
      • 05:00 DFW
        07:28 ORD
        2Hrs, 28m Direct
      • DFWDallas/Fort Worth Intl Airport 05:00 - ORD 07:28 2h 28m Direct
      • DFWDallas/Fort Worth Intl Airport 05:00
      • ORDChicago O'Hare International Airport 07:28
      • 2h 28m
      • Direct
      • American Airlines (AA 2812)Boeing 737 800
      • American Airlines (AA 2812)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 05:00 DFW
        07:20 ORD
        2Hrs, 20m Direct
      • DFWDallas/Fort Worth Intl Airport 05:00 - ORD 07:20 2h 20m Direct
      • DFWDallas/Fort Worth Intl Airport 05:00
      • ORDChicago O'Hare International Airport 07:20
      • 2h 20m
      • Direct
      • American Airlines (AA 2812)Boeing 737 800
      • American Airlines (AA 2812)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 05:45 DFW
        08:10 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 05:45 - ORD 08:10 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 05:45
      • ORDChicago O'Hare International Airport 08:10
      • 2h 25m
      • Direct
      • Spirit Airlines (NK 241)Airbus A320 Neo
      • Spirit Airlines (NK 241)
        • -
        • -
        • W
        • T
        • F
        • S
        • S
      • Airbus A320 Neo
      • 06:00 DFW
        08:25 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 06:00 - ORD 08:25 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 06:00
      • ORDChicago O'Hare International Airport 08:25
      • 2h 25m
      • Direct
      • American Airlines (AA 3012)Boeing 737 800
      • American Airlines (AA 3012)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 06:00 DFW
        08:25 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 06:00 - ORD 08:25 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 06:00
      • ORDChicago O'Hare International Airport 08:25
      • 2h 25m
      • Direct
      • American Airlines (AA 3076)Boeing 737 800
      • American Airlines (AA 3076)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 06:00 DFW
        08:29 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 06:00 - ORD 08:29 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 06:00
      • ORDChicago O'Hare International Airport 08:29
      • 2h 29m
      • Direct
      • American Airlines (AA 2076)Boeing 737 800
      • American Airlines (AA 2076)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 06:30 DAL
        08:40 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 06:30 - MDW 08:40 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 06:30
      • MDWChicago Midway Airport 08:40
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2387)Boeing 737 800
      • Southwest Airlines (WN 2387)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 06:35 DAL
        08:45 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 06:35 - MDW 08:45 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 06:35
      • MDWChicago Midway Airport 08:45
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3399)Boeing 737 800
      • Southwest Airlines (WN 3399)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 800
      • 07:00 DFW
        09:25 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 09:25 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00
      • ORDChicago O'Hare International Airport 09:25
      • 2h 25m
      • Direct
      • United Airlines (UA 2004)Boeing 737 700
      • United Airlines (UA 2004)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 07:00 DFW
        09:25 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 09:25 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00
      • ORDChicago O'Hare International Airport 09:25
      • 2h 25m
      • Direct
      • American Airlines (AA 1106)Boeing 737 800
      • American Airlines (AA 1106)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 07:00 DFW
        09:32 ORD
        2Hrs, 32m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 09:32 2h 32m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00
      • ORDChicago O'Hare International Airport 09:32
      • 2h 32m
      • Direct
      • American Airlines (AA 1106)Boeing 737 800
      • American Airlines (AA 1106)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 07:00 DFW
        09:30 ORD
        2Hrs, 30m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 09:30 2h 30m Direct
      • DFWDallas/Fort Worth Intl Airport 07:00
      • ORDChicago O'Hare International Airport 09:30
      • 2h 30m
      • Direct
      • United Airlines (UA 380)Airbus
      • United Airlines (UA 380)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Airbus
      • 07:05 DAL
        09:15 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 07:05 - MDW 09:15 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 07:05
      • MDWChicago Midway Airport 09:15
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1969)Boeing 737 700
      • Southwest Airlines (WN 1969)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 07:11 DFW
        09:43 ORD
        2Hrs, 32m Direct
      • DFWDallas/Fort Worth Intl Airport 07:11 - ORD 09:43 2h 32m Direct
      • DFWDallas/Fort Worth Intl Airport 07:11
      • ORDChicago O'Hare International Airport 09:43
      • 2h 32m
      • Direct
      • Spirit Airlines (NK 3670)Airbus A320 Neo
      • Spirit Airlines (NK 3670)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 07:15 DAL
        09:25 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 07:15 - MDW 09:25 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 07:15
      • MDWChicago Midway Airport 09:25
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 938)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 938)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 08:14 DFW
        10:35 ORD
        2Hrs, 21m Direct
      • DFWDallas/Fort Worth Intl Airport 08:14 - ORD 10:35 2h 21m Direct
      • DFWDallas/Fort Worth Intl Airport 08:14
      • ORDChicago O'Hare International Airport 10:35
      • 2h 21m
      • Direct
      • American Airlines (AA 328)Airbus
      • American Airlines (AA 328)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Airbus
      • 08:20 DAL
        10:45 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 08:20 - ORD 10:45 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 08:20
      • ORDChicago O'Hare International Airport 10:45
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 3297)Boeing 737 700
      • Southwest Airlines (WN 3297)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 700
      • 08:30 DAL
        12:15 MDW
        3Hrs, 45m Direct
      • DALDallas/Fort Worth Love Field Airport 08:30 - MDW 12:15 3h 45m Direct
      • DALDallas/Fort Worth Love Field Airport 08:30
      • MDWChicago Midway Airport 12:15
      • 3h 45m
      • Direct
      • Southwest Airlines (WN 1381)Boeing 737 700
      • Southwest Airlines (WN 1381)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 08:30 DFW
        11:04 ORD
        2Hrs, 34m Direct
      • DFWDallas/Fort Worth Intl Airport 08:30 - ORD 11:04 2h 34m Direct
      • DFWDallas/Fort Worth Intl Airport 08:30
      • ORDChicago O'Hare International Airport 11:04
      • 2h 34m
      • Direct
      • American Airlines (AA 328)Airbus
      • American Airlines (AA 328)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 08:30 DAL
        10:40 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 08:30 - MDW 10:40 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 08:30
      • MDWChicago Midway Airport 10:40
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 4696)Boeing 737 800
      • Southwest Airlines (WN 4696)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 800
      • 08:35 DAL
        10:45 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 08:35 - MDW 10:45 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 08:35
      • MDWChicago Midway Airport 10:45
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2330)Boeing 737 700
      • Southwest Airlines (WN 2330)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 08:45 DAL
        10:55 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 08:45 - MDW 10:55 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 08:45
      • MDWChicago Midway Airport 10:55
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 938)Boeing 737 800
      • Southwest Airlines (WN 938)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 800
      • 08:59 DFW
        11:30 ORD
        2Hrs, 31m Direct
      • DFWDallas/Fort Worth Intl Airport 08:59 - ORD 11:30 2h 31m Direct
      • DFWDallas/Fort Worth Intl Airport 08:59
      • ORDChicago O'Hare International Airport 11:30
      • 2h 31m
      • Direct
      • American Airlines (AA 3191)Boeing 737 800
      • American Airlines (AA 3191)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 09:04 DFW
        11:30 ORD
        2Hrs, 26m Direct
      • DFWDallas/Fort Worth Intl Airport 09:04 - ORD 11:30 2h 26m Direct
      • DFWDallas/Fort Worth Intl Airport 09:04
      • ORDChicago O'Hare International Airport 11:30
      • 2h 26m
      • Direct
      • American Airlines (AA 3191)Boeing 737 800
      • American Airlines (AA 3191)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 09:05 DAL
        11:30 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 09:05 - ORD 11:30 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 09:05
      • ORDChicago O'Hare International Airport 11:30
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 2318)Boeing 737 800
      • Southwest Airlines (WN 2318)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 09:05 DAL
        11:30 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 09:05 - ORD 11:30 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 09:05
      • ORDChicago O'Hare International Airport 11:30
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 309)Boeing 737 800
      • Southwest Airlines (WN 309)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 09:05 DAL
        11:30 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 09:05 - ORD 11:30 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 09:05
      • ORDChicago O'Hare International Airport 11:30
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 4429)Boeing 737 800
      • Southwest Airlines (WN 4429)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 800
      • 09:40 DFW
        12:07 ORD
        2Hrs, 27m Direct
      • DFWDallas/Fort Worth Intl Airport 09:40 - ORD 12:07 2h 27m Direct
      • DFWDallas/Fort Worth Intl Airport 09:40
      • ORDChicago O'Hare International Airport 12:07
      • 2h 27m
      • Direct
      • American Airlines (AA 3191)Boeing 737 800
      • American Airlines (AA 3191)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 09:50 DAL
        12:00 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 09:50 - MDW 12:00 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 09:50
      • MDWChicago Midway Airport 12:00
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1548)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1548)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 10:20 DFW
        12:59 ORD
        2Hrs, 39m Direct
      • DFWDallas/Fort Worth Intl Airport 10:20 - ORD 12:59 2h 39m Direct
      • DFWDallas/Fort Worth Intl Airport 10:20
      • ORDChicago O'Hare International Airport 12:59
      • 2h 39m
      • Direct
      • American Airlines (AA 2754)Boeing 737 800
      • American Airlines (AA 2754)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 10:30 DFW
        13:14 ORD
        2Hrs, 44m Direct
      • DFWDallas/Fort Worth Intl Airport 10:30 - ORD 13:14 2h 44m Direct
      • DFWDallas/Fort Worth Intl Airport 10:30
      • ORDChicago O'Hare International Airport 13:14
      • 2h 44m
      • Direct
      • American Airlines (AA 2754)Boeing 737 800
      • American Airlines (AA 2754)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 10:40 DAL
        19:30 MDW
        8Hrs, 50m Direct
      • DALDallas/Fort Worth Love Field Airport 10:40 - MDW 19:30 8h 50m Direct
      • DALDallas/Fort Worth Love Field Airport 10:40
      • MDWChicago Midway Airport 19:30
      • 8h 50m
      • Direct
      • Southwest Airlines (WN 1228)Boeing 737 700
      • Southwest Airlines (WN 1228)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 700
      • 10:50 DFW
        13:15 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 10:50 - ORD 13:15 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 10:50
      • ORDChicago O'Hare International Airport 13:15
      • 2h 25m
      • Direct
      • United Airlines (UA 1634)Airbus
      • United Airlines (UA 1634)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 10:50 DFW
        13:15 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 10:50 - ORD 13:15 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 10:50
      • ORDChicago O'Hare International Airport 13:15
      • 2h 25m
      • Direct
      • United Airlines (UA 1634)Boeing 737 700
      • United Airlines (UA 1634)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 10:51 DFW
        13:22 ORD
        2Hrs, 31m Direct
      • DFWDallas/Fort Worth Intl Airport 10:51 - ORD 13:22 2h 31m Direct
      • DFWDallas/Fort Worth Intl Airport 10:51
      • ORDChicago O'Hare International Airport 13:22
      • 2h 31m
      • Direct
      • United Airlines (UA 2042)Airbus
      • United Airlines (UA 2042)
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Airbus
      • 11:25 DAL
        15:10 MDW
        3Hrs, 45m Direct
      • DALDallas/Fort Worth Love Field Airport 11:25 - MDW 15:10 3h 45m Direct
      • DALDallas/Fort Worth Love Field Airport 11:25
      • MDWChicago Midway Airport 15:10
      • 3h 45m
      • Direct
      • Southwest Airlines (WN 2478)Boeing 737 700
      • Southwest Airlines (WN 2478)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 700
      • 11:49 DFW
        14:15 ORD
        2Hrs, 26m Direct
      • DFWDallas/Fort Worth Intl Airport 11:49 - ORD 14:15 2h 26m Direct
      • DFWDallas/Fort Worth Intl Airport 11:49
      • ORDChicago O'Hare International Airport 14:15
      • 2h 26m
      • Direct
      • American Airlines (AA 2723)Boeing 737 800
      • American Airlines (AA 2723)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 11:57 DFW
        14:26 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 11:57 - ORD 14:26 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 11:57
      • ORDChicago O'Hare International Airport 14:26
      • 2h 29m
      • Direct
      • Frontier Airlines (F9 3244)Airbus A320 Neo
      • Frontier Airlines (F9 3244)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 12:15 DAL
        14:25 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 12:15 - MDW 14:25 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 12:15
      • MDWChicago Midway Airport 14:25
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 1741)Boeing 737 800
      • Southwest Airlines (WN 1741)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 800
      • 12:17 DFW
        14:46 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 12:17 - ORD 14:46 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 12:17
      • ORDChicago O'Hare International Airport 14:46
      • 2h 29m
      • Direct
      • Frontier Airlines (F9 3242)Airbus
      • Frontier Airlines (F9 3242)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus
      • 12:17 DFW
        14:46 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 12:17 - ORD 14:46 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 12:17
      • ORDChicago O'Hare International Airport 14:46
      • 2h 29m
      • Direct
      • Frontier Airlines (F9 3244)Airbus
      • Frontier Airlines (F9 3244)
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Airbus
      • 12:17 DFW
        14:46 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 12:17 - ORD 14:46 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 12:17
      • ORDChicago O'Hare International Airport 14:46
      • 2h 29m
      • Direct
      • Frontier Airlines (F9 3242)Airbus A320 Neo
      • Frontier Airlines (F9 3242)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 12:20 DAL
        14:30 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 12:20 - MDW 14:30 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 12:20
      • MDWChicago Midway Airport 14:30
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3836)Boeing 737 800
      • Southwest Airlines (WN 3836)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 12:29 DFW
        14:54 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 12:29 - ORD 14:54 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 12:29
      • ORDChicago O'Hare International Airport 14:54
      • 2h 25m
      • Direct
      • United Airlines (UA 1778)Airbus
      • United Airlines (UA 1778)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 12:35 DAL
        15:00 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 12:35 - ORD 15:00 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 12:35
      • ORDChicago O'Hare International Airport 15:00
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 309)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 309)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 12:40 DAL
        14:50 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 12:40 - MDW 14:50 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 12:40
      • MDWChicago Midway Airport 14:50
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 4546)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4546)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 12:40 DAL
        15:00 ORD
        2Hrs, 20m Direct
      • DALDallas/Fort Worth Love Field Airport 12:40 - ORD 15:00 2h 20m Direct
      • DALDallas/Fort Worth Love Field Airport 12:40
      • ORDChicago O'Hare International Airport 15:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 4903)Boeing 737 800
      • Southwest Airlines (WN 4903)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 12:40 DAL
        15:00 ORD
        2Hrs, 20m Direct
      • DALDallas/Fort Worth Love Field Airport 12:40 - ORD 15:00 2h 20m Direct
      • DALDallas/Fort Worth Love Field Airport 12:40
      • ORDChicago O'Hare International Airport 15:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 4903)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4903)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 12:50 DAL
        16:20 MDW
        3Hrs, 30m Direct
      • DALDallas/Fort Worth Love Field Airport 12:50 - MDW 16:20 3h 30m Direct
      • DALDallas/Fort Worth Love Field Airport 12:50
      • MDWChicago Midway Airport 16:20
      • 3h 30m
      • Direct
      • Southwest Airlines (WN 2951)Boeing 737 700
      • Southwest Airlines (WN 2951)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 12:55 DFW
        15:21 ORD
        2Hrs, 26m Direct
      • DFWDallas/Fort Worth Intl Airport 12:55 - ORD 15:21 2h 26m Direct
      • DFWDallas/Fort Worth Intl Airport 12:55
      • ORDChicago O'Hare International Airport 15:21
      • 2h 26m
      • Direct
      • American Airlines (AA 2723)Boeing 737 800
      • American Airlines (AA 2723)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 13:10 DAL
        16:45 MDW
        3Hrs, 35m Direct
      • DALDallas/Fort Worth Love Field Airport 13:10 - MDW 16:45 3h 35m Direct
      • DALDallas/Fort Worth Love Field Airport 13:10
      • MDWChicago Midway Airport 16:45
      • 3h 35m
      • Direct
      • Southwest Airlines (WN 980)Boeing 737 700
      • Southwest Airlines (WN 980)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 13:13 DFW
        15:36 ORD
        2Hrs, 23m Direct
      • DFWDallas/Fort Worth Intl Airport 13:13 - ORD 15:36 2h 23m Direct
      • DFWDallas/Fort Worth Intl Airport 13:13
      • ORDChicago O'Hare International Airport 15:36
      • 2h 23m
      • Direct
      • American Airlines (AA 3142)Airbus
      • American Airlines (AA 3142)
        • M
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 13:13 DFW
        15:38 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 13:13 - ORD 15:38 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 13:13
      • ORDChicago O'Hare International Airport 15:38
      • 2h 25m
      • Direct
      • American Airlines (AA 3142)Boeing 737 800
      • American Airlines (AA 3142)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 13:35 DAL
        15:45 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 13:35 - MDW 15:45 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 13:35
      • MDWChicago Midway Airport 15:45
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2564)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2564)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 14:00 DAL
        16:10 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 14:00 - MDW 16:10 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 14:00
      • MDWChicago Midway Airport 16:10
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2330)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2330)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 14:05 DAL
        16:15 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 14:05 - MDW 16:15 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 14:05
      • MDWChicago Midway Airport 16:15
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2564)Boeing 737 800
      • Southwest Airlines (WN 2564)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 14:30 DFW
        16:55 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 14:30 - ORD 16:55 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 14:30
      • ORDChicago O'Hare International Airport 16:55
      • 2h 25m
      • Direct
      • United Airlines (UA 1324)Airbus
      • United Airlines (UA 1324)
        • M
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 14:30 DFW
        16:55 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 14:30 - ORD 16:55 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 14:30
      • ORDChicago O'Hare International Airport 16:55
      • 2h 25m
      • Direct
      • United Airlines (UA 1324)Airbus
      • United Airlines (UA 1324)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 14:45 DFW
        17:10 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 14:45 - ORD 17:10 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 14:45
      • ORDChicago O'Hare International Airport 17:10
      • 2h 25m
      • Direct
      • United Airlines (UA 1324)Boeing 737 800
      • United Airlines (UA 1324)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 15:10 DFW
        17:40 ORD
        2Hrs, 30m Direct
      • DFWDallas/Fort Worth Intl Airport 15:10 - ORD 17:40 2h 30m Direct
      • DFWDallas/Fort Worth Intl Airport 15:10
      • ORDChicago O'Hare International Airport 17:40
      • 2h 30m
      • Direct
      • Spirit Airlines (NK 241)Airbus A320 Neo
      • Spirit Airlines (NK 241)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 15:14 DFW
        17:31 ORD
        2Hrs, 17m Direct
      • DFWDallas/Fort Worth Intl Airport 15:14 - ORD 17:31 2h 17m Direct
      • DFWDallas/Fort Worth Intl Airport 15:14
      • ORDChicago O'Hare International Airport 17:31
      • 2h 17m
      • Direct
      • American Airlines (AA 2412)Airbus
      • American Airlines (AA 2412)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Airbus
      • 15:15 DFW
        17:39 ORD
        2Hrs, 24m Direct
      • DFWDallas/Fort Worth Intl Airport 15:15 - ORD 17:39 2h 24m Direct
      • DFWDallas/Fort Worth Intl Airport 15:15
      • ORDChicago O'Hare International Airport 17:39
      • 2h 24m
      • Direct
      • American Airlines (AA 2412)Airbus
      • American Airlines (AA 2412)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 15:15 DFW
        17:34 ORD
        2Hrs, 19m Direct
      • DFWDallas/Fort Worth Intl Airport 15:15 - ORD 17:34 2h 19m Direct
      • DFWDallas/Fort Worth Intl Airport 15:15
      • ORDChicago O'Hare International Airport 17:34
      • 2h 19m
      • Direct
      • American Airlines (AA 2412)Airbus
      • American Airlines (AA 2412)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Airbus
      • 15:25 DFW
        17:57 ORD
        2Hrs, 32m Direct
      • DFWDallas/Fort Worth Intl Airport 15:25 - ORD 17:57 2h 32m Direct
      • DFWDallas/Fort Worth Intl Airport 15:25
      • ORDChicago O'Hare International Airport 17:57
      • 2h 32m
      • Direct
      • United Airlines (UA 3485)Embraer 175
      • United Airlines (UA 3485)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Embraer 175
      • 15:40 DAL
        19:40 MDW
        4Hrs, 00m Direct
      • DALDallas/Fort Worth Love Field Airport 15:40 - MDW 19:40 4h Direct
      • DALDallas/Fort Worth Love Field Airport 15:40
      • MDWChicago Midway Airport 19:40
      • 4h
      • Direct
      • Southwest Airlines (WN 203)Boeing 737 700
      • Southwest Airlines (WN 203)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 700
      • 15:45 DAL
        18:10 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 15:45 - ORD 18:10 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 15:45
      • ORDChicago O'Hare International Airport 18:10
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 3297)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3297)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 15:45 DAL
        18:10 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 15:45 - ORD 18:10 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 15:45
      • ORDChicago O'Hare International Airport 18:10
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 4042)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4042)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 15:45 DAL
        18:10 ORD
        2Hrs, 25m Direct
      • DALDallas/Fort Worth Love Field Airport 15:45 - ORD 18:10 2h 25m Direct
      • DALDallas/Fort Worth Love Field Airport 15:45
      • ORDChicago O'Hare International Airport 18:10
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 3244)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3244)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 16:00 DAL
        18:10 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 16:00 - MDW 18:10 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 16:00
      • MDWChicago Midway Airport 18:10
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2564)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2564)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 16:15 DFW
        18:40 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 16:15 - ORD 18:40 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 16:15
      • ORDChicago O'Hare International Airport 18:40
      • 2h 25m
      • Direct
      • United Airlines (UA 312)Boeing 737 700
      • United Airlines (UA 312)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 16:15 DFW
        18:40 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 16:15 - ORD 18:40 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 16:15
      • ORDChicago O'Hare International Airport 18:40
      • 2h 25m
      • Direct
      • United Airlines (UA 312)Boeing 737 900
      • United Airlines (UA 312)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 900
      • 16:50 DAL
        19:00 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 16:50 - MDW 19:00 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 16:50
      • MDWChicago Midway Airport 19:00
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 3687)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3687)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 16:55 DFW
        19:21 ORD
        2Hrs, 26m Direct
      • DFWDallas/Fort Worth Intl Airport 16:55 - ORD 19:21 2h 26m Direct
      • DFWDallas/Fort Worth Intl Airport 16:55
      • ORDChicago O'Hare International Airport 19:21
      • 2h 26m
      • Direct
      • American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 2753)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 16:55 DFW
        19:18 ORD
        2Hrs, 23m Direct
      • DFWDallas/Fort Worth Intl Airport 16:55 - ORD 19:18 2h 23m Direct
      • DFWDallas/Fort Worth Intl Airport 16:55
      • ORDChicago O'Hare International Airport 19:18
      • 2h 23m
      • Direct
      • American Airlines (AA 2753)Boeing 737 800
      • American Airlines (AA 2753)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 17:30 DAL
        19:40 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 17:30 - MDW 19:40 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 17:30
      • MDWChicago Midway Airport 19:40
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2329)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2329)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 17:30 DAL
        19:40 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 17:30 - MDW 19:40 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 17:30
      • MDWChicago Midway Airport 19:40
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2045)Boeing 737 800
      • Southwest Airlines (WN 2045)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 17:39 DFW
        20:08 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 17:39 - ORD 20:08 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 17:39
      • ORDChicago O'Hare International Airport 20:08
      • 2h 29m
      • Direct
      • United Airlines (UA 1436)Airbus
      • United Airlines (UA 1436)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus
      • 17:45 DFW
        20:14 ORD
        2Hrs, 29m Direct
      • DFWDallas/Fort Worth Intl Airport 17:45 - ORD 20:14 2h 29m Direct
      • DFWDallas/Fort Worth Intl Airport 17:45
      • ORDChicago O'Hare International Airport 20:14
      • 2h 29m
      • Direct
      • United Airlines (UA 1436)Airbus
      • United Airlines (UA 1436)
        • -
        • -
        • -
        • T
        • -
        • S
        • S
      • Airbus
      • 17:50 DFW
        20:15 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 17:50 - ORD 20:15 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 17:50
      • ORDChicago O'Hare International Airport 20:15
      • 2h 25m
      • Direct
      • United Airlines (UA 1436)Boeing 737 800
      • United Airlines (UA 1436)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 17:50 DFW
        20:15 ORD
        2Hrs, 25m Direct
      • DFWDallas/Fort Worth Intl Airport 17:50 - ORD 20:15 2h 25m Direct
      • DFWDallas/Fort Worth Intl Airport 17:50
      • ORDChicago O'Hare International Airport 20:15
      • 2h 25m
      • Direct
      • United Airlines (UA 1436)Airbus
      • United Airlines (UA 1436)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 17:55 DAL
        20:05 MDW
        2Hrs, 10m Direct
      • DALDallas/Fort Worth Love Field Airport 17:55 - MDW 20:05 2h 10m Direct
      • DALDallas/Fort Worth Love Field Airport 17:55
      • MDWChicago Midway Airport 20:05
      • 2h 10m
      • Direct
      • Southwest Airlines (WN 2564)Boeing 737 800
      • Southwest Airlines (WN 2564)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • Boeing 737 800
      • 18:00 DAL
        22:30 MDW
        4Hrs, 30m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 18:00 - MDW 22:30 4h 30m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 18:00
        HOUHouston Hobby Airport 20:10
      • HOUHouston Hobby Airport 19:10
        MDWChicago Midway Airport 22:30
      • 4h 30m (1h)
      • 1 Stop HOU · 1h
      • Southwest Airlines (WN 47)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1461)Boeing 737 700
      • Southwest Airlines (WN 47)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • 18:15 DAL
        22:20 MDW
        4Hrs, 05m 1 Stop (BNA)
      • DALDallas/Fort Worth Love Field Airport 18:15 - MDW 22:20 4h 05m 1 Stop (BNA) Nashville
      • DALDallas/Fort Worth Love Field Airport 18:15
        BNANashville Airport 20:45
      • BNANashville Airport 19:55
        MDWChicago Midway Airport 22:20
      • 4h 05m (50m)
      • 1 Stop BNA · Nashville 50m
      • Southwest Airlines (WN 2695)Boeing 737 700
        Southwest Airlines (WN 1647)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2695)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 18:15 DAL
        23:55 MDW
        5Hrs, 40m 1 Stop (STL)
      • DALDallas/Fort Worth Love Field Airport 18:15 - MDW 23:55 5h 40m 1 Stop (STL) Saint Louis
      • DALDallas/Fort Worth Love Field Airport 18:15
        STLSt Louis Lambert Intl Airport 22:45
      • STLSt Louis Lambert Intl Airport 19:55
        MDWChicago Midway Airport 23:55
      • 5h 40m (2h 50m)
      • 1 Stop STL · Saint Louis 2h 50m
      • Southwest Airlines (WN 3917)Boeing 737 800
        Southwest Airlines (WN 652)Boeing 737 700
      • Southwest Airlines (WN 3917)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 18:25 DAL
        23:20 MDW
        4Hrs, 55m 1 Stop (AUS)
      • DALDallas/Fort Worth Love Field Airport 18:25 - MDW 23:20 4h 55m 1 Stop (AUS) Austin
      • DALDallas/Fort Worth Love Field Airport 18:25
        AUSAustin-Bergstrom International Airport 20:55
      • AUSAustin-Bergstrom International Airport 19:25
        MDWChicago Midway Airport 23:20
      • 4h 55m (1h 30m)
      • 1 Stop AUS · Austin 1h 30m
      • Southwest Airlines (WN 1138)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2434)Boeing 737 800
      • Southwest Airlines (WN 1138)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • 18:30 DFW
        00:13 ORD
        5Hrs, 43m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 18:30 - ORD 00:13 5h 43m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 18:30
        CLTCharlotte Airport 22:56
      • CLTCharlotte Airport 21:59
        ORDChicago O'Hare International Airport 00:13
      • 5h 43m (57m)
      • 1 Stop CLT · 57m
      • American Airlines (AA 1681)Airbus
        American Airlines (AA 1180)Boeing 737 800
      • American Airlines (AA 1681)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 18:45 DAL
        00:35 MDW
        5Hrs, 50m 1 Stop (DEN)
      • DALDallas/Fort Worth Love Field Airport 18:45 - MDW 00:35 5h 50m 1 Stop (DEN) Denver
      • DALDallas/Fort Worth Love Field Airport 18:45
        DENDenver Intl Airport 21:20
      • DENDenver Intl Airport 19:45
        MDWChicago Midway Airport 00:35
      • 5h 50m (1h 35m)
      • 1 Stop DEN · Denver 1h 35m
      • Southwest Airlines (WN 3805)Boeing 737 800
        Southwest Airlines (WN 4514)Boeing 737 800
      • Southwest Airlines (WN 3805)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 18:55 DAL
        23:45 MDW
        4Hrs, 50m 1 Stop (MSY)
      • DALDallas/Fort Worth Love Field Airport 18:55 - MDW 23:45 4h 50m 1 Stop (MSY)
      • DALDallas/Fort Worth Love Field Airport 18:55
        MSYNew Orleans Louis Armstrong Intl Airport 21:30
      • MSYNew Orleans Louis Armstrong Intl Airport 20:15
        MDWChicago Midway Airport 23:45
      • 4h 50m (1h 15m)
      • 1 Stop MSY · 1h 15m
      • Southwest Airlines (WN 1566)Boeing 737 700
        Southwest Airlines (WN 2367)Boeing 737 700
      • Southwest Airlines (WN 1566)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 19:00 DFW
        23:57 ORD
        4Hrs, 57m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:00 - ORD 23:57 4h 57m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:00
        IAHHouston George Bush Intercontinental Airport 21:20
      • IAHHouston George Bush Intercontinental Airport 20:20
        ORDChicago O'Hare International Airport 23:57
      • 4h 57m (1h)
      • 1 Stop IAH · Houston 1h
      • Frontier Airlines (F9 3198)Airbus A320 Neo
        Frontier Airlines (F9 3136)Airbus A320 Neo
      • Frontier Airlines (F9 3198)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:12 DFW
        23:59 ORD
        4Hrs, 47m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:12 - ORD 23:59 4h 47m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:12
        IAHHouston George Bush Intercontinental Airport 21:22
      • IAHHouston George Bush Intercontinental Airport 20:32
        ORDChicago O'Hare International Airport 23:59
      • 4h 47m (50m)
      • 1 Stop IAH · Houston 50m
      • Frontier Airlines (F9 3194)Airbus A320 Neo
        Frontier Airlines (F9 1882)Airbus A320 Neo
      • Frontier Airlines (F9 3194)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 19:15 DAL
        23:20 MDW
        4Hrs, 05m 1 Stop (AUS)
      • DALDallas/Fort Worth Love Field Airport 19:15 - MDW 23:20 4h 05m 1 Stop (AUS) Austin
      • DALDallas/Fort Worth Love Field Airport 19:15
        AUSAustin-Bergstrom International Airport 20:55
      • AUSAustin-Bergstrom International Airport 20:15
        MDWChicago Midway Airport 23:20
      • 4h 05m (40m)
      • 1 Stop AUS · Austin 40m
      • Southwest Airlines (WN 3546)Boeing 737 700
        Southwest Airlines (WN 3278)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3546)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 19:15 DAL
        23:15 MDW
        4Hrs, 00m 1 Stop (STL)
      • DALDallas/Fort Worth Love Field Airport 19:15 - MDW 23:15 4h 1 Stop (STL) Saint Louis
      • DALDallas/Fort Worth Love Field Airport 19:15
        STLSt Louis Lambert Intl Airport 22:05
      • STLSt Louis Lambert Intl Airport 20:55
        MDWChicago Midway Airport 23:15
      • 4h (1h 10m)
      • 1 Stop STL · Saint Louis 1h 10m
      • Southwest Airlines (WN 2231)Boeing 737 800
        Southwest Airlines (WN 652)Boeing 737 800
      • Southwest Airlines (WN 2231)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 19:25 DFW
        23:59 ORD
        4Hrs, 34m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:25 - ORD 23:59 4h 34m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:25
        IAHHouston George Bush Intercontinental Airport 21:30
      • IAHHouston George Bush Intercontinental Airport 20:48
        ORDChicago O'Hare International Airport 23:59
      • 4h 34m (42m)
      • 1 Stop IAH · Houston 42m
      • United Airlines (UA 6042)Canadair Regional
        United Airlines (UA 750)Boeing 737 900
      • United Airlines (UA 6042)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 19:31 DFW
        00:30 ORD
        4Hrs, 59m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:31 - ORD 00:30 4h 59m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:31
        IAHHouston George Bush Intercontinental Airport 21:55
      • IAHHouston George Bush Intercontinental Airport 20:48
        ORDChicago O'Hare International Airport 00:30
      • 4h 59m (1h 07m)
      • 1 Stop IAH · Houston 1h 07m
      • United Airlines (UA 6042)Canadair Regional
        United Airlines (UA 1334)Boeing 737 Max 9 Passenger
      • United Airlines (UA 6042)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 19:31 DFW
        00:30 ORD
        4Hrs, 59m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:31 - ORD 00:30 4h 59m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:31
        IAHHouston George Bush Intercontinental Airport 21:55
      • IAHHouston George Bush Intercontinental Airport 20:48
        ORDChicago O'Hare International Airport 00:30
      • 4h 59m (1h 07m)
      • 1 Stop IAH · Houston 1h 07m
      • United Airlines (UA 6042)Canadair Regional
        United Airlines (UA 1334)Boeing 737 900
      • United Airlines (UA 6042)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 19:31 DFW
        00:30 ORD
        4Hrs, 59m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:31 - ORD 00:30 4h 59m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:31
        IAHHouston George Bush Intercontinental Airport 21:55
      • IAHHouston George Bush Intercontinental Airport 20:48
        ORDChicago O'Hare International Airport 00:30
      • 4h 59m (1h 07m)
      • 1 Stop IAH · Houston 1h 07m
      • United Airlines (UA 6042)Canadair Regional
        United Airlines (UA 1334)Boeing 737 800
      • United Airlines (UA 6042)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 19:31 DFW
        00:30 ORD
        4Hrs, 59m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:31 - ORD 00:30 4h 59m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:31
        IAHHouston George Bush Intercontinental Airport 21:55
      • IAHHouston George Bush Intercontinental Airport 20:48
        ORDChicago O'Hare International Airport 00:30
      • 4h 59m (1h 07m)
      • 1 Stop IAH · Houston 1h 07m
      • United Airlines (UA 6042)Embraer 175
        United Airlines (UA 1334)Airbus A321 Neo
      • United Airlines (UA 6042)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:38 DFW
        00:35 ORD
        4Hrs, 57m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 19:38 - ORD 00:35 4h 57m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 19:38
        IAHHouston George Bush Intercontinental Airport 21:58
      • IAHHouston George Bush Intercontinental Airport 20:58
        ORDChicago O'Hare International Airport 00:35
      • 4h 57m (1h)
      • 1 Stop IAH · Houston 1h
      • Frontier Airlines (F9 3198)Airbus
        Frontier Airlines (F9 3136)Airbus
      • Frontier Airlines (F9 3198)
        • -
        • -
        • -
        • T
        • -
        • -
        • S
      • 20:20 DAL
        01:00 MDW
        4Hrs, 40m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 20:20 - MDW 01:00 4h 40m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 20:20
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:30
        MDWChicago Midway Airport 01:00
      • 4h 40m (1h 10m)
      • 1 Stop HOU · 1h 10m
      • Southwest Airlines (WN 7)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 7)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:30 DAL
        01:00 MDW
        4Hrs, 30m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 20:30 - MDW 01:00 4h 30m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 20:30
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:40
        MDWChicago Midway Airport 01:00
      • 4h 30m (1h)
      • 1 Stop HOU · 1h
      • Southwest Airlines (WN 57)Boeing 737 700
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 57)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • 05:00 DFW
        10:31 ORD
        5Hrs, 31m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 05:00 - ORD 10:31 5h 31m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 05:00
        CLTCharlotte Airport 09:13
      • CLTCharlotte Airport 08:29
        ORDChicago O'Hare International Airport 10:31
      • 5h 31m (44m)
      • 1 Stop CLT · 44m
      • American Airlines (AA 575)Airbus
        American Airlines (AA 1668)Boeing 737 Max 8 Passenger
      • American Airlines (AA 575)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 05:00 DFW
        11:01 ORD
        6Hrs, 01m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 05:00 - ORD 11:01 6h 01m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 05:00
        CLTCharlotte Airport 09:40
      • CLTCharlotte Airport 08:32
        ORDChicago O'Hare International Airport 11:01
      • 6h 01m (1h 08m)
      • 1 Stop CLT · 1h 08m
      • American Airlines (AA 575)Airbus
        American Airlines (AA 1668)Boeing 737 Max 8 Passenger
      • American Airlines (AA 575)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 05:10 DFW
        10:08 ORD
        4Hrs, 58m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 05:10 - ORD 10:08 4h 58m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 05:10
        IAHHouston George Bush Intercontinental Airport 07:21
      • IAHHouston George Bush Intercontinental Airport 06:27
        ORDChicago O'Hare International Airport 10:08
      • 4h 58m (54m)
      • 1 Stop IAH · Houston 54m
      • United Airlines (UA 6267)Embraer 175
        United Airlines (UA 222)Airbus A321 Neo
      • United Airlines (UA 6267)
        • -
        • -
        • -
        • T
        • F
        • S
        • -
      • 05:10 DFW
        10:02 ORD
        4Hrs, 52m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 05:10 - ORD 10:02 4h 52m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 05:10
        IAHHouston George Bush Intercontinental Airport 07:20
      • IAHHouston George Bush Intercontinental Airport 06:26
        ORDChicago O'Hare International Airport 10:02
      • 4h 52m (54m)
      • 1 Stop IAH · Houston 54m
      • United Airlines (UA 6267)Embraer 175
        United Airlines (UA 1053)Airbus A321 Neo
      • United Airlines (UA 6267)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 05:10 DFW
        10:08 ORD
        4Hrs, 58m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 05:10 - ORD 10:08 4h 58m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 05:10
        IAHHouston George Bush Intercontinental Airport 07:21
      • IAHHouston George Bush Intercontinental Airport 06:27
        ORDChicago O'Hare International Airport 10:08
      • 4h 58m (54m)
      • 1 Stop IAH · Houston 54m
      • United Airlines (UA 6267)Embraer 175
        United Airlines (UA 222)Boeing 737 900
      • United Airlines (UA 6267)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:10 DFW
        10:46 ORD
        5Hrs, 36m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 05:10 - ORD 10:46 5h 36m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 05:10
        IAHHouston George Bush Intercontinental Airport 08:00
      • IAHHouston George Bush Intercontinental Airport 06:27
        ORDChicago O'Hare International Airport 10:46
      • 5h 36m (1h 33m)
      • 1 Stop IAH · Houston 1h 33m
      • United Airlines (UA 6267)Embraer 175
        United Airlines (UA 439)Boeing 737 900
      • United Airlines (UA 6267)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • 05:10 DFW
        10:02 ORD
        4Hrs, 52m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 05:10 - ORD 10:02 4h 52m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 05:10
        IAHHouston George Bush Intercontinental Airport 07:20
      • IAHHouston George Bush Intercontinental Airport 06:26
        ORDChicago O'Hare International Airport 10:02
      • 4h 52m (54m)
      • 1 Stop IAH · Houston 54m
      • United Airlines (UA 6267)Embraer 175
        United Airlines (UA 1053)Boeing 737 Max 8 Passenger
      • United Airlines (UA 6267)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:45 DFW
        11:25 ORD
        5Hrs, 40m 1 Stop (DEN)
      • DFWDallas/Fort Worth Intl Airport 05:45 - ORD 11:25 5h 40m 1 Stop (DEN) Denver
      • DFWDallas/Fort Worth Intl Airport 05:45
        DENDenver Intl Airport 07:50
      • DENDenver Intl Airport 06:55
        ORDChicago O'Hare International Airport 11:25
      • 5h 40m (55m)
      • 1 Stop DEN · Denver 55m
      • United Airlines (UA 1005)Boeing 737 Max 9 Passenger
        United Airlines (UA 1811)Boeing 777
      • United Airlines (UA 1005)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:45 DFW
        11:25 ORD
        5Hrs, 40m 1 Stop (DEN)
      • DFWDallas/Fort Worth Intl Airport 05:45 - ORD 11:25 5h 40m 1 Stop (DEN) Denver
      • DFWDallas/Fort Worth Intl Airport 05:45
        DENDenver Intl Airport 07:50
      • DENDenver Intl Airport 06:55
        ORDChicago O'Hare International Airport 11:25
      • 5h 40m (55m)
      • 1 Stop DEN · Denver 55m
      • United Airlines (UA 1005)Airbus
        United Airlines (UA 1811)Boeing 777
      • United Airlines (UA 1005)
        • -
        • -
        • -
        • T
        • F
        • -
        • S
      • 06:00 DAL
        11:15 MDW
        5Hrs, 15m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 06:00 - MDW 11:15 5h 15m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 06:00
        HOUHouston Hobby Airport 08:50
      • HOUHouston Hobby Airport 07:10
        MDWChicago Midway Airport 11:15
      • 5h 15m (1h 40m)
      • 1 Stop HOU · 1h 40m
      • Southwest Airlines (WN 1628)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4191)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1628)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • 06:00 DAL
        09:25 MDW
        3Hrs, 25m 1 Stop (STL)
      • DALDallas/Fort Worth Love Field Airport 06:00 - MDW 09:25 3h 25m 1 Stop (STL) Saint Louis
      • DALDallas/Fort Worth Love Field Airport 06:00
        STLSt Louis Lambert Intl Airport 08:15
      • STLSt Louis Lambert Intl Airport 07:40
        MDWChicago Midway Airport 09:25
      • 3h 25m (35m)
      • 1 Stop STL · Saint Louis 35m
      • Southwest Airlines (WN 1859)Boeing 737 700
        Southwest Airlines (WN 498)Boeing 737 700
      • Southwest Airlines (WN 1859)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 DAL
        11:30 ORD
        5Hrs, 30m 1 Stop (DEN)
      • DALDallas/Fort Worth Love Field Airport 06:00 - ORD 11:30 5h 30m 1 Stop (DEN) Denver
      • DALDallas/Fort Worth Love Field Airport 06:00
        DENDenver Intl Airport 07:55
      • DENDenver Intl Airport 07:05
        ORDChicago O'Hare International Airport 11:30
      • 5h 30m (50m)
      • 1 Stop DEN · Denver 50m
      • Southwest Airlines (WN 489)Boeing 737 800
        Southwest Airlines (WN 482)Boeing 737 800
      • Southwest Airlines (WN 489)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • 06:05 DAL
        11:50 MDW
        5Hrs, 45m 1 Stop (STL)
      • DALDallas/Fort Worth Love Field Airport 06:05 - MDW 11:50 5h 45m 1 Stop (STL) Saint Louis
      • DALDallas/Fort Worth Love Field Airport 06:05
        STLSt Louis Lambert Intl Airport 10:40
      • STLSt Louis Lambert Intl Airport 07:45
        MDWChicago Midway Airport 11:50
      • 5h 45m (2h 55m)
      • 1 Stop STL · Saint Louis 2h 55m
      • Southwest Airlines (WN 1859)Boeing 737 800
        Southwest Airlines (WN 2364)Boeing 737 800
      • Southwest Airlines (WN 1859)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:10 DAL
        10:40 MDW
        4Hrs, 30m 1 Stop (SAT)
      • DALDallas/Fort Worth Love Field Airport 06:10 - MDW 10:40 4h 30m 1 Stop (SAT)
      • DALDallas/Fort Worth Love Field Airport 06:10
        SATSan Antonio International Airport 08:10
      • SATSan Antonio International Airport 07:20
        MDWChicago Midway Airport 10:40
      • 4h 30m (50m)
      • 1 Stop SAT · 50m
      • Southwest Airlines (WN 1657)Boeing 737 700
        Southwest Airlines (WN 2243)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1657)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:15 DAL
        12:10 MDW
        5Hrs, 55m 1 Stop (MCO)
      • DALDallas/Fort Worth Love Field Airport 06:15 - MDW 12:10 5h 55m 1 Stop (MCO) Orlando
      • DALDallas/Fort Worth Love Field Airport 06:15
        MCOOrlando International Airport 10:20
      • MCOOrlando International Airport 09:45
        MDWChicago Midway Airport 12:10
      • 5h 55m (35m)
      • 1 Stop MCO · Orlando 35m
      • Southwest Airlines (WN 1536)Boeing 737 700
        Southwest Airlines (WN 546)Boeing 737 800
      • Southwest Airlines (WN 1536)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • 06:15 DAL
        11:15 MDW
        5Hrs, 00m 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 06:15 - MDW 11:15 5h 1 Stop (HOU)
      • DALDallas/Fort Worth Love Field Airport 06:15
        HOUHouston Hobby Airport 08:50
      • HOUHouston Hobby Airport 07:25
        MDWChicago Midway Airport 11:15
      • 5h (1h 25m)
      • 1 Stop HOU · 1h 25m
      • Southwest Airlines (WN 5)Boeing 737 700
        Southwest Airlines (WN 222)Boeing 737 800
      • Southwest Airlines (WN 5)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 DAL
        12:15 MDW
        6Hrs, 00m 1 Stop (MCO)
      • DALDallas/Fort Worth Love Field Airport 06:15 - MDW 12:15 6h 1 Stop (MCO) Orlando
      • DALDallas/Fort Worth Love Field Airport 06:15
        MCOOrlando International Airport 10:25
      • MCOOrlando International Airport 09:45
        MDWChicago Midway Airport 12:15
      • 6h (40m)
      • 1 Stop MCO · Orlando 40m
      • Southwest Airlines (WN 2624)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 546)Boeing 737 800
      • Southwest Airlines (WN 2624)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:35 DAL
        12:20 MDW
        5Hrs, 45m 1 Stop (ATL)
      • DALDallas/Fort Worth Love Field Airport 06:35 - MDW 12:20 5h 45m 1 Stop (ATL)
      • DALDallas/Fort Worth Love Field Airport 06:35
        ATLAtlanta Hartsfield-Jackson Intl Airport 11:25
      • ATLAtlanta Hartsfield-Jackson Intl Airport 09:30
        MDWChicago Midway Airport 12:20
      • 5h 45m (1h 55m)
      • 1 Stop ATL · 1h 55m
      • Southwest Airlines (WN 561)Boeing 737 800
        Southwest Airlines (WN 4846)Boeing 737 700
      • Southwest Airlines (WN 561)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:40 DAL
        11:20 MDW
        4Hrs, 40m 1 Stop (BNA)
      • DALDallas/Fort Worth Love Field Airport 06:40 - MDW 11:20 4h 40m 1 Stop (BNA) Nashville
      • DALDallas/Fort Worth Love Field Airport 06:40
        BNANashville Airport 09:45
      • BNANashville Airport 08:25
        MDWChicago Midway Airport 11:20
      • 4h 40m (1h 20m)
      • 1 Stop BNA · Nashville 1h 20m
      • Southwest Airlines (WN 1077)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 4877)Boeing 737 700
      • Southwest Airlines (WN 1077)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:40 DAL
        11:45 MDW
        5Hrs, 05m 1 Stop (STL)
      • DALDallas/Fort Worth Love Field Airport 06:40 - MDW 11:45 5h 05m 1 Stop (STL) Saint Louis
      • DALDallas/Fort Worth Love Field Airport 06:40
        STLSt Louis Lambert Intl Airport 10:35
      • STLSt Louis Lambert Intl Airport 08:20
        MDWChicago Midway Airport 11:45
      • 5h 05m (2h 15m)
      • 1 Stop STL · Saint Louis 2h 15m
      • Southwest Airlines (WN 1859)Boeing 737 700
        Southwest Airlines (WN 2364)Boeing 737 800
      • Southwest Airlines (WN 1859)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:45 DAL
        10:35 MDW
        3Hrs, 50m 1 Stop (MCI)
      • DALDallas/Fort Worth Love Field Airport 06:45 - MDW 10:35 3h 50m 1 Stop (MCI) Kansas City
      • DALDallas/Fort Worth Love Field Airport 06:45
        MCIKansas City International Airport 09:10
      • MCIKansas City International Airport 08:15
        MDWChicago Midway Airport 10:35
      • 3h 50m (55m)
      • 1 Stop MCI · Kansas City 55m
      • Southwest Airlines (WN 701)Boeing 737 700
        Southwest Airlines (WN 2663)Boeing 737 700
      • Southwest Airlines (WN 701)
        • M
        • T
        • -
        • -
        • -
        • -
        • -
      • 06:45 DAL
        12:40 MDW
        5Hrs, 55m 1 Stop (MCI)
      • DALDallas/Fort Worth Love Field Airport 06:45 - MDW 12:40 5h 55m 1 Stop (MCI) Kansas City
      • DALDallas/Fort Worth Love Field Airport 06:45
        MCIKansas City International Airport 11:15
      • MCIKansas City International Airport 08:15
        MDWChicago Midway Airport 12:40
      • 5h 55m (3h)
      • 1 Stop MCI · Kansas City 3h
      • Southwest Airlines (WN 701)Boeing 737 700
        Southwest Airlines (WN 2847)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 701)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:45 DAL
        11:55 MDW
        5Hrs, 10m 1 Stop (MCI)
      • DALDallas/Fort Worth Love Field Airport 06:45 - MDW 11:55 5h 10m 1 Stop (MCI) Kansas City
      • DALDallas/Fort Worth Love Field Airport 06:45
        MCIKansas City International Airport 10:30
      • MCIKansas City International Airport 08:15
        MDWChicago Midway Airport 11:55
      • 5h 10m (2h 15m)
      • 1 Stop MCI · Kansas City 2h 15m
      • Southwest Airlines (WN 3080)Boeing 737 700
        Southwest Airlines (WN 2847)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3080)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:00 DFW
        12:31 ORD
        5Hrs, 31m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 12:31 5h 31m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 07:00
        IAHHouston George Bush Intercontinental Airport 09:49
      • IAHHouston George Bush Intercontinental Airport 08:17
        ORDChicago O'Hare International Airport 12:31
      • 5h 31m (1h 32m)
      • 1 Stop IAH · Houston 1h 32m
      • United Airlines (UA 2670)Boeing 737 Max 9 Passenger
        United Airlines (UA 1165)Boeing 737 900
      • United Airlines (UA 2670)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:00 DFW
        12:36 ORD
        5Hrs, 36m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 12:36 5h 36m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 07:00
        IAHHouston George Bush Intercontinental Airport 09:54
      • IAHHouston George Bush Intercontinental Airport 08:17
        ORDChicago O'Hare International Airport 12:36
      • 5h 36m (1h 37m)
      • 1 Stop IAH · Houston 1h 37m
      • United Airlines (UA 2670)Boeing 737 Max 9 Passenger
        United Airlines (UA 1165)Airbus A321 Neo
      • United Airlines (UA 2670)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 07:00 DFW
        12:26 ORD
        5Hrs, 26m 1 Stop (STL)
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 12:26 5h 26m 1 Stop (STL) Saint Louis
      • DFWDallas/Fort Worth Intl Airport 07:00
        STLSt Louis Lambert Intl Airport 11:00
      • STLSt Louis Lambert Intl Airport 08:54
        ORDChicago O'Hare International Airport 12:26
      • 5h 26m (2h 06m)
      • 1 Stop STL · Saint Louis 2h 06m
      • American Airlines (AA 2480)Airbus
        American Airlines (AA 4591)Embraer Emb 175
      • American Airlines (AA 2480)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:00 DFW
        11:08 ORD
        4Hrs, 08m 1 Stop (IND)
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 11:08 4h 08m 1 Stop (IND)
      • DFWDallas/Fort Worth Intl Airport 07:00
        INDIndianapolis Airport 10:55
      • INDIndianapolis Airport 10:11
        ORDChicago O'Hare International Airport 11:08
      • 4h 08m (44m)
      • 1 Stop IND · 44m
      • American Airlines (AA 2456)Boeing 737 800
        American Airlines (AA 3713)Embraer 170
      • American Airlines (AA 2456)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:00 DFW
        12:16 ORD
        5Hrs, 16m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 12:16 5h 16m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 07:00
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:17
        ORDChicago O'Hare International Airport 12:16
      • 5h 16m (1h 13m)
      • 1 Stop IAH · Houston 1h 13m
      • United Airlines (UA 2670)Boeing 737 700
        United Airlines (UA 2124)Boeing 737 900
      • United Airlines (UA 2670)
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • 07:00 DFW
        12:28 ORD
        5Hrs, 28m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 12:28 5h 28m 1 Stop (CLT)
      • DFWDallas/Fort Worth Intl Airport 07:00
        CLTCharlotte Airport 11:15
      • CLTCharlotte Airport 10:36
        ORDChicago O'Hare International Airport 12:28
      • 5h 28m (39m)
      • 1 Stop CLT · 39m
      • American Airlines (AA 619)Airbus A321 Neo
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 619)
        • M
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:00 DFW
        12:16 ORD
        5Hrs, 16m 1 Stop (IAH)
      • DFWDallas/Fort Worth Intl Airport 07:00 - ORD 12:16 5h 16m 1 Stop (IAH) Houston
      • DFWDallas/Fort Worth Intl Airport 07:00
        IAHHouston George Bush Intercontinental Airport 09:30
      • IAHHouston George Bush Intercontinental Airport 08:17
        ORDChicago O'Hare International Airport 12:16
      • 5h 16m (1h 13m)
      • 1 Stop IAH · Houston 1h 13m
      • United Airlines (UA 2670)Boeing 737 700
        United Airlines (UA 2124)Boeing 737 Max 8 Passenger
      • United Airlines (UA 2670)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 07:00 DAL
        13:00 MDW
        6Hrs, 00m 1 Stop (MCO)
      • DALDallas/Fort Worth Love Field Airport 07:00 - MDW 13:00 6h 1 Stop (MCO) Orlando
      • DALDallas/Fort Worth Love Field Airport 07:00
        MCOOrlando International Airport 11:05
      • MCOOrlando International Airport 10:30
        MDWChicago Midway Airport 13:00
      • 6h (35m)
      • 1 Stop MCO · Orlando 35m
      • Southwest Airlines (WN 1536)Boeing 737 700
        Southwest Airlines (WN 3764)Boeing 737 800
      • Southwest Airlines (WN 1536)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from Dallas to Chicago?

      The fastest flight time for direct flights from Dallas to Chicago is 2 hours 5 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Dallas to Chicago?

      The most popular airline flying from Dallas to Chicago is Frontier Airlines. Find the latest flight deals on Wego.

      How far is Chicago from Dallas?

      The flight distance between Dallas and Chicago is 1295km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 05:00. The last flight of the day departs at 18:00. See the full list of flight times on Wego.

      How many airlines offer direct flights from Dallas to Chicago?

      There are 5 airlines that offer direct flights from Dallas to Chicago. Find out the list of airlines on Wego.

      Popular Airlines Flying From Dallas to Chicago

      Frontier Airlines ‏()
      Spirit Airlines ‏()
      American Airlines ‏()
      Contour Airlines ‏()

      Popular Destinations From Chicago

      Popular Destinations From Dallas

      Popular Hotels in Chicago

      Hotels In Popular Destinations