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
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • any
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • price
  • month of departure
  • month of return
$142
Spirit Airlines outward: Jun 14, 2021
6:30p LGA » 7:26a ORD
Spirit Airlines 1 stop (12h56m)
Spirit Airlines inbound: Jun 19, 2021
1:21a ORD » 3:24p EWR
Spirit Airlines 1 stop (14h03m)
$142
Spirit Airlines outward: Jun 14, 2021
6:30p LGA » 7:26a ORD
Spirit Airlines 1 stop (12h56m)
Spirit Airlines inbound: Jun 22, 2021
1:21a ORD » 3:24p EWR
Spirit Airlines 1 stop (14h03m)
$142
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$143
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$143
Spirit Airlines outward: Jun 19, 2021
2:29a LGA » 4:39p ORD
Spirit Airlines 1 stop (14h10m)
Spirit Airlines inbound: Jun 20, 2021
3:00p ORD » 2:52a LGA
Spirit Airlines 1 stop (11h52m)
$143
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$143
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$144
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$144
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$144
Spirit Airlines outward: Jul 16, 2021
10:55p LGA » 7:19a ORD
Spirit Airlines 1 stop (8h24m)
Spirit Airlines inbound: Jul 20, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$144
Spirit Airlines outward: Jun 19, 2021
2:29a LGA » 4:39p ORD
Spirit Airlines 1 stop (14h10m)
Spirit Airlines inbound: Jun 25, 2021
2:45p ORD » 1:46a EWR
Spirit Airlines 1 stop (11h01m)
$145
Spirit Airlines outward: Jul 21, 2021
5:09p LGA » 5:06a ORD
Spirit Airlines 1 stop (11h57m)
Spirit Airlines inbound: Jul 28, 2021
2:45p ORD » 10:00p LGA
Spirit Airlines 1 stop (7h15m)
$145
Spirit Airlines outward: Jun 17, 2021
5:08p LGA » 11:28p ORD
Spirit Airlines 1 stop (6h20m)
Spirit Airlines inbound: Jun 24, 2021
3:00p ORD » 2:52a LGA
Spirit Airlines 1 stop (11h52m)
$146
Spirit Airlines outward: Jun 14, 2021
6:30p LGA » 7:26a ORD
Spirit Airlines 1 stop (12h56m)
Spirit Airlines inbound: Jun 19, 2021
1:21a ORD » 3:24p EWR
Spirit Airlines 1 stop (14h03m)
$148
Spirit Airlines outward: Jun 14, 2021
3:40p EWR » 4:14a ORD
Spirit Airlines 1 stop (12h34m)
Spirit Airlines inbound: Jun 19, 2021
1:21a ORD » 3:24p EWR
Spirit Airlines 1 stop (14h03m)
$149
Spirit Airlines outward: Jun 17, 2021
6:30p LGA » 7:26a ORD
Spirit Airlines 1 stop (12h56m)
Spirit Airlines inbound: Jun 21, 2021
3:00p ORD » 2:52a LGA
Spirit Airlines 1 stop (11h52m)
$151
American Airlines outward: Sep 1, 2021
11:00a EWR » 1:20p ORD
American Airlines direct (2h20m)
United Airlines inbound: Sep 6, 2021
1:00p ORD » 7:20p EWR
United Airlines 1 stop (6h20m)
$153
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$154
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$154
Spirit Airlines outward: Jun 18, 2021
6:30p LGA » 7:26a ORD
Spirit Airlines 1 stop (12h56m)
Spirit Airlines inbound: Jun 20, 2021
6:00p ORD » 2:52a LGA
Spirit Airlines 1 stop (8h52m)
$155
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
$157
American Airlines outward: Jul 17, 2021
1:20a LGA » 6:57a ORD
American Airlines 1 stop (5h37m)
American Airlines inbound: Jul 19, 2021
7:20p ORD » 2:29a LGA
American Airlines 1 stop (7h09m)
$159
American Airlines outward: Jul 16, 2021
12:30p LGA » 7:19p ORD
American Airlines 1 stop (6h49m)
American Airlines inbound: Jul 19, 2021
11:20p ORD » 4:18a LGA
American Airlines 1 stop (4h58m)
$160
American Airlines outward: Jul 16, 2021
1:30p LGA » 5:51p ORD
American Airlines 1 stop (4h21m)
American Airlines inbound: Jul 19, 2021
2:50p ORD » 8:50p LGA
American Airlines 1 stop (6h)
$160
American Airlines outward: Jul 14, 2021
1:00p LGA » 6:01p ORD
American Airlines 1 stop (5h01m)
United Airlines inbound: Jul 15, 2021
1:15a ORD » 5:19a LGA
United Airlines 1 stop (4h04m)
$160
United Airlines outward: Jul 28, 2021
1:00p EWR » 7:03p ORD
United Airlines 1 stop (6h03m)
United Airlines inbound: Jul 29, 2021
1:15a ORD » 5:19a LGA
United Airlines 1 stop (4h04m)
$161
Spirit Airlines outward: Jul 16, 2021
11:24p EWR » 7:19a ORD
Spirit Airlines 1 stop (7h55m)
Spirit Airlines inbound: Jul 20, 2021
1:30a ORD » 3:34p EWR
Spirit Airlines 1 stop (14h04m)
$162
American Airlines outward: Sep 1, 2021
11:00a EWR » 1:20p ORD
American Airlines direct (2h20m)
American Airlines inbound: Sep 6, 2021
6:50p ORD » 9:02p EWR
American Airlines direct (2h12m)
$162
American Airlines outward: Sep 1, 2021
11:00a EWR » 1:20p ORD
American Airlines direct (2h20m)
American Airlines inbound: Sep 6, 2021
3:25p ORD » 5:36p EWR
American Airlines direct (2h11m)
$166
United Airlines outward: Jul 17, 2021
1:25a LGA » 6:25a ORD
United Airlines 1 stop (5h)
Spirit Airlines inbound: Jul 20, 2021
1:35a ORD » 3:34p EWR
Spirit Airlines 1 stop (13h59m)
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
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • all
  • American Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jun 17, 2021
Spirit Airlines 1 stop
return: Jun 21, 2021
Spirit Airlines 1 stop
JetBlue
outbound: Sep 1, 2021
JetBlue direct
return: Sep 6, 2021
JetBlue direct
American Airlines
outbound: Jun 14, 2021
American Airlines 1 stop
return: Jun 18, 2021
Spirit Airlines 1 stop
United Airlines
outbound: Jul 21, 2021
United Airlines direct
return: Jul 28, 2021
American Airlines 1 stop

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 12h40m (flight with stopovers)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jun 12, 2021 8:52 AM, GMT-5
  • Weather:
  • min. 65ºF, max. 76ºF
  • 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:
  • Jun 12, 2021 9:52 AM, GMT-4
  • Weather:
  • min. 64ºF, max. 74ºF

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.