Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from New York City to Chicago is Spirit Airlines.
Cheapest Month
May
Travel Period: March 2025 - February 2026
The cheapest month(s) to fly from New York City to Chicago is May.
Cheapest Day of the Week
Tuesday
The cheapest day(s) of the week to fly from New York City to Chicago is Tuesday.
What’s the most popular airline flying from New York City to Chicago?
The most popular airline flying from New York City to Chicago is Spirit Airlines. Find the latest flight deals on Wego.
How far is Chicago from New York City?
The flight distance between New York City and Chicago is 1144km. Check all available flights on Wego.
Popular Airlines Flying From New York City to Chicago
Popular Destinations From Chicago
Popular Destinations From New York City
Popular Hotels in Chicago
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
- The Royal Sonesta Chicago Downtown
- Club Quarters Hotel Central Loop
- The Ritz-Carlton, Chicago
- Fairmont Chicago at Millennium Park Gold Experience
- Swissôtel Chicago
- Pendry Chicago
- Hotel Felix Chicago
- Hotel Saint Clair
- Best Western River North Hotel