Southwest Airlines flights from Midway, Chicago (MDW) to Portland (PDX).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 18:00 Midway, Chicago (MDW) 20:25 Portland (PDX)
Southwest Airlines WN 120 Non-stop Boeing 737-700 (73W) 4:25 Effective 2024-03-10 through 2024-04-07
Tue,Wed 18:00 Midway, Chicago (MDW) 20:25 Portland (PDX)
Southwest Airlines WN 120 Non-stop Boeing 737-800 (73H) 4:25 Effective 2024-03-12 through 2024-04-03
Sat 18:05 Midway, Chicago (MDW) 20:30 Portland (PDX)
Southwest Airlines WN 120 Non-stop Boeing 737-700 (73W) 4:25 Effective 2024-03-09 through 2024-04-06
Mon,Thu,Fri 18:55 Midway, Chicago (MDW) 21:15 Portland (PDX)
Southwest Airlines WN 120 Non-stop Boeing 737-700 (73W) 4:20 Effective 2024-03-07 through 2024-04-08
Mon,Thu,Fri 16:25 Midway, Chicago (MDW) 18:35 Portland (PDX)
Southwest Airlines WN 435 Non-stop Boeing 737-700 (73W) 4:10 Effective 2024-08-05 through 2024-09-30
Fri 09:40 Midway, Chicago (MDW) 12:00 Portland (PDX)
Southwest Airlines WN 459 Non-stop Boeing 737-700 (73W) 4:20 Operates only on 2024-07-05
Mon,Thu,Fri 14:05 Midway, Chicago (MDW) 16:25 Portland (PDX)
Southwest Airlines WN 495 Non-stop Boeing 737-700 (73W) 4:20 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 14:05 Midway, Chicago (MDW) 16:25 Portland (PDX)
Southwest Airlines WN 495 Non-stop Boeing 737-700 (73W) 4:20 Effective 2024-07-08 through 2024-08-02
Thu 17:00 Midway, Chicago (MDW) 19:20 Portland (PDX)
Southwest Airlines WN 495 Non-stop Boeing 737-800 (73H) 4:20 Operates only on 2024-07-04
Tue,Wed 17:15 Midway, Chicago (MDW) 19:40 Portland (PDX)
Southwest Airlines WN 544 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2024-01-09 through 2024-03-06
Thu 08:15 Midway, Chicago (MDW) 10:35 Portland (PDX)
Southwest Airlines WN 549 Non-stop Boeing 737-700 (73W) 4:20 Operates only on 2024-07-04
Sat 20:35 Midway, Chicago (MDW) 22:55 Portland (PDX)
Southwest Airlines WN 1004 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-06-08 through 2024-08-03
Mon,Thu,Fri 21:35 Midway, Chicago (MDW) 23:55 Portland (PDX)
Southwest Airlines WN 1004 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 21:35 Midway, Chicago (MDW) 23:55 Portland (PDX)
Southwest Airlines WN 1004 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-07-08 through 2024-08-02
Tue,Wed 22:10 Midway, Chicago (MDW) 00:30 Portland (PDX)
Southwest Airlines WN 1004 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-06-04 through 2024-07-31
The flight arrives 1 day after departure.
Sun 22:25 Midway, Chicago (MDW) 00:45 Portland (PDX)
Southwest Airlines WN 1004 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-06-09 through 2024-08-04
The flight arrives 1 day after departure.
Sun 16:30 Midway, Chicago (MDW) 19:05 Portland (PDX)
Southwest Airlines WN 1243 Non-stop Boeing 737 MAX 8 (7M8) 4:35 Operates only on 2024-01-07
Fri 18:35 Midway, Chicago (MDW) 20:55 Portland (PDX)
Southwest Airlines WN 1320 Non-stop Boeing 737-700 (73W) 4:20 Operates only on 2024-07-05
Mon,Thu,Fri 08:40 Midway, Chicago (MDW) 10:50 Portland (PDX)
Southwest Airlines WN 1419 Non-stop Boeing 737-700 (73W) 4:10 Effective 2024-08-05 through 2024-09-30
Tue,Wed 16:00 Midway, Chicago (MDW) 18:10 Portland (PDX)
Southwest Airlines WN 1419 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-08-06 through 2024-10-02
Sat 17:00 Midway, Chicago (MDW) 19:10 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-700 (73W) 4:10 Effective 2024-08-10 through 2024-09-28
Sun 19:55 Midway, Chicago (MDW) 22:05 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-700 (73W) 4:10 Operates only on 2024-09-01
Tue,Wed 20:55 Midway, Chicago (MDW) 23:05 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-08-06 through 2024-10-02
Mon,Thu,Fri 21:25 Midway, Chicago (MDW) 23:35 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-08-05 through 2024-09-30
Sun 21:55 Midway, Chicago (MDW) 00:05 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-08-11 through 2024-08-25
The flight arrives 1 day after departure.
Sun 21:55 Midway, Chicago (MDW) 00:05 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-09-08 through 2024-09-29
The flight arrives 1 day after departure.
Sat 15:35 Midway, Chicago (MDW) 18:00 Portland (PDX)
Southwest Airlines WN 1951 Non-stop Boeing 737-700 (73W) 4:25 Effective 2024-01-13 through 2024-03-02
Sun 16:00 Midway, Chicago (MDW) 18:25 Portland (PDX)
Southwest Airlines WN 2093 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2024-01-14 through 2024-03-03
Sun 08:15 Midway, Chicago (MDW) 10:30 Portland (PDX)
Southwest Airlines WN 2445 Non-stop Boeing 737-800 (73H) 4:15 Effective 2024-06-09 through 2024-08-04
Sat 17:05 Midway, Chicago (MDW) 19:25 Portland (PDX)
Southwest Airlines WN 2677 Non-stop Boeing 737-700 (73W) 4:20 Effective 2024-06-08 through 2024-08-03
Mon,Thu,Fri 08:15 Midway, Chicago (MDW) 10:35 Portland (PDX)
Southwest Airlines WN 2776 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 08:15 Midway, Chicago (MDW) 10:35 Portland (PDX)
Southwest Airlines WN 2776 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-07-08 through 2024-08-02
Tue,Wed 09:25 Midway, Chicago (MDW) 11:45 Portland (PDX)
Southwest Airlines WN 2776 Non-stop Boeing 737-700 (73W) 4:20 Effective 2024-06-04 through 2024-07-31
Sat 11:10 Midway, Chicago (MDW) 13:25 Portland (PDX)
Southwest Airlines WN 2776 Non-stop Boeing 737-700 (73W) 4:15 Effective 2024-06-08 through 2024-08-03
Mon,Sun 16:30 Midway, Chicago (MDW) 19:05 Portland (PDX)
Southwest Airlines WN 2900 Non-stop Boeing 737-700 (73W) 4:35 Valid until 2024-01-01
Wed-Fri 16:30 Midway, Chicago (MDW) 19:05 Portland (PDX)
Southwest Airlines WN 2900 Non-stop Boeing 737-700 (73W) 4:35 Effective 2024-01-03 through 2024-01-05
Tue-Fri 18:35 Midway, Chicago (MDW) 21:10 Portland (PDX)
Southwest Airlines WN 2900 Non-stop Boeing 737-700 (73W) 4:35 Valid until 2024-01-02
Mon,Thu,Fri 18:50 Midway, Chicago (MDW) 21:20 Portland (PDX)
Southwest Airlines WN 2918 Non-stop Boeing 737-700 (73W) 4:30 Effective 2024-01-08 through 2024-03-04
Sat 10:15 Midway, Chicago (MDW) 12:50 Portland (PDX)
Southwest Airlines WN 2979 Non-stop Boeing 737-700 (73W) 4:35 Operates only on 2024-01-06
Tue,Wed 18:15 Midway, Chicago (MDW) 20:35 Portland (PDX)
Southwest Airlines WN 3579 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2024-06-04 through 2024-07-31
Tue,Wed 09:45 Midway, Chicago (MDW) 11:55 Portland (PDX)
Southwest Airlines WN 3965 Non-stop Boeing 737-700 (73W) 4:10 Effective 2024-08-06 through 2024-10-02
Sun 09:45 Midway, Chicago (MDW) 11:55 Portland (PDX)
Southwest Airlines WN 3965 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-08-11 through 2024-08-25
Sun 09:45 Midway, Chicago (MDW) 11:55 Portland (PDX)
Southwest Airlines WN 3965 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-09-08 through 2024-09-29
Sun 09:50 Midway, Chicago (MDW) 12:00 Portland (PDX)
Southwest Airlines WN 3965 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2024-09-01
Sat 10:00 Midway, Chicago (MDW) 12:15 Portland (PDX)
Southwest Airlines WN 3965 Non-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2024-08-10 through 2024-09-28
Sat 15:55 Midway, Chicago (MDW) 18:15 Portland (PDX)
Southwest Airlines WN 4361 Non-stop Boeing 737-800 (738) 4:20 Effective 2024-04-13 through 2024-06-01
Tue,Wed 16:30 Midway, Chicago (MDW) 18:55 Portland (PDX)
Southwest Airlines WN 4361 Non-stop Boeing 737-700 (73W) 4:25 Effective 2024-04-09 through 2024-05-29
Sun 16:35 Midway, Chicago (MDW) 18:55 Portland (PDX)
Southwest Airlines WN 4869 Non-stop Boeing 737-700 (73W) 4:20 Operates only on 2024-05-26
Mon,Thu,Fri 15:20 Midway, Chicago (MDW) 17:45 Portland (PDX)
Southwest Airlines WN 5616 Non-stop Boeing 737-800 (73H) 4:25 Effective 2024-04-11 through 2024-06-03
Sun 18:25 Midway, Chicago (MDW) 20:45 Portland (PDX)
Southwest Airlines WN 5616 Non-stop Boeing 737-800 (73H) 4:20 Effective 2024-04-14 through 2024-05-19
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Southwest Airlines flights from Midway, Chicago (MDW) to Portland (PDX).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-03-10 through 2024-04-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737-700 (73W)

Effective 2024-03-12 through 2024-04-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737-800 (73H)

Effective 2024-03-09 through 2024-04-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, non-stop
Boeing 737-700 (73W)

Effective 2024-03-07 through 2024-04-08
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-800 (73H)

Effective 2024-01-09 through 2024-03-06
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-07-04
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Operates only on 2024-01-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:35, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-07-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2024-08-06 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2024-08-06 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-08-05 through 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Effective 2024-01-13 through 2024-03-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, non-stop
Boeing 737-700 (73W)

Effective 2024-01-14 through 2024-03-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-09 through 2024-08-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:15, non-stop
Boeing 737-800 (73H)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-06-06 through 2024-07-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-07-08 through 2024-08-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-06-08 through 2024-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:15, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-01
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:35, non-stop
Boeing 737-700 (73W)

Effective 2024-01-03 through 2024-01-05
Mon
-
Tue
-
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:35, non-stop
Boeing 737-700 (73W)

Valid until 2024-01-02
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:35, non-stop
Boeing 737-700 (73W)

Effective 2024-01-08 through 2024-03-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737-700 (73W)

Operates only on 2024-01-06
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:35, non-stop
Boeing 737-700 (73W)

Effective 2024-06-04 through 2024-07-31
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-08-06 through 2024-10-02
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-700 (73W)

Effective 2024-08-11 through 2024-08-25
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-09-08 through 2024-09-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2024-09-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Effective 2024-08-10 through 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:15, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-04-13 through 2024-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:20, non-stop
Boeing 737-800 (738)

Effective 2024-04-09 through 2024-05-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737-700 (73W)

Operates only on 2024-05-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, non-stop
Boeing 737-700 (73W)

Effective 2024-04-11 through 2024-06-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737-800 (73H)

Effective 2024-04-14 through 2024-05-19
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Midway, Chicago airport (MDW) and arriving at Portland airport (PDX).
  • The flight distance is 1745 miles, or 2809 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-8 . 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 4:10 and 4:35.