All airlines flying from Dallas Love Field (DAL) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sat
10:00
Dallas Love Field (DAL) 1
12:15
Chicago Midway (MDW) Southwest Airlines WN 8 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
15:20
Dallas Love Field (DAL) 1
17:35
Chicago Midway (MDW) Southwest Airlines WN 30 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-04-09 through 2026-06-01 |
| Mon,Thu,Fri
16:50
Dallas Love Field (DAL) 1
19:05
Chicago Midway (MDW) Southwest Airlines WN 36 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-06-04 through 2026-08-03 |
| Sat
22:45
Dallas Love Field (DAL) 1
00:50
Chicago Midway (MDW) Southwest Airlines WN 54 Non-stop Boeing 737 MAX 8 (7M8) 2:05 Effective 2026-03-07 through 2026-04-04 The flight arrives 1 day after departure. |
| Sat
18:45
Dallas Love Field (DAL) 1
21:00
Chicago Midway (MDW) Southwest Airlines WN 107 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-06-06 through 2026-08-01 |
| Sun
18:55
Dallas Love Field (DAL) 1
21:10
Chicago Midway (MDW) Southwest Airlines WN 107 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
19:50
Dallas Love Field (DAL) 1
22:00
Chicago Midway (MDW) Southwest Airlines WN 107 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-06-04 through 2026-08-03 |
| Mon-Fri
06:00
Dallas Love Field (DAL) 1
08:10
Chicago Midway (MDW) Southwest Airlines WN 130 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-08-04 through 2026-09-30 |
| Sun
06:05
Dallas Love Field (DAL) 1
08:15
Chicago Midway (MDW) Southwest Airlines WN 130 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-08-09 through 2026-09-27 |
| Sat
06:15
Dallas Love Field (DAL) 1
08:25
Chicago Midway (MDW) Southwest Airlines WN 130 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-08-08 through 2026-09-26 |
| Thu
19:10
Dallas Love Field (DAL) 1
21:20
Chicago Midway (MDW) Southwest Airlines WN 147 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-02-12 |
| Mon
19:10
Dallas Love Field (DAL) 1
21:20
Chicago Midway (MDW) Southwest Airlines WN 147 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2026-02-16 |
| Thu,Fri,Sun
19:10
Dallas Love Field (DAL) 1
21:20
Chicago Midway (MDW) Southwest Airlines WN 147 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-02-20 through 2026-03-01 |
| Sat
18:50
Dallas Love Field (DAL) 1
21:05
Chicago Midway (MDW) Southwest Airlines WN 210 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
19:05
Dallas Love Field (DAL) 1
21:15
Chicago Midway (MDW) Southwest Airlines WN 210 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-04-09 through 2026-06-01 |
| Tue,Wed
19:35
Dallas Love Field (DAL) 1
21:45
Chicago Midway (MDW) Southwest Airlines WN 210 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-04-07 through 2026-06-03 |
| Sun
19:40
Dallas Love Field (DAL) 1
21:50
Chicago Midway (MDW) Southwest Airlines WN 210 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-04-12 through 2026-05-17 |
| Sun
19:40
Dallas Love Field (DAL) 1
21:50
Chicago Midway (MDW) Southwest Airlines WN 210 Non-stop Boeing 737-800 (73H) 2:10 Operates only on 2026-05-31 |
| Sat
19:20
Dallas Love Field (DAL) 1
21:30
Chicago Midway (MDW) Southwest Airlines WN 239 Non-stop Boeing 737-800 (73H) 2:10 Valid until 2026-01-03 |
| Wed,Thu
09:00
Dallas Love Field (DAL) 1
11:15
Chicago Midway (MDW) Southwest Airlines WN 265 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Valid until 2026-01-01 |
| Mon
10:25
Dallas Love Field (DAL) 1
12:35
Chicago Midway (MDW) Southwest Airlines WN 265 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-01-05 |
| Fri,Sun
11:00
Dallas Love Field (DAL) 1
13:10
Chicago Midway (MDW) Southwest Airlines WN 265 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-02 through 2026-01-04 |
| Sat
11:10
Dallas Love Field (DAL) 1
13:25
Chicago Midway (MDW) Southwest Airlines WN 265 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2026-01-03 |
| Sun
09:45
Dallas Love Field (DAL) 1
11:55
Chicago Midway (MDW) Southwest Airlines WN 410 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
09:50
Dallas Love Field (DAL) 1
12:00
Chicago Midway (MDW) Southwest Airlines WN 410 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed,Sat
09:50
Dallas Love Field (DAL) 1
12:00
Chicago Midway (MDW) Southwest Airlines WN 410 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-07 through 2026-04-04 |
| Fri,Sun
07:20
Dallas Love Field (DAL) 1
09:35
Chicago Midway (MDW) Southwest Airlines WN 504 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-01-02 through 2026-01-04 |
| Sun
09:50
Dallas Love Field (DAL) 1
12:05
Chicago Midway (MDW) Southwest Airlines WN 561 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-05-24 |
| Sun
09:55
Dallas Love Field (DAL) 1
12:10
Chicago Midway (MDW) Southwest Airlines WN 561 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-04-12 through 2026-05-17 |
| Sun
09:55
Dallas Love Field (DAL) 1
12:10
Chicago Midway (MDW) Southwest Airlines WN 561 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-05-31 |
| Sun
17:35
Dallas Love Field (DAL) 1
19:45
Chicago Midway (MDW) Southwest Airlines WN 777 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
13:00
Dallas Love Field (DAL) 1
15:15
Chicago Midway (MDW) Southwest Airlines WN 932 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-04-09 through 2026-06-01 |
| Tue,Wed
13:10
Dallas Love Field (DAL) 1
15:25
Chicago Midway (MDW) Southwest Airlines WN 932 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-04-07 through 2026-06-03 |
| Tue,Wed
18:30
Dallas Love Field (DAL) 1
20:40
Chicago Midway (MDW) Southwest Airlines WN 987 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-06-09 through 2026-07-29 |
| Sat
14:35
Dallas Love Field (DAL) 1
16:50
Chicago Midway (MDW) Southwest Airlines WN 1006 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-06 through 2026-08-01 |
| Sat
14:30
Dallas Love Field (DAL) 1
16:40
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
14:35
Dallas Love Field (DAL) 1
16:45
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
14:35
Dallas Love Field (DAL) 1
16:45
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
14:35
Dallas Love Field (DAL) 1
16:45
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
14:35
Dallas Love Field (DAL) 1
16:45
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
14:35
Dallas Love Field (DAL) 1
16:45
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-02-18 through 2026-03-04 |
| Mon,Fri
14:55
Dallas Love Field (DAL) 1
17:10
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-06 through 2026-02-09 |
| Tue,Thu,Sun
14:55
Dallas Love Field (DAL) 1
17:10
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-15 through 2026-02-19 |
| Mon
14:55
Dallas Love Field (DAL) 1
17:10
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-02-23 through 2026-03-02 |
| Thu,Fri,Sun
15:20
Dallas Love Field (DAL) 1
17:30
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
15:20
Dallas Love Field (DAL) 1
17:30
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-01-19 through 2026-01-25 |
| Sun
15:20
Dallas Love Field (DAL) 1
17:30
Chicago Midway (MDW) Southwest Airlines WN 1009 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-02-01 |
| Mon-Fri
10:25
Dallas Love Field (DAL) 1
12:35
Chicago Midway (MDW) Southwest Airlines WN 1040 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
10:25
Dallas Love Field (DAL) 1
12:35
Chicago Midway (MDW) Southwest Airlines WN 1040 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
10:25
Dallas Love Field (DAL) 1
12:35
Chicago Midway (MDW) Southwest Airlines WN 1040 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-01-26 through 2026-02-04 |
- 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.
