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
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • any
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • price
  • month of departure
  • month of return
$96
Delta Air Lines outward: Apr 28, 2021
8:00p JFK » 10:46p ORD
Delta Air Lines direct (2h46m)
Delta Air Lines inbound: May 5, 2021
1:45p ORD » 3:55p JFK
Delta Air Lines direct (2h10m)
$105
Delta Air Lines outward: May 10, 2021
3:40p LGA » 6:24p ORD
Delta Air Lines direct (2h44m)
Delta Air Lines inbound: May 14, 2021
11:40p ORD » 1:58a LGA
Delta Air Lines direct (2h18m)
$109
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$111
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$111
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$111
Delta Air Lines outward: Jun 11, 2021
12:00p JFK » 5:05p MDW
Delta Air Lines 1 stop (5h05m)
Delta Air Lines inbound: Jun 13, 2021
10:59p MDW » 4:17a JFK
Delta Air Lines 1 stop (5h18m)
$113
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$114
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$114
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$114
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$125
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$125
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$126
American Airlines outward: Apr 20, 2021
12:25a EWR » 3:14a ORD
American Airlines direct (2h49m)
Delta Air Lines inbound: Apr 25, 2021
12:25a ORD » 2:35a LGA
Delta Air Lines direct (2h10m)
$127
American Airlines outward: Apr 20, 2021
12:25a EWR » 3:14a ORD
American Airlines direct (2h49m)
Delta Air Lines inbound: Apr 24, 2021
8:00p ORD » 10:11p LGA
Delta Air Lines direct (2h11m)
$128
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$130
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$131
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$132
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$132
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$132
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$132
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$132
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$133
Delta Air Lines outward: Jun 11, 2021
7:10p LGA » 9:51p ORD
Delta Air Lines direct (2h41m)
Delta Air Lines inbound: Jun 13, 2021
3:45p ORD » 6:01p LGA
Delta Air Lines direct (2h16m)
$133
Delta Air Lines outward: Jun 11, 2021
7:10p LGA » 9:51p ORD
Delta Air Lines direct (2h41m)
Delta Air Lines inbound: Jun 13, 2021
3:45p ORD » 6:01p LGA
Delta Air Lines direct (2h16m)
$133
Delta Air Lines outward: Jun 11, 2021
3:10p LGA » 5:57p ORD
Delta Air Lines direct (2h47m)
Delta Air Lines inbound: Jun 14, 2021
12:45a ORD » 3:00a LGA
Delta Air Lines direct (2h15m)
$133
Delta Air Lines outward: Jun 12, 2021
1:10a LGA » 3:56a ORD
Delta Air Lines direct (2h46m)
Delta Air Lines inbound: Jun 13, 2021
9:45p ORD » 11:58p LGA
Delta Air Lines direct (2h13m)
$133
Delta Air Lines outward: Jun 11, 2021
10:10p LGA » 12:50a ORD
Delta Air Lines direct (2h40m)
Delta Air Lines inbound: Jun 13, 2021
3:45p ORD » 6:01p LGA
Delta Air Lines direct (2h16m)
$133
Delta Air Lines outward: Jun 11, 2021
8:10p LGA » 10:48p ORD
Delta Air Lines direct (2h38m)
Delta Air Lines inbound: Jun 13, 2021
9:45p ORD » 11:58p LGA
Delta Air Lines direct (2h13m)
$133
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
$139
Spirit Airlines outward: May 28, 2021
3:36p LGA » 6:28p ORD
Spirit Airlines direct (2h52m)
Spirit Airlines inbound: May 31, 2021
12:49p ORD » 2:44p LGA
Spirit Airlines direct (1h55m)
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
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • August 2021
  • September 2021
  • October 2021
  • November 2021
  • December 2021
  • January 2022
  • February 2022
  • March 2022
  • all
  • American Airlines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
Spirit Airlines
outbound: Jun 11, 2021
Spirit Airlines 1 stop
return: Jun 13, 2021
Spirit Airlines 1 stop
JetBlue
outbound: Jul 13, 2021
JetBlue direct
return: Jul 20, 2021
American Airlines direct
American Airlines
outbound: Apr 18, 2021
American Airlines 1 stop
return: Apr 25, 2021
American Airlines 1 stop
Frontier Airlines
outbound: Jun 11, 2021
Frontier Airlines 1 stop
return: Jun 13, 2021
Spirit Airlines 1 stop

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h33m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Apr 12, 2021 11:02 PM, GMT-5
  • Weather:
  • min. 43ºF, max. 48ºF
  • 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:
  • Apr 13, 2021 12:02 AM, GMT-4
  • Weather:
  • min. 49ºF, max. 65ºF

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.