All airlines flying from Louisville (SDF) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 16:50 Louisville (SDF) 17:10 Chicago Midway (MDW)
Southwest Airlines WN 17 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-02-14 through 2026-02-28
Sun 14:15 Louisville (SDF) 14:35 Chicago Midway (MDW)
Southwest Airlines WN 143 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-03-08 through 2026-04-05
Tue,Wed 19:15 Louisville (SDF) 19:30 Chicago Midway (MDW)
Southwest Airlines WN 300 Non-stop Boeing 737-800 (73H) 1:15 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 20:10 Louisville (SDF) 20:25 Chicago Midway (MDW)
Southwest Airlines WN 300 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-04-09 through 2026-06-01
Sun 20:20 Louisville (SDF) 20:35 Chicago Midway (MDW)
Southwest Airlines WN 300 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-04-12 through 2026-05-17
Sun 20:20 Louisville (SDF) 20:35 Chicago Midway (MDW)
Southwest Airlines WN 300 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Operates only on 2026-05-31
Sun 20:00 Louisville (SDF) 20:15 Chicago Midway (MDW)
Southwest Airlines WN 411 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-06-07 through 2026-08-02
Sat 11:50 Louisville (SDF) 12:00 Chicago Midway (MDW)
Southwest Airlines WN 872 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2026-06-06 through 2026-08-01
Sat 16:05 Louisville (SDF) 16:25 Chicago Midway (MDW)
Southwest Airlines WN 1085 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-01-10 through 2026-02-07
Mon-Fri 06:45 Louisville (SDF) 07:10 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 06:45 Louisville (SDF) 07:10 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-18 through 2026-01-23
Mon-Fri 06:45 Louisville (SDF) 07:10 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 06:45 Louisville (SDF) 07:10 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-08 through 2026-02-11
Tue,Wed 06:45 Louisville (SDF) 07:10 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 19:20 Louisville (SDF) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 19:20 Louisville (SDF) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-02-15 through 2026-02-19
Mon 19:20 Louisville (SDF) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-02-23 through 2026-03-02
Thu,Fri,Sun 19:25 Louisville (SDF) 19:45 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-01-11 through 2026-01-16
Mon,Sun 19:25 Louisville (SDF) 19:45 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Effective 2026-01-19 through 2026-01-25
Sun 19:25 Louisville (SDF) 19:45 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737 MAX 8 (7M8) 1:20 Operates only on 2026-02-01
Mon,Thu,Fri 20:40 Louisville (SDF) 20:55 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 20:40 Louisville (SDF) 20:55 Chicago Midway (MDW)
Southwest Airlines WN 1096 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-02-20 through 2026-03-01
Sun 09:30 Louisville (SDF) 09:45 Chicago Midway (MDW)
Southwest Airlines WN 1204 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Operates only on 2026-05-24
Sun 08:30 Louisville (SDF) 08:45 Chicago Midway (MDW)
Southwest Airlines WN 1407 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-04-12 through 2026-05-17
Sun 08:30 Louisville (SDF) 08:45 Chicago Midway (MDW)
Southwest Airlines WN 1407 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Operates only on 2026-05-31
Mon,Thu-Sat 08:40 Louisville (SDF) 09:00 Chicago Midway (MDW)
Southwest Airlines WN 1407 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-04-09 through 2026-06-01
Tue,Wed 08:45 Louisville (SDF) 09:00 Chicago Midway (MDW)
Southwest Airlines WN 1537 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 14:40 Louisville (SDF) 14:55 Chicago Midway (MDW)
Southwest Airlines WN 1683 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-04-09 through 2026-06-01
Tue,Wed 15:30 Louisville (SDF) 15:45 Chicago Midway (MDW)
Southwest Airlines WN 1683 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-04-07 through 2026-06-03
Wed,Thu 06:45 Louisville (SDF) 07:00 Chicago Midway (MDW)
Southwest Airlines WN 1910 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Valid until 2026-01-01
Mon 20:10 Louisville (SDF) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 1910 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Operates only on 2026-01-05
Sat 19:10 Louisville (SDF) 19:25 Chicago Midway (MDW)
Southwest Airlines WN 1929 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-06-06 through 2026-08-01
Mon-Fri 11:50 Louisville (SDF) 12:05 Chicago Midway (MDW)
Southwest Airlines WN 2035 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-03-05 through 2026-04-06
Sat 19:55 Louisville (SDF) 20:10 Chicago Midway (MDW)
Southwest Airlines WN 2035 Non-stop Boeing 737-800 (73H) 1:15 Effective 2026-03-07 through 2026-04-04
Sun 20:20 Louisville (SDF) 20:35 Chicago Midway (MDW)
Southwest Airlines WN 2035 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-03-08 through 2026-04-05
Tue,Wed 19:45 Louisville (SDF) 20:00 Chicago Midway (MDW)
Southwest Airlines WN 2246 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-06-09 through 2026-07-29
Mon 06:35 Louisville (SDF) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 2497 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Operates only on 2026-01-05
Wed,Thu 19:05 Louisville (SDF) 19:20 Chicago Midway (MDW)
Southwest Airlines WN 2497 Non-stop Boeing 737-800 (73H) 1:15 Valid until 2026-01-01
Sat 19:05 Louisville (SDF) 19:20 Chicago Midway (MDW)
Southwest Airlines WN 2607 Non-stop Boeing 737-800 (73H) 1:15 Valid until 2026-01-03
Fri,Sun 21:05 Louisville (SDF) 21:20 Chicago Midway (MDW)
Southwest Airlines WN 2607 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-01-02 through 2026-01-04
Tue,Wed 08:55 Louisville (SDF) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 2816 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-04-07 through 2026-06-03
Sat 16:50 Louisville (SDF) 17:10 Chicago Midway (MDW)
Southwest Airlines WN 2816 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-04-11 through 2026-05-30
Tue,Wed 19:05 Louisville (SDF) 19:25 Chicago Midway (MDW)
Southwest Airlines WN 3093 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-03-10 through 2026-04-01
Wed,Thu 13:50 Louisville (SDF) 14:05 Chicago Midway (MDW)
Southwest Airlines WN 3145 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Valid until 2026-01-01
Sat 07:20 Louisville (SDF) 07:40 Chicago Midway (MDW)
Southwest Airlines WN 3146 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-03-07 through 2026-04-04
Mon,Thu,Fri 08:35 Louisville (SDF) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 3146 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-03-05 through 2026-04-06
Sun 08:45 Louisville (SDF) 09:00 Chicago Midway (MDW)
Southwest Airlines WN 3146 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-03-08 through 2026-04-05
Tue,Wed 08:55 Louisville (SDF) 09:15 Chicago Midway (MDW)
Southwest Airlines WN 3146 Non-stop Boeing 737-700 (Scimitar Winglets) 1:20 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 20:05 Louisville (SDF) 20:20 Chicago Midway (MDW)
Southwest Airlines WN 3305 Non-stop Boeing 737 MAX 8 (7M8) 1:15 Effective 2026-03-05 through 2026-04-06
Mon,Thu,Fri 20:05 Louisville (SDF) 20:20 Chicago Midway (MDW)
Southwest Airlines WN 3329 Non-stop Boeing 737-700 (Scimitar Winglets) 1:15 Effective 2026-06-04 through 2026-08-03
1 2   next


All airlines flying from Louisville (SDF) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-15 through 2026-02-19
Mon
-
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-23 through 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (Scimitar Winglets)
Page 1 / 2        next
  • A domestic route departing from the Louisville airport (SDF) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 271 miles, or 436 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 1:10 and 1:30.