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
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • any
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • price
  • month of departure
  • month of return
$77
American Airlines outward: Nov 17, 2019
1:51p JFK » 4:45p ORD
American Airlines direct (2h54m)
American Airlines inbound: Nov 24, 2019
12:31p ORD » 5:28p JFK
American Airlines 1 stop (4h57m)
$121
Spirit Airlines outward: Jan 14, 2020
2:40p LGA » 5:28p ORD
Spirit Airlines direct (2h48m)
Spirit Airlines inbound: Jan 21, 2020
12:39p ORD » 2:52p LGA
Spirit Airlines direct (2h13m)
$122
Spirit Airlines outward: Dec 10, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 12, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$122
Spirit Airlines outward: Nov 14, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Nov 21, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$122
Spirit Airlines outward: Nov 14, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Nov 21, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$122
Spirit Airlines outward: Nov 14, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Nov 21, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$124
Spirit Airlines outward: Dec 16, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Jan 14, 2020
12:39p ORD » 2:52p LGA
Spirit Airlines direct (2h13m)
$163
Spirit Airlines outward: Jan 10, 2020
2:40p LGA » 5:28p ORD
Spirit Airlines direct (2h48m)
Spirit Airlines inbound: Jan 17, 2020
12:39p ORD » 2:52p LGA
Spirit Airlines direct (2h13m)
$164
Spirit Airlines outward: Dec 6, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 8, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$173
Spirit Airlines outward: Nov 14, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 23, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$175
Spirit Airlines outward: Nov 19, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Nov 26, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$191
United Airlines outward: Nov 17, 2019
12:00p LGA » 2:34p ORD
United Airlines direct (2h34m)
Spirit Airlines inbound: Nov 24, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$191
United Airlines outward: Nov 17, 2019
12:00p LGA » 2:34p ORD
United Airlines direct (2h34m)
Spirit Airlines inbound: Nov 24, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$191
United Airlines outward: Nov 17, 2019
12:00p LGA » 2:34p ORD
United Airlines direct (2h34m)
Spirit Airlines inbound: Nov 24, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$191
United Airlines outward: Nov 17, 2019
12:00p LGA » 2:34p ORD
United Airlines direct (2h34m)
Spirit Airlines inbound: Nov 24, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$193
United Airlines outward: Mar 10, 2020
11:00a LGA » 1:25p ORD
United Airlines direct (2h25m)
United Airlines inbound: Mar 13, 2020
1:30p ORD » 3:39p LGA
United Airlines direct (2h09m)
$196
Spirit Airlines outward: Dec 17, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 26, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$196
Spirit Airlines outward: Dec 17, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 28, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$197
Spirit Airlines outward: Nov 26, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 4, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$198
Spirit Airlines outward: Nov 26, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 4, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$200
Spirit Airlines outward: Nov 26, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 4, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$204
Spirit Airlines outward: Nov 26, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 4, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$204
Spirit Airlines outward: Nov 18, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Nov 22, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$210
JetBlue outward: Nov 15, 2019
9:59p JFK » 12:52a ORD
JetBlue direct (2h53m)
Spirit Airlines inbound: Nov 22, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$210
Spirit Airlines outward: Nov 26, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 4, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$212
Spirit Airlines outward: Nov 26, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 4, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$213
JetBlue outward: Nov 17, 2019
1:47p JFK » 4:30p ORD
JetBlue direct (2h43m)
Spirit Airlines inbound: Nov 23, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$213
JetBlue outward: Nov 17, 2019
1:47p JFK » 4:30p ORD
JetBlue direct (2h43m)
Spirit Airlines inbound: Nov 23, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$213
United Airlines outward: Nov 26, 2019
11:30a EWR » 2:02p ORD
United Airlines direct (2h32m)
United Airlines inbound: Dec 4, 2019
1:00p ORD » 3:05p LGA
United Airlines direct (2h05m)
$216
American Airlines outward: Jun 19, 2020
12:00p SWF » 4:12p ORD
American Airlines 1 stop (4h12m)
United Airlines inbound: Jun 26, 2020
2:00p ORD » 4:08p LGA
United Airlines direct (2h08m)
Return
Departure
28 November Nov Thursday $retDate.dayShortName
29 November Nov Friday $retDate.dayShortName
30 November Nov Saturday $retDate.dayShortName
01 December Dec Sunday $retDate.dayShortName
02 December Dec Monday $retDate.dayShortName
03 December Dec Tuesday $retDate.dayShortName
04 December Dec Wednesday $retDate.dayShortName
22 November Nov Friday $outDate.dayShortName
23 November Nov Saturday $outDate.dayShortName
24 November Nov Sunday $outDate.dayShortName
25 November Nov Monday $outDate.dayShortName
$215
26 November Nov Tuesday $outDate.dayShortName
$301 $187
27 November Nov Wednesday $outDate.dayShortName
$450 $288
28 November Nov Thursday $outDate.dayShortName
$390 $306
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
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Nov 19, 2019
Spirit Airlines direct
return: Nov 26, 2019
Spirit Airlines direct
JetBlue
outbound: Nov 17, 2019
JetBlue direct
return: Nov 24, 2019
Spirit Airlines direct
American Airlines
outbound: Nov 17, 2019
American Airlines direct
return: Nov 24, 2019
American Airlines 1 stop
United Airlines
outbound: Nov 17, 2019
United Airlines direct
return: Nov 24, 2019
Spirit Airlines direct
Delta Air Lines
outbound: Nov 17, 2019
Delta Air Lines 1 stop
return: Nov 24, 2019
Spirit Airlines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h16m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Nov 12, 2019 10:53 PM, GMT-6
  • Weather:
  • min. 21ºF, max. 28ºF
  • 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:
  • Nov 12, 2019 11:53 PM, GMT-5
  • Weather:
  • min. 28ºF, max. 39ºF

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.