Cheap flights from New York to Chicago
Travel > North America > United States > New York to Chicago flights
Chicago is home to internationally recognized names in the entertainment scene: the Chicago Symphony, Lyric Opera, and Steppenwolf Theatre, Gutsy Steppenwolf Theater regularly showcase the talents of remarkable local actors. The Grammy-laden Chicago Symphony Orchestra is appreciated both at home and abroad and the Lyric Opera's lavish productions boast world-class singers and conductors. And let’s not forget film criticism, TV talk (who doesn't know Oprah!) and Second City... (read more in our Chicago Travel Guide)
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Check our newest flight offers to Chicago:
- $136
Spirit Airlines
cheapoair.com check priceFrom To Departure Time New York, NY (LGA) Chicago, IL (ORD) 08/15/2017 09:50 pm Chicago, IL (ORD) New York, NY (LGA) 08/23/2017 05:51 am - $272
Southwest Airlines
flyfar.ca check priceFrom To Departure Time Buffalo, NY (BUF) Chicago, IL (MDW) 07/01/2017 07:05 am Chicago, IL (MDW) Buffalo, NY (BUF) 07/14/2017 07:00 am - $298
Multiple Airlines
flighthub.com check priceFrom To Departure Time Rochester, NY (ROC) Chicago, IL (ORD) 07/18/2017 04:00 pm Chicago, IL (ORD) Rochester, NY (ROC) 07/27/2017 01:40 pm - $310
Jetblue Airways
cheapoair.com check priceFrom To Departure Time Westchester County, NY (HPN) Chicago, IL (ORD) 09/19/2017 06:30 pm Chicago, IL (ORD) Westchester County, NY (HPN) 09/27/2017 06:45 am - $377
United Airlines
flightnetwork.com check priceFrom To Departure Time Syracuse, NY (SYR) Chicago, IL (ORD) 08/08/2017 05:45 am Chicago, IL (ORD) Syracuse, NY (SYR) 08/18/2017 08:25 am
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