Cheap flights from New York to Chicago
From 145 USD — compare hundreds of airlines
Direct flightsCheapest: 2026-07 · 82 US$
Prices by date
108 US$
01/07
151 US$
02/07
165 US$
03/07
183 US$
04/07
150 US$
06/07
149 US$
07/07
134 US$
08/07
113 US$
09/07
154 US$
10/07
99 US$
11/07
153 US$
12/07
137 US$
13/07
Airlines on this route
FAQ
What's the cheapest month to fly New York to Chicago?
Usually 2026-07, from 82 USD.
Are there direct flights from New York to Chicago?
We show both direct and connecting options — filter to compare.