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 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • any
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • price
  • month of departure
  • month of return
$47
Spirit Airlines outward: Sep 3, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$47
Spirit Airlines outward: Sep 3, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$48
Spirit Airlines outward: Sep 3, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$51
Spirit Airlines outward: Aug 12, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Spirit Airlines inbound: Aug 16, 2020
8:20p ORD » 3:13a EWR
Spirit Airlines 1 stop (6h53m)
$51
Spirit Airlines outward: Aug 12, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Spirit Airlines inbound: Aug 16, 2020
8:20p ORD » 3:13a EWR
Spirit Airlines 1 stop (6h53m)
$52
Spirit Airlines outward: Sep 3, 2020
5:29p LGA » 2:04a ORD
Spirit Airlines 1 stop (8h35m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$52
Spirit Airlines outward: Sep 3, 2020
5:29p LGA » 2:04a ORD
Spirit Airlines 1 stop (8h35m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$52
Spirit Airlines outward: Sep 3, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$54
Spirit Airlines outward: Sep 3, 2020
7:05p EWR » 2:09a ORD
Spirit Airlines 1 stop (7h04m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$54
Spirit Airlines outward: Sep 3, 2020
7:05p EWR » 2:09a ORD
Spirit Airlines 1 stop (7h04m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$55
Frontier Airlines outward: Aug 23, 2020
7:20p EWR » 9:56p ORD
Frontier Airlines direct (2h36m)
Frontier Airlines inbound: Aug 30, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$55
Spirit Airlines outward: Sep 3, 2020
12:01p EWR » 3:16a ORD
Spirit Airlines 1 stop (15h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$55
Spirit Airlines outward: Sep 3, 2020
12:01p EWR » 3:16a ORD
Spirit Airlines 1 stop (15h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$55
Frontier Airlines outward: Aug 23, 2020
7:20p EWR » 9:56p ORD
Frontier Airlines direct (2h36m)
Frontier Airlines inbound: Aug 30, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$55
Spirit Airlines outward: Sep 3, 2020
4:40p EWR » 7:55p ORD
Spirit Airlines 1 stop (27h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$55
Spirit Airlines outward: Sep 3, 2020
12:01p EWR » 3:16a ORD
Spirit Airlines 1 stop (15h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$55
Spirit Airlines outward: Sep 3, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$55
Spirit Airlines outward: Aug 12, 2020
9:46p EWR » 2:04a ORD
Spirit Airlines 1 stop (28h18m)
Spirit Airlines inbound: Aug 20, 2020
12:00a ORD » 6:15p EWR
Spirit Airlines 1 stop (18h15m)
$55
Spirit Airlines outward: Sep 3, 2020
12:01p EWR » 3:16a ORD
Spirit Airlines 1 stop (15h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$55
Spirit Airlines outward: Sep 3, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$55
Spirit Airlines outward: Sep 3, 2020
7:05p EWR » 2:09a ORD
Spirit Airlines 1 stop (7h04m)
Spirit Airlines inbound: Sep 7, 2020
8:20p ORD » 3:13a EWR
Spirit Airlines 1 stop (6h53m)
$55
Spirit Airlines outward: Sep 3, 2020
7:05p EWR » 2:09a ORD
Spirit Airlines 1 stop (7h04m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$56
Spirit Airlines outward: Sep 3, 2020
4:40p EWR » 7:55p ORD
Spirit Airlines 1 stop (27h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$56
Spirit Airlines outward: Sep 3, 2020
4:40p EWR » 7:55p ORD
Spirit Airlines 1 stop (27h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$56
Spirit Airlines outward: Sep 3, 2020
4:40p EWR » 7:55p ORD
Spirit Airlines 1 stop (27h15m)
Spirit Airlines inbound: Sep 7, 2020
10:11p ORD » 4:26p EWR
Spirit Airlines 1 stop (18h15m)
$56
Spirit Airlines outward: Sep 3, 2020
7:05p EWR » 2:09a ORD
Spirit Airlines 1 stop (7h04m)
Frontier Airlines inbound: Sep 7, 2020
2:15p ORD » 4:28p EWR
Frontier Airlines direct (2h13m)
$57
Spirit Airlines outward: Sep 3, 2020
7:05p EWR » 2:09a ORD
Spirit Airlines 1 stop (7h04m)
Spirit Airlines inbound: Sep 7, 2020
8:20p ORD » 3:13a EWR
Spirit Airlines 1 stop (6h53m)
$58
Spirit Airlines outward: Aug 12, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Spirit Airlines inbound: Aug 16, 2020
8:20p ORD » 3:13a EWR
Spirit Airlines 1 stop (6h53m)
$58
Spirit Airlines outward: Aug 12, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Spirit Airlines inbound: Aug 16, 2020
8:20p ORD » 3:13a EWR
Spirit Airlines 1 stop (6h53m)
$58
Spirit Airlines outward: Aug 12, 2020
7:15p EWR » 2:04a ORD
Spirit Airlines 1 stop (6h49m)
Spirit Airlines inbound: Aug 16, 2020
8:20p ORD » 3:13a EWR
Spirit Airlines 1 stop (6h53m)
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 2020
  • September 2020
  • October 2020
  • November 2020
  • December 2020
  • January 2021
  • February 2021
  • March 2021
  • April 2021
  • May 2021
  • June 2021
  • July 2021
  • all
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 18, 2020
Spirit Airlines 1 stop
return: Aug 20, 2020
Spirit Airlines 1 stop
United Airlines
outbound: Sep 10, 2020
United Airlines direct
return: Sep 23, 2020
Spirit Airlines 1 stop
Frontier Airlines
outbound: Aug 23, 2020
Frontier Airlines direct
return: Aug 30, 2020
Frontier Airlines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 12h19m (flight with stopovers)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 10, 2020 5:54 AM, GMT-5
  • Weather:
  • min. 72ºF, max. 82ºF
  • 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 10, 2020 6:54 AM, GMT-4
  • Weather:
  • min. 75ºF, 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.