Flights from New York to Chicago

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

Favorite airline: United Airlines
50 % of travelers choose to book flights on this route with United Airlines, American Airlines and Delta.
United Airlines
18 %
American Airlines
16 %
Delta
16 %
Tip: book 2 months before departure
If booked 2 months before travel, flights cost only $131.00.
71 days before departure
Stopover flights are the cheapest connection
Compared to flights with a stopover, direct flights are $ 6.00 more expensive on this route.
non stop flight
1 stop
2 stops
02h 25min
05h 22min
07h 04min
$82
$76
$4,439
The favorite connection is non-stop
Non-stop flights are especially popular on this route. 75 % of travelers will book a direct flight.
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