All airlines flying from Chicago Midway (MDW) to Dallas Love Field (DAL).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Thu,Fri,Sun
15:40
Chicago Midway (MDW)
18:05
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
15:40
Chicago Midway (MDW)
18:05
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
15:40
Chicago Midway (MDW)
18:05
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-02-17 through 2026-02-23 |
| Mon
15:40
Chicago Midway (MDW)
18:05
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-03-02 |
| Sat
16:20
Chicago Midway (MDW)
18:45
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-02-14 through 2026-02-28 |
| Sat
17:05
Chicago Midway (MDW)
19:35
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-01-10 through 2026-02-07 |
| Mon,Thu,Fri
17:50
Chicago Midway (MDW)
20:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
17:50
Chicago Midway (MDW)
20:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-20 through 2026-03-01 |
| Mon-Fri
20:00
Chicago Midway (MDW)
22:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
20:00
Chicago Midway (MDW)
22:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
20:00
Chicago Midway (MDW)
22:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-26 through 2026-02-04 |
| Wed,Sun
20:00
Chicago Midway (MDW)
22:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-08 through 2026-02-11 |
| Tue
20:00
Chicago Midway (MDW)
22:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-02-10 |
| Wed
20:00
Chicago Midway (MDW)
22:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-18 through 2026-03-04 |
| Tue
20:00
Chicago Midway (MDW)
22:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1085 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-02-24 through 2026-03-03 |
| Mon,Tue,Fri,Sun
20:20
Chicago Midway (MDW)
22:45
Dallas Love Field (DAL) 1 Southwest Airlines WN 1088 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-04 |
| Sat
20:55
Chicago Midway (MDW)
23:20
Dallas Love Field (DAL) 1 Southwest Airlines WN 1088 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-03 |
| Mon,Thu,Fri
07:40
Chicago Midway (MDW)
10:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1160 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
07:40
Chicago Midway (MDW)
10:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1160 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-15 through 2026-02-19 |
| Mon
07:40
Chicago Midway (MDW)
10:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1160 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-23 through 2026-03-02 |
| Sat
09:05
Chicago Midway (MDW)
11:40
Dallas Love Field (DAL) 1 Southwest Airlines WN 1160 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-02-07 |
| Sat
19:00
Chicago Midway (MDW)
21:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1255 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-06-06 through 2026-08-01 |
| Sat
06:30
Chicago Midway (MDW)
08:50
Dallas Love Field (DAL) 1 Southwest Airlines WN 1321 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
10:00
Chicago Midway (MDW)
12:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1321 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
11:30
Chicago Midway (MDW)
13:45
Dallas Love Field (DAL) 1 Southwest Airlines WN 1331 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-09 through 2026-07-29 |
| Tue,Wed
06:30
Chicago Midway (MDW)
08:50
Dallas Love Field (DAL) 1 Southwest Airlines WN 1370 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
05:00
Chicago Midway (MDW)
07:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1377 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-06-04 through 2026-08-03 |
| Sat
18:15
Chicago Midway (MDW)
20:45
Dallas Love Field (DAL) 1 Southwest Airlines WN 1462 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Operates only on 2026-01-03 |
| Fri
19:05
Chicago Midway (MDW)
21:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 1462 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-01-02 |
| Sun
19:25
Chicago Midway (MDW)
21:50
Dallas Love Field (DAL) 1 Southwest Airlines WN 1462 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-01-04 |
| Sat
12:00
Chicago Midway (MDW)
14:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 1530 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-01-10 through 2026-02-07 |
| Mon,Tue,Fri,Sun
16:10
Chicago Midway (MDW)
18:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 1808 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2026-01-04 |
| Mon,Thu,Fri
07:25
Chicago Midway (MDW)
09:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 1845 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-03-05 through 2026-04-06 |
| Mon
07:40
Chicago Midway (MDW)
10:05
Dallas Love Field (DAL) 1 Southwest Airlines WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-01-05 |
| Fri,Sun
07:50
Chicago Midway (MDW)
10:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 2099 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-01-02 through 2026-01-04 |
| Sat
08:00
Chicago Midway (MDW)
10:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 2099 Non-stop Boeing 737-800 (73H) 2:30 Valid until 2026-01-03 |
| Mon-Fri
16:25
Chicago Midway (MDW)
18:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
16:25
Chicago Midway (MDW)
18:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
16:25
Chicago Midway (MDW)
18:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
16:25
Chicago Midway (MDW)
18:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
16:25
Chicago Midway (MDW)
18:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-02-18 through 2026-03-04 |
| Sat
19:40
Chicago Midway (MDW)
22:10
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-01-10 through 2026-01-31 |
| Sat
19:40
Chicago Midway (MDW)
22:10
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737-800 (73H) 2:30 Operates only on 2026-02-07 |
| Thu,Fri,Sun
20:30
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
20:30
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
20:30
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-01 through 2026-02-06 |
| Mon
20:30
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-02-09 |
| Thu,Sun
20:30
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-02-15 through 2026-02-19 |
| Mon,Tue
20:30
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-02-17 through 2026-02-23 |
| Mon
20:30
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 2241 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-03-02 |
- A domestic route departing from the Chicago Midway airport (MDW) and arriving at Dallas Love Field airport (DAL).
- 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 2:10 and 2:40.
