Find cheap airline tickets from New York to Chicago by date

Departure: Return: Sorted by:

$145

outward: May 1, 2023
4:50p LGA » 1:36p ORD
Frontier Airlines 1 stop (20h46m)

inbound: May 3, 2023
3:41p MDW » 8:58p EWR
Unknown Company 1 stop (5h17m)

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$145

outward: May 1, 2023
4:50p LGA » 1:36p ORD
Frontier Airlines 1 stop (20h46m)

inbound: May 3, 2023
3:41p MDW » 8:58p EWR
Unknown Company 1 stop (5h17m)

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$147

outward: May 1, 2023
7:20p EWR » 1:36p ORD
Unknown Company 1 stop (18h16m)

inbound: May 3, 2023
5:07a ORD » 4:00p LGA
Frontier Airlines 1 stop (10h53m)

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$180

outward: Jul 18, 2023
2:00p LGA » 4:37p ORD
United Airlines direct (2h37m)

inbound: Jul 26, 2023
9:50p ORD » 12:18a LGA
United Airlines direct (2h28m)

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$185

outward: Apr 13, 2023
7:20p EWR » 2:16a ORD
Spirit Airlines 1 stop (6h56m)

inbound: Apr 15, 2023
3:45p ORD » 5:58p LGA
Delta Air Lines direct (2h13m)

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$190

outward: Apr 13, 2023
7:20p EWR » 2:16a ORD
Spirit Airlines 1 stop (6h56m)

inbound: Apr 15, 2023
9:21p ORD » 2:59a JFK
American Airlines 1 stop (5h38m)

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$191

outward: Apr 13, 2023
7:20p EWR » 2:16a ORD
Spirit Airlines 1 stop (6h56m)

inbound: Apr 15, 2023
4:00p ORD » 10:40p LGA
American Airlines 1 stop (6h40m)

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$205

outward: Apr 13, 2023
9:55p EWR » 2:31p ORD
Unknown Company 1 stop (16h36m)

inbound: Apr 15, 2023
7:55p ORD » 10:00p EWR
American Airlines direct (2h05m)

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$227

outward: Jun 12, 2023
12:30p JFK » 3:07p ORD
JetBlue direct (2h37m)

inbound: Jun 14, 2023
3:45p ORD » 8:00p LGA
United Airlines 1 stop (4h15m)

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$294

outward: Jun 29, 2023
2:20p LGA » 8:25p MDW
Unknown Company 1 stop (6h05m)

inbound: Jul 2, 2023
1:00p ORD » 5:23p EWR
United Airlines 1 stop (4h23m)

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$361

outward: Jul 1, 2023
3:59a EWR » 6:42a ORD
United Airlines direct (2h43m)

inbound: Jul 2, 2023
1:00p ORD » 5:23p EWR
United Airlines 1 stop (4h23m)

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$571

outward: Jul 18, 2023
3:00p LGA » 5:37p ORD
United Airlines direct (2h37m)

inbound: Jul 26, 2023
9:50p ORD » 12:18a LGA
United Airlines direct (2h28m)

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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: Jun 12, 2023
Spirit Airlines 1 stop

return: Jun 14, 2023
Spirit Airlines 1 stop

$313 Verify

Frontier Airlines

outbound: May 1, 2023
Frontier Airlines 1 stop

return: May 3, 2023
Frontier Airlines 1 stop

$135 Verify

American Airlines

outbound: May 1, 2023
American Airlines direct

return: May 2, 2023
Delta Air Lines direct

$232 Verify

Delta Air Lines

outbound: Jun 12, 2023
Delta Air Lines direct

return: Jun 14, 2023
American Airlines direct

$290 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: 2h13m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Chicago Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Mar 25, 2023 8:34 AM, GMT-5
Weather:
min. 30ºF, max. 40ºF

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:
Mar 25, 2023 9:34 AM, GMT-4
Weather:
min. 42ºF, max. 55ºF

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