Helping travelers to find the best flight offers
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from New York to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from New York to Chicago
Below you will find a list of airlines operating flights on the New York — Chicago route and the starting prices for flights of each specific airline on it.
Starting at $42
Starting at $98
Starting at $103
Starting at $118
Starting at $122
Starting at $145
A direct flight is the most convenient and comfortable way to fly from New York to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from New York to Chicago:
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
New York — Chicago
06/02/2025
Departure date
Direct flight
WN142
Starting at $280
New York — Chicago
06/04/2025
Departure date
Direct flight
AA462
Starting at $161
New York — Chicago
06/05/2025
Departure date
Direct flight
AA483
Starting at $242
New York — Chicago
06/06/2025
Departure date
Direct flight
NK2543
Starting at $138
New York — Chicago
06/11/2025
Departure date
Direct flight
UA1741
Starting at $199
New York — Chicago
06/12/2025
Departure date
Direct flight
NK2178
Starting at $300
New York — Chicago
06/19/2025
Departure date
Direct flight
UA1936
Starting at $176
New York — Chicago
07/09/2025
Departure date
Direct flight
AA2994
Starting at $105
New York — Chicago
07/17/2025
Departure date
Direct flight
B6905
Starting at $341
New York — Chicago
07/19/2025
Departure date
Direct flight
UA1308
Starting at $145
Spirit Airlines
Every day
Starting at $47
United Airlines
Every day
Starting at $162
American Airlines
Every day
Starting at $141
Southwest Airlines
Every day
Starting at $108
JetBlue Airways
Every day
Starting at $79
The cheapest flight ticket from New York to Chicago according to data for the last 48 hours costs $47
Often the best time to buy tickets from New York to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from New York to Chicago can be found flying in these months: June, May, August.
The fastest flights from New York to Chicago start from 2 hours 30 minutes in the air.
The following airlines operate direct flights on the route New York — Chicago: Southwest Airlines, American Airlines, Spirit Airlines
June 5
Frontier Airlines
The cheapest one-way flight from New York to Chicago departs on 07/24/2025, is operated by Spirit Airlines and costs $47
The cheapest roundtrip flight from New York to Chicago departs on 07/16/2025, is operated by Spirit Airlines and costs $82
Fastest flight from New York to Chicago takes 2h 30m
There are direct flights on this route 7 days a week: Su, Mo, Tu, We, Th, Fr, and Sa
The distance between New York and Chicago is 1144km (709 miles). The average flight duration is 2h 33m. There are 385 direct flights from New York to Chicago. The time difference between New York and Chicago is 1h . Flights from New York begin at 5:30 AM. The latest flight from New York departs at 9:50 PM.
