Cheap flights from New York City to Chicago
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Travel tip: Visit Chicago on your holidays!Check our current prices for flights from New York City to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from New York City to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $300/RT are provided by Cheapoair.com. Outbound flight is leaving on 06/27/2023, 09:30 am from New York Ny/newark La Guardia (LGA) airport and arrives at Chicago O`hare (ORD) at 04:27 pm. The flight time is 6 hours and 57 minutes. The Returning flight departes on 07/12/2023, 05:00 am (other return dates are also available). Date posted: 22 Mar 2023
Price evolution for flights From New York City To Chicago

Recent Deals on Flights from New York City to Chicago:Roundtrip / Oneway
- $300
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 06/27/2023 09:30 am Chicago, IL (ORD) New York, NY (LGA) 07/12/2023 05:00 am - $316
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 05/25/2023 08:41 am Chicago, IL (ORD) New York, NY (LGA) 05/29/2023 09:30 pm - $413
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 07/26/2023 06:00 am Chicago, IL (ORD) New York, NY (LGA) 08/01/2023 05:00 am - $521
Multiple Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (MDW) 05/25/2023 05:59 pm Chicago, IL (MDW) New York, NY (LGA) 05/29/2023 09:30 pm - $620
Frontier Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (MDW) 06/27/2023 05:59 pm Chicago, IL (MDW) New York, NY (LGA) 07/12/2023 10:10 pm - $96
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 05/11/2023 06:30 am - $131
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 04/30/2023 03:00 pm - $139
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 03/25/2023 06:30 am - $204
Sun Country Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (JFK) Chicago, IL (ORD) 05/11/2023 11:25 am - $239
Sun Country Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (JFK) Chicago, IL (ORD) 04/30/2023 11:25 am
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Know what to do when flying to Chicago?
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