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Departure: Return: Sorted by:

$142

outward: Sep 12, 2023
4:10a EWR » 6:49a MDW
Unknown Company 1 stop (26h39m)

inbound: Sep 13, 2023
8:18p MDW » 1:36p EWR
Unknown Company 1 stop (17h18m)

$154

outward: Aug 9, 2023
4:55a LGA » 2:29p ORD
Frontier Airlines 1 stop (9h34m)

inbound: Sep 19, 2023
2:00p ORD » 4:13p LGA
Delta Air Lines direct (2h13m)

$155

outward: Sep 11, 2023
4:10a EWR » 1:54p MDW
Unknown Company 1 stop (9h44m)

inbound: Sep 12, 2023
10:44p ORD » 4:00p LGA
Unknown Company 1 stop (17h16m)

$159

outward: Jul 3, 2023
7:25p EWR » 1:30p ORD
Unknown Company 1 stop (18h05m)

inbound: Jul 8, 2023
4:16a ORD » 12:44a EWR
Unknown Company 1 stop (20h28m)

$159

outward: Jul 3, 2023
7:25p EWR » 6:28a MDW
Unknown Company 1 stop (11h03m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$163

outward: Jul 4, 2023
12:19a LGA » 2:55a ORD
United Airlines direct (2h36m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$169

outward: Jul 3, 2023
4:05p LGA » 6:42p ORD
United Airlines direct (2h37m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$170

outward: Jul 4, 2023
1:16a LGA » 3:52a ORD
United Airlines direct (2h36m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$170

outward: Jul 4, 2023
1:16a LGA » 3:52a ORD
United Airlines direct (2h36m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$174

outward: Jul 3, 2023
1:00p EWR » 1:30p ORD
Unknown Company 1 stop (24h30m)

inbound: Jul 8, 2023
4:16a ORD » 12:44a EWR
Unknown Company 1 stop (20h28m)

$177

outward: Jul 4, 2023
1:16a LGA » 3:52a ORD
United Airlines direct (2h36m)

inbound: Jul 7, 2023
4:49p ORD » 12:44a EWR
Spirit Airlines 1 stop (7h55m)

$177

outward: Jul 3, 2023
2:00p LGA » 4:37p ORD
United Airlines direct (2h37m)

inbound: Jul 7, 2023
4:49p ORD » 12:44a EWR
Spirit Airlines 1 stop (7h55m)

$177

outward: Jul 4, 2023
12:19a LGA » 2:55a ORD
United Airlines direct (2h36m)

inbound: Jul 7, 2023
4:49p ORD » 12:44a EWR
Spirit Airlines 1 stop (7h55m)

$177

outward: Jul 3, 2023
11:16p LGA » 1:52a ORD
United Airlines direct (2h36m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$180

outward: Jul 3, 2023
4:23p EWR » 6:58p ORD
United Airlines direct (2h35m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$181

outward: Jul 3, 2023
1:45p EWR » 4:17p ORD
United Airlines direct (2h32m)

inbound: Jul 7, 2023
4:49p ORD » 12:44a EWR
Spirit Airlines 1 stop (7h55m)

$181

outward: Jul 3, 2023
1:30p JFK » 4:08p ORD
JetBlue direct (2h38m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$183

outward: Jul 4, 2023
12:29p LGA » 2:56p ORD
United Airlines direct (2h27m)

inbound: Jul 7, 2023
4:49p ORD » 12:44a EWR
Spirit Airlines 1 stop (7h55m)

$184

outward: Jul 3, 2023
1:45p EWR » 4:17p ORD
United Airlines direct (2h32m)

inbound: Jul 7, 2023
9:32p ORD » 11:41p LGA
American Airlines direct (2h09m)

$190

outward: Jul 3, 2023
12:30p LGA » 7:53p MDW
Unknown Company 1 stop (7h23m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$193

outward: Jul 3, 2023
7:25p EWR » 1:30p ORD
Unknown Company 1 stop (18h05m)

inbound: Jul 7, 2023
8:47p ORD » 12:44a EWR
Spirit Airlines 1 stop (27h57m)

$195

outward: Jul 3, 2023
7:25p EWR » 2:19a ORD
Spirit Airlines 1 stop (6h54m)

inbound: Jul 8, 2023
4:16a ORD » 12:44a EWR
Unknown Company 1 stop (20h28m)

$196

outward: Jul 4, 2023
12:19a LGA » 2:55a ORD
United Airlines direct (2h36m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$197

outward: Jul 3, 2023
4:45a LGA » 2:25p ORD
Frontier Airlines 1 stop (9h40m)

inbound: Jul 6, 2023
12:45p MDW » 12:44a EWR
Unknown Company 1 stop (11h59m)

$198

outward: Jul 2, 2023
3:55p EWR » 4:34p MDW
Allegiant Air 1 stop (24h39m)

inbound: Jul 6, 2023
12:45p MDW » 12:44a EWR
Unknown Company 1 stop (11h59m)

$198

outward: Jul 3, 2023
4:45a LGA » 2:25p ORD
Frontier Airlines 1 stop (9h40m)

inbound: Jul 6, 2023
4:49p ORD » 12:44a EWR
Spirit Airlines 1 stop (7h55m)

$199

outward: Jul 2, 2023
10:37p SWF » 3:25p ORD
Unknown Company 1 stop (16h48m)

inbound: Jul 7, 2023
3:02a ORD » 12:44a EWR
Unknown Company 1 stop (21h42m)

$200

outward: Jul 2, 2023
11:59a EWR » 2:33p ORD
American Airlines direct (2h34m)

inbound: Jul 6, 2023
4:49p ORD » 12:44a EWR
Spirit Airlines 1 stop (7h55m)

$202

outward: Jul 3, 2023
12:01p EWR » 5:16p ORD
American Airlines 1 stop (5h15m)

inbound: Jul 8, 2023
3:17a MDW » 3:05p EWR
Allegiant Air 1 stop (11h48m)

$203

outward: Jul 2, 2023
4:57p LGA » 2:25p ORD
Frontier Airlines 1 stop (21h28m)

inbound: Jul 6, 2023
3:57p MDW » 6:05p EWR
Allegiant Air 1 stop (26h08m)

Return

Departure

	02 July Jul Sunday $retDate.dayShortName	03 July Jul Monday $retDate.dayShortName	04 July Jul Tuesday $retDate.dayShortName	05 July Jul Wednesday $retDate.dayShortName	06 July Jul Thursday $retDate.dayShortName	07 July Jul Friday $retDate.dayShortName	08 July Jul Saturday $retDate.dayShortName
29 June Jun Thursday $outDate.dayShortName
30 June Jun Friday $outDate.dayShortName
01 July Jul Saturday $outDate.dayShortName
02 July Jul Sunday $outDate.dayShortName			$196		$186	$187
03 July Jul Monday $outDate.dayShortName			$198		$185	$166	$149
04 July Jul Tuesday $outDate.dayShortName						$166	$153
05 July Jul Wednesday $outDate.dayShortName

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: Jul 4, 2023
Spirit Airlines 1 stop

return: Jul 7, 2023
Spirit Airlines 1 stop

Frontier Airlines

outbound: Aug 8, 2023
Frontier Airlines 1 stop

return: Sep 19, 2023
Delta Air Lines direct

United Airlines

outbound: Sep 11, 2023
United Airlines direct

return: Sep 13, 2023
United Airlines direct

Delta Air Lines

outbound: Aug 8, 2023
Delta Air Lines direct

return: Sep 19, 2023
Delta Air Lines direct

American Airlines

outbound: Jul 2, 2023
American Airlines 1 stop

return: Jul 4, 2023
Frontier Airlines 1 stop

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: 2h29m (direct flight)

Arrival city:
Chicago, USA
Airport(s):
Chicago Midway International Airport (MDW)
O'Hare International Airport (ORD)
Local time:
Jun 27, 2023 3:54 AM, GMT-5
Weather:
min. 62ºF, max. 77ºF

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:
Jun 27, 2023 4:54 AM, GMT-4
Weather:
min. 68ºF, max. 83ºF

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