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
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$93
outward: May 27, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: Jun 4, 2018
1:45a ORD » 3:47a ISP
Frontier Airlines direct (2h02m)
$93
outward: May 27, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: Jun 3, 2018
1:45a ORD » 3:47a ISP
Frontier Airlines direct (2h02m)
$106
outward: Jun 27, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jul 1, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$106
outward: May 27, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: Jun 3, 2018
1:45a ORD » 3:47a ISP
Frontier Airlines direct (2h02m)
$106
outward: Jun 3, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: Jun 5, 2018
1:45a ORD » 3:47a ISP
Frontier Airlines direct (2h02m)
$112
outward: Jun 27, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jul 1, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$114
outward: Jun 7, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jun 12, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$116
outward: Oct 4, 2018
12:29p ISP » 3:10p ORD
Frontier Airlines direct (2h41m)
inbound: Oct 8, 2018
4:44a ORD » 7:04a ISP
Frontier Airlines direct (2h20m)
$116
outward: Oct 4, 2018
12:29p ISP » 3:10p ORD
Frontier Airlines direct (2h41m)
inbound: Oct 8, 2018
4:44a ORD » 7:04a ISP
Frontier Airlines direct (2h20m)
$117
outward: Jun 2, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: Jun 6, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$117
outward: Jun 27, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jul 1, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$117
outward: Jun 27, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jul 1, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$117
outward: Jun 16, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jun 19, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$118
outward: May 27, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: May 30, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$122
outward: Jun 7, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jun 12, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$122
outward: Jun 7, 2018
3:59p LGA » 6:39p ORD
Spirit Airlines direct (2h40m)
inbound: Jun 12, 2018
1:15a ORD » 3:17a ISP
Frontier Airlines direct (2h02m)
$123
outward: May 31, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jun 3, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$125
outward: May 27, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: May 31, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$126
outward: Jun 7, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: Jun 12, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$126
outward: Jun 8, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: Jun 12, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$126
outward: Jul 29, 2018
2:33p ISP » 5:11p ORD
Frontier Airlines direct (2h38m)
inbound: Aug 5, 2018
12:57a ORD » 3:30a ISP
Frontier Airlines direct (2h33m)
$127
outward: Jun 12, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jun 17, 2018
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$127
outward: Jun 7, 2018
3:59p LGA » 6:39p ORD
Spirit Airlines direct (2h40m)
inbound: Jun 12, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$128
outward: Aug 29, 2018
3:55p LGA » 6:28p ORD
Spirit Airlines direct (2h33m)
inbound: Sep 8, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$128
outward: May 28, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: May 30, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$128
outward: May 28, 2018
3:59a LGA » 6:25a ORD
Spirit Airlines direct (2h26m)
inbound: May 31, 2018
12:52p ORD » 3:01p LGA
Spirit Airlines direct (2h09m)
$128
outward: Sep 7, 2018
3:59a LGA » 6:33a ORD
Spirit Airlines direct (2h34m)
inbound: Sep 8, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$128
outward: Sep 7, 2018
3:59a LGA » 6:33a ORD
Spirit Airlines direct (2h34m)
inbound: Sep 10, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$128
outward: Sep 8, 2018
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
inbound: Sep 9, 2018
12:35a ORD » 2:53a LGA
Spirit Airlines direct (2h18m)
$128
outward: Sep 9, 2018
3:59a LGA » 6:33a ORD
Spirit Airlines direct (2h34m)
inbound: Sep 10, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
Return
Departure
28 July Jul Saturday $retDate.dayShortName
29 July Jul Sunday $retDate.dayShortName
30 July Jul Monday $retDate.dayShortName
31 July Jul Tuesday $retDate.dayShortName
01 August Aug Wednesday $retDate.dayShortName
02 August Aug Thursday $retDate.dayShortName
03 August Aug Friday $retDate.dayShortName
20 July Jul Friday $outDate.dayShortName
21 July Jul Saturday $outDate.dayShortName
22 July Jul Sunday $outDate.dayShortName
23 July Jul Monday $outDate.dayShortName
$215 $190 $239
24 July Jul Tuesday $outDate.dayShortName
$200 $224
25 July Jul Wednesday $outDate.dayShortName
$185 $200 $210
26 July Jul Thursday $outDate.dayShortName
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: Las Vegas - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from New York to Chicago

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jun 1, 2018
Spirit Airlines direct
return: Jun 3, 2018
Frontier Airlines direct
Southwest Airlines
outbound: Jun 17, 2018
Southwest Airlines direct
return: Jun 19, 2018
Frontier Airlines direct
JetBlue
outbound: Jul 10, 2018
JetBlue direct
return: Jul 16, 2018
Spirit Airlines direct
United Airlines
outbound: Jun 9, 2018
United Airlines direct
return: Jun 16, 2018
United Airlines direct
American Airlines
outbound: Jun 17, 2018
American Airlines direct
return: Jun 19, 2018
American Airlines direct
Delta Air Lines
outbound: Jun 7, 2018
Delta Air Lines direct
return: Jun 12, 2018
Spirit Airlines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h17m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 26, 2018 3:19 AM, GMT-5
  • Weather:
  • min. 67ºF, max. 85ºF
  • 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:
  • May 26, 2018 4:19 AM, GMT-4
  • Weather:
  • min. 63ºF, max. 76ºF

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.