All airlines flying from Ronald Reagan Washington (DCA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sat
10:40
Ronald Reagan Washington (DCA) 1
11:45
Chicago Midway (MDW) Southwest Airlines WN 2997 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-04-11 through 2026-05-30 |
| Sun
11:40
Ronald Reagan Washington (DCA) 1
12:40
Chicago Midway (MDW) Southwest Airlines WN 2997 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-05-24 |
| Mon-Fri
11:45
Ronald Reagan Washington (DCA) 1
12:45
Chicago Midway (MDW) Southwest Airlines WN 2997 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-04-07 through 2026-06-03 |
| Sun
11:45
Ronald Reagan Washington (DCA) 1
12:45
Chicago Midway (MDW) Southwest Airlines WN 2997 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-12 through 2026-05-17 |
| Sun
11:45
Ronald Reagan Washington (DCA) 1
12:45
Chicago Midway (MDW) Southwest Airlines WN 2997 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2026-05-31 |
| Sat
14:15
Ronald Reagan Washington (DCA) 1
15:20
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-01-06 through 2026-01-14 |
| Thu,Fri,Sun
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-11 through 2026-01-16 |
| Tue-Fri,Sun
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-01-18 through 2026-01-23 |
| Mon,Sun
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-19 through 2026-01-25 |
| Mon-Fri
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-01-26 through 2026-02-04 |
| Thu,Fri,Sun
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-01 through 2026-02-06 |
| Sun
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-02-08 |
| Mon,Sun
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-09 through 2026-02-15 |
| Tue,Wed
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-10 through 2026-02-11 |
| Mon,Tue
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-17 through 2026-02-23 |
| Tue,Wed
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-18 through 2026-03-04 |
| Mon
21:00
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2026-03-02 |
| Thu
21:05
Ronald Reagan Washington (DCA) 1
22:15
Chicago Midway (MDW) Southwest Airlines WN 3039 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-02-19 |
| Wed,Thu
15:20
Ronald Reagan Washington (DCA) 1
16:30
Chicago Midway (MDW) Southwest Airlines WN 3173 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-01 |
| Mon
21:35
Ronald Reagan Washington (DCA) 1
22:35
Chicago Midway (MDW) Southwest Airlines WN 3173 Non-stop Boeing 737-800 (73H) 2:00 Operates only on 2026-01-05 |
| Mon,Thu,Fri
21:15
Ronald Reagan Washington (DCA) 1
22:10
Chicago Midway (MDW) Southwest Airlines WN 3196 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-08-06 through 2026-09-28 |
| Sat
08:25
Ronald Reagan Washington (DCA) 1
09:45
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-01-10 through 2026-02-07 |
| Thu,Fri,Sun
09:00
Ronald Reagan Washington (DCA) 1
10:10
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
09:00
Ronald Reagan Washington (DCA) 1
10:10
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
09:00
Ronald Reagan Washington (DCA) 1
10:10
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
09:00
Ronald Reagan Washington (DCA) 1
10:10
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
09:00
Ronald Reagan Washington (DCA) 1
10:10
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-17 through 2026-02-23 |
| Mon
09:00
Ronald Reagan Washington (DCA) 1
10:10
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-03-02 |
| Mon,Thu,Fri
09:10
Ronald Reagan Washington (DCA) 1
10:15
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
09:10
Ronald Reagan Washington (DCA) 1
10:15
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-20 through 2026-03-01 |
| Sat
10:00
Ronald Reagan Washington (DCA) 1
11:10
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-14 through 2026-02-28 |
| Mon-Fri
11:15
Ronald Reagan Washington (DCA) 1
12:25
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
11:15
Ronald Reagan Washington (DCA) 1
12:25
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
11:15
Ronald Reagan Washington (DCA) 1
12:25
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
11:15
Ronald Reagan Washington (DCA) 1
12:25
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
11:15
Ronald Reagan Washington (DCA) 1
12:25
Chicago Midway (MDW) Southwest Airlines WN 3287 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-18 through 2026-03-04 |
| Wed,Thu
11:35
Ronald Reagan Washington (DCA) 1
12:40
Chicago Midway (MDW) Southwest Airlines WN 3292 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-01 |
| Mon
15:10
Ronald Reagan Washington (DCA) 1
16:20
Chicago Midway (MDW) Southwest Airlines WN 3292 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-01-05 |
| Sun
11:40
Ronald Reagan Washington (DCA) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 3321 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
11:50
Ronald Reagan Washington (DCA) 1
13:00
Chicago Midway (MDW) Southwest Airlines WN 3321 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
11:55
Ronald Reagan Washington (DCA) 1
13:05
Chicago Midway (MDW) Southwest Airlines WN 3321 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06 |
| Sat
12:10
Ronald Reagan Washington (DCA) 1
13:15
Chicago Midway (MDW) Southwest Airlines WN 3321 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-03-07 through 2026-04-04 |
| Sat
13:25
Ronald Reagan Washington (DCA) 1
14:30
Chicago Midway (MDW) Southwest Airlines WN 3361 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
15:20
Ronald Reagan Washington (DCA) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 3500 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
15:35
Ronald Reagan Washington (DCA) 1
16:50
Chicago Midway (MDW) Southwest Airlines WN 3500 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-03-10 through 2026-04-01 |
| Sat
15:45
Ronald Reagan Washington (DCA) 1
16:55
Chicago Midway (MDW) Southwest Airlines WN 3500 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-07 through 2026-04-04 |
| Sun
19:10
Ronald Reagan Washington (DCA) 1
20:20
Chicago Midway (MDW) Southwest Airlines WN 3500 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-08 through 2026-04-05 |
| Sat
18:50
Ronald Reagan Washington (DCA) 1
19:55
Chicago Midway (MDW) Southwest Airlines WN 3975 Non-stop Boeing 737-800 (73H) 2:05 Valid until 2026-01-03 |
| Sat
10:05
Ronald Reagan Washington (DCA) 1
11:10
Chicago Midway (MDW) Southwest Airlines WN 4346 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-03 |
- 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.
