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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  • month of return
$133
Spirit Airlines outward: Sep 13, 2022
3:30p EWR » 12:41a ORD
Spirit Airlines 1 stop (9h11m)
Spirit Airlines inbound: Sep 20, 2022
6:47p ORD » 4:42a EWR
Spirit Airlines 1 stop (9h55m)
$133
Spirit Airlines outward: Sep 17, 2022
3:30p EWR » 12:41a ORD
Spirit Airlines 1 stop (9h11m)
Spirit Airlines inbound: Sep 24, 2022
6:47p ORD » 4:42a EWR
Spirit Airlines 1 stop (9h55m)
$175
Spirit Airlines outward: Sep 1, 2022
5:21p EWR » 11:37p ORD
Spirit Airlines 1 stop (6h16m)
Spirit Airlines inbound: Sep 8, 2022
6:00p ORD » 11:59p LGA
Spirit Airlines 1 stop (5h59m)
$210
United Airlines outward: Sep 18, 2022
12:30p LGA » 3:02p ORD
United Airlines direct (2h32m)
Frontier Airlines inbound: Sep 25, 2022
4:43p MDW » 11:00p LGA
Frontier Airlines 1 stop (6h17m)
$305
American Airlines outward: Aug 19, 2022
10:30p LGA » 1:13a ORD
American Airlines direct (2h43m)
American Airlines inbound: Aug 26, 2022
6:30p ORD » 8:32p LGA
American Airlines direct (2h02m)
Return
Departure
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:

Airlines operating flights from New York to Chicago

  • any
  • August 2022
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  • all
  • American Airlines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 22, 2022
Spirit Airlines 1 stop
return: Aug 29, 2022
Spirit Airlines 1 stop
JetBlue
outbound: Aug 22, 2022
JetBlue direct
return: Aug 29, 2022
JetBlue direct
United Airlines
outbound: Sep 18, 2022
United Airlines direct
return: Sep 25, 2022
Frontier Airlines 1 stop
American Airlines
outbound: Sep 1, 2022
American Airlines direct
return: Sep 8, 2022
United Airlines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h32m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 16, 2022 7:47 AM, GMT-5
  • Weather:
  • min. 65ºF, max. 84ºF
  • Departure city:
  • New York, USA
  • Airport(s):
  • La Guardia 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 16, 2022 8:47 AM, GMT-4
  • Weather:
  • min. 69ºF, 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.