All airlines flying from Ronald Reagan Washington (DCA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Tue,Wed
09:05
Ronald Reagan Washington (DCA) 1
10:15
Chicago Midway (MDW) Southwest Airlines WN 2192 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-10 through 2026-04-01 |
| Sun
09:30
Ronald Reagan Washington (DCA) 1
10:25
Chicago Midway (MDW) Southwest Airlines WN 2252 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
09:35
Ronald Reagan Washington (DCA) 1
10:30
Chicago Midway (MDW) Southwest Airlines WN 2252 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-08-04 through 2026-09-30 |
| Sat
10:40
Ronald Reagan Washington (DCA) 1
11:45
Chicago Midway (MDW) Southwest Airlines WN 2252 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-08-08 through 2026-09-26 |
| Mon,Thu,Fri
15:30
Ronald Reagan Washington (DCA) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 2252 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-08-06 through 2026-09-28 |
| Sun
09:55
Ronald Reagan Washington (DCA) 1
10:55
Chicago Midway (MDW) Southwest Airlines WN 2278 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Operates only on 2026-05-24 |
| Thu
18:35
Ronald Reagan Washington (DCA) 1
19:45
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-02-19 |
| Thu,Fri,Sun
18:40
Ronald Reagan Washington (DCA) 1
19:50
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
18:40
Ronald Reagan Washington (DCA) 1
19:50
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
18:40
Ronald Reagan Washington (DCA) 1
19:50
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
18:40
Ronald Reagan Washington (DCA) 1
19:50
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue
18:40
Ronald Reagan Washington (DCA) 1
19:50
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-17 through 2026-02-23 |
| Mon
18:40
Ronald Reagan Washington (DCA) 1
19:50
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-03-02 |
| Mon-Fri
18:55
Ronald Reagan Washington (DCA) 1
20:05
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
18:55
Ronald Reagan Washington (DCA) 1
20:05
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
18:55
Ronald Reagan Washington (DCA) 1
20:05
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
18:55
Ronald Reagan Washington (DCA) 1
20:05
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
18:55
Ronald Reagan Washington (DCA) 1
20:05
Chicago Midway (MDW) Southwest Airlines WN 2358 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-18 through 2026-03-04 |
| Mon,Tue,Fri,Sun
06:00
Ronald Reagan Washington (DCA) 1
07:05
Chicago Midway (MDW) Southwest Airlines WN 2376 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-04 |
| Sat
06:10
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2376 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-03 |
| Mon
09:05
Ronald Reagan Washington (DCA) 1
10:15
Chicago Midway (MDW) Southwest Airlines WN 2377 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2026-01-05 |
| Fri,Sun
09:15
Ronald Reagan Washington (DCA) 1
10:20
Chicago Midway (MDW) Southwest Airlines WN 2377 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-02 through 2026-01-04 |
| Wed,Thu
18:55
Ronald Reagan Washington (DCA) 1
20:00
Chicago Midway (MDW) Southwest Airlines WN 2377 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-01 |
| Mon
18:45
Ronald Reagan Washington (DCA) 1
19:55
Chicago Midway (MDW) Southwest Airlines WN 2382 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-01-05 |
| Sat
06:00
Ronald Reagan Washington (DCA) 1
07:10
Chicago Midway (MDW) Southwest Airlines WN 2386 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-03-07 |
| Sun
06:00
Ronald Reagan Washington (DCA) 1
07:10
Chicago Midway (MDW) Southwest Airlines WN 2386 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-08 through 2026-04-05 |
| Sat
06:05
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2386 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-14 through 2026-04-04 |
| Mon,Thu,Fri
07:25
Ronald Reagan Washington (DCA) 1
08:30
Chicago Midway (MDW) Southwest Airlines WN 2386 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
07:30
Ronald Reagan Washington (DCA) 1
08:35
Chicago Midway (MDW) Southwest Airlines WN 2386 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
09:00
Ronald Reagan Washington (DCA) 1
10:10
Chicago Midway (MDW) Southwest Airlines WN 2387 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06 |
| Fri,Sun
20:25
Ronald Reagan Washington (DCA) 1
21:35
Chicago Midway (MDW) Southwest Airlines WN 2389 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-02 through 2026-01-04 |
| Mon,Thu,Fri
09:45
Ronald Reagan Washington (DCA) 1
10:40
Chicago Midway (MDW) Southwest Airlines WN 2599 Non-stop Boeing 737-800 (73H) 1:55 Effective 2026-08-06 through 2026-09-28 |
| Tue,Wed
21:00
Ronald Reagan Washington (DCA) 1
22:05
Chicago Midway (MDW) Southwest Airlines WN 2679 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-08-04 through 2026-09-30 |
| Sun
21:30
Ronald Reagan Washington (DCA) 1
22:30
Chicago Midway (MDW) Southwest Airlines WN 2679 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-08-09 through 2026-09-27 |
| Wed,Thu
20:45
Ronald Reagan Washington (DCA) 1
21:55
Chicago Midway (MDW) Southwest Airlines WN 2770 Non-stop Boeing 737-700 (73W) 2:10 Valid until 2026-01-01 |
| Sun
19:15
Ronald Reagan Washington (DCA) 1
20:20
Chicago Midway (MDW) Southwest Airlines WN 2809 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-04-12 through 2026-05-17 |
| Sun
19:15
Ronald Reagan Washington (DCA) 1
20:20
Chicago Midway (MDW) Southwest Airlines WN 2809 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-05-31 |
| Sun
20:00
Ronald Reagan Washington (DCA) 1
21:05
Chicago Midway (MDW) Southwest Airlines WN 2852 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-06-07 through 2026-08-02 |
| Sat
06:10
Ronald Reagan Washington (DCA) 1
07:10
Chicago Midway (MDW) Southwest Airlines WN 2859 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-06 through 2026-08-01 |
| Sun
14:50
Ronald Reagan Washington (DCA) 1
16:00
Chicago Midway (MDW) Southwest Airlines WN 2955 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-08 through 2026-04-05 |
| Thu,Fri,Sun
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-11 through 2026-01-16 |
| Mon-Fri,Sun
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-01 through 2026-02-08 |
| Mon-Wed,Sun
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-09 through 2026-02-15 |
| Mon-Thu
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-17 through 2026-02-25 |
| Mon-Wed
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-02 through 2026-03-04 |
| Mon-Fri
06:05
Ronald Reagan Washington (DCA) 1
07:20
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-06 through 2026-01-14 |
| Sat
06:05
Ronald Reagan Washington (DCA) 1
07:20
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-10 through 2026-02-07 |
| Sun
06:05
Ronald Reagan Washington (DCA) 1
07:20
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2026-01-18 |
| Mon-Fri
06:05
Ronald Reagan Washington (DCA) 1
07:20
Chicago Midway (MDW) Southwest Airlines WN 2977 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-01-26 through 2026-02-04 |
- 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.
