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

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  • price
  • month of departure
  • month of return
$145
Frontier Airlines outward: May 1, 2023
4:50p LGA » 1:36p ORD
Frontier Airlines 1 stop (20h46m)
Unknown Company inbound: May 3, 2023
3:41p MDW » 8:58p EWR
Unknown Company 1 stop (5h17m)
$145
Frontier Airlines outward: May 1, 2023
4:50p LGA » 1:36p ORD
Frontier Airlines 1 stop (20h46m)
Unknown Company inbound: May 3, 2023
3:41p MDW » 8:58p EWR
Unknown Company 1 stop (5h17m)
$147
Unknown Company outward: May 1, 2023
7:20p EWR » 1:36p ORD
Unknown Company 1 stop (18h16m)
Frontier Airlines inbound: May 3, 2023
5:07a ORD » 4:00p LGA
Frontier Airlines 1 stop (10h53m)
$180
United Airlines outward: Jul 18, 2023
2:00p LGA » 4:37p ORD
United Airlines direct (2h37m)
United Airlines inbound: Jul 26, 2023
9:50p ORD » 12:18a LGA
United Airlines direct (2h28m)
$185
Spirit Airlines outward: Apr 13, 2023
7:20p EWR » 2:16a ORD
Spirit Airlines 1 stop (6h56m)
Delta Air Lines inbound: Apr 15, 2023
3:45p ORD » 5:58p LGA
Delta Air Lines direct (2h13m)
$190
Spirit Airlines outward: Apr 13, 2023
7:20p EWR » 2:16a ORD
Spirit Airlines 1 stop (6h56m)
American Airlines inbound: Apr 15, 2023
9:21p ORD » 2:59a JFK
American Airlines 1 stop (5h38m)
$191
Spirit Airlines outward: Apr 13, 2023
7:20p EWR » 2:16a ORD
Spirit Airlines 1 stop (6h56m)
American Airlines inbound: Apr 15, 2023
4:00p ORD » 10:40p LGA
American Airlines 1 stop (6h40m)
$205
Unknown Company outward: Apr 13, 2023
9:55p EWR » 2:31p ORD
Unknown Company 1 stop (16h36m)
American Airlines inbound: Apr 15, 2023
7:55p ORD » 10:00p EWR
American Airlines direct (2h05m)
$227
JetBlue outward: Jun 12, 2023
12:30p JFK » 3:07p ORD
JetBlue direct (2h37m)
United Airlines inbound: Jun 14, 2023
3:45p ORD » 8:00p LGA
United Airlines 1 stop (4h15m)
$294
Unknown Company outward: Jun 29, 2023
2:20p LGA » 8:25p MDW
Unknown Company 1 stop (6h05m)
United Airlines inbound: Jul 2, 2023
1:00p ORD » 5:23p EWR
United Airlines 1 stop (4h23m)
$361
United Airlines outward: Jul 1, 2023
3:59a EWR » 6:42a ORD
United Airlines direct (2h43m)
United Airlines inbound: Jul 2, 2023
1:00p ORD » 5:23p EWR
United Airlines 1 stop (4h23m)
$571
United Airlines outward: Jul 18, 2023
3:00p LGA » 5:37p ORD
United Airlines direct (2h37m)
United Airlines inbound: Jul 26, 2023
9:50p ORD » 12:18a LGA
United Airlines direct (2h28m)
Return
Departure
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Airlines operating flights from New York to Chicago

  • any
  • March 2023
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  • all
  • American Airlines
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  • Frontier Airlines
  • Spirit Airlines
Spirit Airlines
outbound: Jun 12, 2023
Spirit Airlines 1 stop
return: Jun 14, 2023
Spirit Airlines 1 stop
Frontier Airlines
outbound: May 1, 2023
Frontier Airlines 1 stop
return: May 3, 2023
Frontier Airlines 1 stop
American Airlines
outbound: May 1, 2023
American Airlines direct
return: May 2, 2023
Delta Air Lines direct
Delta Air Lines
outbound: Jun 12, 2023
Delta Air Lines direct
return: Jun 14, 2023
American Airlines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h13m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Chicago Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Mar 25, 2023 8:34 AM, GMT-5
  • Weather:
  • min. 30ºF, max. 40ºF
  • Departure city:
  • New York, USA
  • Airport(s):
  • LaGuardia International Airport (LGA)
  • Newark Liberty International Airport (EWR)
  • John F. Kennedy International Airport (JFK)
  • Westchester County Airport (HPN)
  • Long Island MacArthur Airport (ISP)
  • Local time:
  • Mar 25, 2023 9:34 AM, GMT-4
  • Weather:
  • min. 42ºF, max. 55ºF

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.