All airlines flying from Dallas Love Field (DAL) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon,Sun
12:45
Dallas Love Field (DAL) 1
14:55
Chicago Midway (MDW) Southwest Airlines WN 1880 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
12:45
Dallas Love Field (DAL) 1
14:55
Chicago Midway (MDW) Southwest Airlines WN 1880 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-17 through 2026-02-23 |
| Mon
12:45
Dallas Love Field (DAL) 1
14:55
Chicago Midway (MDW) Southwest Airlines WN 1880 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2026-03-02 |
| Tue,Wed
18:05
Dallas Love Field (DAL) 1
20:20
Chicago Midway (MDW) Southwest Airlines WN 1916 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-04-07 through 2026-06-03 |
| Tue,Wed
19:50
Dallas Love Field (DAL) 1
22:00
Chicago Midway (MDW) Southwest Airlines WN 2103 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
12:35
Dallas Love Field (DAL) 1
14:45
Chicago Midway (MDW) Southwest Airlines WN 2111 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06 |
| Wed,Thu
06:45
Dallas Love Field (DAL) 1
08:55
Chicago Midway (MDW) Southwest Airlines WN 2143 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-01 |
| Mon
19:50
Dallas Love Field (DAL) 1
22:00
Chicago Midway (MDW) Southwest Airlines WN 2143 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2026-01-05 |
| Fri,Sun
20:40
Dallas Love Field (DAL) 1
22:50
Chicago Midway (MDW) Southwest Airlines WN 2143 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-02 through 2026-01-04 |
| Mon-Sat
06:00
Dallas Love Field (DAL) 1
08:10
Chicago Midway (MDW) Southwest Airlines WN 2232 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-05 through 2026-04-06 |
| Mon,Fri,Sun
06:00
Dallas Love Field (DAL) 1
08:15
Chicago Midway (MDW) Southwest Airlines WN 2237 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Valid until 2026-01-04 |
| Sat
06:00
Dallas Love Field (DAL) 1
08:15
Chicago Midway (MDW) Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2026-01-03 |
| Mon
06:00
Dallas Love Field (DAL) 1
08:15
Chicago Midway (MDW) Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-01-05 |
| Sat
18:00
Dallas Love Field (DAL) 1
20:10
Chicago Midway (MDW) Southwest Airlines WN 2240 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-01-03 |
| Sat
14:50
Dallas Love Field (DAL) 1
17:05
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-14 through 2026-02-28 |
| Mon,Fri
16:20
Dallas Love Field (DAL) 1
18:30
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-13 through 2026-02-20 |
| Thu,Fri,Sun
16:20
Dallas Love Field (DAL) 1
18:30
Chicago Midway (MDW) Southwest Airlines WN 2253 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-22 through 2026-03-01 |
| Sat
11:20
Dallas Love Field (DAL) 1
13:30
Chicago Midway (MDW) Southwest Airlines WN 2272 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
11:55
Dallas Love Field (DAL) 1
14:05
Chicago Midway (MDW) Southwest Airlines WN 2272 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
11:55
Dallas Love Field (DAL) 1
14:05
Chicago Midway (MDW) Southwest Airlines WN 2272 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-20 through 2026-03-01 |
| Mon-Fri
16:50
Dallas Love Field (DAL) 1
19:00
Chicago Midway (MDW) Southwest Airlines WN 2308 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
16:50
Dallas Love Field (DAL) 1
19:00
Chicago Midway (MDW) Southwest Airlines WN 2308 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
16:50
Dallas Love Field (DAL) 1
19:00
Chicago Midway (MDW) Southwest Airlines WN 2308 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
16:50
Dallas Love Field (DAL) 1
19:00
Chicago Midway (MDW) Southwest Airlines WN 2308 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
16:50
Dallas Love Field (DAL) 1
19:00
Chicago Midway (MDW) Southwest Airlines WN 2308 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-18 through 2026-03-04 |
| Mon,Thu,Fri
20:15
Dallas Love Field (DAL) 1
22:25
Chicago Midway (MDW) Southwest Airlines WN 2491 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
20:15
Dallas Love Field (DAL) 1
22:25
Chicago Midway (MDW) Southwest Airlines WN 2491 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-15 through 2026-02-19 |
| Mon
20:15
Dallas Love Field (DAL) 1
22:25
Chicago Midway (MDW) Southwest Airlines WN 2491 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-02-23 through 2026-03-02 |
| Sun
13:15
Dallas Love Field (DAL) 1
15:30
Chicago Midway (MDW) Southwest Airlines WN 2536 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-04-12 through 2026-05-17 |
| Sun
13:15
Dallas Love Field (DAL) 1
15:30
Chicago Midway (MDW) Southwest Airlines WN 2536 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-05-31 |
| Mon,Tue,Fri,Sun
16:45
Dallas Love Field (DAL) 1
19:00
Chicago Midway (MDW) Southwest Airlines WN 2598 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Valid until 2026-01-04 |
| Sun
09:15
Dallas Love Field (DAL) 1
11:30
Chicago Midway (MDW) Southwest Airlines WN 2744 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-06-07 through 2026-08-02 |
| Thu,Fri,Sun
10:40
Dallas Love Field (DAL) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 2893 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
10:40
Dallas Love Field (DAL) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 2893 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
10:40
Dallas Love Field (DAL) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 2893 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
10:40
Dallas Love Field (DAL) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 2893 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
10:40
Dallas Love Field (DAL) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 2893 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-17 through 2026-02-23 |
| Mon
10:40
Dallas Love Field (DAL) 1
12:50
Chicago Midway (MDW) Southwest Airlines WN 2893 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-03-02 |
| Mon
14:25
Dallas Love Field (DAL) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 3200 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-01-05 |
| Thu
17:10
Dallas Love Field (DAL) 1
19:25
Chicago Midway (MDW) Southwest Airlines WN 3200 Non-stop Boeing 737-700 (73W) 2:15 Valid until 2026-01-01 |
| Mon
16:10
Dallas Love Field (DAL) 1
18:25
Chicago Midway (MDW) Southwest Airlines WN 3275 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-01-05 |
| Sat
12:10
Dallas Love Field (DAL) 1
14:20
Chicago Midway (MDW) Southwest Airlines WN 3286 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-08 through 2026-09-26 |
| Mon,Thu,Fri
21:10
Dallas Love Field (DAL) 1
23:20
Chicago Midway (MDW) Southwest Airlines WN 3286 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-08-06 through 2026-09-28 |
| Sun
07:10
Dallas Love Field (DAL) 1
09:20
Chicago Midway (MDW) Southwest Airlines WN 3388 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
18:35
Dallas Love Field (DAL) 1
20:45
Chicago Midway (MDW) Southwest Airlines WN 3443 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
22:00
Dallas Love Field (DAL) 1
00:05
Chicago Midway (MDW) Southwest Airlines WN 3443 Non-stop Boeing 737-800 (73H) 2:05 Effective 2026-03-10 through 2026-04-01 The flight arrives 1 day after departure. |
| Tue
13:10
Dallas Love Field (DAL) 1
15:20
Chicago Midway (MDW) Southwest Airlines WN 3613 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-04 through 2026-09-29 |
| Wed
13:10
Dallas Love Field (DAL) 1
15:20
Chicago Midway (MDW) Southwest Airlines WN 3622 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-05 through 2026-09-30 |
| Sat
12:05
Dallas Love Field (DAL) 1
14:20
Chicago Midway (MDW) Southwest Airlines WN 4061 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-04-11 through 2026-05-30 |
| Fri
19:10
Dallas Love Field (DAL) 1
21:20
Chicago Midway (MDW) Southwest Airlines WN 4110 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-02-13 |
- A domestic route departing from the Dallas Love Field airport (DAL) and arriving at Chicago Midway airport (MDW).
- The flight distance is 793 miles, or 1276 km.
- The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
- For direct flights, the flight time varies between 2:05 and 2:15.
