Favorite airline: United Airlines
The most popular airline for flights from New York to Chicago is United Airlines.
United Airlines
35 %
American Airlines
17 %
Spirit Airlines
13 %
Tip: book 21 days before departure
Our tip: book flights on this route 21 days before departure and save up to 40 %.
21 days before departure
Direct flights are the cheapest connection
Flights with a stopover are on average $149.00 more expensive than direct flights.
non stop flight
1 stop
02h 27min
04h 58min
$157
$306
The favorite connection is non-stop
94 % of all bookings on the route New York to Chicago are for non-stop flights.
Route
bookings
Direct flights
02h 27min, from $157
94 %
1 stopover Cleveland - Hopkins International Airport, OH
04h 58min, from $306
4 %
1 stopover Washington DC - Ronald Reagan National Airport, VA
05h 11min, from $322
2 %
Round trip from $157.00
Currently, flights on this route are cheapest departing on 10/04/2019 and returning on 10/19/2019.

$157
Cheap
$0
Expensive
$0