All airlines flying from Chicago Midway (MDW) to Pensacola (PNS).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 08:10 Chicago Midway (MDW) 10:25 Pensacola (PNS)
Southwest Airlines WN 30 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-04-11 through 2026-05-30
Sat 16:55 Chicago Midway (MDW) 19:10 Pensacola (PNS)
Southwest Airlines WN 152 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-07 through 2026-04-04
Sun 08:50 Chicago Midway (MDW) 11:05 Pensacola (PNS)
Southwest Airlines WN 1106 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-05-24
Sun 08:25 Chicago Midway (MDW) 10:40 Pensacola (PNS)
Southwest Airlines WN 1292 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-04-12 through 2026-05-17
Sun 08:25 Chicago Midway (MDW) 10:40 Pensacola (PNS)
Southwest Airlines WN 1292 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-05-31
Tue,Wed 12:55 Chicago Midway (MDW) 15:05 Pensacola (PNS)
Southwest Airlines WN 1796 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-06-09 through 2026-07-29
Tue,Wed 12:15 Chicago Midway (MDW) 14:25 Pensacola (PNS)
Southwest Airlines WN 2115 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-10 through 2026-04-01
Sat 09:00 Chicago Midway (MDW) 11:10 Pensacola (PNS)
Southwest Airlines WN 2199 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-06-06 through 2026-08-01
Sun 08:00 Chicago Midway (MDW) 10:20 Pensacola (PNS)
Southwest Airlines WN 2457 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 09:00 Chicago Midway (MDW) 11:15 Pensacola (PNS)
Southwest Airlines WN 2457 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-03-05 through 2026-04-06
Sat 09:00 Chicago Midway (MDW) 11:15 Pensacola (PNS)
Southwest Airlines WN 2457 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-03-07 through 2026-04-04
Sun 08:45 Chicago Midway (MDW) 10:55 Pensacola (PNS)
Southwest Airlines WN 2732 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 07:45 Chicago Midway (MDW) 10:00 Pensacola (PNS)
Southwest Airlines WN 4103 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-04 through 2026-08-03
Non-Direct Flights:
Wed,Thu 10:50 Chicago Midway (MDW) 15:35 Pensacola (PNS)
Southwest Airlines WN 1063 1-stop Boeing 737 MAX 8 (7M8) 4:45 Valid until 2026-01-01
Mon,Thu,Fri 06:40 Chicago Midway (MDW) 11:20 Pensacola (PNS)
Southwest Airlines WN 3796 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Effective 2026-06-04 through 2026-08-03


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

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, 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: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, 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: 2:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

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

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, 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: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, 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: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:45, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:40, 1-stop
Boeing 737-700 (Scimitar Winglets)
  • A domestic route departing from the Chicago Midway airport (MDW) and arriving at Pensacola airport (PNS).
  • The flight distance is 782 miles, or 1258 km.
  • The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
  • For direct flights, the flight time varies between 2:10 and 2:20.