Southwest Airlines flights from Punta Cana (PUJ) to Midway, Chicago (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 14:50 Punta Cana (PUJ) B 18:55 Midway, Chicago (MDW)
Southwest Airlines WN 1999 Non-stop Boeing 737-700 (73W) 5:05 Valid until 2025-05-31
Sat 15:20 Punta Cana (PUJ) B 19:10 Midway, Chicago (MDW)
Southwest Airlines WN 1999 Non-stop Boeing 737-700 (73W) 4:50 Effective 2025-06-07 through 2025-08-02
Sat 15:30 Punta Cana (PUJ) B 18:30 Midway, Chicago (MDW)
Southwest Airlines WN 1999 Non-stop Boeing 737-700 (Scimitar Winglets) 5:00 Effective 2025-11-22 through 2025-11-29
Sat 15:30 Punta Cana (PUJ) B 18:30 Midway, Chicago (MDW)
Southwest Airlines WN 1999 Non-stop Boeing 737-700 (Scimitar Winglets) 5:00 Effective 2025-12-20 through 2026-01-03
Sun 15:45 Punta Cana (PUJ) B 19:35 Midway, Chicago (MDW)
Southwest Airlines WN 1999 Non-stop Boeing 737 MAX 8 (7M8) 4:50 Effective 2025-06-08 through 2025-08-03
Mon-Fri 16:05 Punta Cana (PUJ) B 19:55 Midway, Chicago (MDW)
Southwest Airlines WN 1999 Non-stop Boeing 737 MAX 8 (7M8) 4:50 Effective 2025-06-05 through 2025-08-04




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Southwest Airlines flights from Punta Cana (PUJ) to Midway, Chicago (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Southwest Airlines WN1999
14:50
Punta Cana (PUJ) B

18:55
Midway, Chicago (MDW)
Valid until 2025-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:05, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1999
15:20
Punta Cana (PUJ) B

19:10
Midway, Chicago (MDW)
Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:50, non-stop
Boeing 737-700 (73W)
Southwest Airlines WN1999
15:30
Punta Cana (PUJ) B

18:30
Midway, Chicago (MDW)
Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:00, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN1999
15:30
Punta Cana (PUJ) B

18:30
Midway, Chicago (MDW)
Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 5:00, non-stop
Boeing 737-700 (Scimitar Winglets)
Southwest Airlines WN1999
15:45
Punta Cana (PUJ) B

19:35
Midway, Chicago (MDW)
Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:50, non-stop
Boeing 737 MAX 8 (7M8)
Southwest Airlines WN1999
16:05
Punta Cana (PUJ) B

19:55
Midway, Chicago (MDW)
Effective 2025-06-05 through 2025-08-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:50, non-stop
Boeing 737 MAX 8 (7M8)
  • An international route departing from Punta Cana airport, Dominican Republic (PUJ) and arriving at Midway, Chicago airport, United States (MDW).
  • The flight distance is 1966 miles, or 3164 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.
  • For direct flights, the flight time varies between 4:50 and 5:05.
All PUJ-MDW flights
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