All airlines flying from Chicago Midway (MDW) to Dallas Love Field (DAL).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sun
05:00
Chicago Midway (MDW)
07:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 5 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
05:30
Chicago Midway (MDW)
07:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 7 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-04-09 through 2026-06-01 |
| Sun
18:05
Chicago Midway (MDW)
20:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 59 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-05-24 |
| Tue,Wed
18:05
Chicago Midway (MDW)
20:20
Dallas Love Field (DAL) 1 Southwest Airlines WN 59 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-06-09 through 2026-07-29 |
| Tue,Wed
18:25
Chicago Midway (MDW)
20:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 61 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
18:55
Chicago Midway (MDW)
21:20
Dallas Love Field (DAL) 1 Southwest Airlines WN 63 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-09 through 2026-06-01 |
| Sat
10:15
Chicago Midway (MDW)
12:45
Dallas Love Field (DAL) 1 Southwest Airlines WN 137 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-07 through 2026-04-04 |
| Mon,Thu,Fri
20:40
Chicago Midway (MDW)
22:50
Dallas Love Field (DAL) 1 Southwest Airlines WN 147 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-08-06 through 2026-09-28 |
| Sat
08:50
Chicago Midway (MDW)
11:05
Dallas Love Field (DAL) 1 Southwest Airlines WN 163 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-06-06 through 2026-08-01 |
| Sat
06:45
Chicago Midway (MDW)
08:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 199 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-08 through 2026-09-26 |
| Sun
07:20
Chicago Midway (MDW)
09:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 199 Non-stop Boeing 737-800 (73H) 2:10 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
08:15
Chicago Midway (MDW)
10:35
Dallas Love Field (DAL) 1 Southwest Airlines WN 199 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-04 through 2026-09-30 |
| Mon,Thu,Fri
05:20
Chicago Midway (MDW)
07:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 209 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
05:20
Chicago Midway (MDW)
07:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 209 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-15 through 2026-02-19 |
| Mon
05:20
Chicago Midway (MDW)
07:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 209 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-23 through 2026-03-02 |
| Tue,Wed
08:15
Chicago Midway (MDW)
10:50
Dallas Love Field (DAL) 1 Southwest Airlines WN 209 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-10 through 2026-02-11 |
| Tue,Wed
08:15
Chicago Midway (MDW)
10:50
Dallas Love Field (DAL) 1 Southwest Airlines WN 209 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-02-18 through 2026-03-04 |
| Sun
09:15
Chicago Midway (MDW)
11:40
Dallas Love Field (DAL) 1 Southwest Airlines WN 389 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-05-24 |
| Thu,Fri,Sun
07:40
Chicago Midway (MDW)
10:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 461 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
07:40
Chicago Midway (MDW)
10:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 461 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-19 through 2026-01-25 |
| Sun
07:45
Chicago Midway (MDW)
10:20
Dallas Love Field (DAL) 1 Southwest Airlines WN 461 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-02-01 |
| Sat
09:05
Chicago Midway (MDW)
11:40
Dallas Love Field (DAL) 1 Southwest Airlines WN 461 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-10 through 2026-01-31 |
| Sun
13:35
Chicago Midway (MDW)
15:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 488 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-06-07 through 2026-08-02 |
| Sun
09:55
Chicago Midway (MDW)
12:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 557 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
10:05
Chicago Midway (MDW)
12:35
Dallas Love Field (DAL) 1 Southwest Airlines WN 557 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-03-05 through 2026-04-06 |
| Sun
05:00
Chicago Midway (MDW)
07:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 690 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-06-07 through 2026-08-02 |
| Mon-Fri
05:55
Chicago Midway (MDW)
08:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 759 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-06 through 2026-01-14 |
| Mon-Fri
05:55
Chicago Midway (MDW)
08:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 759 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-20 through 2026-02-04 |
| Sun
05:55
Chicago Midway (MDW)
08:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 759 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-02-08 |
| Tue,Wed
05:55
Chicago Midway (MDW)
08:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 759 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-10 through 2026-02-11 |
| Tue,Wed
05:55
Chicago Midway (MDW)
08:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 759 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-18 through 2026-03-04 |
| Mon
19:45
Chicago Midway (MDW)
22:10
Dallas Love Field (DAL) 1 Southwest Airlines WN 776 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-01-05 |
| Tue,Wed
14:10
Chicago Midway (MDW)
16:40
Dallas Love Field (DAL) 1 Southwest Airlines WN 889 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
05:05
Chicago Midway (MDW)
07:35
Dallas Love Field (DAL) 1 Southwest Airlines WN 915 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-03-05 through 2026-04-06 |
| Sat
05:30
Chicago Midway (MDW)
08:05
Dallas Love Field (DAL) 1 Southwest Airlines WN 915 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-07 through 2026-04-04 |
| Sat
14:55
Chicago Midway (MDW)
17:10
Dallas Love Field (DAL) 1 Southwest Airlines WN 938 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
20:40
Chicago Midway (MDW)
22:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 998 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-04 through 2026-08-03 |
| Sun
20:55
Chicago Midway (MDW)
23:10
Dallas Love Field (DAL) 1 Southwest Airlines WN 998 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
05:15
Chicago Midway (MDW)
07:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1005 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-06 through 2026-09-28 |
| Sat
15:45
Chicago Midway (MDW)
18:10
Dallas Love Field (DAL) 1 Southwest Airlines WN 1050 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-01-03 |
| Sun
05:00
Chicago Midway (MDW)
07:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1059 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-12 through 2026-05-17 |
| Sun
05:00
Chicago Midway (MDW)
07:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1059 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-05-31 |
| Tue,Wed
05:30
Chicago Midway (MDW)
07:55
Dallas Love Field (DAL) 1 Southwest Airlines WN 1059 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-07 through 2026-06-03 |
| Sun
07:20
Chicago Midway (MDW)
09:45
Dallas Love Field (DAL) 1 Southwest Airlines WN 1059 Non-stop Boeing 737-800 (73H) 2:25 Operates only on 2026-05-24 |
| Wed,Thu
10:50
Chicago Midway (MDW)
13:15
Dallas Love Field (DAL) 1 Southwest Airlines WN 1063 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-01 |
| Sat
15:05
Chicago Midway (MDW)
17:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 1070 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-04-11 through 2026-05-30 |
| Tue,Wed
16:00
Chicago Midway (MDW)
18:25
Dallas Love Field (DAL) 1 Southwest Airlines WN 1070 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
17:00
Chicago Midway (MDW)
19:30
Dallas Love Field (DAL) 1 Southwest Airlines WN 1070 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-04-09 through 2026-06-01 |
| 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 2026-01-11 through 2026-01-16 |
| 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 2026-01-19 through 2026-01-25 |
- 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.
