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
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • any
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • price
  • month of departure
  • month of return
$99
Delta Air Lines outward: Dec 10, 2021
8:14p LGA » 10:48p ORD
Delta Air Lines direct (2h34m)
Delta Air Lines inbound: Dec 16, 2021
10:41p ORD » 12:56a LGA
Delta Air Lines direct (2h15m)
$111
Spirit Airlines outward: Dec 10, 2021
4:50p EWR » 1:44a ORD
Spirit Airlines 1 stop (8h54m)
Spirit Airlines inbound: Dec 16, 2021
12:15p ORD » 9:17p EWR
Spirit Airlines 1 stop (9h02m)
$117
American Airlines outward: Dec 10, 2021
11:30a EWR » 2:14p ORD
American Airlines direct (2h44m)
Delta Air Lines inbound: Dec 16, 2021
11:48p ORD » 1:59a LGA
Delta Air Lines direct (2h11m)
$118
American Airlines outward: Dec 11, 2021
1:25a JFK » 4:23a ORD
American Airlines direct (2h58m)
American Airlines inbound: Dec 17, 2021
1:35a ORD » 3:55a JFK
American Airlines direct (2h20m)
$118
American Airlines outward: Dec 10, 2021
11:30a EWR » 2:14p ORD
American Airlines direct (2h44m)
Delta Air Lines inbound: Dec 16, 2021
11:48p ORD » 1:59a LGA
Delta Air Lines direct (2h11m)
$119
United Airlines outward: Dec 11, 2021
2:45a EWR » 5:28a ORD
United Airlines direct (2h43m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$119
United Airlines outward: Dec 10, 2021
7:00p EWR » 9:36p ORD
United Airlines direct (2h36m)
United Airlines inbound: Dec 17, 2021
1:02a ORD » 5:30a EWR
United Airlines 1 stop (4h28m)
$120
United Airlines outward: Dec 10, 2021
1:00p LGA » 3:33p ORD
United Airlines direct (2h33m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 7:57p LGA
United Airlines 1 stop (6h12m)
$132
American Airlines outward: Dec 11, 2021
12:30a LGA » 3:20a ORD
American Airlines direct (2h50m)
American Airlines inbound: Dec 16, 2021
8:30p ORD » 10:38p LGA
American Airlines direct (2h08m)
$135
American Airlines outward: Dec 10, 2021
1:45p JFK » 6:08p ORD
American Airlines 1 stop (4h23m)
Delta Air Lines inbound: Dec 16, 2021
11:48p ORD » 1:59a LGA
Delta Air Lines direct (2h11m)
$136
American Airlines outward: Dec 10, 2021
1:40p JFK » 4:33p ORD
American Airlines direct (2h53m)
Delta Air Lines inbound: Dec 16, 2021
11:48p ORD » 1:59a LGA
Delta Air Lines direct (2h11m)
$137
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
3:50p ORD » 6:00p EWR
United Airlines direct (2h10m)
$138
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
2:15p ORD » 4:20p EWR
United Airlines direct (2h05m)
$142
United Airlines outward: Dec 10, 2021
12:00p LGA » 2:34p ORD
United Airlines direct (2h34m)
JetBlue inbound: Dec 16, 2021
9:59p ORD » 12:17a JFK
JetBlue direct (2h18m)
$143
American Airlines outward: Dec 10, 2021
8:00p LGA » 2:08a ORD
American Airlines 1 stop (6h08m)
Delta Air Lines inbound: Dec 16, 2021
1:05p ORD » 3:25p LGA
Delta Air Lines direct (2h20m)
$144
United Airlines outward: Dec 10, 2021
12:00p LGA » 2:34p ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$144
American Airlines outward: Dec 10, 2021
1:45p JFK » 6:08p ORD
American Airlines 1 stop (4h23m)
Delta Air Lines inbound: Dec 16, 2021
11:48p ORD » 1:59a LGA
Delta Air Lines direct (2h11m)
$145
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$145
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$145
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$145
United Airlines outward: Dec 10, 2021
1:00p LGA » 3:33p ORD
United Airlines direct (2h33m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$146
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$146
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$148
United Airlines outward: Dec 11, 2021
12:31a EWR » 3:05a ORD
United Airlines direct (2h34m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$148
United Airlines outward: Dec 10, 2021
1:00p LGA » 3:33p ORD
United Airlines direct (2h33m)
United Airlines inbound: Dec 16, 2021
1:45p ORD » 6:17p EWR
United Airlines 1 stop (4h32m)
$156
American Airlines outward: Dec 10, 2021
7:29p LGA » 10:11p ORD
American Airlines direct (2h42m)
Delta Air Lines inbound: Dec 16, 2021
7:59p ORD » 10:11p LGA
Delta Air Lines direct (2h12m)
$163
United Airlines outward: Dec 11, 2021
3:59a EWR » 3:09p ORD
United Airlines 1 stop (11h10m)
United Airlines inbound: Dec 16, 2021
2:25p ORD » 8:03p EWR
United Airlines 1 stop (5h38m)
$213
JetBlue outward: Dec 30, 2021
11:30a EWR » 2:15p ORD
JetBlue direct (2h45m)
United Airlines inbound: Jan 4, 2022
3:05a ORD » 5:18a LGA
United Airlines direct (2h13m)
$295
JetBlue outward: Dec 30, 2021
11:30a EWR » 2:15p ORD
JetBlue direct (2h45m)
American Airlines inbound: Jan 2, 2022
3:09p ORD » 8:15p JFK
American Airlines 1 stop (5h06m)
$295
JetBlue outward: Dec 30, 2021
11:30a EWR » 2:15p ORD
JetBlue direct (2h45m)
American Airlines inbound: Jan 2, 2022
3:09p ORD » 8:15p JFK
American Airlines 1 stop (5h06m)
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 2021
  • January 2022
  • February 2022
  • March 2022
  • April 2022
  • May 2022
  • June 2022
  • July 2022
  • August 2022
  • September 2022
  • October 2022
  • November 2022
  • all
  • JetBlue
  • Spirit Airlines
  • United Airlines
JetBlue
outbound: Dec 27, 2021
JetBlue direct
return: Dec 30, 2021
JetBlue direct
Spirit Airlines
outbound: Dec 27, 2021
Spirit Airlines 1 stop
return: Dec 30, 2021
Spirit Airlines 1 stop
United Airlines
outbound: Dec 29, 2021
United Airlines direct
return: Jan 1, 2022
United Airlines 1 stop

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h30m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Dec 4, 2021 10:15 AM, GMT-6
  • Weather:
  • min. 37ºF, max. 44ºF
  • Departure city:
  • New York, USA
  • Airport(s):
  • La Guardia 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 4, 2021 11:15 AM, GMT-5
  • Weather:
  • min. 37ºF, max. 47ºF

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.