Cheap Flights From Chicago To Cancun From CDF590642 | CHI - CUN | cd.wego.com

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Fare Guide

Estimated lowest fares found within 7 days

The cheapest airline(s) flying from Chicago to Cancun is VivaAerobus.

Travel Period: December 2024 - November 2025

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

Dec 2024
Jan 2025
Feb 2025
Mar 2025
Apr 2025
May 2025
Jun 2025
Jul 2025
Aug 2025
Sep 2025
Oct 2025
Nov 2025

The cheapest day(s) of the week to fly from Chicago to Cancun is Saturday.

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

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

Time Earliest
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Depart Earliest
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Arrive
- Earliest
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Duration
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Stopover
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06:00 ORD

10:46 CUN

3Hrs, 46m Direct
ORDChicago O'Hare International Airport 06:00 - CUN 10:46 3h 46m Direct
ORDChicago O'Hare International Airport 06:00
CUNCancun Airport 10:46
3h 46m
Direct
Spirit Airlines (NK 104)Airbus Industrie A321 Sharklets
Spirit Airlines (NK 104)
- M
- -
- W
- -
- F
- S
- -
Airbus Industrie A321 Sharklets

07:10 MDW

12:00 CUN

3Hrs, 50m Direct
MDWChicago Midway Airport 07:10 - CUN 12:00 3h 50m Direct
MDWChicago Midway Airport 07:10
CUNCancun Airport 12:00
3h 50m
Direct
Southwest Airlines (WN 228)Boeing 737 Max 8 Passenger
Southwest Airlines (WN 228)
- -
- -
- -
- -
- -
- S
- -
Boeing 737 Max 8 Passenger

07:13 ORD

12:09 CUN

3Hrs, 56m Direct
ORDChicago O'Hare International Airport 07:13 - CUN 12:09 3h 56m Direct
ORDChicago O'Hare International Airport 07:13
CUNCancun Airport 12:09
3h 56m
Direct
Frontier Airlines (F9 44)Airbus A320 Neo
Frontier Airlines (F9 44)
- M
- T
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- S
- S
Airbus A320 Neo

08:42 ORD

13:33 CUN

3Hrs, 51m Direct
ORDChicago O'Hare International Airport 08:42 - CUN 13:33 3h 51m Direct
ORDChicago O'Hare International Airport 08:42
CUNCancun Airport 13:33
3h 51m
Direct
United Airlines (UA 1656)Boeing 777
United Airlines (UA 1656)
- M
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- F
- S
- S
Boeing 777

08:53 ORD

13:38 CUN

3Hrs, 45m Direct
ORDChicago O'Hare International Airport 08:53 - CUN 13:38 3h 45m Direct
ORDChicago O'Hare International Airport 08:53
CUNCancun Airport 13:38
3h 45m
Direct
American Airlines (AA 1503)Boeing 737 800
American Airlines (AA 1503)
- M
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- T
- F
- S
- S
Boeing 737 800

09:13 ORD

14:10 CUN

3Hrs, 57m Direct
ORDChicago O'Hare International Airport 09:13 - CUN 14:10 3h 57m Direct
ORDChicago O'Hare International Airport 09:13
CUNCancun Airport 14:10
3h 57m
Direct
United Airlines (UA 1198)Boeing 737 Max 9 Passenger
United Airlines (UA 1198)
- M
- T
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- F
- S
- S
Boeing 737 Max 9 Passenger

09:25 MDW

14:15 CUN

3Hrs, 50m Direct
MDWChicago Midway Airport 09:25 - CUN 14:15 3h 50m Direct
MDWChicago Midway Airport 09:25
CUNCancun Airport 14:15
3h 50m
Direct
Southwest Airlines (WN 220)Boeing 737 Max 8 Passenger
Southwest Airlines (WN 220)
- M
- T
- W
- -
- F
- -
- -
Boeing 737 Max 8 Passenger

10:00 ORD

14:50 CUN

3Hrs, 50m Direct
ORDChicago O'Hare International Airport 10:00 - CUN 14:50 3h 50m Direct
ORDChicago O'Hare International Airport 10:00
CUNCancun Airport 14:50
3h 50m
Direct
American Airlines (AA 492)Boeing 737 800
American Airlines (AA 492)
- M
- T
- W
- -
- F
- S
- S
Boeing 737 800

10:25 ORD

15:20 CUN

3Hrs, 55m Direct
ORDChicago O'Hare International Airport 10:25 - CUN 15:20 3h 55m Direct
ORDChicago O'Hare International Airport 10:25
CUNCancun Airport 15:20
3h 55m
Direct
Southwest Airlines (WN 1510)Boeing 737 700
Southwest Airlines (WN 1510)
- -
- -
- -
- -
- -
- S
- -
Boeing 737 700

11:40 MDW

16:25 CUN

3Hrs, 45m Direct
MDWChicago Midway Airport 11:40 - CUN 16:25 3h 45m Direct
MDWChicago Midway Airport 11:40
CUNCancun Airport 16:25
3h 45m
Direct
Southwest Airlines (WN 228)Boeing 737 700
Southwest Airlines (WN 228)
- -
- -
- -
- T
- -
- -
- -
Boeing 737 700

15:00 MDW

19:45 CUN

3Hrs, 45m Direct
MDWChicago Midway Airport 15:00 - CUN 19:45 3h 45m Direct
MDWChicago Midway Airport 15:00
CUNCancun Airport 19:45
3h 45m
Direct
Southwest Airlines (WN 218)Boeing 737 700
Southwest Airlines (WN 218)
- -
- -
- -
- -
- -
- S
- S
Boeing 737 700

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What’s the fastest flight time from Chicago to Cancun?

The fastest flight time for direct flights from Chicago to Cancun is 3 hours 45 minutes. Check latest flight schedules & prices on Wego.

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

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

How far is Cancun from Chicago?

The flight distance between Chicago and Cancun is 2305km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:00. The last flight of the day departs at 06:00. See the full list of flight times on Wego.

How many airlines offer direct flights from Chicago to Cancun?

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

Popular Airlines flying from Chicago to Cancun

American Airlines ‏()

Spirit Airlines ‏()

United Airlines ‏()

Popular Destinations from Cancun

Popular Destinations from Chicago

Popular Hotels in Cancun

Hotels In Popular Destinations