Nonstop flights from Chicago to Louisville

Southwest Airlines flies this route 2 to 3 times a day.

MDWChicago Midway International

270 mi · 17 flights a week

SDFLouisville Muhammad Ali International

MDWSDF

When they leave

Chicago time

8:00a6:20pFirst departure 8:00 AM, last 6:20 PM

Two in the morning, 8:00 AM to 9:00 AM, then two in the afternoon, 1:00 PM to 1:15 PM, then two in the evening, 6:10 PM to 6:20 PM.

Every flight

Earliest first

8:00 AM→10:25 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
8:00 AM→10:25 AMSouthwest AirlinesBoeing 737-700Sun
9:00 AM→11:20 AMSouthwest AirlinesBoeing 737Tue, Wed, Sat
1:00 PM→3:15 PMSouthwest AirlinesBoeing 737-700Tue, Wed
1:15 PM→3:30 PMSouthwest AirlinesBoeing 737-700Sun
6:10 PM→8:25 PMSouthwest AirlinesBoeing 737-700Mon, Thu, Fri
6:20 PM→8:35 PMSouthwest AirlinesBoeing 737-700Tue, Wed, Sat, Sun

Schedules last checked Sep 21, 2026. Times are local.

Flying from Chicago to Louisville

Southwest Airlines is the only airline flying nonstop from Chicago to Louisville, 2 to 3 times a day on the Boeing 737-700, Boeing 737 and Boeing 737 MAX 8.

Flights run every day of the week, 3 on Tuesdays, Wednesdays and Sundays and 2 on the other days. The first arrival in Louisville is at 10:25 AM and the last at 8:35 PM. The flight covers 270 miles.

Flying back, Louisville to Chicago has 20 nonstop flights a week. O'Hare (ORD) also has nonstop flights to Louisville, 62 a week.