Our cheapest offers for flights from New York to Chicago

Here you can compare cheap flights from New York (NYC) to Chicago (CHI) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Chicago. Prices and availability may change at any time.

	Outbound	Return	Airlines	Baggage	Price
New York Chicago	Outbound 09/30/25 1 Stopover (MIA) NK0394, NK1530 14h 19min	Return 10/25/25 direct NK0493 01h 55min	Spirit Airlines	?	$104
Best option New York Chicago	Outbound 09/30/25 direct AA2584 02h 41min	Return 10/25/25 direct AA2485 02h 19min	American Airlines	?	$145
New York Chicago	Outbound 09/30/25 1 Stopover (FLL) NK0374, NK1225 07h 40min	Return 10/25/25 direct NK0493 01h 55min	Spirit Airlines		$105
New York Chicago	Outbound 09/30/25 1 Stopover (FLL) NK3124, NK0002 13h 43min	Return 10/25/25 1 Stopover (FLL) NK1380, NK2116 10h 34min	Spirit Airlines		$123
New York Chicago	Outbound 09/30/25 1 Stopover (FLL) NK0374, NK0002 12h 49min	Return 10/25/25 direct NK0493 01h 55min	Spirit Airlines	?	$125
New York Chicago	Outbound 09/30/25 1 Stopover (ATL) F94817, F91595 12h 24min	Return 10/25/25 direct F91044 02h 23min	Frontier Airlines		$129
New York Chicago	Outbound 09/30/25 1 Stopover (MCO) NK0440, NK0341 06h 38min	Return 10/25/25 1 Stopover (ATL) F91442, F94602 06h 21min	Spirit Airlines	?	$129
New York Chicago	Outbound 09/30/25 1 Stopover (MCO) NK0440, NK0341 06h 38min	Return 10/25/25 1 Stopover (ATL) F91442, F94602 06h 21min	Spirit Airlines		$136
New York Chicago	Outbound 09/30/25 1 Stopover (ATL) F91871, F91595 09h 39min	Return 10/25/25 direct F91044 02h 23min	Frontier Airlines		$142
New York Chicago	Outbound 11/09/25 direct F91043 02h 45min	Return 12/07/25 direct B62106 02h 13min	Frontier Airlines	?	$157

Tips and tricks to help you find cheap flights from New York to Chicago

Useful information about the flight from New York to Chicago

Flights from New York to Chicago

With between 52 and 88 flights per day, the route from New York (NYC) to Chicago (CHI) remains a thoroughfare in the United States, both for business and pleasure. The route is well serviced by scheduled, charter and low cost flight providers. The direct flight takes about 2 hours and 40 minutes, covering a distance of 714 miles, although some airlines have boasted a flight time as short as 2 hours and 10 minutes. Flights are provided by American Airlines, United Airlines, Delta, Jetblue, Southwest and Spirit.

Cheap flights from New York to Chicago

The cheapest flights on this route are offered by low-cost airlines such as Jetblue or Spirit. Planning your journey well in advance and traveling with hand luggage will help to reduce the price of an air ticket. Great deals on last minute flights are also available for a refreshingly low price.

Destination Chicago

Passengers can fly into any one of the Chicago airports - Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), West Chicago Du Page (DPA) etc., with O'Hare being the biggest and busiest. O' Hare has been voted best airport in North America for 10 years by two separate sources, no doubt helped by the easy access to and from this world hub. The city can be easily reached using the local trains (CTA) while access by road is also fluid and efficient. Interstate highways I-90 and I-294 can be reached swiftly from the airport as can the Interstate I-190.

Important flight information

Flight information: New York - Chicago

Roundtrip from	$ 103,79
Flight duration	min. 02:25 / max. 11:11
Return flight duration	min. 01:55/ max. 10:45
Distance	1146 km
Flights per week	620
Departure airport	Airport New York, all Airports (NYC)
Arrival airport	Airport Chicago-IL, all airports (CHI)
Destination country	Flights to United States

Our cheapest offers for flights from New York to Chicago

New York, all Airports

Chicago-IL, all airports