All airlines flying from Chicago Midway (MDW) to Charleston (CHS).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 08:05 Chicago Midway (MDW) 11:25 Charleston (CHS)
Southwest Airlines WN 356 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-06-04 through 2026-08-03
Sun 18:00 Chicago Midway (MDW) 21:05 Charleston (CHS)
Southwest Airlines WN 1089 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-05-24
Sat 13:15 Chicago Midway (MDW) 16:25 Charleston (CHS)
Southwest Airlines WN 1360 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-06-06 through 2026-08-01
Sun 12:55 Chicago Midway (MDW) 16:00 Charleston (CHS)
Southwest Airlines WN 1364 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-05-24
Sat 15:30 Chicago Midway (MDW) 18:35 Charleston (CHS)
Southwest Airlines WN 1477 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-11 through 2026-05-30
Tue,Wed 18:00 Chicago Midway (MDW) 21:05 Charleston (CHS)
Southwest Airlines WN 1477 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 18:50 Chicago Midway (MDW) 21:55 Charleston (CHS)
Southwest Airlines WN 1477 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-09 through 2026-06-01
Sun 19:05 Chicago Midway (MDW) 22:10 Charleston (CHS)
Southwest Airlines WN 1477 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-12 through 2026-05-17
Sun 19:05 Chicago Midway (MDW) 22:10 Charleston (CHS)
Southwest Airlines WN 1477 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-05-31
Sun 15:25 Chicago Midway (MDW) 18:30 Charleston (CHS)
Southwest Airlines WN 1514 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 19:45 Chicago Midway (MDW) 22:50 Charleston (CHS)
Southwest Airlines WN 2042 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-06-04 through 2026-08-03
Mon,Thu-Sat 12:45 Chicago Midway (MDW) 15:50 Charleston (CHS)
Southwest Airlines WN 2468 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-03-05 through 2026-04-06
Tue,Wed 12:45 Chicago Midway (MDW) 15:50 Charleston (CHS)
Southwest Airlines WN 2468 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-03-10 through 2026-04-01
Sun 13:20 Chicago Midway (MDW) 16:20 Charleston (CHS)
Southwest Airlines WN 2468 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-03-08 through 2026-04-05
Sun 19:45 Chicago Midway (MDW) 22:50 Charleston (CHS)
Southwest Airlines WN 2562 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-06-07 through 2026-08-02
Tue,Wed 18:20 Chicago Midway (MDW) 21:25 Charleston (CHS)
Southwest Airlines WN 2647 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 14:45 Chicago Midway (MDW) 17:45 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-05 through 2026-02-09
Tue,Thu,Sun 14:45 Chicago Midway (MDW) 17:45 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-15 through 2026-02-19
Mon 14:45 Chicago Midway (MDW) 17:45 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-23 through 2026-03-02
Mon 14:55 Chicago Midway (MDW) 18:00 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-01-19
Sun 14:55 Chicago Midway (MDW) 18:00 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-02-01
Thu,Fri,Sun 15:00 Chicago Midway (MDW) 18:05 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-11 through 2026-01-16
Sun 15:00 Chicago Midway (MDW) 18:05 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-01-25
Sat 15:10 Chicago Midway (MDW) 18:10 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 15:50 Chicago Midway (MDW) 18:55 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 15:50 Chicago Midway (MDW) 18:55 Charleston (CHS)
Southwest Airlines WN 2663 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-02-20 through 2026-03-01
Mon,Thu,Fri 08:05 Chicago Midway (MDW) 11:25 Charleston (CHS)
Southwest Airlines WN 2693 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-06 through 2026-09-28
Sun 08:15 Chicago Midway (MDW) 11:30 Charleston (CHS)
Southwest Airlines WN 2693 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-09 through 2026-09-27
Sat 15:05 Chicago Midway (MDW) 18:10 Charleston (CHS)
Southwest Airlines WN 2694 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-08-08 through 2026-09-26
Tue,Wed 18:00 Chicago Midway (MDW) 21:10 Charleston (CHS)
Southwest Airlines WN 2694 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 18:10 Chicago Midway (MDW) 21:20 Charleston (CHS)
Southwest Airlines WN 2694 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-06 through 2026-09-28
Mon 13:40 Chicago Midway (MDW) 16:40 Charleston (CHS)
Southwest Airlines WN 2713 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 16:25 Chicago Midway (MDW) 19:25 Charleston (CHS)
Southwest Airlines WN 2713 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Valid until 2026-01-04
Sat 17:30 Chicago Midway (MDW) 20:35 Charleston (CHS)
Southwest Airlines WN 2713 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-03
Sat 18:10 Chicago Midway (MDW) 21:15 Charleston (CHS)
Southwest Airlines WN 2747 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-06-06 through 2026-08-01
Sun 18:05 Chicago Midway (MDW) 21:15 Charleston (CHS)
Southwest Airlines WN 3460 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-09 through 2026-09-27
Sun 12:55 Chicago Midway (MDW) 16:00 Charleston (CHS)
Southwest Airlines WN 4545 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-04-12 through 2026-05-17
Sun 12:55 Chicago Midway (MDW) 16:00 Charleston (CHS)
Southwest Airlines WN 4545 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-05-31
Non-Direct Flights:
Sat 17:15 Chicago Midway (MDW) 22:05 Charleston (CHS)
Southwest Airlines WN 4684 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2026-02-14 through 2026-02-28
Mon,Thu,Fri 14:10 Chicago Midway (MDW) 21:30 Charleston (CHS)
Southwest Airlines WN 3144 2-stop Boeing 737-700 (Scimitar Winglets) 6:20 Effective 2026-04-09 through 2026-06-01


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

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, 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: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-15 through 2026-02-19
Mon
-
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-23 through 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-19
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-02-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 6:20, 2-stop
Boeing 737-700 (Scimitar Winglets)
  • A domestic route departing from the Chicago Midway airport (MDW) and arriving at Charleston airport (CHS).
  • The flight distance is 745 miles, or 1198 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 2:00 and 2:20.