Fare of the Day: New York to Chicago $148 RT, nonstop, including all taxes

Fly from New York to Chicago for $148 round-trip, nonstop, including all taxes, on both United and American.

As seen below, we found seats departing New York on May 1, returning from Chicago on May 8. Plenty of other dates available from April through October. Sale fares are valid for Tuesday/Wednesday travel.

For booking info, see our Fare Details.