All airlines flying from San Jose del Cabo (SJD) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 10:35 San Jose del Cabo (SJD) 2 16:30 Chicago Midway (MDW)
Southwest Airlines WN 3637 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-10 through 2026-04-01
Sat 11:15 San Jose del Cabo (SJD) 2 17:10 Chicago Midway (MDW)
Southwest Airlines WN 3637 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-14 through 2026-04-04
Sat 12:15 San Jose del Cabo (SJD) 2 17:10 Chicago Midway (MDW)
Southwest Airlines WN 3637 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Operates only on 2026-03-07
Mon,Thu,Fri 12:35 San Jose del Cabo (SJD) 2 18:30 Chicago Midway (MDW)
Southwest Airlines WN 3637 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-09 through 2026-04-06
Sun 13:20 San Jose del Cabo (SJD) 2 19:15 Chicago Midway (MDW)
Southwest Airlines WN 3637 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-08 through 2026-04-05
Thu,Fri 13:35 San Jose del Cabo (SJD) 2 18:30 Chicago Midway (MDW)
Southwest Airlines WN 3637 Non-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-05 through 2026-03-06
Sat 14:00 San Jose del Cabo (SJD) 2 19:05 Chicago Midway (MDW)
Southwest Airlines WN 3637 Non-stop Boeing 737-700 (Scimitar Winglets) 4:05 Operates only on 2026-01-03




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All airlines flying from San Jose del Cabo (SJD) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Southwest Airlines WN3637
10:35
San Jose del Cabo (SJD) 2

16:30
Chicago Midway (MDW)
Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN3637
11:15
San Jose del Cabo (SJD) 2

17:10
Chicago Midway (MDW)
Effective 2026-03-14 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN3637
12:15
San Jose del Cabo (SJD) 2

17:10
Chicago Midway (MDW)
Operates only on 2026-03-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN3637
12:35
San Jose del Cabo (SJD) 2

18:30
Chicago Midway (MDW)
Effective 2026-03-09 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN3637
13:20
San Jose del Cabo (SJD) 2

19:15
Chicago Midway (MDW)
Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN3637
13:35
San Jose del Cabo (SJD) 2

18:30
Chicago Midway (MDW)
Effective 2026-03-05 through 2026-03-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, non-stop
Boeing 737-700 (Scimitar Winglets)
Direct Flights:
Southwest Airlines WN3637
14:00
San Jose del Cabo (SJD) 2

19:05
Chicago Midway (MDW)
Operates only on 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:05, non-stop
Boeing 737-700 (Scimitar Winglets)
  • An international route departing from San Jose del Cabo airport, Mexico (SJD) and arriving at Chicago Midway airport, United States (MDW).
  • The flight distance is 1804 miles, or 2904 km.
  • The timezone of the departure airport is UTC-7 , 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 3:55 and 4:05.
Return (MDW-SJD) flights
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