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
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • any
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • price
  • month of departure
  • month of return
$98
outward: Sep 5, 2018
3:59a LGA » 6:22a ORD
Spirit Airlines direct (2h23m)
inbound: Sep 13, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$98
outward: Sep 12, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 13, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$115
outward: Sep 11, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 15, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$115
outward: Sep 4, 2018
3:55p LGA » 6:30p ORD
Spirit Airlines direct (2h35m)
inbound: Sep 13, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$115
outward: Sep 8, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 12, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$115
outward: Sep 9, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 11, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$115
outward: Sep 11, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 12, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$115
outward: Sep 5, 2018
3:59a LGA » 6:22a ORD
Spirit Airlines direct (2h23m)
inbound: Sep 12, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$115
outward: Sep 8, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 15, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$115
outward: Sep 11, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 12, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$115
outward: Sep 12, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 13, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$115
outward: Sep 5, 2018
3:59a LGA » 6:22a ORD
Spirit Airlines direct (2h23m)
inbound: Sep 12, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$115
outward: Oct 10, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Oct 14, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$118
outward: Sep 8, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 10, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$118
outward: Sep 9, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 10, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$119
outward: Sep 6, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 11, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$119
outward: Sep 28, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Oct 2, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$119
outward: Sep 5, 2018
3:59a LGA » 6:22a ORD
Spirit Airlines direct (2h23m)
inbound: Sep 13, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$119
outward: Sep 11, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 13, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$119
outward: Sep 22, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 24, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$122
outward: Sep 7, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 10, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$122
outward: Sep 6, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 10, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$122
outward: Sep 14, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 25, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$123
outward: Sep 7, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 12, 2018
12:43a ORD » 3:00a LGA
Spirit Airlines direct (2h17m)
$123
outward: Sep 11, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 21, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$124
outward: Oct 7, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Oct 10, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$124
outward: Sep 8, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 10, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$124
outward: Sep 8, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 11, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$124
outward: Sep 9, 2018
3:59a LGA » 6:26a ORD
Spirit Airlines direct (2h27m)
inbound: Sep 10, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$124
outward: Sep 11, 2018
3:57p LGA » 6:35p ORD
Spirit Airlines direct (2h38m)
inbound: Sep 21, 2018
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
Return
Departure
07 September Sep Friday $retDate.dayShortName
08 September Sep Saturday $retDate.dayShortName
09 September Sep Sunday $retDate.dayShortName
10 September Sep Monday $retDate.dayShortName
11 September Sep Tuesday $retDate.dayShortName
12 September Sep Wednesday $retDate.dayShortName
13 September Sep Thursday $retDate.dayShortName
01 September Sep Saturday $outDate.dayShortName
$235 $207 $207 $207 $248
02 September Sep Sunday $outDate.dayShortName
$161 $136 $163 $139 $130 $139 $163
03 September Sep Monday $outDate.dayShortName
$193 $154 $149 $139 $139 $139
04 September Sep Tuesday $outDate.dayShortName
$115
05 September Sep Wednesday $outDate.dayShortName
$144 $124 $125 $139 $139 $115 $97
06 September Sep Thursday $outDate.dayShortName
$183 $146 $121 $118 $158
07 September Sep Friday $outDate.dayShortName
$163 $163 $131 $121 $130 $123 $143
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
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • all
  • Alaska Airlines
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 10, 2018
Spirit Airlines direct
return: Oct 13, 2018
Spirit Airlines direct
JetBlue
outbound: Oct 12, 2018
JetBlue 1 stop
return: Oct 21, 2018
JetBlue 1 stop
Southwest Airlines
outbound: Oct 11, 2018
Southwest Airlines direct
return: Oct 16, 2018
Spirit Airlines direct
United Airlines
outbound: Aug 30, 2018
United Airlines direct
return: Sep 5, 2018
United Airlines direct
American Airlines
outbound: Sep 30, 2018
American Airlines direct
return: Oct 4, 2018
American Airlines direct
Delta Air Lines
outbound: Oct 4, 2018
Delta Air Lines 1 stop
return: Oct 7, 2018
Delta Air Lines direct
Alaska Airlines
outbound: Nov 7, 2018
Alaska Airlines 1 stop
return: Nov 11, 2018
Alaska Airlines 1 stop

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:
  • Aug 21, 2018 6:57 AM, GMT-5
  • Weather:
  • min. 62ºF, max. 75ºF
  • 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:
  • Aug 21, 2018 7:57 AM, GMT-4
  • Weather:
  • min. 64ºF, max. 79ºF

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.