All airlines flying from Denver (DEN) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Tue,Wed
17:55
Denver (DEN)
21:30
Chicago Midway (MDW) Southwest Airlines WN 1590 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-07 through 2026-06-03 |
| Sat
05:15
Denver (DEN)
08:35
Chicago Midway (MDW) Southwest Airlines WN 1598 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-06 through 2026-08-01 |
| Sun
05:50
Denver (DEN)
09:15
Chicago Midway (MDW) Southwest Airlines WN 1598 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
05:55
Denver (DEN)
09:20
Chicago Midway (MDW) Southwest Airlines WN 1598 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
06:15
Denver (DEN)
09:40
Chicago Midway (MDW) Southwest Airlines WN 1598 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-09 through 2026-07-29 |
| Sun
11:50
Denver (DEN)
15:20
Chicago Midway (MDW) Southwest Airlines WN 1601 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
13:00
Denver (DEN)
16:20
Chicago Midway (MDW) Southwest Airlines WN 1601 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
13:30
Denver (DEN)
16:50
Chicago Midway (MDW) Southwest Airlines WN 1603 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-06-09 through 2026-07-29 |
| Sun
14:40
Denver (DEN)
18:00
Chicago Midway (MDW) Southwest Airlines WN 1603 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-07 through 2026-08-02 |
| Sat
15:00
Denver (DEN)
18:20
Chicago Midway (MDW) Southwest Airlines WN 1603 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
15:50
Denver (DEN)
19:15
Chicago Midway (MDW) Southwest Airlines WN 1603 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
17:20
Denver (DEN)
20:45
Chicago Midway (MDW) Southwest Airlines WN 1604 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri,Sun
17:35
Denver (DEN)
21:00
Chicago Midway (MDW) Southwest Airlines WN 1604 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-04 through 2026-08-03 |
| Sun
18:55
Denver (DEN)
22:20
Chicago Midway (MDW) Southwest Airlines WN 1614 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-06-07 through 2026-08-02 |
| Tue,Wed
19:00
Denver (DEN)
22:25
Chicago Midway (MDW) Southwest Airlines WN 1614 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
19:20
Denver (DEN)
22:45
Chicago Midway (MDW) Southwest Airlines WN 1614 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
20:30
Denver (DEN)
23:50
Chicago Midway (MDW) Southwest Airlines WN 1615 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
20:50
Denver (DEN)
00:10
Chicago Midway (MDW) Southwest Airlines WN 1615 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-04 through 2026-08-03 The flight arrives 1 day after departure. |
| Sun
20:55
Denver (DEN)
00:15
Chicago Midway (MDW) Southwest Airlines WN 1615 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-07 through 2026-08-02 The flight arrives 1 day after departure. |
| Tue,Wed
17:55
Denver (DEN)
21:15
Chicago Midway (MDW) Southwest Airlines WN 1840 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
18:05
Denver (DEN)
21:30
Chicago Midway (MDW) Southwest Airlines WN 1840 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-03-05 through 2026-04-06 |
| Sun
20:50
Denver (DEN)
00:10
Chicago Midway (MDW) Southwest Airlines WN 1840 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-03-08 through 2026-04-05 The flight arrives 1 day after departure. |
| Sun
06:05
Denver (DEN)
09:30
Chicago Midway (MDW) Southwest Airlines WN 1939 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-12 through 2026-05-17 |
| Sun
06:05
Denver (DEN)
09:30
Chicago Midway (MDW) Southwest Airlines WN 1939 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-05-31 |
| Sat
06:30
Denver (DEN)
09:50
Chicago Midway (MDW) Southwest Airlines WN 1939 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-11 through 2026-05-30 |
| Tue,Wed
06:35
Denver (DEN)
09:55
Chicago Midway (MDW) Southwest Airlines WN 1939 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
06:35
Denver (DEN)
09:55
Chicago Midway (MDW) Southwest Airlines WN 1939 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-09 through 2026-06-01 |
| Sun
07:15
Denver (DEN)
10:40
Chicago Midway (MDW) Southwest Airlines WN 1939 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-05-24 |
| Sun
10:35
Denver (DEN)
13:55
Chicago Midway (MDW) Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-12 through 2026-05-17 |
| Sun
10:35
Denver (DEN)
13:55
Chicago Midway (MDW) Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-05-31 |
| Tue,Wed
10:55
Denver (DEN)
14:15
Chicago Midway (MDW) Southwest Airlines WN 1941 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-04-07 through 2026-06-03 |
| Sat
10:55
Denver (DEN)
14:15
Chicago Midway (MDW) Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
11:00
Denver (DEN)
14:20
Chicago Midway (MDW) Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-09 through 2026-06-01 |
| Sun
12:15
Denver (DEN)
15:35
Chicago Midway (MDW) Southwest Airlines WN 1941 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-05-24 |
| Mon,Thu,Fri
14:45
Denver (DEN)
18:05
Chicago Midway (MDW) Southwest Airlines WN 1942 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-09 through 2026-06-01 |
| Sat
14:20
Denver (DEN)
17:40
Chicago Midway (MDW) Southwest Airlines WN 1955 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
07:00
Denver (DEN)
10:20
Chicago Midway (MDW) Southwest Airlines WN 1963 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-08-06 through 2026-09-28 |
| Sun
20:20
Denver (DEN)
23:40
Chicago Midway (MDW) Southwest Airlines WN 2007 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-01-04 |
| Sat
20:25
Denver (DEN)
23:45
Chicago Midway (MDW) Southwest Airlines WN 2007 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-01-03 |
| Fri
20:30
Denver (DEN)
23:45
Chicago Midway (MDW) Southwest Airlines WN 2007 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-01-02 |
| Tue
09:45
Denver (DEN)
13:10
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-01-06 |
| Mon-Fri
09:45
Denver (DEN)
13:10
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-07 through 2026-01-14 |
| Mon-Fri
09:45
Denver (DEN)
13:10
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-21 through 2026-02-04 |
| Tue,Wed,Sun
09:45
Denver (DEN)
13:10
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
09:45
Denver (DEN)
13:10
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-18 through 2026-03-04 |
| Thu,Fri,Sun
19:05
Denver (DEN)
22:25
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
19:05
Denver (DEN)
22:25
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
19:05
Denver (DEN)
22:25
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
19:05
Denver (DEN)
22:25
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
19:05
Denver (DEN)
22:25
Chicago Midway (MDW) Southwest Airlines WN 2090 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-17 through 2026-02-23 |
- A domestic route departing from the Denver airport (DEN) and arriving at Chicago Midway airport (MDW).
- The flight distance is 893 miles, or 1436 km.
- The timezone of the departure airport is UTC-7 , 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 2:15 and 2:35.
