Southwest Airlines
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United States
Louisville International Airport (Standiford Field)
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United States
Midway International Airport
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Scan through all non-stop flights from Louisville to Chicago. The full flight schedule below gives an overview of all non-stop flights from SDF to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from Louisville SDF to Chicago MDW, 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 SDF MDW flight schedule.
Flights from SDF to MDW are operated 20 times a week, with an average of 3 flights per day. Departure times vary between 07:20 - 20:20. The earliest flight departs at 07:20, the last flight departs at 20:20. 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 Louisville to Chicago takes 1 hour and 20 minutes. The flight distance between Louisville and Chicago is 271 miles (or 436 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 20 flights per week flying from Louisville to Chicago (as of April 2026).
1 hour and 20 minutes is the average flight time from Louisville to Chicago.
The distance from Louisville to Chicago is 271 miles (436 kilometers).
Southwest Airlines is the only airline flying nonstop from Louisville to Chicago.
There are no alliances flying direct from Louisville to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Louisville to Chicago:
The earliest flight departs at 07:20 from Louisville and arrives at 07:40 at Chicago.
The latest flight departs at 20:20 from Louisville and arrives at 20:35 at Chicago.
271 miles (436 km) · 1h 20m
07:20
07:40
Southwest Airlines
WN 3146
Southwest Airlines
Boeing 757
Y
W
J
F
08:30
08:45
Southwest Airlines
WN 1407
Southwest Airlines
Boeing 757
Y
W
J
F
08:35
08:55
Southwest Airlines
WN 3146
Southwest Airlines
Boeing 757
Y
W
J
F
08:40
09:00
Southwest Airlines
WN 1407
Southwest Airlines
Boeing 757
Y
W
J
F
08:45
09:00
Southwest Airlines
WN 3146
Southwest Airlines
Boeing 757
Y
W
J
F
08:55
09:15
Southwest Airlines
WN 3146
Southwest Airlines
Boeing 757
Y
W
J
F
08:55
09:15
Southwest Airlines
WN 2816
Southwest Airlines
Boeing 757
Y
W
J
F
11:50
12:05
Southwest Airlines
WN 2035
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
11:50
12:05
Southwest Airlines
WN 2035
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:15
14:35
Southwest Airlines
WN 143
Southwest Airlines
Boeing 757
Y
W
J
F
14:40
14:55
Southwest Airlines
WN 1683
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:30
15:45
Southwest Airlines
WN 1683
Southwest Airlines
Boeing 757
Y
W
J
F
15:50
16:05
Southwest Airlines
WN 4722
Southwest Airlines
Boeing 757
Y
W
J
F
16:50
17:10
Southwest Airlines
WN 2816
Southwest Airlines
Boeing 757
Y
W
J
F
16:55
17:15
Southwest Airlines
WN 5029
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:05
19:25
Southwest Airlines
WN 3093
Southwest Airlines
Boeing 757
Y
W
J
F
19:15
19:30
Southwest Airlines
WN 300
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:55
20:10
Southwest Airlines
WN 2035
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
20:10
20:25
Southwest Airlines
WN 3305
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:10
20:25
Southwest Airlines
WN 300
Southwest Airlines
Boeing 757
Y
W
J
F
20:20
20:35
Southwest Airlines
WN 2035
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:20
20:35
Southwest Airlines
WN 300
Southwest Airlines
Boeing 757
Y
W
J
F
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