Find cheap airline tickets from New York to Chicago by date

Departure: Return: Sorted by:

$114

outward: Oct 25, 2023
12:30p LGA » 3:01p ORD
United Airlines direct (2h31m)

inbound: Oct 28, 2023
1:05p ORD » 3:15p EWR
United Airlines direct (2h10m)

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$119

outward: Oct 18, 2023
8:15p LGA » 10:50p ORD
United Airlines direct (2h35m)

inbound: Oct 20, 2023
1:08a ORD » 8:04p LGA
Spirit Airlines 1 stop (18h56m)

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$119

outward: Oct 28, 2023
4:14a EWR » 2:52p ORD
Unknown Company 1 stop (10h38m)

inbound: Nov 5, 2023
12:00p ORD » 2:11p LGA
Spirit Airlines direct (2h11m)

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$130

outward: Sep 30, 2023
1:58a LGA » 12:55a MDW
Unknown Company 1 stop (22h57m)

inbound: Oct 3, 2023
1:38a ORD » 11:00p LGA
Frontier Airlines 1 stop (21h22m)

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$137

outward: Oct 19, 2023
2:50p LGA » 12:13a ORD
Spirit Airlines 1 stop (9h23m)

inbound: Oct 21, 2023
4:07a ORD » 1:51p LGA
Unknown Company 1 stop (9h44m)

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$141

outward: Sep 30, 2023
1:58a LGA » 12:38a ORD
Unknown Company 1 stop (22h40m)

inbound: Oct 1, 2023
11:48p MDW » 1:51p LGA
Unknown Company 1 stop (14h03m)

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$142

outward: Sep 30, 2023
1:58a LGA » 12:55a MDW
Unknown Company 1 stop (22h57m)

inbound: Oct 2, 2023
12:24a ORD » 1:51p LGA
Unknown Company 1 stop (13h27m)

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$149

outward: Oct 21, 2023
4:14a EWR » 2:42p ORD
Unknown Company 1 stop (10h28m)

inbound: Oct 22, 2023
12:10p MDW » 2:20p EWR
Unknown Company 1 stop (26h10m)

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$152

outward: Oct 7, 2023
4:50a LGA » 6:07a MDW
Frontier Airlines 1 stop (25h17m)

inbound: Oct 8, 2023
3:43p MDW » 11:08p LGA
Frontier Airlines 1 stop (7h25m)

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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

Departure: Airline

Spirit Airlines

outbound: Sep 29, 2023
Spirit Airlines 1 stop

return: Oct 2, 2023
Frontier Airlines 1 stop

$119 Verify

United Airlines

outbound: Oct 18, 2023
United Airlines direct

return: Oct 19, 2023
Spirit Airlines 1 stop

$110 Verify

Delta Air Lines

outbound: Oct 18, 2023
Delta Air Lines direct

return: Oct 19, 2023
Delta Air Lines direct

$227 Verify

Frontier Airlines

outbound: Oct 25, 2023
Frontier Airlines 1 stop

return: Oct 28, 2023
Spirit Airlines 1 stop

$133 Verify

Airline tickets New York - Chicago found in the last 30 days.

Travel tips for flights New York - Chicago

Information on Chicago

Route

Average flight duration: 19h34m (flight with stopovers)

Arrival city:
Chicago, USA
Airport(s):
Chicago Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Sep 23, 2023 10:11 PM, GMT-5
Weather:
min. 61ºF, max. 75ºF

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:
Sep 23, 2023 11:11 PM, GMT-4
Weather:
min. 57ºF, max. 69ºF

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.

Find a cheap rental car in Chicago