Cheap flights from New York to Chicago

Travel > North America > United States > New York to Chicago flights

Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (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:

  • $70Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (ORD)07/13/202409:10 pm
    Chicago, IL (ORD)New York, NY (LGA)07/23/202411:13 am
    cheapoair.com check price
  • $118Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (ORD)09/13/202408:35 am
    Chicago, IL (ORD)New York, NY (LGA)09/15/202404:57 pm
    cheapoair.com check price
  • $172Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (MDW)09/13/202404:20 pm
    Chicago, IL (MDW)New York, NY (LGA)09/15/202409:44 pm
    cheapoair.com check price
  • $288Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Buffalo, NY (BUF)Chicago, IL (MDW)06/22/202409:07 pm
    Chicago, IL (MDW)Buffalo, NY (BUF)06/27/202408:30 am
    cheapoair.com check price
  • $308Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Buffalo, NY (BUF)Chicago, IL (MDW)07/30/202408:52 pm
    Chicago, IL (MDW)Buffalo, NY (BUF)08/06/202407:00 am
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesSan Francisco To Salt Lake City Multiple Airlines airfares from San Francisco in June
$322 Depart: 06/11/2023
Return: 06/20/2023

provided by Cheapoair.com

Jetblue AirwaysSarasota To Baltimore Jetblue Airways airfares from Sarasota in November
$295 Depart: 11/12/2020
Return: 11/27/2020

provided by Cheapoair.com

Multiple AirlinesLos Angeles To Ottawa Multiple Airlines airfares from Los Angeles in August
$416 Depart: 08/25/2020
Return: 09/01/2020

provided by FlyFar

LOT Polish AirlinesNewark To Gdansk LOT Polish Airlines airfares from Newark in January
$607 Depart: 01/28/2024
Return: 02/04/2024

provided by Cheapoair.com

Multiple AirlinesDetroit To Dubai Multiple Airlines airfares from Detroit in June
$1900 Depart: 06/19/2024
Return: 06/29/2024

provided by Cheapoair.com

Multiple AirlinesBoise To Charlotte Multiple Airlines airfares from Boise in August
$779 Depart: 08/07/2024
Return: 08/14/2024

provided by Cheapoair.com

Air TransatToronto To Cancun Air Transat airfares from Toronto in July
$644 Depart: 07/03/2024
Return: 07/08/2024

provided by Cheapoair.com

AeromexicoSan Antonio To San Salvador Aeromexico airfares from San Antonio in July
$1005 Depart: 07/07/2024
Return: 07/13/2024

provided by Cheapoair.com

Oceanic AirlinesAsheville To Chicago Oceanic Airlines airfares from Asheville in September
$8344 Depart: 09/29/2020
Return: 10/13/2020

provided by FlyFar

 

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