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
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • any
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • price
  • month of departure
  • month of return
$94
outward: Jul 25, 2018
2:33p ISP » 5:11p ORD
Frontier Airlines direct (2h38m)
inbound: Jul 29, 2018
12:57a ORD » 3:30a ISP
Frontier Airlines direct (2h33m)
$99
outward: Jul 11, 2018
2:33p ISP » 5:11p ORD
Frontier Airlines direct (2h38m)
inbound: Jul 24, 2018
12:57a ORD » 3:30a ISP
Frontier Airlines direct (2h33m)
$109
outward: Jun 28, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jul 27, 2018
12:57a ORD » 3:30a ISP
Frontier Airlines direct (2h33m)
$109
outward: Jul 12, 2018
2:33p ISP » 5:11p ORD
Frontier Airlines direct (2h38m)
inbound: Jul 17, 2018
12:57a ORD » 3:30a ISP
Frontier Airlines direct (2h33m)
$109
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)
$109
outward: Jun 29, 2018
2:25p ISP » 5:05p ORD
Frontier Airlines direct (2h40m)
inbound: Jul 3, 2018
12:57a ORD » 3:30a ISP
Frontier Airlines direct (2h33m)
$113
outward: Aug 21, 2018
12:30p ISP » 3:06p ORD
Frontier Airlines direct (2h36m)
inbound: Aug 29, 2018
4:29a ORD » 6:56a ISP
Frontier Airlines direct (2h27m)
$114
outward: Sep 4, 2018
12:30p ISP » 3:11p ORD
Frontier Airlines direct (2h41m)
inbound: Sep 13, 2018
3:38a ORD » 5:59a ISP
Frontier Airlines direct (2h21m)
$115
outward: Sep 4, 2018
12:30p ISP » 3:11p ORD
Frontier Airlines direct (2h41m)
inbound: Sep 13, 2018
3:38a ORD » 5:59a ISP
Frontier Airlines direct (2h21m)
$116
outward: Sep 28, 2018
12:29p ISP » 3:10p ORD
Frontier Airlines direct (2h41m)
inbound: Oct 4, 2018
3:39a ORD » 5:59a ISP
Frontier Airlines direct (2h20m)
$119
outward: Sep 4, 2018
2:00p LGA » 4:31p ORD
United Airlines direct (2h31m)
inbound: Sep 12, 2018
1:00p ORD » 3:06p LGA
United Airlines direct (2h06m)
$121
outward: Jul 25, 2018
3:56p LGA » 6:33p ORD
Spirit Airlines direct (2h37m)
inbound: Jul 31, 2018
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$122
outward: Sep 4, 2018
12:30p ISP » 3:11p ORD
Frontier Airlines direct (2h41m)
inbound: Sep 12, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$122
outward: Sep 4, 2018
12:30p ISP » 3:11p ORD
Frontier Airlines direct (2h41m)
inbound: Sep 12, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$123
outward: Sep 22, 2018
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
inbound: Sep 25, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$123
outward: Sep 22, 2018
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
inbound: Sep 26, 2018
12:35a ORD » 2:53a LGA
Spirit Airlines direct (2h18m)
$125
outward: Sep 6, 2018
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
inbound: Sep 11, 2018
12:35a ORD » 2:53a LGA
Spirit Airlines direct (2h18m)
$125
outward: Sep 7, 2018
3:59a LGA » 6:33a ORD
Spirit Airlines direct (2h34m)
inbound: Sep 11, 2018
12:35a ORD » 2:53a LGA
Spirit Airlines direct (2h18m)
$125
outward: Aug 23, 2018
3:55p LGA » 6:30p ORD
Spirit Airlines direct (2h35m)
inbound: Aug 26, 2018
12:50p ORD » 3:00p LGA
Spirit Airlines direct (2h10m)
$125
outward: Sep 2, 2018
3:55p LGA » 6:30p ORD
Spirit Airlines direct (2h35m)
inbound: Sep 6, 2018
12:47a ORD » 3:03a LGA
Spirit Airlines direct (2h16m)
$125
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)
$125
outward: Sep 23, 2018
3:59a LGA » 6:33a ORD
Spirit Airlines direct (2h34m)
inbound: Sep 26, 2018
12:35a ORD » 2:53a LGA
Spirit Airlines direct (2h18m)
$125
outward: Aug 24, 2018
3:59a LGA » 6:22a ORD
Spirit Airlines direct (2h23m)
inbound: Aug 26, 2018
12:50p ORD » 3:00p LGA
Spirit Airlines direct (2h10m)
$125
outward: Sep 22, 2018
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
inbound: Sep 25, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$125
outward: Aug 20, 2018
3:59a LGA » 6:22a ORD
Spirit Airlines direct (2h23m)
inbound: Aug 24, 2018
12:47a ORD » 3:03a LGA
Spirit Airlines direct (2h16m)
$127
outward: Sep 4, 2018
12:30p ISP » 3:11p ORD
Frontier Airlines direct (2h41m)
inbound: Sep 12, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$127
outward: Sep 6, 2018
3:59p LGA » 6:35p ORD
Spirit Airlines direct (2h36m)
inbound: Sep 10, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$127
outward: Sep 23, 2018
3:59a LGA » 6:33a ORD
Spirit Airlines direct (2h34m)
inbound: Sep 26, 2018
12:35a ORD » 2:53a LGA
Spirit Airlines direct (2h18m)
$127
outward: Sep 28, 2018
3:59a LGA » 6:33a ORD
Spirit Airlines direct (2h34m)
inbound: Sep 30, 2018
12:46p ORD » 3:00p LGA
Spirit Airlines direct (2h14m)
$127
outward: Aug 18, 2018
3:59a LGA » 6:22a ORD
Spirit Airlines direct (2h23m)
inbound: Aug 19, 2018
12:50p ORD » 3:00p LGA
Spirit Airlines direct (2h10m)
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
23 July Jul Monday $outDate.dayShortName
24 July Jul Tuesday $outDate.dayShortName
$221 $221 $134
25 July Jul Wednesday $outDate.dayShortName
$137 $93 $175 $121 $206 $221
26 July Jul Thursday $outDate.dayShortName
$161 $159 $175 $206 $206 $221
27 July Jul Friday $outDate.dayShortName
$185 $177 $187 $221 $221 $186 $181
28 July Jul Saturday $outDate.dayShortName
$250 $235 $255 $186 $173
29 July Jul Sunday $outDate.dayShortName
$255 $185
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
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jul 2, 2018
Spirit Airlines direct
return: Jul 14, 2018
Spirit Airlines direct
Southwest Airlines
outbound: Jul 1, 2018
Southwest Airlines direct
return: Jul 15, 2018
Spirit Airlines direct
JetBlue
outbound: Jul 1, 2018
JetBlue 1 stop
return: Jul 15, 2018
Spirit Airlines direct
American Airlines
outbound: Jul 1, 2018
American Airlines 1 stop
return: Jul 15, 2018
American Airlines 1 stop
United Airlines
outbound: Jul 1, 2018
United Airlines direct
return: Jul 15, 2018
United Airlines direct
Delta Air Lines
outbound: Sep 12, 2018
Delta Air Lines direct
return: Sep 18, 2018
Delta Air Lines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h20m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jun 25, 2018 6:34 AM, GMT-5
  • Weather:
  • min. 68ºF, max. 77ºF
  • 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:
  • Jun 25, 2018 7:34 AM, GMT-4
  • Weather:
  • min. 62ºF, 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.