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

FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 17:30 Portland (PDX) 23:20 Midway, Chicago (MDW) Southwest Airlines WN 114 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 17:30 Portland (PDX) 23:20 Midway, Chicago (MDW) Southwest Airlines WN 114 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-07-08 through 2024-08-02
Tue,Wed 05:00 Portland (PDX) 10:55 Midway, Chicago (MDW) Southwest Airlines WN 117 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-06-04 through 2024-07-31
Sun 05:00 Portland (PDX) 10:50 Midway, Chicago (MDW) Southwest Airlines WN 117 Non-stop Boeing 737-800 (73H) 3:50 Effective 2024-06-09 through 2024-08-04
Mon,Thu,Fri 05:05 Portland (PDX) 11:00 Midway, Chicago (MDW) Southwest Airlines WN 117 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 05:05 Portland (PDX) 11:00 Midway, Chicago (MDW) Southwest Airlines WN 117 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-07-08 through 2024-08-02
Sat 05:20 Portland (PDX) 11:10 Midway, Chicago (MDW) Southwest Airlines WN 117 Non-stop Boeing 737-800 (73H) 3:50 Effective 2024-06-08 through 2024-08-03
Thu 06:30 Portland (PDX) 12:25 Midway, Chicago (MDW) Southwest Airlines WN 117 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-07-04
Sun 13:50 Portland (PDX) 19:45 Midway, Chicago (MDW) Southwest Airlines WN 150 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-09 through 2024-08-04
Tue,Wed 14:25 Portland (PDX) 20:20 Midway, Chicago (MDW) Southwest Airlines WN 150 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-04 through 2024-07-31
Sat 14:30 Portland (PDX) 20:25 Midway, Chicago (MDW) Southwest Airlines WN 150 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-06-08 through 2024-08-03
Sat 06:25 Portland (PDX) 12:20 Midway, Chicago (MDW) Southwest Airlines WN 367 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-03-09 through 2024-04-06
Mon-Fri 07:00 Portland (PDX) 12:55 Midway, Chicago (MDW) Southwest Airlines WN 367 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-03-07 through 2024-04-08
Sat 10:20 Portland (PDX) 16:10 Midway, Chicago (MDW) Southwest Airlines WN 571 Non-stop Boeing 737-800 (738) 3:50 Operates only on 2024-01-06
Sat 06:30 Portland (PDX) 12:20 Midway, Chicago (MDW) Southwest Airlines WN 574 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2024-01-13 through 2024-03-02
Tue-Fri 07:50 Portland (PDX) 13:35 Midway, Chicago (MDW) Southwest Airlines WN 928 Non-stop Boeing 737-700 (73W) 3:45 Valid until 2024-01-02
Sat 09:20 Portland (PDX) 15:15 Midway, Chicago (MDW) Southwest Airlines WN 1035 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-06-08 through 2024-08-03
Mon,Sun 08:25 Portland (PDX) 14:15 Midway, Chicago (MDW) Southwest Airlines WN 1095 Non-stop Boeing 737-700 (73W) 3:50 Valid until 2024-01-01
Wed-Fri,Sun 08:25 Portland (PDX) 14:15 Midway, Chicago (MDW) Southwest Airlines WN 1095 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-01-03 through 2024-01-07
Sun 05:30 Portland (PDX) 11:30 Midway, Chicago (MDW) Southwest Airlines WN 2014 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-08-11 through 2024-08-25
Sun 05:30 Portland (PDX) 11:30 Midway, Chicago (MDW) Southwest Airlines WN 2014 Non-stop Boeing 737-800 (73H) 4:00 Effective 2024-09-08 through 2024-09-29
Mon,Thu,Fri 05:45 Portland (PDX) 11:40 Midway, Chicago (MDW) Southwest Airlines WN 2014 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-08-05 through 2024-09-30
Tue,Wed,Sat 06:00 Portland (PDX) 12:00 Midway, Chicago (MDW) Southwest Airlines WN 2014 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-06 through 2024-10-02
Sun 06:20 Portland (PDX) 12:15 Midway, Chicago (MDW) Southwest Airlines WN 2014 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2024-09-01
Fri 12:50 Portland (PDX) 18:45 Midway, Chicago (MDW) Southwest Airlines WN 2157 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Operates only on 2024-07-05
Sun 12:45 Portland (PDX) 18:40 Midway, Chicago (MDW) Southwest Airlines WN 2426 Non-stop Boeing 737-800 (73H) 3:55 Operates only on 2024-09-01
Sun 14:00 Portland (PDX) 19:55 Midway, Chicago (MDW) Southwest Airlines WN 2426 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-08-11 through 2024-08-25
Sun 14:00 Portland (PDX) 19:55 Midway, Chicago (MDW) Southwest Airlines WN 2426 Non-stop Boeing 737-800 (73H) 3:55 Effective 2024-09-08 through 2024-09-29
Tue,Wed 16:00 Portland (PDX) 22:00 Midway, Chicago (MDW) Southwest Airlines WN 2426 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-06 through 2024-10-02
Mon,Thu,Fri 17:25 Portland (PDX) 23:25 Midway, Chicago (MDW) Southwest Airlines WN 2426 Non-stop Boeing 737-700 (73W) 4:00 Effective 2024-08-05 through 2024-09-30
Thu 12:55 Portland (PDX) 18:50 Midway, Chicago (MDW) Southwest Airlines WN 2433 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-07-04
Fri 06:15 Portland (PDX) 12:10 Midway, Chicago (MDW) Southwest Airlines WN 2663 Non-stop Boeing 737-700 (73W) 3:55 Operates only on 2024-07-05
Sat 10:30 Portland (PDX) 16:25 Midway, Chicago (MDW) Southwest Airlines WN 2995 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-08-10 through 2024-09-28
Tue,Wed 11:05 Portland (PDX) 17:00 Midway, Chicago (MDW) Southwest Airlines WN 2995 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-08-06 through 2024-10-02
Mon,Thu,Fri 12:05 Portland (PDX) 18:00 Midway, Chicago (MDW) Southwest Airlines WN 2995 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-08-05 through 2024-09-30
Sun 06:00 Portland (PDX) 11:55 Midway, Chicago (MDW) Southwest Airlines WN 3055 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-01-14 through 2024-03-03
Tue,Wed 07:55 Portland (PDX) 13:45 Midway, Chicago (MDW) Southwest Airlines WN 3055 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2024-01-09 through 2024-03-06
Mon,Thu,Fri 10:20 Portland (PDX) 16:15 Midway, Chicago (MDW) Southwest Airlines WN 3711 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-06-06 through 2024-07-01
Mon,Thu,Fri 10:20 Portland (PDX) 16:15 Midway, Chicago (MDW) Southwest Airlines WN 3711 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-07-08 through 2024-08-02
Tue,Wed 10:40 Portland (PDX) 16:35 Midway, Chicago (MDW) Southwest Airlines WN 3711 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-06-04 through 2024-07-31
Sun 06:40 Portland (PDX) 12:35 Midway, Chicago (MDW) Southwest Airlines WN 4141 Non-stop Boeing 737-700 (73W) 3:55 Effective 2024-03-10 through 2024-04-07
Mon,Thu,Fri 06:35 Portland (PDX) 12:25 Midway, Chicago (MDW) Southwest Airlines WN 4239 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-01-08 through 2024-03-04
Mon,Thu,Fri 06:30 Portland (PDX) 12:30 Midway, Chicago (MDW) Southwest Airlines WN 5919 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-04-11 through 2024-06-03
Sat 06:45 Portland (PDX) 12:35 Midway, Chicago (MDW) Southwest Airlines WN 5919 Non-stop Boeing 737-700 (73W) 3:50 Effective 2024-04-13 through 2024-06-01
Tue,Wed 06:50 Portland (PDX) 12:45 Midway, Chicago (MDW) Southwest Airlines WN 5919 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2024-04-09 through 2024-05-29
Sun 07:20 Portland (PDX) 13:20 Midway, Chicago (MDW) Southwest Airlines WN 5919 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Effective 2024-04-14 through 2024-05-19
Sun 07:20 Portland (PDX) 13:20 Midway, Chicago (MDW) Southwest Airlines WN 5919 Non-stop Boeing 737 MAX 8 (7M8) 4:00 Operates only on 2024-06-02
Sun 07:25 Portland (PDX) 13:25 Midway, Chicago (MDW) Southwest Airlines WN 5919 Non-stop Boeing 737-700 (73W) 4:00 Operates only on 2024-05-26
Non-Direct Flights:
Mon,Sun 16:25 Portland (PDX) 00:55 Midway, Chicago (MDW) Southwest Airlines WN 799 1-stop Boeing 737-800 (738) 6:30 Valid until 2024-01-01 The flight arrives 1 day after departure.
Wed-Fri,Sun 16:25 Portland (PDX) 00:55 Midway, Chicago (MDW) Southwest Airlines WN 799 1-stop Boeing 737-800 (738) 6:30 Effective 2024-01-03 through 2024-01-07 The flight arrives 1 day after departure.

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A domestic route departing from the Portland airport (PDX) and arriving at Midway, Chicago airport (MDW).
The flight distance is 1745 miles, or 2809 km.
The timezone of the departure airport is UTC-8 , 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 3:45 and 4:00.

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

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN114

17:30

Portland (PDX)

23:20

Midway, Chicago (MDW)

Effective 2024-06-06 through 2024-07-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:50, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN114

17:30

Portland (PDX)

23:20

Midway, Chicago (MDW)

Effective 2024-07-08 through 2024-08-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:50, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN117

05:00

Portland (PDX)

10:55

Midway, Chicago (MDW)

Effective 2024-06-04 through 2024-07-31

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN117

05:00

Portland (PDX)

10:50

Midway, Chicago (MDW)

Effective 2024-06-09 through 2024-08-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:50, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN117

05:05

Portland (PDX)

11:00

Midway, Chicago (MDW)

Effective 2024-06-06 through 2024-07-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN117

05:05

Portland (PDX)

11:00

Midway, Chicago (MDW)

Effective 2024-07-08 through 2024-08-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN117

05:20

Portland (PDX)

11:10

Midway, Chicago (MDW)

Effective 2024-06-08 through 2024-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN117

06:30

Portland (PDX)

12:25

Midway, Chicago (MDW)

Operates only on 2024-07-04

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN150

13:50

Portland (PDX)

19:45

Midway, Chicago (MDW)

Effective 2024-06-09 through 2024-08-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN150

14:25

Portland (PDX)

20:20

Midway, Chicago (MDW)

Effective 2024-06-04 through 2024-07-31

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN150

14:30

Portland (PDX)

20:25

Midway, Chicago (MDW)

Effective 2024-06-08 through 2024-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN367

06:25

Portland (PDX)

12:20

Midway, Chicago (MDW)

Effective 2024-03-09 through 2024-04-06

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN367

07:00

Portland (PDX)

12:55

Midway, Chicago (MDW)

Effective 2024-03-07 through 2024-04-08

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN571

10:20

Portland (PDX)

16:10

Midway, Chicago (MDW)

Operates only on 2024-01-06

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737-800 (738)

Southwest Airlines WN574

06:30

Portland (PDX)

12:20

Midway, Chicago (MDW)

Effective 2024-01-13 through 2024-03-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN928

07:50

Portland (PDX)

13:35

Midway, Chicago (MDW)

Valid until 2024-01-02

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 3:45, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN1035

09:20

Portland (PDX)

15:15

Midway, Chicago (MDW)

Effective 2024-06-08 through 2024-08-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN1095

08:25

Portland (PDX)

14:15

Midway, Chicago (MDW)

Valid until 2024-01-01

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:50, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN1095

08:25

Portland (PDX)

14:15

Midway, Chicago (MDW)

Effective 2024-01-03 through 2024-01-07

Mon
-

Tue
-

Wed

Thu

Fri

Sat
-

Sun

Duration: 3:50, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2014

05:30

Portland (PDX)

11:30

Midway, Chicago (MDW)

Effective 2024-08-11 through 2024-08-25

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN2014

05:30

Portland (PDX)

11:30

Midway, Chicago (MDW)

Effective 2024-09-08 through 2024-09-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN2014

05:45

Portland (PDX)

11:40

Midway, Chicago (MDW)

Effective 2024-08-05 through 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN2014

06:00

Portland (PDX)

12:00

Midway, Chicago (MDW)

Effective 2024-08-06 through 2024-10-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2014

06:20

Portland (PDX)

12:15

Midway, Chicago (MDW)

Operates only on 2024-09-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2157

12:50

Portland (PDX)

18:45

Midway, Chicago (MDW)

Operates only on 2024-07-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2426

12:45

Portland (PDX)

18:40

Midway, Chicago (MDW)

Operates only on 2024-09-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN2426

14:00

Portland (PDX)

19:55

Midway, Chicago (MDW)

Effective 2024-08-11 through 2024-08-25

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN2426

14:00

Portland (PDX)

19:55

Midway, Chicago (MDW)

Effective 2024-09-08 through 2024-09-29

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-800 (73H)

Southwest Airlines WN2426

16:00

Portland (PDX)

22:00

Midway, Chicago (MDW)

Effective 2024-08-06 through 2024-10-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2426

17:25

Portland (PDX)

23:25

Midway, Chicago (MDW)

Effective 2024-08-05 through 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2433

12:55

Portland (PDX)

18:50

Midway, Chicago (MDW)

Operates only on 2024-07-04

Mon
-

Tue
-

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2663

06:15

Portland (PDX)

12:10

Midway, Chicago (MDW)

Operates only on 2024-07-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN2995

10:30

Portland (PDX)

16:25

Midway, Chicago (MDW)

Effective 2024-08-10 through 2024-09-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2995

11:05

Portland (PDX)

17:00

Midway, Chicago (MDW)

Effective 2024-08-06 through 2024-10-02

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN2995

12:05

Portland (PDX)

18:00

Midway, Chicago (MDW)

Effective 2024-08-05 through 2024-09-30

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3055

06:00

Portland (PDX)

11:55

Midway, Chicago (MDW)

Effective 2024-01-14 through 2024-03-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3055

07:55

Portland (PDX)

13:45

Midway, Chicago (MDW)

Effective 2024-01-09 through 2024-03-06

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3711

10:20

Portland (PDX)

16:15

Midway, Chicago (MDW)

Effective 2024-06-06 through 2024-07-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3711

10:20

Portland (PDX)

16:15

Midway, Chicago (MDW)

Effective 2024-07-08 through 2024-08-02

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN3711

10:40

Portland (PDX)

16:35

Midway, Chicago (MDW)

Effective 2024-06-04 through 2024-07-31

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN4141

06:40

Portland (PDX)

12:35

Midway, Chicago (MDW)

Effective 2024-03-10 through 2024-04-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 3:55, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN4239

06:35

Portland (PDX)

12:25

Midway, Chicago (MDW)

Effective 2024-01-08 through 2024-03-04

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 3:50, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN5919

06:30

Portland (PDX)

12:30

Midway, Chicago (MDW)

Effective 2024-04-11 through 2024-06-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN5919

06:45

Portland (PDX)

12:35

Midway, Chicago (MDW)

Effective 2024-04-13 through 2024-06-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 3:50, non-stop
Boeing 737-700 (73W)

Southwest Airlines WN5919

06:50

Portland (PDX)

12:45

Midway, Chicago (MDW)

Effective 2024-04-09 through 2024-05-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN5919

07:20

Portland (PDX)

13:20

Midway, Chicago (MDW)

Effective 2024-04-14 through 2024-05-19

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN5919

07:20

Portland (PDX)

13:20

Midway, Chicago (MDW)

Operates only on 2024-06-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737 MAX 8 (7M8)

Southwest Airlines WN5919

07:25

Portland (PDX)

13:25

Midway, Chicago (MDW)

Operates only on 2024-05-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 4:00, non-stop
Boeing 737-700 (73W)

Non-Direct Flights:

Southwest Airlines WN799

16:25

Portland (PDX)

00:55(+1)

Midway, Chicago (MDW)

Valid until 2024-01-01

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 6:30, 1-stop
Boeing 737-800 (738)
The flight arrives 1 day after departure.

Southwest Airlines WN799

16:25

Portland (PDX)

00:55(+1)

Midway, Chicago (MDW)

Effective 2024-01-03 through 2024-01-07

Mon
-

Tue
-

Wed

Thu

Fri

Sat
-

Sun

Duration: 6:30, 1-stop
Boeing 737-800 (738)
The flight arrives 1 day after departure.

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A domestic route departing from the Portland airport (PDX) and arriving at Midway, Chicago airport (MDW).
The flight distance is 1745 miles, or 2809 km.
The timezone of the departure airport is UTC-8 , 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 3:45 and 4:00.

All PDX-MDW flights

All Southwest Airlines flights

Return (MDW-PDX) flights

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