Washington DC to Chicago $90 Round-Trip, Nonstop, Labor Day Travel

Fly nonstop from Washington DC to Chicago for $90 round-trip on Southwest.

Seen below, we found seats available for Labor Day travel, departing DCA on Wednesday, September 2, returning from MDW on the following Wednesday, September 9.

Other dates are also available for travel on Tuesdays, Wednesdays, and Saturdays through December 16.

See our Fare Details for booking info.