Take off on cheap flights from New York to Chicago, your adventure starts now!

Find cheap airline tickets from New York to Chicago by date

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  • price
  • month of departure
  • month of return
$204
Delta Air Lines outward: Dec 15, 2022
8:55p JFK » 11:53p ORD
Delta Air Lines direct (2h58m)
JetBlue inbound: Dec 19, 2022
1:00p ORD » 3:10p JFK
JetBlue direct (2h10m)
$205
United Airlines outward: May 25, 2023
1:00p LGA » 3:24p ORD
United Airlines direct (2h24m)
United Airlines inbound: May 28, 2023
4:20a ORD » 6:31a EWR
United Airlines direct (2h11m)
$279
Delta Air Lines outward: Dec 29, 2022
12:00p EWR » 3:49p MDW
Delta Air Lines 1 stop (3h49m)
United Airlines inbound: Jan 3, 2023
4:25a ORD » 6:30a EWR
United Airlines direct (2h05m)
$354
Delta Air Lines outward: Dec 24, 2022
11:00p LGA » 1:48a ORD
Delta Air Lines direct (2h48m)
Unknown Company inbound: Dec 27, 2022
2:20p ORD » 9:08p EWR
Unknown Company 1 stop (6h48m)
$360
United Airlines outward: Dec 24, 2022
4:14a EWR » 6:59a ORD
United Airlines direct (2h45m)
Unknown Company inbound: Dec 28, 2022
2:20p ORD » 9:08p EWR
Unknown Company 1 stop (6h48m)
Return
Departure
Choose when you'd like to depart to Chicago (USA):
Find the cheapest New York Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for New York - Chicago with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from New York to Chicago

  • any
  • December 2022
  • January 2023
  • February 2023
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  • April 2023
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  • all
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Dec 29, 2022
Spirit Airlines 1 stop
return: Jan 2, 2023
Spirit Airlines 1 stop
JetBlue
outbound: Dec 24, 2022
JetBlue direct
return: Dec 27, 2022
JetBlue direct
United Airlines
outbound: May 25, 2023
United Airlines direct
return: May 27, 2023
United Airlines direct
Frontier Airlines
outbound: May 25, 2023
Frontier Airlines 1 stop
return: May 27, 2023
Frontier Airlines 1 stop

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h46m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Dec 7, 2022 1:44 PM, GMT-6
  • Weather:
  • min. 34ºF, max. 40ºF
  • Departure city:
  • New York, USA
  • Airport(s):
  • LaGuardia International Airport (LGA)
  • Newark Liberty International Airport (EWR)
  • John F. Kennedy International Airport (JFK)
  • Westchester County Airport (HPN)
  • Long Island MacArthur Airport (ISP)
  • Local time:
  • Dec 7, 2022 2:44 PM, GMT-5
  • Weather:
  • min. 44ºF, max. 53ºF

Why travel by plane from New York to Chicago?

With around 800 miles between New York and Chicago, a drive from city to city would take approximately 12h 10m. By choosing to fly, travelers can shave around 9h 30m off their travel time, as a flight between the two cities takes just 2h 40m. Passengers will arrive into O'Hare International Airport, from which the CTA Blue Line 'L' train will transport travelers into the city center quickly and efficiently.

What is there to see and do in Chicago?

Bordering Lake Michigan, Chicago is filled with museums, restaurants, attractions and more. One of the largest cities in the US, The Windy City is home to a population of over 2 million. Visit Millennium Park and admire its famous Cloud Gate sculpture (also known as The Bean); catch a baseball game at Wrigley Field; or explore one of the city's many museums such as the Art Institute of Chicago or The Field Museum. Taking a ride up to the top of the 360 Chicago is a must for stunning panoramic views over the city, while a walk along the Chicago Riverwalk allows visitors to admire beautiful architecture and relax in a riverside café.