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Find cheap airline tickets from New York to Chicago by date

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  • price
  • month of departure
  • month of return
$153
Spirit Airlines outward: Feb 14, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Feb 17, 2020
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$154
Spirit Airlines outward: Jan 24, 2020
2:40p LGA » 5:28p ORD
Spirit Airlines direct (2h48m)
Spirit Airlines inbound: Jan 31, 2020
12:51p ORD » 3:04p LGA
Spirit Airlines direct (2h13m)
$175
Spirit Airlines outward: May 13, 2020
3:59a LGA » 6:44a ORD
Spirit Airlines direct (2h45m)
Frontier Airlines inbound: Jun 3, 2020
2:13a ORD » 4:29a EWR
Frontier Airlines direct (2h16m)
$179
Spirit Airlines outward: Feb 14, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Feb 17, 2020
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$180
Spirit Airlines outward: Feb 14, 2020
2:35p LGA » 5:25p ORD
Spirit Airlines direct (2h50m)
Spirit Airlines inbound: Feb 17, 2020
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$198
JetBlue outward: Feb 14, 2020
9:35p JFK » 12:29a ORD
JetBlue direct (2h54m)
Spirit Airlines inbound: Feb 17, 2020
12:49p ORD » 3:00p LGA
Spirit Airlines direct (2h11m)
$199
JetBlue outward: Mar 25, 2020
8:59p JFK » 11:58p ORD
JetBlue direct (2h59m)
JetBlue inbound: Mar 29, 2020
12:40p ORD » 5:35p EWR
JetBlue 1 stop (4h55m)
$211
JetBlue outward: Apr 13, 2020
11:09p EWR » 5:30p ORD
JetBlue 1 stop (18h21m)
Spirit Airlines inbound: Apr 25, 2020
12:49a ORD » 3:09a LGA
Spirit Airlines direct (2h20m)
$211
JetBlue outward: Apr 13, 2020
6:22p EWR » 5:30p ORD
JetBlue 1 stop (23h08m)
Spirit Airlines inbound: Apr 25, 2020
12:57a ORD » 2:59a LGA
Spirit Airlines direct (2h02m)
$218
United Airlines outward: Jun 5, 2020
11:30a EWR » 2:02p ORD
United Airlines direct (2h32m)
American Airlines inbound: Jun 7, 2020
12:00p ORD » 4:41p SWF
American Airlines 1 stop (4h41m)
$218
United Airlines outward: Jun 5, 2020
11:30a EWR » 2:02p ORD
United Airlines direct (2h32m)
American Airlines inbound: Jun 7, 2020
12:00p ORD » 4:41p SWF
American Airlines 1 stop (4h41m)
$218
United Airlines outward: Jun 5, 2020
11:30a EWR » 2:02p ORD
United Airlines direct (2h32m)
American Airlines inbound: Jun 7, 2020
12:00p ORD » 4:41p SWF
American Airlines 1 stop (4h41m)
$226
American Airlines outward: Sep 3, 2020
12:00p EWR » 2:26p ORD
American Airlines direct (2h26m)
United Airlines inbound: Sep 7, 2020
4:00p ORD » 6:03p LGA
United Airlines direct (2h03m)
$245
Frontier Airlines outward: Jun 18, 2020
4:01a EWR » 6:48a ORD
Frontier Airlines direct (2h47m)
Frontier Airlines inbound: Jun 22, 2020
2:13a ORD » 4:29a EWR
Frontier Airlines direct (2h16m)
$395
JetBlue outward: Jan 24, 2020
10:29p JFK » 1:18a ORD
JetBlue direct (2h49m)
JetBlue inbound: Jan 28, 2020
1:53a ORD » 4:13a JFK
JetBlue direct (2h20m)
Return
Departure
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Airlines operating flights from New York to Chicago

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Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h30m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jan 23, 2020 4:24 PM, GMT-6
  • Weather:
  • min. 20ºF, max. 34ºF
  • 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:
  • Jan 23, 2020 5:24 PM, GMT-5

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.