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
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • any
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • price
  • month of departure
  • month of return
$80
Spirit Airlines outward: Mar 5, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 12, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$100
Spirit Airlines outward: Mar 3, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 10, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$100
Spirit Airlines outward: Mar 3, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 10, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$116
Spirit Airlines outward: May 5, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: May 20, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$120
Spirit Airlines outward: May 11, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: May 19, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$120
Spirit Airlines outward: May 11, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: May 19, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$126
Spirit Airlines outward: Mar 17, 2020
1:35p LGA » 4:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 29, 2020
12:55p ORD » 3:06p LGA
Spirit Airlines direct (2h11m)
$140
Spirit Airlines outward: Apr 13, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$141
Spirit Airlines outward: Apr 13, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$141
Spirit Airlines outward: Apr 13, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$142
Spirit Airlines outward: Apr 13, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$142
Spirit Airlines outward: Mar 1, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 8, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$149
Spirit Airlines outward: Apr 6, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 9, 2020
12:55p ORD » 3:06p LGA
Spirit Airlines direct (2h11m)
$149
JetBlue outward: Mar 1, 2020
1:47p JFK » 4:38p ORD
JetBlue direct (2h51m)
Spirit Airlines inbound: Mar 31, 2020
12:55p ORD » 3:06p LGA
Spirit Airlines direct (2h11m)
$157
Spirit Airlines outward: Apr 23, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Frontier Airlines inbound: Apr 26, 2020
2:13a ORD » 4:28a EWR
Frontier Airlines direct (2h15m)
$160
Spirit Airlines outward: Apr 15, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 23, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$161
Spirit Airlines outward: Mar 6, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 13, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$161
Spirit Airlines outward: Mar 6, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 13, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$162
United Airlines outward: Aug 12, 2020
7:00p LGA » 9:38p ORD
United Airlines direct (2h38m)
United Airlines inbound: Aug 20, 2020
2:00a ORD » 4:11a LGA
United Airlines direct (2h11m)
$170
Frontier Airlines outward: Mar 3, 2020
4:47a LGA » 3:38p ORD
Frontier Airlines 1 stop (10h51m)
Spirit Airlines inbound: Mar 10, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$174
Spirit Airlines outward: Apr 12, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 15, 2020
12:55p ORD » 3:06p LGA
Spirit Airlines direct (2h11m)
$174
Spirit Airlines outward: Apr 13, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$175
Spirit Airlines outward: Mar 20, 2020
1:35p LGA » 4:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Mar 23, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$177
Spirit Airlines outward: Apr 9, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
JetBlue inbound: Apr 12, 2020
1:40a ORD » 3:57a JFK
JetBlue direct (2h17m)
$179
Spirit Airlines outward: Apr 3, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 5, 2020
12:55p ORD » 3:06p LGA
Spirit Airlines direct (2h11m)
$179
Delta Air Lines outward: Apr 14, 2020
12:10a LGA » 3:05a ORD
Delta Air Lines direct (2h55m)
Delta Air Lines inbound: Apr 25, 2020
2:45a ORD » 5:00a LGA
Delta Air Lines direct (2h15m)
$185
Southwest Airlines outward: Apr 16, 2020
12:00p LGA » 2:25p MDW
Southwest Airlines direct (2h25m)
Southwest Airlines inbound: Apr 26, 2020
2:45a MDW » 4:55a LGA
Southwest Airlines direct (2h10m)
$185
United Airlines outward: May 18, 2020
5:00p LGA » 7:47p ORD
United Airlines direct (2h47m)
United Airlines inbound: May 25, 2020
3:00p ORD » 5:11p LGA
United Airlines direct (2h11m)
$188
Spirit Airlines outward: Mar 13, 2020
6:33p EWR » 3:04a ORD
Spirit Airlines 1 stop (8h31m)
Spirit Airlines inbound: Mar 25, 2020
11:55a ORD » 2:06p LGA
Spirit Airlines direct (2h11m)
$188
United Airlines outward: Aug 27, 2020
12:00p LGA » 2:25p ORD
United Airlines direct (2h25m)
United Airlines inbound: Sep 12, 2020
3:00p ORD » 5:10p LGA
United Airlines direct (2h10m)
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
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Mar 5, 2020
Spirit Airlines direct
return: Mar 12, 2020
Spirit Airlines direct
JetBlue
outbound: Aug 27, 2020
JetBlue direct
return: Sep 12, 2020
JetBlue direct
United Airlines
outbound: Aug 27, 2020
United Airlines direct
return: Sep 12, 2020
United Airlines direct
American Airlines
outbound: Apr 24, 2020
American Airlines 1 stop
return: Apr 27, 2020
American Airlines 1 stop
Delta Air Lines
outbound: Sep 1, 2020
Delta Air Lines direct
return: Sep 3, 2020
Delta Air Lines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h32m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Feb 28, 2020 6:57 PM, GMT-6
  • Weather:
  • min. 25ºF, max. 39ºF
  • 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:
  • Feb 28, 2020 7:57 PM, GMT-5
  • Weather:
  • min. 28ºF, max. 38ºF

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.