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 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • any
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • price
  • month of departure
  • month of return
$74
Frontier Airlines outward: Jul 9, 2020
4:29a EWR » 7:09a ORD
Frontier Airlines direct (2h40m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$88
Frontier Airlines outward: Jul 9, 2020
4:29a EWR » 7:09a ORD
Frontier Airlines direct (2h40m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$89
Frontier Airlines outward: Jul 9, 2020
4:29a EWR » 7:09a ORD
Frontier Airlines direct (2h40m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$92
Spirit Airlines outward: Jul 8, 2020
3:59p LGA » 6:43p ORD
Spirit Airlines direct (2h44m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$92
Spirit Airlines outward: Jul 8, 2020
3:59p LGA » 6:43p ORD
Spirit Airlines direct (2h44m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$93
Spirit Airlines outward: Jul 8, 2020
3:59p LGA » 6:43p ORD
Spirit Airlines direct (2h44m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$93
Spirit Airlines outward: Jul 8, 2020
3:59p LGA » 6:43p ORD
Spirit Airlines direct (2h44m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$93
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$93
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$93
Spirit Airlines outward: Jul 8, 2020
3:59p LGA » 6:43p ORD
Spirit Airlines direct (2h44m)
Spirit Airlines inbound: Jul 13, 2020
9:05p ORD » 11:32p LGA
Spirit Airlines direct (2h27m)
$93
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$93
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$94
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$95
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$95
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$95
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$95
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$95
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$103
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$103
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$103
Spirit Airlines outward: Jul 8, 2020
3:50p LGA » 6:26p ORD
Spirit Airlines direct (2h36m)
Spirit Airlines inbound: Jul 14, 2020
12:38a ORD » 3:03a LGA
Spirit Airlines direct (2h25m)
$107
United Airlines outward: Sep 3, 2020
12:00p LGA » 2:25p ORD
United Airlines direct (2h25m)
United Airlines inbound: Sep 7, 2020
8:00p ORD » 10:05p LGA
United Airlines direct (2h05m)
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
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Spirit Airlines
  • United Airlines
JetBlue
outbound: Jul 3, 2020
JetBlue direct
return: Jul 10, 2020
American Airlines direct
Spirit Airlines
outbound: Jun 13, 2020
Spirit Airlines 1 stop
return: Jun 15, 2020
Spirit Airlines 1 stop
American Airlines
outbound: Jun 10, 2020
American Airlines 1 stop
return: Jun 17, 2020
American Airlines 1 stop
United Airlines
outbound: Aug 3, 2020
United Airlines direct
return: Aug 12, 2020
United Airlines direct
Delta Air Lines
outbound: Jun 13, 2020
Delta Air Lines direct
return: Jun 20, 2020
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 4, 2020 10:09 PM, GMT-5
  • Weather:
  • min. 63ºF, max. 72ºF
  • 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 4, 2020 11:09 PM, GMT-4
  • Weather:
  • min. 72ºF, max. 86ºF

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.