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

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sat 19:05 Raleigh/Durham (RDU) 1 20:10 Chicago Midway (MDW)
Southwest Airlines WN 2972 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-03-07 through 2026-04-04
Sun 15:35 Raleigh/Durham (RDU) 1 16:40 Chicago Midway (MDW)
Southwest Airlines WN 3288 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-03-08 through 2026-04-05
Sat 07:20 Raleigh/Durham (RDU) 1 08:25 Chicago Midway (MDW)
Southwest Airlines WN 3293 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-03-07 through 2026-04-04
Sun 07:50 Raleigh/Durham (RDU) 1 08:55 Chicago Midway (MDW)
Southwest Airlines WN 3293 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 19:55 Raleigh/Durham (RDU) 1 21:00 Chicago Midway (MDW)
Southwest Airlines WN 3316 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 19:55 Raleigh/Durham (RDU) 1 21:00 Chicago Midway (MDW)
Southwest Airlines WN 3316 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-02-20 through 2026-03-01
Sat 07:35 Raleigh/Durham (RDU) 1 08:25 Chicago Midway (MDW)
Southwest Airlines WN 3353 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-08-08 through 2026-09-26
Tue,Wed 08:15 Raleigh/Durham (RDU) 1 09:05 Chicago Midway (MDW)
Southwest Airlines WN 3353 Non-stop Boeing 737 MAX 8 (7M8) 1:50 Effective 2026-08-04 through 2026-09-30
Sun 08:30 Raleigh/Durham (RDU) 1 09:20 Chicago Midway (MDW)
Southwest Airlines WN 3353 Non-stop Boeing 737-700 (Scimitar Winglets) 1:50 Effective 2026-08-09 through 2026-09-27
Tue,Wed 18:25 Raleigh/Durham (RDU) 1 19:20 Chicago Midway (MDW)
Southwest Airlines WN 3355 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-08-04 through 2026-09-30
Sun 18:35 Raleigh/Durham (RDU) 1 19:30 Chicago Midway (MDW)
Southwest Airlines WN 3355 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 18:45 Raleigh/Durham (RDU) 1 19:40 Chicago Midway (MDW)
Southwest Airlines WN 3355 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-08-06 through 2026-09-28
Sun 13:20 Raleigh/Durham (RDU) 1 14:20 Chicago Midway (MDW)
Southwest Airlines WN 3357 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 08:05 Raleigh/Durham (RDU) 1 09:00 Chicago Midway (MDW)
Southwest Airlines WN 3432 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-06-04 through 2026-08-03
Sat 08:35 Raleigh/Durham (RDU) 1 09:30 Chicago Midway (MDW)
Southwest Airlines WN 3432 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-06-06 through 2026-08-01
Mon,Thu,Fri 08:00 Raleigh/Durham (RDU) 1 09:00 Chicago Midway (MDW)
Southwest Airlines WN 3543 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-04-09 through 2026-06-01
Sat,Sun 08:00 Raleigh/Durham (RDU) 1 09:00 Chicago Midway (MDW)
Southwest Airlines WN 3543 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-04-11 through 2026-05-23
Sat,Sun 08:00 Raleigh/Durham (RDU) 1 09:00 Chicago Midway (MDW)
Southwest Airlines WN 3543 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-05-30 through 2026-05-31
Tue,Wed 18:40 Raleigh/Durham (RDU) 1 19:40 Chicago Midway (MDW)
Southwest Airlines WN 3543 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-07 through 2026-06-03
Sat 15:50 Raleigh/Durham (RDU) 1 16:50 Chicago Midway (MDW)
Southwest Airlines WN 3738 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-08-08 through 2026-09-26
Tue,Wed 19:00 Raleigh/Durham (RDU) 1 20:00 Chicago Midway (MDW)
Southwest Airlines WN 3766 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-09 through 2026-07-29
Sun 19:25 Raleigh/Durham (RDU) 1 20:25 Chicago Midway (MDW)
Southwest Airlines WN 3766 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 19:35 Raleigh/Durham (RDU) 1 20:35 Chicago Midway (MDW)
Southwest Airlines WN 3766 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-04 through 2026-08-03
Mon,Tue,Fri,Sun 05:30 Raleigh/Durham (RDU) 1 06:30 Chicago Midway (MDW)
Southwest Airlines WN 3774 Non-stop Boeing 737-800 (73H) 2:00 Valid until 2026-01-04
Sat 05:45 Raleigh/Durham (RDU) 1 06:50 Chicago Midway (MDW)
Southwest Airlines WN 3774 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-03
Mon 05:45 Raleigh/Durham (RDU) 1 06:50 Chicago Midway (MDW)
Southwest Airlines WN 3774 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-01-05
Wed,Thu 13:40 Raleigh/Durham (RDU) 1 14:45 Chicago Midway (MDW)
Southwest Airlines WN 3774 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-01
Sun 16:40 Raleigh/Durham (RDU) 1 17:35 Chicago Midway (MDW)
Southwest Airlines WN 3822 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-08-09 through 2026-09-27
Sat 15:55 Raleigh/Durham (RDU) 1 16:55 Chicago Midway (MDW)
Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-11 through 2026-05-30
Sun 18:20 Raleigh/Durham (RDU) 1 19:20 Chicago Midway (MDW)
Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2026-05-24
Sun 19:35 Raleigh/Durham (RDU) 1 20:35 Chicago Midway (MDW)
Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-12 through 2026-05-17
Sun 19:35 Raleigh/Durham (RDU) 1 20:35 Chicago Midway (MDW)
Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2026-05-31
Mon,Thu,Fri 19:45 Raleigh/Durham (RDU) 1 20:45 Chicago Midway (MDW)
Southwest Airlines WN 3998 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-09 through 2026-06-01
Wed,Thu 05:30 Raleigh/Durham (RDU) 1 06:30 Chicago Midway (MDW)
Southwest Airlines WN 4108 Non-stop Boeing 737-800 (73H) 2:00 Valid until 2026-01-01
Mon 19:30 Raleigh/Durham (RDU) 1 20:30 Chicago Midway (MDW)
Southwest Airlines WN 4108 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-01-05
Mon,Tue,Fri,Sun 20:35 Raleigh/Durham (RDU) 1 21:40 Chicago Midway (MDW)
Southwest Airlines WN 4108 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-04
Sat 20:45 Raleigh/Durham (RDU) 1 21:50 Chicago Midway (MDW)
Southwest Airlines WN 4108 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-03
Mon 12:40 Raleigh/Durham (RDU) 1 13:40 Chicago Midway (MDW)
Southwest Airlines WN 4180 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-01-05
Thu 18:30 Raleigh/Durham (RDU) 1 19:35 Chicago Midway (MDW)
Southwest Airlines WN 4180 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-01
Tue,Wed 13:30 Raleigh/Durham (RDU) 1 14:30 Chicago Midway (MDW)
Southwest Airlines WN 4516 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 13:40 Raleigh/Durham (RDU) 1 14:40 Chicago Midway (MDW)
Southwest Airlines WN 4516 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-06-04 through 2026-08-03
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All airlines flying from Raleigh/Durham (RDU) to Chicago Midway (MDW).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
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Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
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Wed
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Thu
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Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
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Wed
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Thu
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Fri
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Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

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

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
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Wed
-
Thu
Fri
Sat
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Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
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Tue
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Wed
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Thu
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
Sun
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Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
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Tue
Wed
Thu
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Fri
-
Sat
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Sun
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Duration: 1:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
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Sun
Duration: 1:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
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Tue
Wed
Thu
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Fri
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Sat
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Sun
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Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
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Sun
Duration: 1:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
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Wed
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Thu
Fri
Sat
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Sun
-
Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
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Sun
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
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Wed
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Thu
Fri
Sat
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Sun
-
Duration: 1:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
Sun
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Duration: 1:55, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
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Wed
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Thu
Fri
Sat
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Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-11 through 2026-05-23
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-05-30 through 2026-05-31
Mon
-
Tue
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Wed
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Thu
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Fri
-
Sat
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
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Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
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Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
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Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
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Wed
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Thu
Fri
Sat
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Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
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Thu
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Fri
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
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Wed
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Thu
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Fri
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Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
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Wed
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Thu
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Fri
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Sat
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Sun
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Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
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Tue
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Wed
Thu
Fri
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Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
-
Sun
Duration: 1:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
Sun
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Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
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Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
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Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-31
Mon
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Tue
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Wed
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Thu
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Fri
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Sat
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Sun
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
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Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
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Wed
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Thu
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Fri
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Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, 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: 2:00, non-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Raleigh/Durham airport (RDU) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 631 miles, or 1016 km.
  • The timezone of the departure airport is UTC-5 , 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 1:50 and 2:15.