All airlines flying from Chicago Midway (MDW) to Raleigh/Durham (RDU).

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FLIGHT SCHEDULE
Direct Flights:
Mon,Thu,Fri 18:15 Chicago Midway (MDW) 21:10 Raleigh/Durham (RDU) 1 Southwest Airlines WN 286 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-08-06 through 2026-09-28
Tue,Wed 07:40 Chicago Midway (MDW) 10:30 Raleigh/Durham (RDU) 1 Southwest Airlines WN 673 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-07 through 2026-06-03
Sun 07:40 Chicago Midway (MDW) 10:30 Raleigh/Durham (RDU) 1 Southwest Airlines WN 673 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-04-12 through 2026-05-17
Sun 07:40 Chicago Midway (MDW) 10:30 Raleigh/Durham (RDU) 1 Southwest Airlines WN 673 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Operates only on 2026-05-31
Sun 08:50 Chicago Midway (MDW) 11:45 Raleigh/Durham (RDU) 1 Southwest Airlines WN 673 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Operates only on 2026-05-24
Tue,Wed 18:15 Chicago Midway (MDW) 21:05 Raleigh/Durham (RDU) 1 Southwest Airlines WN 724 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 18:45 Chicago Midway (MDW) 21:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 724 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-03-05 through 2026-04-06
Sat 18:45 Chicago Midway (MDW) 21:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 724 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-03-07 through 2026-04-04
Sun 18:45 Chicago Midway (MDW) 21:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 724 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 08:50 Chicago Midway (MDW) 11:50 Raleigh/Durham (RDU) 1 Southwest Airlines WN 813 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-08-06 through 2026-09-28
Mon,Thu-Sun 07:40 Chicago Midway (MDW) 10:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 852 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-06-04 through 2026-08-03
Tue,Wed 07:45 Chicago Midway (MDW) 10:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 931 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri,Sun 07:50 Chicago Midway (MDW) 10:40 Raleigh/Durham (RDU) 1 Southwest Airlines WN 931 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-03-05 through 2026-04-06
Sat 12:45 Chicago Midway (MDW) 15:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 931 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-03-07 through 2026-04-04
Sat 18:15 Chicago Midway (MDW) 21:10 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1066 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-06-06 through 2026-08-01
Sat 08:05 Chicago Midway (MDW) 11:00 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1108 Non-stop Boeing 737-800 (73H) 1:55 Valid until 2026-01-03
Mon,Tue,Fri,Sun 09:40 Chicago Midway (MDW) 12:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1108 Non-stop Boeing 737-800 (73H) 1:55 Valid until 2026-01-04
Mon 09:45 Chicago Midway (MDW) 12:40 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1108 Non-stop Boeing 737-800 (73H) 1:55 Operates only on 2026-01-05
Wed,Thu 13:40 Chicago Midway (MDW) 16:25 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1108 Non-stop Boeing 737 MAX 8 (7M8) 1:45 Valid until 2026-01-01
Sun 12:20 Chicago Midway (MDW) 15:10 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1544 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-08-09 through 2026-09-27
Sun 12:55 Chicago Midway (MDW) 15:45 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1590 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-03-08 through 2026-04-05
Fri,Sun 15:55 Chicago Midway (MDW) 18:40 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1874 Non-stop Boeing 737-700 (Scimitar Winglets) 1:45 Effective 2026-01-02 through 2026-01-04
Sun 14:35 Chicago Midway (MDW) 17:30 Raleigh/Durham (RDU) 1 Southwest Airlines WN 1961 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-08-09 through 2026-09-27
Wed,Thu 10:00 Chicago Midway (MDW) 13:00 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2080 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Valid until 2026-01-01
Mon 19:30 Chicago Midway (MDW) 22:20 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2080 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 19:55 Chicago Midway (MDW) 22:45 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2080 Non-stop Boeing 737-800 (73H) 1:50 Valid until 2026-01-04
Sat 20:35 Chicago Midway (MDW) 23:25 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2080 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Operates only on 2026-01-03
Mon 13:25 Chicago Midway (MDW) 16:10 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2349 Non-stop Boeing 737-800 (73H) 1:45 Operates only on 2026-01-05
Wed,Thu 18:05 Chicago Midway (MDW) 20:55 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2349 Non-stop Boeing 737-700 (73W) 1:50 Valid until 2026-01-01
Tue,Wed 11:25 Chicago Midway (MDW) 14:15 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2665 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-06-09 through 2026-07-29
Tue,Wed 14:40 Chicago Midway (MDW) 17:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2805 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-08-04 through 2026-09-30
Sat 15:10 Chicago Midway (MDW) 18:05 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2805 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-08-08 through 2026-09-26
Mon,Thu,Fri 12:40 Chicago Midway (MDW) 15:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2806 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-08-06 through 2026-09-28
Tue,Wed 18:00 Chicago Midway (MDW) 20:55 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2806 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-08-04 through 2026-09-30
Sun 19:50 Chicago Midway (MDW) 22:40 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2806 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-08-09 through 2026-09-27
Sat 12:50 Chicago Midway (MDW) 15:45 Raleigh/Durham (RDU) 1 Southwest Airlines WN 2810 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 14:40 Chicago Midway (MDW) 17:30 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3356 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-09 through 2026-06-01
Sat 15:45 Chicago Midway (MDW) 18:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3357 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-11 through 2026-05-30
Tue,Wed 18:05 Chicago Midway (MDW) 20:55 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3357 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-04-07 through 2026-05-20
Tue,Wed,Sun 18:05 Chicago Midway (MDW) 20:55 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3357 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-05-24 through 2026-05-27
Tue,Wed 18:05 Chicago Midway (MDW) 20:55 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3357 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-06-02 through 2026-06-03
Mon,Thu,Fri 18:55 Chicago Midway (MDW) 21:45 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3357 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-09 through 2026-06-01
Sun 19:05 Chicago Midway (MDW) 21:55 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3357 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-04-12 through 2026-05-17
Sun 19:05 Chicago Midway (MDW) 21:55 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3357 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Operates only on 2026-05-31
Sun 18:50 Chicago Midway (MDW) 21:40 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3625 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-06-07 through 2026-08-02
Tue,Wed 07:40 Chicago Midway (MDW) 10:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3761 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-06-09 through 2026-07-29
Sat 14:25 Chicago Midway (MDW) 17:10 Raleigh/Durham (RDU) 1 Southwest Airlines WN 3955 Non-stop Boeing 737-800 (73H) 1:45 Valid until 2026-01-03
Tue,Wed 18:10 Chicago Midway (MDW) 21:05 Raleigh/Durham (RDU) 1 Southwest Airlines WN 4221 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 18:55 Chicago Midway (MDW) 21:45 Raleigh/Durham (RDU) 1 Southwest Airlines WN 4221 Non-stop Boeing 737-800 (73H) 1:50 Effective 2026-06-04 through 2026-08-03
Sat 07:40 Chicago Midway (MDW) 10:35 Raleigh/Durham (RDU) 1 Southwest Airlines WN 4250 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-08-08 through 2026-09-26

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Parallax here MDW-RDU

1 2

A domestic route departing from the Chicago Midway airport (MDW) and arriving at Raleigh/Durham airport (RDU).
The flight distance is 631 miles, or 1016 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 1:45 and 2:00.

Return (RDU-MDW) flights

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All airlines flying from Chicago Midway (MDW) to Raleigh/Durham (RDU).

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FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN286

18:15

Chicago Midway (MDW)

21:10

Raleigh/Durham (RDU) 1

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN673

07:40

Chicago Midway (MDW)

10:30

Raleigh/Durham (RDU) 1

Effective 2026-04-07 through 2026-06-03

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN673

07:40

Chicago Midway (MDW)

10:30

Raleigh/Durham (RDU) 1

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN673

07:40

Chicago Midway (MDW)

10:30

Raleigh/Durham (RDU) 1

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN673

08:50

Chicago Midway (MDW)

11:45

Raleigh/Durham (RDU) 1

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN724

18:15

Chicago Midway (MDW)

21:05

Raleigh/Durham (RDU) 1

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN724

18:45

Chicago Midway (MDW)

21:35

Raleigh/Durham (RDU) 1

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN724

18:45

Chicago Midway (MDW)

21:35

Raleigh/Durham (RDU) 1

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN724

18:45

Chicago Midway (MDW)

21:35

Raleigh/Durham (RDU) 1

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN813

08:50

Chicago Midway (MDW)

11:50

Raleigh/Durham (RDU) 1

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN852

07:40

Chicago Midway (MDW)

10:35

Raleigh/Durham (RDU) 1

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat

Sun

Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN931

07:45

Chicago Midway (MDW)

10:35

Raleigh/Durham (RDU) 1

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN931

07:50

Chicago Midway (MDW)

10:40

Raleigh/Durham (RDU) 1

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN931

12:45

Chicago Midway (MDW)

15:35

Raleigh/Durham (RDU) 1

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1066

18:15

Chicago Midway (MDW)

21:10

Raleigh/Durham (RDU) 1

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1108

08:05

Chicago Midway (MDW)

11:00

Raleigh/Durham (RDU) 1

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1108

09:40

Chicago Midway (MDW)

12:35

Raleigh/Durham (RDU) 1

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1108

09:45

Chicago Midway (MDW)

12:40

Raleigh/Durham (RDU) 1

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1108

13:40

Chicago Midway (MDW)

16:25

Raleigh/Durham (RDU) 1

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1544

12:20

Chicago Midway (MDW)

15:10

Raleigh/Durham (RDU) 1

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1590

12:55

Chicago Midway (MDW)

15:45

Raleigh/Durham (RDU) 1

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1874

15:55

Chicago Midway (MDW)

18:40

Raleigh/Durham (RDU) 1

Effective 2026-01-02 through 2026-01-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 1:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1961

14:35

Chicago Midway (MDW)

17:30

Raleigh/Durham (RDU) 1

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2080

10:00

Chicago Midway (MDW)

13:00

Raleigh/Durham (RDU) 1

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2080

19:30

Chicago Midway (MDW)

22:20

Raleigh/Durham (RDU) 1

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2080

19:55

Chicago Midway (MDW)

22:45

Raleigh/Durham (RDU) 1

Valid until 2026-01-04

Mon

Tue

Wed
-

Thu
-

Fri

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2080

20:35

Chicago Midway (MDW)

23:25

Raleigh/Durham (RDU) 1

Operates only on 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2349

13:25

Chicago Midway (MDW)

16:10

Raleigh/Durham (RDU) 1

Operates only on 2026-01-05

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2349

18:05

Chicago Midway (MDW)

20:55

Raleigh/Durham (RDU) 1

Valid until 2026-01-01

Mon
-

Tue
-

Wed

Thu

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737-700 (73W)

Direct Flights:

Southwest Airlines WN2665

11:25

Chicago Midway (MDW)

14:15

Raleigh/Durham (RDU) 1

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN2805

14:40

Chicago Midway (MDW)

17:35

Raleigh/Durham (RDU) 1

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN2805

15:10

Chicago Midway (MDW)

18:05

Raleigh/Durham (RDU) 1

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2806

12:40

Chicago Midway (MDW)

15:35

Raleigh/Durham (RDU) 1

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2806

18:00

Chicago Midway (MDW)

20:55

Raleigh/Durham (RDU) 1

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2806

19:50

Chicago Midway (MDW)

22:40

Raleigh/Durham (RDU) 1

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2810

12:50

Chicago Midway (MDW)

15:45

Raleigh/Durham (RDU) 1

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3356

14:40

Chicago Midway (MDW)

17:30

Raleigh/Durham (RDU) 1

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3357

15:45

Chicago Midway (MDW)

18:35

Raleigh/Durham (RDU) 1

Effective 2026-04-11 through 2026-05-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3357

18:05

Chicago Midway (MDW)

20:55

Raleigh/Durham (RDU) 1

Effective 2026-04-07 through 2026-05-20

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3357

18:05

Chicago Midway (MDW)

20:55

Raleigh/Durham (RDU) 1

Effective 2026-05-24 through 2026-05-27

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3357

18:05

Chicago Midway (MDW)

20:55

Raleigh/Durham (RDU) 1

Effective 2026-06-02 through 2026-06-03

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3357

18:55

Chicago Midway (MDW)

21:45

Raleigh/Durham (RDU) 1

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3357

19:05

Chicago Midway (MDW)

21:55

Raleigh/Durham (RDU) 1

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3357

19:05

Chicago Midway (MDW)

21:55

Raleigh/Durham (RDU) 1

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3625

18:50

Chicago Midway (MDW)

21:40

Raleigh/Durham (RDU) 1

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN3761

07:40

Chicago Midway (MDW)

10:35

Raleigh/Durham (RDU) 1

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3955

14:25

Chicago Midway (MDW)

17:10

Raleigh/Durham (RDU) 1

Valid until 2026-01-03

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4221

18:10

Chicago Midway (MDW)

21:05

Raleigh/Durham (RDU) 1

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4221

18:55

Chicago Midway (MDW)

21:45

Raleigh/Durham (RDU) 1

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4250

07:40

Chicago Midway (MDW)

10:35

Raleigh/Durham (RDU) 1

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:55, non-stop
Boeing 737 MAX 8 (7M8)

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A domestic route departing from the Chicago Midway airport (MDW) and arriving at Raleigh/Durham airport (RDU).
The flight distance is 631 miles, or 1016 km.
The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 1:45 and 2:00.

Return (RDU-MDW) flights

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