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:

  • $96Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (ORD)12/15/201609:59 pm
    Chicago, IL (ORD)New York, NY (LGA)12/18/201606:00 pm
    flyfar.ca check price
  • $203Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Buffalo, NY (BUF)Chicago, IL (ORD)02/15/201709:03 am
    Chicago, IL (ORD)Buffalo, NY (BUF)03/01/201710:40 am
    flighthub.com check price
  • $239Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Rochester, NY (ROC)Chicago, IL (ORD)02/01/201701:29 pm
    Chicago, IL (ORD)Rochester, NY (ROC)02/14/201710:20 am
    flighthub.com check price
  • $388American Airlines flight American Airlines 
    FromToDepartureTime
    Syracuse, NY (SYR)Chicago, IL (ORD)06/23/201708:35 am
    Chicago, IL (ORD)Syracuse, NY (SYR)07/02/201703:20 pm
    faredepot.com check price
  • $440Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Albany, NY (ALB)Chicago, IL (ORD)12/22/201605:55 pm
    Chicago, IL (ORD)Albany, NY (ALB)01/02/201704:35 pm
    flightnetwork.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesPhiladelphia To Kona Multiple Airlines airfares from Philadelphia in December
$2644 Depart: 12/20/2016
Return: 12/25/2016

provided by FlyFar

United AirlinesRochester To Tampa United Airlines airfares from Rochester in April
$586 Depart: 04/07/2017
Return: 04/17/2017

provided by FlightHub

Multiple AirlinesHouston To Newark Multiple Airlines airfares from Houston in December
$574 Depart: 12/25/2016
Return: 01/01/2017

provided by FlyFar

Sun Country AirlinesOrlando To San Diego Sun Country Airlines airfares from Orlando in January
$590 Depart: 01/10/2017
Return: 01/25/2017

provided by FlightHub

Multiple AirlinesAtlanta To Albany Multiple Airlines airfares from Atlanta in December
$577 Depart: 12/26/2016
Return: 12/30/2016

provided by FlyFar

Multiple AirlinesDayton To Honolulu Multiple Airlines airfares from Dayton in July
$3238 Depart: 07/24/2017
Return: 08/02/2017

provided by FlyFar

Multiple AirlinesMilwaukee To Phoenix Multiple Airlines airfares from Milwaukee in June
$561 Depart: 06/11/2017
Return: 06/19/2017

provided by FlyFar

United AirlinesDenver To Oranjestad United Airlines airfares from Denver in January
$646 Depart: 01/14/2017
Return: 01/19/2017

provided by FlyFar

Jetblue AirwaysWashington DC To Nashville Jetblue Airways airfares from Washington DC in December
$387 Depart: 12/20/2016
Return: 12/27/2016

provided by FlightHub

 

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