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

  • any
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • any
  • January 2021
  • February 2021
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  • December 2021
  • price
  • month of departure
  • month of return
$97
Unknown Company outward: Jan 28, 2021
3:59p EWR » 2:39a ORD
Unknown Company 1 stop (10h40m)
Unknown Company inbound: Feb 1, 2021
3:59a ORD » 4:53p EWR
Unknown Company 1 stop (12h54m)
$105
United Airlines outward: Feb 12, 2021
1:00p LGA » 3:24p ORD
United Airlines direct (2h24m)
United Airlines inbound: Feb 15, 2021
4:00p ORD » 6:03p LGA
United Airlines direct (2h03m)
$119
Southwest Airlines outward: Jan 22, 2021
12:25p LGA » 2:55p MDW
Southwest Airlines direct (2h30m)
Spirit Airlines inbound: Jan 29, 2021
12:40p ORD » 9:50p LGA
Spirit Airlines 1 stop (9h10m)
$132
Frontier Airlines outward: Jan 19, 2021
4:45a LGA » 3:05p ORD
Frontier Airlines 1 stop (10h20m)
United Airlines inbound: Jan 25, 2021
4:00p ORD » 6:00p EWR
United Airlines direct (2h)
$133
United Airlines outward: Jan 23, 2021
3:59p EWR » 11:51p ORD
United Airlines 1 stop (7h52m)
Unknown Company inbound: Jan 30, 2021
2:45p ORD » 10:06p EWR
Unknown Company 1 stop (7h21m)
$134
Spirit Airlines outward: Jan 20, 2021
2:25p EWR » 12:14a ORD
Spirit Airlines 1 stop (9h49m)
Spirit Airlines inbound: Jan 27, 2021
12:40p ORD » 9:08p EWR
Spirit Airlines 1 stop (8h28m)
$136
Delta Air Lines outward: Jun 16, 2021
9:30p JFK » 12:39a ORD
Delta Air Lines direct (3h09m)
Southwest Airlines inbound: Jun 22, 2021
1:00a MDW » 5:10a LGA
Southwest Airlines 1 stop (4h10m)
$144
American Airlines outward: Jan 22, 2021
12:00p EWR » 2:50p ORD
American Airlines direct (2h50m)
Spirit Airlines inbound: Jan 29, 2021
12:40p ORD » 9:08p EWR
Spirit Airlines 1 stop (8h28m)
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
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • all
  • Alaska Airlines
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jan 23, 2021
Spirit Airlines 1 stop
return: Jan 30, 2021
Spirit Airlines 1 stop
American Airlines
outbound: Jan 22, 2021
American Airlines direct
return: Jan 29, 2021
Spirit Airlines 1 stop
United Airlines
outbound: Jan 28, 2021
United Airlines 1 stop
return: Jan 31, 2021
Frontier Airlines 1 stop
Frontier Airlines
outbound: Jan 28, 2021
Frontier Airlines 1 stop
return: Jan 31, 2021
Frontier Airlines 1 stop
Delta Air Lines
outbound: Jun 16, 2021
Delta Air Lines direct
return: Jun 21, 2021
Delta Air Lines direct
Alaska Airlines
outbound: Jun 16, 2021
Alaska Airlines 1 stop
return: Jun 21, 2021
Alaska Airlines 1 stop

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h15m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jan 17, 2021 6:25 PM, GMT-6
  • Weather:
  • min. 18ºF, max. 26ºF
  • Departure city:
  • New York, USA
  • Airport(s):
  • LaGuardia Airport (LGA)
  • Newark Liberty International Airport (EWR)
  • John F. Kennedy International Airport (JFK)
  • Westchester County Airport (HPN)
  • Long Island MacArthur Airport (ISP)
  • Local time:
  • Jan 17, 2021 7:25 PM, GMT-5
  • Weather:
  • min. 35ºF, max. 41ºF

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.