All airlines flying from Midway, Chicago (MDW) to Portland (PDX).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 11:05 Midway, Chicago (MDW) 13:35 Portland (PDX)
Southwest Airlines WN 269 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-11-09 through 2024-11-16
Sat 11:05 Midway, Chicago (MDW) 13:35 Portland (PDX)
Southwest Airlines WN 269 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-12-07 through 2024-12-14
Sat 17:00 Midway, Chicago (MDW) 19:25 Portland (PDX)
Southwest Airlines WN 269 Non-stop Boeing 737-800 (73H) 4:25 Effective 2025-02-15 through 2025-03-01
Tue,Wed 20:10 Midway, Chicago (MDW) 22:20 Portland (PDX)
Southwest Airlines WN 383 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Valid until 2024-10-01
Wed 20:10 Midway, Chicago (MDW) 22:20 Portland (PDX)
Southwest Airlines WN 383 Non-stop Boeing 737-800 (73H) 4:10 Operates only on 2024-10-02
Thu 12:50 Midway, Chicago (MDW) 15:20 Portland (PDX)
Southwest Airlines WN 559 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Operates only on 2024-11-28
Sat 10:00 Midway, Chicago (MDW) 12:35 Portland (PDX)
Southwest Airlines WN 732 Non-stop Boeing 737-700 (73W) 4:35 Effective 2024-11-23 through 2024-11-30
Sat 10:00 Midway, Chicago (MDW) 12:35 Portland (PDX)
Southwest Airlines WN 732 Non-stop Boeing 737-700 (73W) 4:35 Effective 2024-12-21 through 2025-01-04
Thu 15:20 Midway, Chicago (MDW) 17:40 Portland (PDX)
Southwest Airlines WN 1144 Non-stop Boeing 737 MAX 8 (7M8) 4:20 Operates only on 2024-10-31
Sun 18:30 Midway, Chicago (MDW) 20:50 Portland (PDX)
Southwest Airlines WN 1144 Non-stop Boeing 737-800 (73H) 4:20 Effective 2024-10-06 through 2024-10-27
Mon,Thu,Fri 09:45 Midway, Chicago (MDW) 11:55 Portland (PDX)
Southwest Airlines WN 1415 Non-stop Boeing 737-800 (73H) 4:10 Valid until 2024-09-30
Mon-Fri 08:30 Midway, Chicago (MDW) 10:55 Portland (PDX)
Southwest Airlines WN 1501 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-01-07 through 2025-01-15
Tue-Fri,Sun 08:30 Midway, Chicago (MDW) 10:55 Portland (PDX)
Southwest Airlines WN 1501 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-01-19 through 2025-01-24
Mon-Fri 08:30 Midway, Chicago (MDW) 10:55 Portland (PDX)
Southwest Airlines WN 1501 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-01-27 through 2025-02-05
Tue,Wed,Sun 08:30 Midway, Chicago (MDW) 10:55 Portland (PDX)
Southwest Airlines WN 1501 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-02-09 through 2025-02-12
Tue,Wed 08:30 Midway, Chicago (MDW) 10:55 Portland (PDX)
Southwest Airlines WN 1501 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-02-19 through 2025-03-05
Mon-Wed 18:50 Midway, Chicago (MDW) 21:20 Portland (PDX)
Southwest Airlines WN 1675 Non-stop Boeing 737-700 (73W) 4:30 Effective 2024-11-26 through 2024-12-02
Mon,Thu,Fri,Sun 18:50 Midway, Chicago (MDW) 21:20 Portland (PDX)
Southwest Airlines WN 1675 Non-stop Boeing 737-700 (73W) 4:30 Effective 2024-12-20 through 2025-01-02
Sun 18:50 Midway, Chicago (MDW) 21:20 Portland (PDX)
Southwest Airlines WN 1675 Non-stop Boeing 737-700 (73W) 4:30 Operates only on 2025-01-05
Sun 16:30 Midway, Chicago (MDW) 18:40 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Operates only on 2024-09-01
Sat 19:25 Midway, Chicago (MDW) 21:35 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-800 (73H) 4:10 Valid until 2024-09-28
Mon,Thu,Fri 20:40 Midway, Chicago (MDW) 22:50 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Valid until 2024-09-30
Sun 21:25 Midway, Chicago (MDW) 23:35 Portland (PDX)
Southwest Airlines WN 1800 Non-stop Boeing 737-800 (73H) 4:10 Effective 2024-09-08 through 2024-09-29
Mon,Thu,Fri 08:10 Midway, Chicago (MDW) 10:35 Portland (PDX)
Southwest Airlines WN 2444 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2024-10-03 through 2024-10-28
Fri 08:10 Midway, Chicago (MDW) 10:35 Portland (PDX)
Southwest Airlines WN 2444 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2024-11-01
Tue,Wed 09:00 Midway, Chicago (MDW) 11:25 Portland (PDX)
Southwest Airlines WN 2444 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2024-10-08 through 2024-10-30
Tue,Wed 14:50 Midway, Chicago (MDW) 17:00 Portland (PDX)
Southwest Airlines WN 2450 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Valid until 2024-10-02
Sun 13:45 Midway, Chicago (MDW) 16:15 Portland (PDX)
Southwest Airlines WN 2578 Non-stop Boeing 737-700 (73W) 4:30 Operates only on 2024-12-01
Sat 15:15 Midway, Chicago (MDW) 17:40 Portland (PDX)
Southwest Airlines WN 2890 Non-stop Boeing 737-800 (73H) 4:25 Effective 2025-01-11 through 2025-02-08
Thu,Fri,Sun 18:55 Midway, Chicago (MDW) 21:25 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-11-03 through 2024-11-10
Mon,Thu,Fri,Sun 18:55 Midway, Chicago (MDW) 21:25 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-11-11 through 2024-11-25
Fri,Sun 18:55 Midway, Chicago (MDW) 21:25 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-12-08 through 2024-12-15
Thu 18:55 Midway, Chicago (MDW) 21:25 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Operates only on 2024-12-19
Fri 18:55 Midway, Chicago (MDW) 21:25 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Operates only on 2025-01-03
Mon-Wed 19:35 Midway, Chicago (MDW) 22:05 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-11-04 through 2024-11-06
Tue,Wed 19:35 Midway, Chicago (MDW) 22:05 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-11-12 through 2024-11-20
Tue-Fri 19:35 Midway, Chicago (MDW) 22:05 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-11-29 through 2024-12-06
Mon-Thu 19:35 Midway, Chicago (MDW) 22:05 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-12-09 through 2024-12-18
Tue,Wed 19:35 Midway, Chicago (MDW) 22:05 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2024-12-24 through 2025-01-01
Mon 19:35 Midway, Chicago (MDW) 22:05 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:30 Operates only on 2025-01-06
Mon,Thu,Fri,Sun 20:05 Midway, Chicago (MDW) 22:30 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-02-13 through 2025-02-17
Thu,Fri,Sun 20:05 Midway, Chicago (MDW) 22:30 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2025-02-21 through 2025-03-02
Thu,Fri,Sun 20:10 Midway, Chicago (MDW) 22:40 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737-800 (73H) 4:30 Effective 2025-01-12 through 2025-01-17
Mon,Sun 20:10 Midway, Chicago (MDW) 22:40 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737-800 (73H) 4:30 Effective 2025-01-20 through 2025-01-26
Thu,Fri,Sun 20:10 Midway, Chicago (MDW) 22:40 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737-800 (73H) 4:30 Effective 2025-02-02 through 2025-02-07
Mon 20:10 Midway, Chicago (MDW) 22:40 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737-800 (73H) 4:30 Operates only on 2025-02-10
Mon,Tue,Thu 20:10 Midway, Chicago (MDW) 22:40 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737-800 (73H) 4:30 Effective 2025-02-18 through 2025-02-24
Mon 20:10 Midway, Chicago (MDW) 22:40 Portland (PDX)
Southwest Airlines WN 3245 Non-stop Boeing 737-800 (73H) 4:30 Operates only on 2025-03-03
Sat 08:50 Midway, Chicago (MDW) 11:05 Portland (PDX)
Southwest Airlines WN 3965 Non-stop Boeing 737-800 (73H) 4:15 Valid until 2024-09-28
Sun 09:30 Midway, Chicago (MDW) 11:40 Portland (PDX)
Southwest Airlines WN 3965 Non-stop Boeing 737 MAX 8 (7M8) 4:10 Effective 2024-09-08 through 2024-09-29
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All airlines flying from Midway, Chicago (MDW) to Portland (PDX).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2024-11-09 through 2024-11-16
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-07 through 2024-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-15 through 2025-03-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, non-stop
Boeing 737-800 (73H)

Valid until 2024-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-10-02
Mon
-
Tue
-
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Operates only on 2024-11-28
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-23 through 2024-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:35, non-stop
Boeing 737-700 (73W)

Effective 2024-12-21 through 2025-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:35, non-stop
Boeing 737-700 (73W)

Operates only on 2024-10-31
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:20, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-06 through 2024-10-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, non-stop
Boeing 737-800 (73H)

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

Effective 2025-01-07 through 2025-01-15
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-19 through 2025-01-24
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-27 through 2025-02-05
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-09 through 2025-02-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-19 through 2025-03-05
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-26 through 2024-12-02
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737-700 (73W)

Effective 2024-12-20 through 2025-01-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737-700 (73W)

Operates only on 2025-01-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, 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 MAX 8 (7M8)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:10, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-30
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:10, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2024-10-03 through 2024-10-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-10-08 through 2024-10-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

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

Operates only on 2024-12-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737-700 (73W)

Effective 2025-01-11 through 2025-02-08
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:25, non-stop
Boeing 737-800 (73H)

Effective 2024-11-03 through 2024-11-10
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-11 through 2024-11-25
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-08 through 2024-12-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2024-12-19
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-04 through 2024-11-06
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-12 through 2024-11-20
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-11-29 through 2024-12-06
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-09 through 2024-12-18
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2024-12-24 through 2025-01-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-01-06
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-13 through 2025-02-17
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-02-21 through 2025-03-02
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:25, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-01-12 through 2025-01-17
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737-800 (73H)

Effective 2025-01-20 through 2025-01-26
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737-800 (73H)

Effective 2025-02-02 through 2025-02-07
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:30, non-stop
Boeing 737-800 (73H)

Operates only on 2025-02-10
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737-800 (73H)

Effective 2025-02-18 through 2025-02-24
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737-800 (73H)

Operates only on 2025-03-03
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, non-stop
Boeing 737-800 (73H)

Valid until 2024-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:15, 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 MAX 8 (7M8)
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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.