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

Favorite airline: United Airlines
50 % of flights booked on the route from New York to Chicago are booked with United Airlines, American Airlines and Delta.
United Airlines
18 %
American Airlines
16 %
Delta
16 %
Tip: book 2 months before departure
Save up to 60 % by booking flights 2 months before departure.
71 days before departure
Stopover flights are the cheapest connection
Flights with a stopover are on average $ 6.00 cheaper than direct flights.
non stop flight
1 stop
2 stops
02h 25min
05h 22min
07h 04min
$82
$76
$4,439
The favorite connection is non-stop
75 % of all bookings on the route New York to Chicago are for non-stop flights.
Route
bookings
Direct flights
02h 25min, from $82
75 %
1 stopover Boston Logan International Airport, MA
07h 28min, from $172
12 %
1 stopover Myrtle Beach, SC
05h 22min, from $76
6 %
Flight details New York - Chicago
  • Flight duration: min. 02:25 / max. 09:10
  • Distance: 1155 km
  • Flights per week: 395
  • Return flight duration: min. 02:00 / max. 10:45