Chicago (MDW) to Louisville (SDF) flights
One airline flies nonstop from Chicago (MDW) to Louisville (SDF): 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 MDW to SDF
- Southwest AirlinesNot in an allianceWho books it
MDW to SDF 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)Southwest Airlines, then Breeze Airways
- Via Atlanta (ATL)Delta Air Lines the whole way
- Via Charlotte (CLT)Southwest Airlines, then American Airlines
- Via Minneapolis (MSP)Delta Air Lines the whole way
- Via Raleigh/Durham (RDU)Southwest Airlines, then Breeze Airways
- Via Washington (DCA)Southwest Airlines, then American Airlines
- Via Baltimore (BWI)Southwest Airlines the whole way
MDW to SDF: common questions
Which airlines fly nonstop from MDW to SDF?
Southwest Airlines flies nonstop from Chicago (MDW) to Louisville (SDF).
How far is Chicago from Louisville by plane?
Chicago (MDW) and Louisville (SDF) 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 MDW to SDF cost?
It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to SDF with taxes and fees.
Where can I connect between Chicago and Louisville?
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.