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
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • price
  • month of departure
  • month of return
$123
Spirit Airlines outward: Aug 22, 2019
3:59a LGA » 6:28a ORD
Spirit Airlines direct (2h29m)
Spirit Airlines inbound: Aug 27, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$123
Spirit Airlines outward: Aug 22, 2019
3:59a LGA » 6:28a ORD
Spirit Airlines direct (2h29m)
Spirit Airlines inbound: Aug 27, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$157
Spirit Airlines outward: Sep 27, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 30, 2019
12:44p ORD » 3:00p LGA
Spirit Airlines direct (2h16m)
$162
Spirit Airlines outward: Sep 27, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 30, 2019
12:44p ORD » 3:00p LGA
Spirit Airlines direct (2h16m)
$165
JetBlue outward: Oct 15, 2019
1:47p JFK » 4:34p ORD
JetBlue direct (2h47m)
Spirit Airlines inbound: Oct 22, 2019
12:40p ORD » 3:00p LGA
Spirit Airlines direct (2h20m)
$167
Spirit Airlines outward: Sep 13, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 15, 2019
12:44p ORD » 3:00p LGA
Spirit Airlines direct (2h16m)
$168
Spirit Airlines outward: Sep 26, 2019
3:57p LGA » 6:48p ORD
Spirit Airlines direct (2h51m)
Spirit Airlines inbound: Sep 30, 2019
12:44p ORD » 3:00p LGA
Spirit Airlines direct (2h16m)
$173
Spirit Airlines outward: Sep 7, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 8, 2019
12:44p ORD » 3:00p LGA
Spirit Airlines direct (2h16m)
$173
Spirit Airlines outward: Sep 14, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 15, 2019
12:44p ORD » 3:00p LGA
Spirit Airlines direct (2h16m)
$173
Spirit Airlines outward: Sep 27, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Sep 30, 2019
12:44p ORD » 3:00p LGA
Spirit Airlines direct (2h16m)
$178
Spirit Airlines outward: Aug 22, 2019
3:59a LGA » 6:28a ORD
Spirit Airlines direct (2h29m)
Spirit Airlines inbound: Aug 27, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$180
Spirit Airlines outward: Aug 30, 2019
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Sep 2, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$199
Spirit Airlines outward: Aug 22, 2019
3:59a LGA » 6:28a ORD
Spirit Airlines direct (2h29m)
Spirit Airlines inbound: Aug 27, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$201
Spirit Airlines outward: Aug 31, 2019
3:59a LGA » 6:28a ORD
Spirit Airlines direct (2h29m)
JetBlue inbound: Sep 6, 2019
5:14p ORD » 7:29p JFK
JetBlue direct (2h15m)
$202
Delta Air Lines outward: Nov 15, 2019
5:09p JFK » 11:59p ORD
Delta Air Lines 1 stop (6h50m)
American Airlines inbound: Nov 17, 2019
3:14p ORD » 8:12p SWF
American Airlines 1 stop (4h58m)
$215
Spirit Airlines outward: Aug 22, 2019
3:59a LGA » 6:28a ORD
Spirit Airlines direct (2h29m)
Spirit Airlines inbound: Aug 27, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$225
Spirit Airlines outward: Oct 12, 2019
3:59a LGA » 6:31a ORD
Spirit Airlines direct (2h32m)
Spirit Airlines inbound: Oct 14, 2019
12:40p ORD » 3:00p LGA
Spirit Airlines direct (2h20m)
$226
Spirit Airlines outward: Oct 11, 2019
3:57p LGA » 6:51p ORD
Spirit Airlines direct (2h54m)
Spirit Airlines inbound: Oct 14, 2019
12:40p ORD » 3:00p LGA
Spirit Airlines direct (2h20m)
$234
Spirit Airlines outward: Aug 31, 2019
3:59a LGA » 6:28a ORD
Spirit Airlines direct (2h29m)
Spirit Airlines inbound: Sep 2, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$239
Spirit Airlines outward: Oct 11, 2019
3:57p LGA » 6:51p ORD
Spirit Airlines direct (2h54m)
Spirit Airlines inbound: Oct 14, 2019
12:40p ORD » 3:00p LGA
Spirit Airlines direct (2h20m)
$249
Spirit Airlines outward: Aug 30, 2019
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Sep 2, 2019
12:48p ORD » 3:04p LGA
Spirit Airlines direct (2h16m)
$251
United Airlines outward: Aug 23, 2019
12:00p LGA » 2:27p ORD
United Airlines direct (2h27m)
Delta Air Lines inbound: Aug 26, 2019
5:52p ORD » 11:27p SWF
Delta Air Lines 1 stop (5h35m)
$272
United Airlines outward: Aug 23, 2019
10:30p LGA » 1:13a ORD
United Airlines direct (2h43m)
United Airlines inbound: Aug 27, 2019
3:11a ORD » 5:27a LGA
United Airlines direct (2h16m)
$319
United Airlines outward: Aug 30, 2019
9:00p LGA » 11:43p ORD
United Airlines direct (2h43m)
Southwest Airlines inbound: Sep 2, 2019
3:25p MDW » 5:25p EWR
Southwest Airlines direct (2h)
$335
United Airlines outward: Aug 23, 2019
6:00p LGA » 8:40p ORD
United Airlines direct (2h40m)
Unknown Company inbound: Aug 25, 2019
5:21p ORD » 3:30a JFK
Unknown Company 1 stop (10h09m)
$337
Delta Air Lines outward: Jul 3, 2020
7:00p JFK » 9:47p ORD
Delta Air Lines direct (2h47m)
Delta Air Lines inbound: Jul 12, 2020
3:30a ORD » 5:53a LGA
Delta Air Lines direct (2h23m)
$467
Delta Air Lines outward: Jul 3, 2020
4:10p LGA » 7:10p ORD
Delta Air Lines direct (3h)
Delta Air Lines inbound: Jul 11, 2020
11:45p ORD » 2:05a LGA
Delta Air Lines direct (2h20m)
$472
Delta Air Lines outward: Jul 3, 2020
2:10p LGA » 4:59p ORD
Delta Air Lines direct (2h49m)
United Airlines inbound: Jul 11, 2020
4:00p ORD » 6:03p LGA
United Airlines direct (2h03m)
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
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • all
  • Delta Air Lines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 30, 2019
Spirit Airlines direct
return: Sep 2, 2019
Spirit Airlines direct
Southwest Airlines
outbound: Sep 13, 2019
Southwest Airlines 1 stop
return: Sep 15, 2019
Spirit Airlines direct
JetBlue
outbound: Nov 15, 2019
JetBlue direct
return: Nov 17, 2019
JetBlue 1 stop
United Airlines
outbound: Aug 30, 2019
United Airlines direct
return: Sep 2, 2019
Southwest Airlines direct
Delta Air Lines
outbound: Nov 15, 2019
Delta Air Lines 1 stop
return: Nov 17, 2019
American Airlines 1 stop

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h28m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 21, 2019 12:55 PM, GMT-5
  • Weather:
  • min. 70ºF, max. 81ºF
  • 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:
  • Aug 21, 2019 1:55 PM, GMT-4
  • Weather:
  • min. 80ºF, 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.