Washington (DCA) to Chicago (MDW) flights
One airline flies nonstop from Washington (DCA) to Chicago (MDW): Southwest Airlines. The two airports are 598 miles (963 km) apart. There are also 36 ways to fly it with one stop, through Columbus, Pittsburgh and Cleveland and more.
Airlines flying nonstop from DCA to MDW
- Southwest AirlinesNot in an allianceWho books it
DCA to MDW with one stop
36 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Columbus (CMH)Southwest Airlines the whole way
- Via Pittsburgh (PIT)American Airlines, then Southwest Airlines
- Via Cleveland (CLE)American Airlines, then Southwest Airlines
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Cincinnati (CVG)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Grand Rapids (GRR)American Airlines, then Southwest Airlines
- Via Indianapolis (IND)American Airlines, then Southwest Airlines
- Via Milwaukee (MKE)Southwest Airlines the whole way
- Via Louisville (SDF)American Airlines, then Southwest Airlines
- Via Buffalo (BUF)American Airlines, then Southwest Airlines
- Via Philadelphia (PHL)American Airlines, then Southwest Airlines
- Via Rochester (ROC)American Airlines, then Southwest Airlines
- Via Norfolk (ORF)American Airlines, then Southwest Airlines
- Via Raleigh/Durham (RDU)American Airlines and Delta Air Lines, then Southwest Airlines
- Via Knoxville (TYS)American Airlines and Delta Air Lines, then Allegiant Air
DCA to MDW: common questions
Which airlines fly nonstop from DCA to MDW?
Southwest Airlines flies nonstop from Washington (DCA) to Chicago (MDW).
How far is Washington from Chicago by plane?
Washington (DCA) and Chicago (MDW) are 598 miles (963 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does DCA to MDW cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for DCA to MDW with taxes and fees.
Where can I connect between Washington and Chicago?
The most direct connections are through Columbus (CMH), Pittsburgh (PIT), Cleveland (CLE), Detroit (DTW) and Cincinnati (CVG). On 10 of them the same airline flies both flights, for example Southwest Airlines through Columbus.
More routes
Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.