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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 15:10 Ronald Reagan Washington (DCA) 1 16:15 Chicago Midway (MDW)
Southwest Airlines WN 4479 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-06-07 through 2026-08-02
Mon,Thu,Fri 15:25 Ronald Reagan Washington (DCA) 1 16:35 Chicago Midway (MDW)
Southwest Airlines WN 4479 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-06-04 through 2026-08-03
Tue,Wed 16:25 Ronald Reagan Washington (DCA) 1 17:30 Chicago Midway (MDW)
Southwest Airlines WN 4479 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-06-09 through 2026-07-29
Sat 16:30 Ronald Reagan Washington (DCA) 1 17:30 Chicago Midway (MDW)
Southwest Airlines WN 4479 Non-stop Boeing 737-800 (73H) 2:00 Effective 2026-06-06 through 2026-08-01
Thu,Fri,Sun 14:55 Ronald Reagan Washington (DCA) 1 16:10 Chicago Midway (MDW)
Southwest Airlines WN 4683 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-01-11 through 2026-01-16
Mon,Sun 14:55 Ronald Reagan Washington (DCA) 1 16:10 Chicago Midway (MDW)
Southwest Airlines WN 4683 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 14:55 Ronald Reagan Washington (DCA) 1 16:10 Chicago Midway (MDW)
Southwest Airlines WN 4683 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-01 through 2026-02-06
Mon,Sun 14:55 Ronald Reagan Washington (DCA) 1 16:10 Chicago Midway (MDW)
Southwest Airlines WN 4683 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 14:55 Ronald Reagan Washington (DCA) 1 16:10 Chicago Midway (MDW)
Southwest Airlines WN 4683 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-17 through 2026-02-23
Mon 14:55 Ronald Reagan Washington (DCA) 1 16:10 Chicago Midway (MDW)
Southwest Airlines WN 4683 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-03-02
Non-Direct Flights:
Sun 11:40 Ronald Reagan Washington (DCA) 1 15:00 Chicago Midway (MDW)
Southwest Airlines WN 194 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2026-06-07 through 2026-08-02
Sat 12:15 Ronald Reagan Washington (DCA) 1 14:45 Chicago Midway (MDW)
Southwest Airlines WN 1753 1-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-04-11 through 2026-05-30
Mon,Thu,Fri 14:45 Ronald Reagan Washington (DCA) 1 17:50 Chicago Midway (MDW)
Southwest Airlines WN 1764 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-04-09 through 2026-06-01
Fri 11:35 Ronald Reagan Washington (DCA) 1 19:00 Chicago Midway (MDW)
Southwest Airlines WN 2278 2-stop Boeing 737-700 (Scimitar Winglets) 8:25 Operates only on 2026-01-02
Sun 11:40 Ronald Reagan Washington (DCA) 1 19:20 Chicago Midway (MDW)
Southwest Airlines WN 2278 2-stop Boeing 737 MAX 8 (7M8) 8:40 Operates only on 2026-01-04
Tue,Wed 11:40 Ronald Reagan Washington (DCA) 1 17:30 Chicago Midway (MDW)
Southwest Airlines WN 3225 2-stop Boeing 737-700 (Scimitar Winglets) 6:50 Effective 2026-03-10 through 2026-04-01
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All airlines flying from Ronald Reagan Washington (DCA) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-03-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:20, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 4:05, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-01-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 8:25, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 8:40, 2-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 6:50, 2-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Ronald Reagan Washington airport (DCA) and arriving at Chicago Midway 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 1:55 and 2:20.