All airlines flying from Denver (DEN) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Non-Direct Flights: |
| Sun
19:05
Denver (DEN)
00:50
Chicago Midway (MDW) Southwest Airlines WN 1849 1-stop Boeing 737 MAX 8 (7M8) 4:45 Operates only on 2026-05-31 The flight arrives 1 day after departure. |
| Sat
11:40
Denver (DEN)
17:15
Chicago Midway (MDW) Southwest Airlines WN 1853 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Effective 2026-04-11 through 2026-05-30 |
| Sun
12:00
Denver (DEN)
17:05
Chicago Midway (MDW) Southwest Airlines WN 1918 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Operates only on 2026-05-24 |
| Mon
10:00
Denver (DEN)
15:45
Chicago Midway (MDW) Southwest Airlines WN 1967 1-stop Boeing 737-800 (73H) 4:45 Operates only on 2026-01-05 |
| Tue,Wed
11:05
Denver (DEN)
16:35
Chicago Midway (MDW) Southwest Airlines WN 2321 1-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-04-07 through 2026-06-03 |
| Sat
15:30
Denver (DEN)
21:25
Chicago Midway (MDW) Southwest Airlines WN 2328 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Operates only on 2026-01-03 |
| Tue,Wed
11:45
Denver (DEN)
16:40
Chicago Midway (MDW) Southwest Airlines WN 2401 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-10 through 2026-04-01 |
| Tue,Wed
11:10
Denver (DEN)
16:10
Chicago Midway (MDW) Southwest Airlines WN 2446 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-03-10 through 2026-04-01 |
| Sat
10:00
Denver (DEN)
14:45
Chicago Midway (MDW) Southwest Airlines WN 2572 1-stop Boeing 737-700 (Scimitar Winglets) 3:45 Effective 2026-06-06 through 2026-08-01 |
| Mon,Tue,Fri,Sun
13:10
Denver (DEN)
19:00
Chicago Midway (MDW) Southwest Airlines WN 2598 1-stop Boeing 737 MAX 8 (7M8) 4:50 Valid until 2026-01-04 |
| Mon,Thu,Fri
15:45
Denver (DEN)
20:20
Chicago Midway (MDW) Southwest Airlines WN 2600 1-stop Boeing 737-700 (Scimitar Winglets) 3:35 Effective 2026-03-05 through 2026-04-06 |
| Sat
13:10
Denver (DEN)
18:30
Chicago Midway (MDW) Southwest Airlines WN 2653 1-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2026-01-10 through 2026-02-07 |
| Fri,Sun
09:55
Denver (DEN)
14:50
Chicago Midway (MDW) Southwest Airlines WN 2662 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-01-02 through 2026-01-04 |
| Sat
10:05
Denver (DEN)
15:10
Chicago Midway (MDW) Southwest Airlines WN 2820 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-06-06 through 2026-08-01 |
| Sat
12:55
Denver (DEN)
17:55
Chicago Midway (MDW) Southwest Airlines WN 3017 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-03-07 through 2026-04-04 |
| Tue,Wed
14:25
Denver (DEN)
19:45
Chicago Midway (MDW) Southwest Airlines WN 3267 1-stop Boeing 737-800 (73H) 4:20 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
15:10
Denver (DEN)
20:30
Chicago Midway (MDW) Southwest Airlines WN 3267 1-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2026-03-05 through 2026-04-06 |
| Sun
15:20
Denver (DEN)
20:40
Chicago Midway (MDW) Southwest Airlines WN 3267 1-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2026-03-08 through 2026-04-05 |
| Sun
13:15
Denver (DEN)
17:40
Chicago Midway (MDW) Southwest Airlines WN 3444 1-stop Boeing 737-700 (Scimitar Winglets) 3:25 Effective 2026-03-08 through 2026-04-05 |
| Mon
13:00
Denver (DEN)
18:30
Chicago Midway (MDW) Southwest Airlines WN 3610 1-stop Boeing 737-800 (73H) 4:30 Operates only on 2026-01-05 |
| Sun
10:35
Denver (DEN)
15:25
Chicago Midway (MDW) Southwest Airlines WN 3630 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2026-04-12 through 2026-05-17 |
| Sun
10:35
Denver (DEN)
15:25
Chicago Midway (MDW) Southwest Airlines WN 3630 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Operates only on 2026-05-31 |
| Tue,Wed
12:15
Denver (DEN)
17:00
Chicago Midway (MDW) Southwest Airlines WN 4262 1-stop Boeing 737-700 (Scimitar Winglets) 3:45 Effective 2026-06-09 through 2026-07-29 |
| Thu,Fri,Sun
07:05
Denver (DEN)
13:00
Chicago Midway (MDW) Southwest Airlines WN 4637 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
07:05
Denver (DEN)
13:00
Chicago Midway (MDW) Southwest Airlines WN 4637 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
07:05
Denver (DEN)
13:00
Chicago Midway (MDW) Southwest Airlines WN 4637 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
07:05
Denver (DEN)
13:00
Chicago Midway (MDW) Southwest Airlines WN 4637 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
07:05
Denver (DEN)
13:00
Chicago Midway (MDW) Southwest Airlines WN 4637 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-02-17 through 2026-02-23 |
| Mon
07:05
Denver (DEN)
13:00
Chicago Midway (MDW) Southwest Airlines WN 4637 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Operates only on 2026-03-02 |
| Sun
07:50
Denver (DEN)
17:40
Chicago Midway (MDW) Southwest Airlines WN 446 2-stop Boeing 737-800 (73H) 8:50 Effective 2026-06-07 through 2026-08-02 |
| Sun
09:30
Denver (DEN)
17:15
Chicago Midway (MDW) Southwest Airlines WN 492 2-stop Boeing 737-700 (Scimitar Winglets) 6:45 Operates only on 2026-05-24 |
| Mon,Tue,Fri,Sun
12:30
Denver (DEN)
21:15
Chicago Midway (MDW) Southwest Airlines WN 2432 2-stop Boeing 737 MAX 8 (7M8) 7:45 Valid until 2026-01-04 |
| Thu,Fri,Sun
08:15
Denver (DEN)
17:00
Chicago Midway (MDW) Southwest Airlines WN 2710 2-stop Boeing 737-700 (Scimitar Winglets) 7:45 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
08:15
Denver (DEN)
17:00
Chicago Midway (MDW) Southwest Airlines WN 2710 2-stop Boeing 737-700 (Scimitar Winglets) 7:45 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
08:15
Denver (DEN)
17:00
Chicago Midway (MDW) Southwest Airlines WN 2710 2-stop Boeing 737-700 (Scimitar Winglets) 7:45 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
08:15
Denver (DEN)
17:00
Chicago Midway (MDW) Southwest Airlines WN 2710 2-stop Boeing 737-700 (Scimitar Winglets) 7:45 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
08:15
Denver (DEN)
17:00
Chicago Midway (MDW) Southwest Airlines WN 2710 2-stop Boeing 737-700 (Scimitar Winglets) 7:45 Effective 2026-02-17 through 2026-02-23 |
| Mon
08:15
Denver (DEN)
17:00
Chicago Midway (MDW) Southwest Airlines WN 2710 2-stop Boeing 737-700 (Scimitar Winglets) 7:45 Operates only on 2026-03-02 |
| Tue,Wed
11:00
Denver (DEN)
17:10
Chicago Midway (MDW) Southwest Airlines WN 3583 2-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-04-07 through 2026-06-03 |
| Sat
07:50
Denver (DEN)
16:55
Chicago Midway (MDW) Southwest Airlines WN 2664 3-stop Boeing 737-700 (Scimitar Winglets) 8:05 Effective 2026-06-06 through 2026-08-01 |
| Tue,Wed
08:55
Denver (DEN)
19:55
Chicago Midway (MDW) Southwest Airlines WN 4128 3-stop Boeing 737-700 (Scimitar Winglets) 10:00 Effective 2026-04-07 through 2026-06-03 |
| Direct Codeshare Flights: |
| Mon,Fri
10:43
Denver (DEN)
14:05
Chicago Midway (MDW) Volaris Y4 2361 Non-stop Airbus A320 (320) 2:22 Effective 2026-01-09 through 2026-01-12 Codeshare flight, operated by Frontier Airlines.(F9) |
| Mon,Fri
16:32
Denver (DEN)
19:54
Chicago Midway (MDW) Volaris Y4 2361 Non-stop Airbus A320 (320) 2:22 Effective 2026-01-16 through 2026-01-19 Codeshare flight, operated by Frontier Airlines.(F9) |
| Sun
18:27
Denver (DEN)
21:50
Chicago Midway (MDW) Volaris Y4 2361 Non-stop Airbus A320 (320) 2:23 Valid until 2026-01-04 Codeshare flight, operated by Frontier Airlines.(F9) |
- 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.
