Nonstop flights from Louisville to Chicago
Southwest Airlines flies this route 2 to 3 times a day.
SDFLouisville Muhammad Ali International
270 mi · 20 flights a week
MDWChicago Midway International
When they leave
Louisville time9:00a7:25pFirst departure 9:00 AM, last 7:25 PM
One morning flight at 9:00 AM, then four in the afternoon, 1:15 PM to 4:55 PM, then two in the evening, 7:10 PM to 7:25 PM.
Every flight
Earliest firstSchedules last checked Sep 21, 2026. Times are local.
Flying from Louisville to Chicago
Southwest Airlines is the only airline flying nonstop from Louisville to Chicago, 2 to 3 times a day on the Boeing 737-700, Boeing 737 and Boeing 737 MAX 8.
There are 2 or 3 flights every day of the week. The first arrival in Chicago is at 9:15 AM and the last at 7:40 PM. The flight covers 270 miles.
Flying back, Chicago to Louisville has 17 nonstop flights a week. From Louisville, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 62 a week.
Return flights
Every Chicago airport
More from Louisville
Schedules as of Oct 9, 2026.