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
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • price
  • month of departure
  • month of return
$124
Spirit Airlines outward: Nov 2, 2019
2:57p LGA » 5:48p ORD
Spirit Airlines direct (2h51m)
Spirit Airlines inbound: Nov 6, 2019
12:37a ORD » 2:57a LGA
Spirit Airlines direct (2h20m)
$155
Spirit Airlines outward: Oct 26, 2019
3:59a LGA » 6:29a ORD
Spirit Airlines direct (2h30m)
Spirit Airlines inbound: Nov 1, 2019
11:48a ORD » 2:00p LGA
Spirit Airlines direct (2h12m)
$185
Spirit Airlines outward: Oct 25, 2019
3:57p LGA » 6:48p ORD
Spirit Airlines direct (2h51m)
Spirit Airlines inbound: Nov 1, 2019
11:37p ORD » 1:57a LGA
Spirit Airlines direct (2h20m)
$193
Delta Air Lines outward: Nov 26, 2019
2:10p LGA » 4:48p ORD
Delta Air Lines direct (2h38m)
Spirit Airlines inbound: Dec 4, 2019
12:51p ORD » 3:00p LGA
Spirit Airlines direct (2h09m)
$194
Spirit Airlines outward: Nov 25, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
JetBlue inbound: Nov 29, 2019
1:42a ORD » 3:59a JFK
JetBlue direct (2h17m)
$225
Spirit Airlines outward: Nov 25, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
JetBlue inbound: Nov 29, 2019
12:01p ORD » 7:58p EWR
JetBlue 1 stop (7h57m)
$225
Spirit Airlines outward: Nov 25, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
JetBlue inbound: Nov 29, 2019
12:01p ORD » 7:58p EWR
JetBlue 1 stop (7h57m)
$227
United Airlines outward: Nov 25, 2019
12:00p LGA » 2:35p ORD
United Airlines direct (2h35m)
Delta Air Lines inbound: Nov 29, 2019
2:45p ORD » 4:57p LGA
Delta Air Lines direct (2h12m)
$319
JetBlue outward: Nov 28, 2019
11:00p JFK » 7:39a ORD
JetBlue 1 stop (8h39m)
Sun Country inbound: Dec 3, 2019
1:25a ORD » 4:37p EWR
Sun Country 1 stop (15h12m)
$342
Spirit Airlines outward: Nov 28, 2019
2:35p LGA » 5:17p ORD
Spirit Airlines direct (2h42m)
Spirit Airlines inbound: Dec 2, 2019
12:51p ORD » 3:01p LGA
Spirit Airlines direct (2h10m)
$563
American Airlines outward: Mar 4, 2020
1:30p LGA » 4:15p ORD
American Airlines direct (2h45m)
American Airlines inbound: Mar 5, 2020
3:30a ORD » 5:39a LGA
American Airlines direct (2h09m)
$683
United Airlines outward: Oct 20, 2019
1:00p LGA » 3:27p ORD
United Airlines direct (2h27m)
United Airlines inbound: Oct 27, 2019
12:00p ORD » 2:05p 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
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • all
  • American Airlines
  • Delta Air Lines
  • JetBlue
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Nov 2, 2019
Spirit Airlines direct
return: Nov 5, 2019
Spirit Airlines direct
JetBlue
outbound: Nov 25, 2019
JetBlue 1 stop
return: Nov 30, 2019
Spirit Airlines direct
United Airlines
outbound: Nov 2, 2019
United Airlines direct
return: Nov 5, 2019
Spirit Airlines direct
Delta Air Lines
outbound: Nov 25, 2019
Delta Air Lines direct
return: Nov 29, 2019
Delta Air Lines direct
American Airlines
outbound: Nov 25, 2019
American Airlines direct
return: Nov 30, 2019
United Airlines direct

Travel tips for flights New York - Chicago

Information on Chicago
Route

Average flight duration: 2h26m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 17, 2019 2:47 AM, GMT-5
  • Weather:
  • min. 45ºF, max. 56ºF
  • 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:
  • Oct 17, 2019 3:47 AM, GMT-4
  • Weather:
  • min. 52ºF, max. 59ºF

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.