Southwest Airlines
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United States
Midway International Airport
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United States
Louisville International Airport (Standiford Field)
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Scan through all non-stop flights from Chicago to Louisville. The full flight schedule below gives an overview of all non-stop flights from MDW to SDF, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Louisville is a humid subtropical or warm-temperate destination, featuring hot, humid summers with temperatures typically around 30°C (86°F) and mild to cool winters. The region is known for consistent rainfall throughout the year, peaking in summer. The area is known for its vibrant urban energy, diverse landscapes, and numerous outdoor activities.
You can visit Louisville any time of the year, but the best months to explore are from to and from to .
Currently, there is only one airline operating non-stop flights from Chicago MDW to Louisville SDF, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MDW SDF flight schedule.
Flights from MDW to SDF are operated 20 times a week, with an average of 3 flights per day. Departure times vary between 07:35 - 19:45. The earliest flight departs at 07:35, the last flight departs at 19:45. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Chicago to Louisville takes 1 hour and 20 minutes. The flight distance between Chicago and Louisville is 271 miles (or 436 km).
There is 1 airport in Louisville: Louisville International Airport (Standiford Field) (SDF).
There are 20 flights per week flying from Chicago to Louisville (as of April 2026).
1 hour and 20 minutes is the average flight time from Chicago to Louisville.
The distance from Chicago to Louisville is 271 miles (436 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to Louisville.
There are no alliances flying direct from Chicago to Louisville at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Louisville:
The earliest flight departs at 07:35 from Chicago and arrives at 09:45 at Louisville.
The latest flight departs at 19:45 from Chicago and arrives at 21:55 at Louisville.
271 miles (436 km) · 1h 20m
07:35
09:45
Southwest Airlines
WN 2416
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:40
09:55
Southwest Airlines
WN 3360
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:40
09:50
Southwest Airlines
WN 833
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:45
10:00
Southwest Airlines
WN 733
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:45
09:55
Southwest Airlines
WN 833
Southwest Airlines
Boeing 757
Y
W
J
F
07:50
10:05
Southwest Airlines
WN 833
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:05
10:25
Southwest Airlines
WN 733
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
08:10
10:30
Southwest Airlines
WN 533
Southwest Airlines
Boeing 757
Y
W
J
F
12:45
15:00
Southwest Airlines
WN 3374
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
12:50
15:00
Southwest Airlines
WN 2837
Southwest Airlines
Boeing 757
Y
W
J
F
12:50
15:05
Southwest Airlines
WN 1324
Southwest Airlines
Boeing 757
Y
W
J
F
12:50
15:05
Southwest Airlines
WN 1324
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:55
15:10
Southwest Airlines
WN 4536
Southwest Airlines
Boeing 757
Y
W
J
F
13:00
15:15
Southwest Airlines
WN 1324
Southwest Airlines
Boeing 757
Y
W
J
F
13:10
15:20
Southwest Airlines
WN 2837
Southwest Airlines
Boeing 757
Y
W
J
F
15:35
17:45
Southwest Airlines
WN 1324
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:15
20:30
Southwest Airlines
WN 1678
Southwest Airlines
Boeing 757
Y
W
J
F
18:20
20:35
Southwest Airlines
WN 3376
Southwest Airlines
Boeing 757
Y
W
J
F
18:45
21:00
Southwest Airlines
WN 3376
Southwest Airlines
Boeing 757
Y
W
J
F
18:55
21:10
Southwest Airlines
WN 1678
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:15
21:30
Southwest Airlines
WN 1678
Southwest Airlines
Boeing 757
Y
W
J
F
19:35
21:50
Southwest Airlines
WN 3376
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:40
21:55
Southwest Airlines
WN 1678
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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