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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Cheapest flights found for the next 6 months

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Check our newest flight offers to Chicago:

  • $96Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    New York, NY (JFK)Chicago, IL (ORD)11/22/202008:00 am
    Chicago, IL (ORD)New York, NY (JFK)12/07/202010:18 am
    cheapoair.com check price
  • $183Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Buffalo, NY (BUF)Chicago, IL (ORD)10/29/202008:00 am
    Chicago, IL (ORD)Buffalo, NY (BUF)11/04/202010:20 am
    cheapoair.com check price
  • $224Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Westchester County, NY (HPN)Chicago, IL (ORD)10/30/202008:00 am
    Chicago, IL (ORD)Westchester County, NY (HPN)11/13/202005:55 am
    cheapoair.com check price
  • $227Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Rochester, NY (ROC)Chicago, IL (ORD)11/12/202007:52 am
    Chicago, IL (ORD)Rochester, NY (ROC)11/20/202005:43 pm
    cheapoair.com check price
  • $279Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Syracuse, NY (SYR)Chicago, IL (ORD)11/01/202010:50 am
    Chicago, IL (ORD)Syracuse, NY (SYR)11/13/202011:31 am
    cheapoair.com check price
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Recently found cheap flight deals

Japan AirlinesAtlanta To Jakarta Japan Airlines airfares from Atlanta in June
$1382 Depart: 06/17/2020
Return: 07/01/2020

provided by Travelgrove

Multiple AirlinesOrlando To Georgetown Multiple Airlines airfares from Orlando in December
$792 Depart: 12/23/2020
Return: 01/05/2021

provided by Cheapoair.com

Spirit AirlinesFort Lauderdale To Canton Spirit Airlines airfares from Fort Lauderdale in November
$490 Depart: 11/25/2020
Return: 12/08/2020

provided by Cheapoair.com

Multiple AirlinesDallas To Berlin Multiple Airlines airfares from Dallas in February
$965 Depart: 02/12/2020
Return: 02/25/2020

provided by Flightnetwork

Multiple AirlinesPhoenix To Dammam Multiple Airlines airfares from Phoenix in November
$1144 Depart: 11/24/2020
Return: 12/02/2020

provided by Cheapoair.com

Alaska AirlinesGreenville To Portland Alaska Airlines airfares from Greenville in January
$2829 Depart: 01/05/2021
Return: 01/20/2021

provided by Cheapoair.com

Multiple AirlinesBuffalo To Sydney Multiple Airlines airfares from Buffalo in November
$4673 Depart: 11/28/2020
Return: 12/10/2020

provided by Cheapoair.com

Multiple AirlinesChattanooga To San Francisco Multiple Airlines airfares from Chattanooga in October
$768 Depart: 10/01/2019
Return: 10/22/2019

provided by FlyFar

Aerolineas ArgentinasNew York City To Asuncion Aerolineas Argentinas airfares from New York City in December
$963 Depart: 12/15/2020
Return: 12/22/2020

provided by Cheapoair.com

 

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