Cheap flights from New York to Chicago
Travel > North America > United States > New York to Chicago flights
If you want to visit a vibrant, energetic city that's rich in heritage, culture, entertainment, and commerce, Chicago runs right up there with the big dogs. You could start by visiting downtown which is the center for government, finance, and commerce of Chicago and is encircled by The Loop, named for the elevated train tracks that loop around the central area. Tall skyscrapers such as the world's second-tallest building, the Sears Tower, and the Chicago Board of Trade are landmarks... (read more in our Chicago Travel Guide)
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Cheapest flights found for the next 6 months
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Check our newest flight offers to Chicago:
- $298
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Buffalo, NY (BUF) Chicago, IL (MDW) 12/16/2022 11:06 pm Chicago, IL (MDW) Buffalo, NY (BUF) 12/31/2022 05:43 pm - $418 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Buffalo, NY (BUF) Chicago, IL (MDW) 01/02/2023 11:35 am Chicago, IL (MDW) Buffalo, NY (BUF) 01/11/2023 10:26 pm - $450
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 12/18/2022 09:29 am Chicago, IL (ORD) New York, NY (LGA) 12/27/2022 09:50 am - $468 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Buffalo, NY (BUF) Chicago, IL (MDW) 12/11/2022 11:35 am Chicago, IL (MDW) Buffalo, NY (BUF) 12/26/2022 05:21 pm - $478 Frontier Airlines
cheapoair.com check priceFrom To Departure Time Buffalo, NY (BUF) Chicago, IL (MDW) 12/15/2022 11:35 am Chicago, IL (MDW) Buffalo, NY (BUF) 12/30/2022 05:21 pm
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Los Angeles To Bridgetown Multiple Airlines airfares from Los Angeles in December
$2190 Depart: 12/31/2022
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Denver To Fort Myers Multiple Airlines airfares from Denver in December
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