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.
The cheapest one-way flight from New York to Chicago departs on 05/27/2025, is operated by Spirit Airlines and costs $38
The cheapest roundtrip flight from New York to Chicago departs on 05/31/2025, is operated by Spirit Airlines and costs $76
Fastest flight from New York to Chicago takes 2h 20m
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.
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 $38
Starting at $91
Starting at $95
Starting at $108
Starting at $112
Starting at $134
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:
Spirit Airlines
Every day
Starting at $43
United Airlines
Every day
Starting at $149
American Airlines
Every day
Starting at $130
Southwest Airlines
Every day
Starting at $100
JetBlue Airways
Every day
Starting at $72
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
05/12/2025
Departure date
Direct flight
UA2700
Starting at $351
New York — Chicago
05/31/2025
Departure date
Direct flight
NK2178
Starting at $88
New York — Chicago
06/23/2025
Departure date
Direct flight
WN234
Starting at $212
New York — Chicago
06/28/2025
Departure date
Direct flight
NK2178
Starting at $86
New York — Chicago
09/03/2025
Departure date
Direct flight
AA4416
Starting at $111
New York — Chicago
10/06/2025
Departure date
Direct flight
AA1936
Starting at $107
New York — Chicago
05/11/2025
Departure date
Direct flight
UA2100
Starting at $191
New York — Chicago
05/13/2025
Departure date
Direct flight
UA2299
Starting at $190
New York — Chicago
05/16/2025
Departure date
Direct flight
WS7763
Starting at $229
New York — Chicago
05/21/2025
Departure date
Direct flight
NK2543
Starting at $155
The cheapest flight ticket from New York to Chicago according to data for the last 48 hours costs $38
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 20 minutes in the air.
The following airlines operate direct flights on the route New York — Chicago: United Airlines, Spirit Airlines, Southwest Airlines
October 6
Spirit Airlines