All airlines flying from Ronald Reagan Washington (DCA) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Thu,Fri
09:30
Ronald Reagan Washington (DCA) 1
10:25
Chicago Midway (MDW) Southwest Airlines WN 155 Non-stop Boeing 737-700 (Scimitar Winglets) 1:55 Effective 2026-04-09 through 2026-06-01 |
| Tue,Wed
09:45
Ronald Reagan Washington (DCA) 1
10:45
Chicago Midway (MDW) Southwest Airlines WN 155 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-04-07 through 2026-06-03 |
| Sun
06:00
Ronald Reagan Washington (DCA) 1
07:05
Chicago Midway (MDW) Southwest Airlines WN 192 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-05-24 |
| Sat
06:40
Ronald Reagan Washington (DCA) 1
07:45
Chicago Midway (MDW) Southwest Airlines WN 192 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-11 through 2026-05-30 |
| Sun
07:40
Ronald Reagan Washington (DCA) 1
08:40
Chicago Midway (MDW) Southwest Airlines WN 192 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-04-12 through 2026-05-17 |
| Sun
07:40
Ronald Reagan Washington (DCA) 1
08:40
Chicago Midway (MDW) Southwest Airlines WN 192 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Operates only on 2026-05-31 |
| Mon-Fri
07:55
Ronald Reagan Washington (DCA) 1
09:00
Chicago Midway (MDW) Southwest Airlines WN 192 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-04-07 through 2026-06-03 |
| Wed,Thu
09:30
Ronald Reagan Washington (DCA) 1
10:35
Chicago Midway (MDW) Southwest Airlines WN 215 Non-stop Boeing 737-700 (73W) 2:05 Valid until 2026-01-01 |
| Mon
11:40
Ronald Reagan Washington (DCA) 1
12:45
Chicago Midway (MDW) Southwest Airlines WN 215 Non-stop Boeing 737-800 (73H) 2:05 Operates only on 2026-01-05 |
| Mon,Tue,Fri,Sun
11:55
Ronald Reagan Washington (DCA) 1
13:00
Chicago Midway (MDW) Southwest Airlines WN 215 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Valid until 2026-01-04 |
| Sat
13:35
Ronald Reagan Washington (DCA) 1
14:40
Chicago Midway (MDW) Southwest Airlines WN 215 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Operates only on 2026-01-03 |
| Mon,Thu,Fri
15:35
Ronald Reagan Washington (DCA) 1
16:50
Chicago Midway (MDW) Southwest Airlines WN 244 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
15:35
Ronald Reagan Washington (DCA) 1
16:50
Chicago Midway (MDW) Southwest Airlines WN 244 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-02-20 through 2026-03-01 |
| Sat
15:40
Ronald Reagan Washington (DCA) 1
16:55
Chicago Midway (MDW) Southwest Airlines WN 244 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-14 through 2026-02-28 |
| Sat
13:10
Ronald Reagan Washington (DCA) 1
14:10
Chicago Midway (MDW) Southwest Airlines WN 277 Non-stop Boeing 737 MAX 8 (7M8) 2:00 Effective 2026-06-06 through 2026-08-01 |
| Sun
21:10
Ronald Reagan Washington (DCA) 1
22:10
Chicago Midway (MDW) Southwest Airlines WN 370 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-06-07 through 2026-08-02 |
| Sat
10:00
Ronald Reagan Washington (DCA) 1
11:10
Chicago Midway (MDW) Southwest Airlines WN 416 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-07 through 2026-04-04 |
| Sun
11:55
Ronald Reagan Washington (DCA) 1
12:55
Chicago Midway (MDW) Southwest Airlines WN 488 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-06-07 through 2026-08-02 |
| Wed,Thu
06:00
Ronald Reagan Washington (DCA) 1
07:05
Chicago Midway (MDW) Southwest Airlines WN 540 Non-stop Boeing 737-700 (73W) 2:05 Valid until 2026-01-01 |
| Mon
06:00
Ronald Reagan Washington (DCA) 1
07:05
Chicago Midway (MDW) Southwest Airlines WN 540 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-01-05 |
| Sat
10:40
Ronald Reagan Washington (DCA) 1
11:40
Chicago Midway (MDW) Southwest Airlines WN 554 Non-stop Boeing 737-700 (Scimitar Winglets) 2:00 Effective 2026-06-06 through 2026-08-01 |
| Mon,Tue,Fri,Sun
15:10
Ronald Reagan Washington (DCA) 1
16:20
Chicago Midway (MDW) Southwest Airlines WN 697 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-04 |
| Sun
18:15
Ronald Reagan Washington (DCA) 1
19:20
Chicago Midway (MDW) Southwest Airlines WN 768 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Operates only on 2026-05-24 |
| Mon-Fri
15:25
Ronald Reagan Washington (DCA) 1
16:40
Chicago Midway (MDW) Southwest Airlines WN 1288 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
15:25
Ronald Reagan Washington (DCA) 1
16:40
Chicago Midway (MDW) Southwest Airlines WN 1288 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
15:25
Ronald Reagan Washington (DCA) 1
16:40
Chicago Midway (MDW) Southwest Airlines WN 1288 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
15:25
Ronald Reagan Washington (DCA) 1
16:40
Chicago Midway (MDW) Southwest Airlines WN 1288 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
15:25
Ronald Reagan Washington (DCA) 1
16:40
Chicago Midway (MDW) Southwest Airlines WN 1288 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-18 through 2026-03-04 |
| Sat
16:40
Ronald Reagan Washington (DCA) 1
17:50
Chicago Midway (MDW) Southwest Airlines WN 1288 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-10 through 2026-02-07 |
| Mon,Thu,Fri
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 1369 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
06:00
Ronald Reagan Washington (DCA) 1
07:15
Chicago Midway (MDW) Southwest Airlines WN 1369 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-02-20 through 2026-03-01 |
| Sat
06:15
Ronald Reagan Washington (DCA) 1
07:25
Chicago Midway (MDW) Southwest Airlines WN 1369 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-14 through 2026-02-28 |
| Mon-Fri
09:30
Ronald Reagan Washington (DCA) 1
10:35
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
09:30
Ronald Reagan Washington (DCA) 1
10:35
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
09:30
Ronald Reagan Washington (DCA) 1
10:35
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
09:30
Ronald Reagan Washington (DCA) 1
10:35
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
09:30
Ronald Reagan Washington (DCA) 1
10:35
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-02-18 through 2026-03-04 |
| Sat
11:10
Ronald Reagan Washington (DCA) 1
12:20
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-01-10 through 2026-02-07 |
| Mon,Thu,Fri
11:40
Ronald Reagan Washington (DCA) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
11:40
Ronald Reagan Washington (DCA) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-20 through 2026-03-01 |
| Thu,Fri,Sun
11:45
Ronald Reagan Washington (DCA) 1
12:55
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
11:45
Ronald Reagan Washington (DCA) 1
12:55
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
11:45
Ronald Reagan Washington (DCA) 1
12:55
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
11:45
Ronald Reagan Washington (DCA) 1
12:55
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
11:45
Ronald Reagan Washington (DCA) 1
12:55
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-17 through 2026-02-23 |
| Mon
11:45
Ronald Reagan Washington (DCA) 1
12:55
Chicago Midway (MDW) Southwest Airlines WN 1371 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-03-02 |
| Tue,Wed
18:55
Ronald Reagan Washington (DCA) 1
20:00
Chicago Midway (MDW) Southwest Airlines WN 1394 Non-stop Boeing 737-700 (Scimitar Winglets) 2:05 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
19:40
Ronald Reagan Washington (DCA) 1
20:45
Chicago Midway (MDW) Southwest Airlines WN 1394 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
06:05
Ronald Reagan Washington (DCA) 1
07:00
Chicago Midway (MDW) Southwest Airlines WN 1409 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-08-04 through 2026-09-30 |
| Sat
06:10
Ronald Reagan Washington (DCA) 1
07:05
Chicago Midway (MDW) Southwest Airlines WN 1409 Non-stop Boeing 737 MAX 8 (7M8) 1:55 Effective 2026-08-08 through 2026-09-26 |
- 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.
