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

Favorite airline: American Airlines
45 % of flights booked on the route from New York to Chicago are booked with American Airlines, United Airlines and Delta.
American Airlines
18 %
United Airlines
15 %
Delta
12 %
Tip: book 2 months before departure
If booked 2 months before travel, flights cost only $130.00.
71 days before departure
Stopover flights are the cheapest connection
Direct flights on this route are $14.00 more expensive on average than flights with a stopover.
non stop flight
1 stop
2 stops
02h 25min
05h 22min
07h 04min
$82
$68
$4,439
The favorite connection is non-stop
68 % of travelers decide to book a direct flight on this route.
Route
bookings
Direct flights
02h 25min, from $82
68 %
1 stopover Boston Logan International Airport, MA
07h 28min, from $172
14 %
1 stopover Detroit Metropolitan Wayne County Airport, MI
04h 19min, from $112
7 %

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.

Flight details New York - Chicago
  • Flight duration: min. 02:25 / max. 11:11
  • Distance: 1146 km
  • Flights per week: 620
  • Return flight duration: min. 01:55 / max. 10:45