Cheap flights from New York to Chicago, United States (NYC - CHI)

Flying from New York to Chicago can be expensive. Our search helps you compare cheap flights, airfare deals, and flight tickets across airlines and agencies so you can book at the best price.

We scan trusted travel agencies and airline booking systems for the route New York - Chicago (NYC - CHI). We do not sell tickets or add fees - you choose where to buy.

Airfares vary by date, time, and airport. Use filters to find the best option by departure/arrival time, number of stops, airline or alliance, and booking channel.

If your dates are flexible, check the low-fare calendar to find the cheapest days. Booking round-trip in one order often reduces fees, and prices usually rise as departure approaches.

We also recommend you to look through the prices for return tickets from Chicago to New York.

Airfares found by our users in the past 24 hours

The cheapest flight from New York to Chicago is 3 557र on Spirit Airlines, departing on 02/26/2026 - 07:05 and returning on 02/28/2026 - 03:51.
The price for these dates could change. Use search to get the best price.

Average round-trip airfares from New York to Chicago by months

MonthRound-Trip
January 2026find now
February 202626.02 - 28.02from 3 557र
March 202611.03 - 14.03from 4 329र
April 202618.04 - 20.04from 4 082र
May 2026find now
June 2026find now
July 202603.07 - 11.07from 14 685र
August 202611.08 - 16.08from 10 517र
September 202603.09 - 04.09from 9 805र
October 2026find now
November 2026find now
December 2026find now

Prices shown are based on searches from the last few days. Ticket prices can change and depend on availability at the time of booking.

Airlines are flying from New York to Chicago

Southwest Airlines
Find Flights to Chicago