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
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • any
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • price
  • month of departure
  • month of return
$104
Spirit Airlines outward: Aug 9, 2021
4:35p EWR » 2:49a ORD
Spirit Airlines 1 stop (10h14m)
Spirit Airlines inbound: Aug 14, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$109
Spirit Airlines outward: Sep 17, 2021
2:00p EWR » 2:38a ORD
Spirit Airlines 1 stop (12h38m)
Spirit Airlines inbound: Sep 20, 2021
12:25p ORD » 11:11p EWR
Spirit Airlines 1 stop (10h46m)
$111
Spirit Airlines outward: Sep 17, 2021
2:00p EWR » 2:38a ORD
Spirit Airlines 1 stop (12h38m)
Spirit Airlines inbound: Sep 20, 2021
12:25p ORD » 11:11p EWR
Spirit Airlines 1 stop (10h46m)
$115
Spirit Airlines outward: Aug 19, 2021
11:29p EWR » 6:40a ORD
Spirit Airlines 1 stop (7h11m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$115
Spirit Airlines outward: Aug 19, 2021
11:29p EWR » 6:40a ORD
Spirit Airlines 1 stop (7h11m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$123
Spirit Airlines outward: Aug 19, 2021
11:29p EWR » 6:40a ORD
Spirit Airlines 1 stop (7h11m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$123
Spirit Airlines outward: Aug 19, 2021
10:55p LGA » 7:19a ORD
Spirit Airlines 1 stop (8h24m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$124
Spirit Airlines outward: Aug 9, 2021
4:35p EWR » 2:49a ORD
Spirit Airlines 1 stop (10h14m)
Spirit Airlines inbound: Aug 15, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$128
Spirit Airlines outward: Aug 19, 2021
11:29p EWR » 6:40a ORD
Spirit Airlines 1 stop (7h11m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$128
Spirit Airlines outward: Aug 19, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$130
Spirit Airlines outward: Aug 19, 2021
6:30p LGA » 3:17a ORD
Spirit Airlines 1 stop (8h47m)
Spirit Airlines inbound: Aug 23, 2021
2:45p ORD » 9:59p LGA
Spirit Airlines 1 stop (7h14m)
$130
Spirit Airlines outward: Aug 19, 2021
6:30p LGA » 3:17a ORD
Spirit Airlines 1 stop (8h47m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$130
Spirit Airlines outward: Aug 19, 2021
6:30p LGA » 3:17a ORD
Spirit Airlines 1 stop (8h47m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$131
Spirit Airlines outward: Aug 10, 2021
3:40a EWR » 4:39p ORD
Spirit Airlines 1 stop (12h59m)
Spirit Airlines inbound: Aug 16, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$131
Spirit Airlines outward: Aug 19, 2021
10:55p LGA » 7:19a ORD
Spirit Airlines 1 stop (8h24m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$132
Spirit Airlines outward: Aug 10, 2021
3:40a EWR » 4:39p ORD
Spirit Airlines 1 stop (12h59m)
Spirit Airlines inbound: Aug 16, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$132
Spirit Airlines outward: Aug 19, 2021
11:29p EWR » 6:40a ORD
Spirit Airlines 1 stop (7h11m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$134
Spirit Airlines outward: Aug 10, 2021
3:40a EWR » 4:39p ORD
Spirit Airlines 1 stop (12h59m)
Spirit Airlines inbound: Aug 16, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$134
Spirit Airlines outward: Aug 19, 2021
11:29p EWR » 6:40a ORD
Spirit Airlines 1 stop (7h11m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$138
Spirit Airlines outward: Aug 19, 2021
4:51p EWR » 1:48a ORD
Spirit Airlines 1 stop (8h57m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$138
Spirit Airlines outward: Aug 19, 2021
4:51p EWR » 1:48a ORD
Spirit Airlines 1 stop (8h57m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$141
Spirit Airlines outward: Aug 19, 2021
5:09p LGA » 10:06p ORD
Spirit Airlines 1 stop (4h57m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$148
Delta Air Lines outward: Sep 16, 2021
12:10p LGA » 2:43p ORD
Delta Air Lines direct (2h33m)
Delta Air Lines inbound: Sep 21, 2021
1:45a ORD » 3:55a LGA
Delta Air Lines direct (2h10m)
$148
American Airlines outward: Oct 9, 2021
11:00a EWR » 1:20p ORD
American Airlines direct (2h20m)
American Airlines inbound: Oct 13, 2021
9:55p ORD » 12:06a EWR
American Airlines direct (2h11m)
$148
Unknown Company outward: Aug 19, 2021
12:15p JFK » 10:22p ORD
Unknown Company 1 stop (10h07m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$157
Spirit Airlines outward: Aug 3, 2021
3:40a EWR » 4:39p ORD
Spirit Airlines 1 stop (12h59m)
Spirit Airlines inbound: Aug 7, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$159
Spirit Airlines outward: Aug 19, 2021
4:51p EWR » 1:48a ORD
Spirit Airlines 1 stop (8h57m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$160
Spirit Airlines outward: Aug 19, 2021
4:51p EWR » 1:48a ORD
Spirit Airlines 1 stop (8h57m)
Spirit Airlines inbound: Aug 24, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$161
Spirit Airlines outward: Aug 19, 2021
11:29p EWR » 6:40a ORD
Spirit Airlines 1 stop (7h11m)
Spirit Airlines inbound: Aug 24, 2021
3:16a ORD » 2:12p EWR
Spirit Airlines 1 stop (10h56m)
$165
Spirit Airlines outward: Aug 4, 2021
2:00p LGA » 2:49a ORD
Spirit Airlines 1 stop (12h49m)
Spirit Airlines inbound: Aug 9, 2021
12:25p ORD » 9:59p LGA
Spirit Airlines 1 stop (9h34m)
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
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • all
  • American Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
JetBlue
outbound: Sep 17, 2021
JetBlue 1 stop
return: Sep 20, 2021
JetBlue 1 stop
Spirit Airlines
outbound: Jul 29, 2021
Spirit Airlines 1 stop
return: Jul 31, 2021
Spirit Airlines 1 stop
United Airlines
outbound: Aug 4, 2021
United Airlines direct
return: Aug 9, 2021
United Airlines 1 stop
American Airlines
outbound: Sep 16, 2021
American Airlines 1 stop
return: Sep 20, 2021
American Airlines 1 stop

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 16h06m (flight with stopovers)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 26, 2021 7:32 AM, GMT-5
  • Weather:
  • min. 72ºF, max. 86ºF
  • 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:
  • Jul 26, 2021 8:32 AM, GMT-4
  • Weather:
  • min. 76ºF, max. 93ºF

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.