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 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • any
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • price
  • month of departure
  • month of return
$29
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$30
Spirit Airlines outward: Apr 6, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Apr 14, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$37
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$38
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$38
Spirit Airlines outward: May 12, 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)
$38
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$38
Spirit Airlines outward: Apr 7, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: May 1, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$39
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$40
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$40
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$40
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$44
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$47
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$49
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$54
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$56
Spirit Airlines outward: Apr 13, 2020
3:50p LGA » 6:21p ORD
Spirit Airlines direct (2h31m)
Spirit Airlines inbound: Apr 25, 2020
2:50a ORD » 4:11p EWR
Spirit Airlines 1 stop (13h21m)
$71
Spirit Airlines outward: Apr 14, 2020
12:51a LGA » 11:41p ORD
Spirit Airlines 1 stop (22h50m)
Frontier Airlines inbound: Apr 25, 2020
2:13a ORD » 4:28a EWR
Frontier Airlines direct (2h15m)
$76
Spirit Airlines outward: Apr 13, 2020
8:36p EWR » 9:29p ORD
Spirit Airlines 1 stop (24h53m)
Spirit Airlines inbound: Apr 25, 2020
1:34a ORD » 1:22a LGA
Spirit Airlines 1 stop (23h48m)
$76
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$77
Spirit Airlines outward: Apr 14, 2020
2:47a EWR » 3:58a ORD
Spirit Airlines 1 stop (25h11m)
Spirit Airlines inbound: Apr 25, 2020
1:34a ORD » 1:22a LGA
Spirit Airlines 1 stop (23h48m)
$78
American Airlines outward: Apr 14, 2020
4:00a LGA » 6:34a ORD
American Airlines direct (2h34m)
American Airlines inbound: Apr 24, 2020
2:30p ORD » 4:37p LGA
American Airlines direct (2h07m)
$80
JetBlue outward: Apr 9, 2020
1:35p JFK » 4:25p ORD
JetBlue direct (2h50m)
JetBlue inbound: Apr 15, 2020
1:59a ORD » 4:18a JFK
JetBlue direct (2h19m)
$80
JetBlue outward: Apr 13, 2020
1:35p JFK » 4:25p ORD
JetBlue direct (2h50m)
JetBlue inbound: Apr 24, 2020
5:00p ORD » 7:10p JFK
JetBlue direct (2h10m)
$80
JetBlue outward: Apr 13, 2020
1:35p JFK » 4:25p ORD
JetBlue direct (2h50m)
JetBlue inbound: Apr 24, 2020
5:00p ORD » 7:10p JFK
JetBlue direct (2h10m)
$81
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$84
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$85
Spirit Airlines outward: Apr 13, 2020
8:36p EWR » 9:29p ORD
Spirit Airlines 1 stop (24h53m)
Spirit Airlines inbound: Apr 24, 2020
12:20p ORD » 6:12p EWR
Spirit Airlines 1 stop (29h52m)
$89
American Airlines outward: May 18, 2020
9:59p JFK » 12:56a ORD
American Airlines direct (2h57m)
American Airlines inbound: May 25, 2020
6:43p ORD » 8:59p JFK
American Airlines direct (2h16m)
$93
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$93
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
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 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Apr 7, 2020
Spirit Airlines direct
return: Apr 30, 2020
Spirit Airlines direct
JetBlue
outbound: Sep 3, 2020
JetBlue direct
return: Sep 7, 2020
JetBlue 1 stop
American Airlines
outbound: Apr 7, 2020
American Airlines direct
return: Apr 30, 2020
Spirit Airlines direct
United Airlines
outbound: Aug 12, 2020
United Airlines direct
return: Aug 20, 2020
United Airlines direct
Delta Air Lines
outbound: May 18, 2020
Delta Air Lines direct
return: May 25, 2020
American Airlines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h29m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Apr 3, 2020 2:53 AM, GMT-5
  • Weather:
  • min. 43ºF, max. 51ºF
  • 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 3, 2020 3:53 AM, GMT-4
  • Weather:
  • min. 41ºF, max. 53ºF

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.