Cheap flights from New York to Chicago

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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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Cheapest flights found for the next 6 months

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Check our newest flight offers to Chicago:

  • $85Major Carrier flight Major Carrier 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (MDW)02/09/201806:00 am
    Chicago, IL (MDW)New York, NY (LGA)02/11/201806:00 am
    flyfar.ca check price
  • $141United Airlines flight United Airlines 
    FromToDepartureTime
    Westchester County, NY (HPN)Chicago, IL (ORD)03/07/201812:00 pm
    Chicago, IL (ORD)Westchester County, NY (HPN)03/28/201807:45 am
    flightnetwork.com check price
  • $196United Airlines flight United Airlines 
    FromToDepartureTime
    Buffalo, NY (BUF)Chicago, IL (ORD)02/27/201805:30 pm
    Chicago, IL (ORD)Buffalo, NY (BUF)03/21/201807:30 am
    travelgrove.com check price
  • $201Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Syracuse, NY (SYR)Chicago, IL (ORD)02/26/201805:49 am
    Chicago, IL (ORD)Syracuse, NY (SYR)03/07/201804:34 pm
    cheapoair.com check price
  • $221Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Rochester, NY (ROC)Chicago, IL (ORD)02/04/201809:39 am
    Chicago, IL (ORD)Rochester, NY (ROC)02/13/201810:33 am
    travelgrove.com check price
cheap domestic and international flights

Recently found cheap flight deals

Southwest AirlinesSan Francisco To West Palm Beach Southwest Airlines airfares from San Francisco in February
$1002 Depart: 02/16/2018
Return: 03/01/2018

provided by Flightnetwork

Multiple AirlinesDenver To Newcastle Multiple Airlines airfares from Denver in January
$2671 Depart: 01/22/2018
Return: 02/04/2018

provided by Travelgrove

Multiple AirlinesAtlanta To Kingston Multiple Airlines airfares from Atlanta in May
$1000 Depart: 05/20/2018
Return: 05/27/2018

provided by Travelgrove

Multiple AirlinesChicago To Hilo Multiple Airlines airfares from Chicago in February
$1235 Depart: 02/03/2018
Return: 02/10/2018

provided by FlyFar

Multiple AirlinesAllentown To Orlando Multiple Airlines airfares from Allentown in February
$1046 Depart: 02/13/2018
Return: 02/20/2018

provided by Flightnetwork

Multiple AirlinesMaui To Edmonton Multiple Airlines airfares from Maui in January
$522 Depart: 01/17/2018
Return: 01/29/2018

provided by Travelgrove

Multiple AirlinesOrlando To Port Au Prince Multiple Airlines airfares from Orlando in January
$353 Depart: 01/23/2018
Return: 01/28/2018

provided by Travelgrove

Multiple AirlinesMiami To Curacao Multiple Airlines airfares from Miami in March
$575 Depart: 03/21/2018
Return: 04/04/2018

provided by FlyFar

Major CarrierDenver To Long Beach Major Carrier airfares from Denver in January
$147 Depart: 01/30/2018
Return: 02/11/2018

provided by FlyFar

 

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