Louisville (SDF) to Chicago (MDW) flights
One airline flies nonstop from Louisville (SDF) to Chicago (MDW): Southwest Airlines. The two airports are 272 miles (437 km) apart. There are also 9 ways to fly it with one stop, through Detroit, Nashville and Pittsburgh and more.
Airlines flying nonstop from SDF to MDW
- Southwest AirlinesNot in an allianceWho books it
SDF to MDW with one stop
9 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.
- Via Detroit (DTW)Delta Air Lines the whole way
- Via Nashville (BNA)Southwest Airlines the whole way
- Via Pittsburgh (PIT)Breeze Airways, then Southwest Airlines
- Via Atlanta (ATL)Delta Air Lines the whole way
- Via Charlotte (CLT)American Airlines, then Southwest Airlines
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Raleigh/Durham (RDU)Breeze Airways, then Southwest Airlines
- Via Washington (DCA)American Airlines, then Southwest Airlines
- Via Baltimore (BWI)Southwest Airlines the whole way
SDF to MDW: common questions
Which airlines fly nonstop from SDF to MDW?
Southwest Airlines flies nonstop from Louisville (SDF) to Chicago (MDW).
How far is Louisville from Chicago by plane?
Louisville (SDF) and Chicago (MDW) are 272 miles (437 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.
How many miles does SDF 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 SDF to MDW with taxes and fees.
Where can I connect between Louisville and Chicago?
The most direct connections are through Detroit (DTW), Nashville (BNA), Pittsburgh (PIT), Atlanta (ATL) and Charlotte (CLT). On 5 of them the same airline flies both flights, for example Delta Air Lines through Detroit.
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.