All airlines flying from Ronald Reagan Washington (DCA) to Midway, Chicago (MDW).

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Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Tue,Wed 09:30 Ronald Reagan Washington (DCA) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-11-04 through 2025-11-12
Mon-Thu 09:30 Ronald Reagan Washington (DCA) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-11-17 through 2025-11-20
Mon-Fri 09:30 Ronald Reagan Washington (DCA) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-12-02 through 2025-12-11
Mon-Wed 09:30 Ronald Reagan Washington (DCA) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-12-15 through 2025-12-17
Wed,Thu 09:30 Ronald Reagan Washington (DCA) 10:35 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-12-24 through 2026-01-01
Sat 11:25 Ronald Reagan Washington (DCA) 12:25 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2025-11-08 through 2025-11-15
Sat 11:25 Ronald Reagan Washington (DCA) 12:25 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2025-12-06 through 2025-12-13
Mon,Thu,Fri,Sun 11:40 Ronald Reagan Washington (DCA) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-11-02 through 2025-11-16
Mon,Fri,Sun 11:40 Ronald Reagan Washington (DCA) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-11-21 through 2025-11-28
Fri,Sun 11:40 Ronald Reagan Washington (DCA) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-12-07 through 2025-12-14
Thu 11:40 Ronald Reagan Washington (DCA) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2025-12-18
Mon 11:40 Ronald Reagan Washington (DCA) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-01-05
Sun 11:45 Ronald Reagan Washington (DCA) 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2025-11-30
Mon-Wed 11:55 Ronald Reagan Washington (DCA) 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 11:55 Ronald Reagan Washington (DCA) 13:00 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-12-19 through 2026-01-04
Sat 13:35 Ronald Reagan Washington (DCA) 14:40 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-11-22 through 2025-11-29
Sat 13:35 Ronald Reagan Washington (DCA) 14:40 Midway, Chicago (MDW)
Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-12-20 through 2026-01-03
Sun 18:00 Ronald Reagan Washington (DCA) 19:00 Midway, Chicago (MDW)
Southwest Airlines WN 295 Non-stop Boeing 737-800 (73H) 2:00 Operates only on 2025-08-31
Tue,Wed 20:55 Ronald Reagan Washington (DCA) 21:55 Midway, Chicago (MDW)
Southwest Airlines WN 321 Non-stop Boeing 737-700 (73W) 2:00 Valid until 2025-06-04
Tue,Wed 07:30 Ronald Reagan Washington (DCA) 08:30 Midway, Chicago (MDW)
Southwest Airlines WN 456 Non-stop Boeing 737-700 (73W) 2:00 Valid until 2025-06-04
Sat 11:50 Ronald Reagan Washington (DCA) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 537 Non-stop Boeing 737-800 (73H) 1:55 Effective 2025-06-07 through 2025-08-02
Sun 11:50 Ronald Reagan Washington (DCA) 12:45 Midway, Chicago (MDW)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (73W) 1:55 Effective 2025-06-08 through 2025-08-03
Mon,Thu,Fri 11:55 Ronald Reagan Washington (DCA) 12:55 Midway, Chicago (MDW)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (73W) 2:00 Effective 2025-06-05 through 2025-08-04
Mon-Fri,Sun 06:00 Ronald Reagan Washington (DCA) 07:05 Midway, Chicago (MDW)
Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-11-02 through 2025-11-24
Tue-Fri,Sun 06:00 Ronald Reagan Washington (DCA) 07:05 Midway, Chicago (MDW)
Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-11-28 through 2025-12-07
Mon-Fri,Sun 06:00 Ronald Reagan Washington (DCA) 07:05 Midway, Chicago (MDW)
Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-12-08 through 2025-12-18
Wed,Thu 06:00 Ronald Reagan Washington (DCA) 07:05 Midway, Chicago (MDW)
Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-12-24 through 2026-01-01
Mon 06:00 Ronald Reagan Washington (DCA) 07:05 Midway, Chicago (MDW)
Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-01-05
Sat 06:05 Ronald Reagan Washington (DCA) 07:10 Midway, Chicago (MDW)
Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-11-08 through 2025-11-15
Sat 06:05 Ronald Reagan Washington (DCA) 07:10 Midway, Chicago (MDW)
Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2025-12-06 through 2025-12-13
Mon,Thu,Fri 18:55 Ronald Reagan Washington (DCA) 19:55 Midway, Chicago (MDW)
Southwest Airlines WN 542 Non-stop Boeing 737-800 (73H) 2:00 Effective 2025-08-07 through 2025-09-29
Sun 19:35 Ronald Reagan Washington (DCA) 20:35 Midway, Chicago (MDW)
Southwest Airlines WN 542 Non-stop Boeing 737-700 (73W) 2:00 Operates only on 2025-08-31
Sun 19:40 Ronald Reagan Washington (DCA) 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 542 Non-stop Boeing 737-800 (73H) 2:00 Effective 2025-08-10 through 2025-08-24
Sun 19:40 Ronald Reagan Washington (DCA) 20:40 Midway, Chicago (MDW)
Southwest Airlines WN 542 Non-stop Boeing 737-800 (73H) 2:00 Effective 2025-09-07 through 2025-09-28
Tue,Wed 20:40 Ronald Reagan Washington (DCA) 21:45 Midway, Chicago (MDW)
Southwest Airlines WN 542 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-08-05 through 2025-10-01
Mon-Wed 15:10 Ronald Reagan Washington (DCA) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 697 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-11-25 through 2025-12-01
Mon,Tue,Fri,Sun 15:10 Ronald Reagan Washington (DCA) 16:20 Midway, Chicago (MDW)
Southwest Airlines WN 697 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2025-12-19 through 2026-01-04
Mon,Thu,Fri 14:50 Ronald Reagan Washington (DCA) 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 732 Non-stop Boeing 737-800 (73H) 2:00 Valid until 2025-06-02
Sun 14:50 Ronald Reagan Washington (DCA) 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 732 Non-stop Boeing 737-700 (73W) 2:00 Valid until 2025-05-18
Sun 14:50 Ronald Reagan Washington (DCA) 15:50 Midway, Chicago (MDW)
Southwest Airlines WN 732 Non-stop Boeing 737-700 (73W) 2:00 Operates only on 2025-06-01
Sat 08:25 Ronald Reagan Washington (DCA) 09:35 Midway, Chicago (MDW)
Southwest Airlines WN 756 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2025-10-04 through 2025-11-01
Sun 09:30 Ronald Reagan Washington (DCA) 10:25 Midway, Chicago (MDW)
Southwest Airlines WN 756 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2025-10-05 through 2025-10-26
Tue,Wed 11:45 Ronald Reagan Washington (DCA) 12:50 Midway, Chicago (MDW)
Southwest Airlines WN 775 Non-stop Boeing 737-800 (73H) 2:05 Effective 2025-10-07 through 2025-10-29
Sun 09:55 Ronald Reagan Washington (DCA) 10:45 Midway, Chicago (MDW)
Southwest Airlines WN 787 Non-stop Boeing 737-800 (73H) 1:50 Operates only on 2025-08-31
Tue,Wed 20:55 Ronald Reagan Washington (DCA) 22:00 Midway, Chicago (MDW)
Southwest Airlines WN 958 Non-stop Boeing 737-700 (73W) 2:05 Effective 2025-06-10 through 2025-07-30
Thu 06:00 Ronald Reagan Washington (DCA) 07:05 Midway, Chicago (MDW)
Southwest Airlines WN 1332 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2025-11-27
Thu 09:45 Ronald Reagan Washington (DCA) 10:45 Midway, Chicago (MDW)
Southwest Airlines WN 1333 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2025-11-27
Thu 11:50 Ronald Reagan Washington (DCA) 12:55 Midway, Chicago (MDW)
Southwest Airlines WN 1335 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2025-11-27
Tue,Wed 09:05 Ronald Reagan Washington (DCA) 10:15 Midway, Chicago (MDW)
Southwest Airlines WN 1353 Non-stop Boeing 737-800 (73H) 2:10 Effective 2025-10-07 through 2025-10-29
Sat 11:35 Ronald Reagan Washington (DCA) 12:40 Midway, Chicago (MDW)
Southwest Airlines WN 1353 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2025-10-04 through 2025-11-01
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All airlines flying from Ronald Reagan Washington (DCA) to Midway, Chicago (MDW).
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Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2025-11-04 through 2025-11-12
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-17 through 2025-11-20
Mon
Tue
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-02 through 2025-12-11
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-15 through 2025-12-17
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-02 through 2025-11-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Effective 2025-11-21 through 2025-11-28
Mon
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Effective 2025-12-07 through 2025-12-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Operates only on 2025-12-18
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

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

Operates only on 2025-11-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-22 through 2025-11-29
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-12-20 through 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (73W)

Valid until 2025-06-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (73W)

Effective 2025-06-07 through 2025-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:55, non-stop
Boeing 737-800 (73H)

Effective 2025-06-08 through 2025-08-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:55, non-stop
Boeing 737-700 (73W)

Effective 2025-06-05 through 2025-08-04
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-700 (73W)

Effective 2025-11-02 through 2025-11-24
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-11-28 through 2025-12-07
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-08 through 2025-12-18
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-24 through 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

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

Effective 2025-11-08 through 2025-11-15
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-06 through 2025-12-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-08-07 through 2025-09-29
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-700 (73W)

Effective 2025-08-10 through 2025-08-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Effective 2025-09-07 through 2025-09-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Effective 2025-08-05 through 2025-10-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Effective 2025-11-25 through 2025-12-01
Mon
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Effective 2025-12-19 through 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Valid until 2025-06-02
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Valid until 2025-05-18
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-700 (73W)

Operates only on 2025-06-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:00, non-stop
Boeing 737-700 (73W)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-05 through 2025-10-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:55, non-stop
Boeing 737-700 (Scimitar Winglets)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Operates only on 2025-08-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:50, non-stop
Boeing 737-800 (73H)

Effective 2025-06-10 through 2025-07-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (73W)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:00, non-stop
Boeing 737 MAX 8 (7M8)

Operates only on 2025-11-27
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-800 (73H)

Effective 2025-10-07 through 2025-10-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-800 (73H)

Effective 2025-10-04 through 2025-11-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Ronald Reagan Washington airport (DCA) and arriving at Midway, Chicago airport (MDW).
  • The flight distance is 599 miles, or 964 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.