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.
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 $37
Starting at $73
Starting at $83
Starting at $109
Starting at $162
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from New York to Chicago:
Southwest Airlines
Su, Mo, Tu, We, Th, and Fr
Starting at $124
JetBlue Airways
Su, Mo, Th, and Fr
Starting at $71
United Airlines
Every day
Starting at $101
Spirit Airlines
Su, Mo, Tu, We, Th, and Fr
Starting at $47
American Airlines
Every day
Starting at $82
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.
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
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.
The cheapest one-way flight from New York to Chicago departs on 04/27/2025, is operated by Spirit Airlines and costs $37
The cheapest roundtrip flight from New York to Chicago departs on 04/08/2025, is operated by Spirit Airlines and costs $62
Fastest flight from New York to Chicago takes 2h 25m
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 43m. There are 383 direct flights from New York to Chicago. The time difference between New York and Chicago is 1h . Flights from New York begin at 6:00 AM. The latest flight from New York departs at 9:35 PM.
New York — Chicago
04/02/2025
Departure date
Direct flight
WN2671
Starting at $122
New York — Chicago
04/04/2025
Departure date
Direct flight
MQ3620
Starting at $173
New York — Chicago
04/04/2025
Departure date
Direct flight
NK481
Starting at $211
New York — Chicago
04/11/2025
Departure date
Direct flight
WN3494
Starting at $246
New York — Chicago
04/12/2025
Departure date
Direct flight
NK481
Starting at $217
New York — Chicago
04/19/2025
Departure date
Direct flight
AA3584
Starting at $85
New York — Chicago
04/22/2025
Departure date
Direct flight
WN1539
Starting at $89
New York — Chicago
04/23/2025
Departure date
Direct flight
AA532
Starting at $96
New York — Chicago
04/26/2025
Departure date
Direct flight
B6906
Starting at $141
New York — Chicago
04/29/2025
Departure date
Direct flight
AA532
Starting at $124
The cheapest flight ticket from New York to Chicago according to data for the last 48 hours costs $37
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: May, March, April.
The fastest flights from New York to Chicago start from 2 hours 25 minutes in the air.
The following airlines operate direct flights on the route New York — Chicago: Southwest Airlines, Envoy Air, Spirit Airlines
May 7
Spirit Airlines
