All airlines flying from Cyril E. King, Saint Thomas Island (STT) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Sun 14:45 Cyril E. King, Saint Thomas Island (STT) 20:30 Chicago Midway (MDW)
Southwest Airlines WN 375 1-stop Boeing 737-700 (Scimitar Winglets) 6:45 Effective 2026-06-07 through 2026-08-02
Sat 13:50 Cyril E. King, Saint Thomas Island (STT) 20:10 Chicago Midway (MDW)
Southwest Airlines WN 1585 1-stop Boeing 737-700 (Scimitar Winglets) 7:20 Effective 2026-03-14 through 2026-04-04
Sat 14:50 Cyril E. King, Saint Thomas Island (STT) 20:10 Chicago Midway (MDW)
Southwest Airlines WN 1585 1-stop Boeing 737-700 (Scimitar Winglets) 7:20 Operates only on 2026-03-07


All airlines flying from Cyril E. King, Saint Thomas Island (STT) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 6:45, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-03-14 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:20, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-03-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 7:20, 1-stop
Boeing 737-700 (Scimitar Winglets)
  • An international route departing from Cyril E. King, Saint Thomas Island airport, U.S. Virgin Islands (STT) and arriving at Chicago Midway airport, United States (MDW).
  • The flight distance is 2101 miles, or 3382 km.
  • The timezone of the departure airport is UTC-4 , 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.