All airlines flying from Dallas Love Field (DAL) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Thu
16:35
Dallas Love Field (DAL) 1
18:45
Chicago Midway (MDW) Southwest Airlines WN 4150 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Operates only on 2026-02-12 |
| Thu
14:50
Dallas Love Field (DAL) 1
17:05
Chicago Midway (MDW) Southwest Airlines WN 4188 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-02-05 |
| Sun
13:40
Dallas Love Field (DAL) 1
15:50
Chicago Midway (MDW) Southwest Airlines WN 4378 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-09 through 2026-09-27 |
| Sat
21:35
Dallas Love Field (DAL) 1
23:45
Chicago Midway (MDW) Southwest Airlines WN 4463 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Valid until 2026-01-03 |
| Tue,Wed
14:55
Dallas Love Field (DAL) 1
17:05
Chicago Midway (MDW) Southwest Airlines WN 4603 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
15:25
Dallas Love Field (DAL) 1
17:35
Chicago Midway (MDW) Southwest Airlines WN 4603 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-03-05 through 2026-04-06 |
| Sat,Sun
15:40
Dallas Love Field (DAL) 1
17:50
Chicago Midway (MDW) Southwest Airlines WN 4603 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-03-07 through 2026-04-05 |
| Sun
14:25
Dallas Love Field (DAL) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 5058 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Operates only on 2026-02-22 |
| Non-Direct Flights: |
| Mon
10:00
Dallas Love Field (DAL) 1
14:15
Chicago Midway (MDW) Southwest Airlines WN 15 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-01-05 |
| Sat
12:40
Dallas Love Field (DAL) 1
16:50
Chicago Midway (MDW) Southwest Airlines WN 18 1-stop Boeing 737-800 (73H) 4:10 Effective 2026-04-11 through 2026-05-30 |
| Wed,Thu
13:20
Dallas Love Field (DAL) 1
17:00
Chicago Midway (MDW) Southwest Airlines WN 22 1-stop Boeing 737-700 (73W) 3:40 Valid until 2026-01-01 |
| Mon,Thu,Fri
16:00
Dallas Love Field (DAL) 1
20:25
Chicago Midway (MDW) Southwest Airlines WN 39 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
16:00
Dallas Love Field (DAL) 1
20:25
Chicago Midway (MDW) Southwest Airlines WN 39 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-02-20 through 2026-03-01 |
| Tue,Wed
16:30
Dallas Love Field (DAL) 1
20:45
Chicago Midway (MDW) Southwest Airlines WN 41 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-06-09 through 2026-07-29 |
| Sat
16:50
Dallas Love Field (DAL) 1
21:10
Chicago Midway (MDW) Southwest Airlines WN 41 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2026-06-06 through 2026-08-01 |
| Wed,Thu
15:35
Dallas Love Field (DAL) 1
19:30
Chicago Midway (MDW) Southwest Airlines WN 126 1-stop Boeing 737-700 (73W) 3:55 Valid until 2026-01-01 |
| Sun
10:45
Dallas Love Field (DAL) 1
14:35
Chicago Midway (MDW) Southwest Airlines WN 143 1-stop Boeing 737-700 (Scimitar Winglets) 3:50 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
13:30
Dallas Love Field (DAL) 1
16:50
Chicago Midway (MDW) Southwest Airlines WN 184 1-stop Boeing 737-700 (Scimitar Winglets) 3:20 Effective 2026-04-07 through 2026-06-03 |
| Mon
08:25
Dallas Love Field (DAL) 1
12:45
Chicago Midway (MDW) Southwest Airlines WN 209 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Operates only on 2026-01-05 |
| Sun
13:40
Dallas Love Field (DAL) 1
18:30
Chicago Midway (MDW) Southwest Airlines WN 284 1-stop Boeing 737-700 (Scimitar Winglets) 4:50 Operates only on 2026-05-24 |
| Sat
12:10
Dallas Love Field (DAL) 1
15:40
Chicago Midway (MDW) Southwest Airlines WN 366 1-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-03-07 through 2026-04-04 |
| Sun
10:45
Dallas Love Field (DAL) 1
15:15
Chicago Midway (MDW) Southwest Airlines WN 899 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-05-24 |
| Mon
14:20
Dallas Love Field (DAL) 1
18:25
Chicago Midway (MDW) Southwest Airlines WN 924 1-stop Boeing 737-800 (73H) 4:05 Operates only on 2026-01-05 |
| Fri,Sun
14:50
Dallas Love Field (DAL) 1
18:55
Chicago Midway (MDW) Southwest Airlines WN 924 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-01-02 through 2026-01-04 |
| Mon,Thu
19:10
Dallas Love Field (DAL) 1
22:35
Chicago Midway (MDW) Southwest Airlines WN 943 1-stop Boeing 737-700 (Scimitar Winglets) 3:25 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
19:10
Dallas Love Field (DAL) 1
22:35
Chicago Midway (MDW) Southwest Airlines WN 943 1-stop Boeing 737-700 (Scimitar Winglets) 3:25 Effective 2026-02-20 through 2026-03-01 |
| Sun
13:25
Dallas Love Field (DAL) 1
17:45
Chicago Midway (MDW) Southwest Airlines WN 989 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2026-06-07 through 2026-08-02 |
| Sat
11:00
Dallas Love Field (DAL) 1
14:35
Chicago Midway (MDW) Southwest Airlines WN 1081 1-stop Boeing 737-700 (Scimitar Winglets) 3:35 Effective 2026-04-11 through 2026-05-30 |
| Tue,Wed
16:35
Dallas Love Field (DAL) 1
20:10
Chicago Midway (MDW) Southwest Airlines WN 1161 1-stop Boeing 737-700 (Scimitar Winglets) 3:35 Effective 2026-04-07 through 2026-06-03 |
| Tue,Wed
08:00
Dallas Love Field (DAL) 1
12:10
Chicago Midway (MDW) Southwest Airlines WN 1198 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-06-09 through 2026-07-29 |
| Sat
09:00
Dallas Love Field (DAL) 1
13:30
Chicago Midway (MDW) Southwest Airlines WN 1635 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-01-03 |
| Mon,Thu,Fri
11:00
Dallas Love Field (DAL) 1
14:55
Chicago Midway (MDW) Southwest Airlines WN 1683 1-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-04-09 through 2026-06-01 |
| Sun
08:25
Dallas Love Field (DAL) 1
12:10
Chicago Midway (MDW) Southwest Airlines WN 1700 1-stop Boeing 737-700 (Scimitar Winglets) 3:45 Effective 2026-04-12 through 2026-05-17 |
| Sun
08:25
Dallas Love Field (DAL) 1
12:10
Chicago Midway (MDW) Southwest Airlines WN 1700 1-stop Boeing 737-700 (Scimitar Winglets) 3:45 Operates only on 2026-05-31 |
| Sat
10:10
Dallas Love Field (DAL) 1
13:50
Chicago Midway (MDW) Southwest Airlines WN 1888 1-stop Boeing 737-700 (Scimitar Winglets) 3:40 Operates only on 2026-01-03 |
| Tue,Wed
13:20
Dallas Love Field (DAL) 1
17:00
Chicago Midway (MDW) Southwest Airlines WN 1919 1-stop Boeing 737-700 (Scimitar Winglets) 3:40 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
14:10
Dallas Love Field (DAL) 1
18:00
Chicago Midway (MDW) Southwest Airlines WN 2157 1-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2026-04-09 through 2026-06-01 |
| Sat
12:40
Dallas Love Field (DAL) 1
17:25
Chicago Midway (MDW) Southwest Airlines WN 2172 1-stop Boeing 737-700 (Scimitar Winglets) 4:45 Effective 2026-04-11 through 2026-05-30 |
| Fri,Sun
19:55
Dallas Love Field (DAL) 1
23:20
Chicago Midway (MDW) Southwest Airlines WN 2227 1-stop Boeing 737-700 (Scimitar Winglets) 3:25 Effective 2026-01-02 through 2026-01-04 |
| Sat
15:10
Dallas Love Field (DAL) 1
20:15
Chicago Midway (MDW) Southwest Airlines WN 2382 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-03-07 through 2026-04-04 |
| Sat
13:30
Dallas Love Field (DAL) 1
16:55
Chicago Midway (MDW) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 3:25 Effective 2026-06-06 through 2026-08-01 |
| Sat
14:10
Dallas Love Field (DAL) 1
17:35
Chicago Midway (MDW) Southwest Airlines WN 2697 1-stop Boeing 737-700 (Scimitar Winglets) 3:25 Effective 2026-03-07 through 2026-04-04 |
| Sun
13:20
Dallas Love Field (DAL) 1
17:40
Chicago Midway (MDW) Southwest Airlines WN 2743 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2026-04-12 through 2026-05-17 |
| Sun
13:20
Dallas Love Field (DAL) 1
17:40
Chicago Midway (MDW) Southwest Airlines WN 2743 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Operates only on 2026-05-31 |
| Mon-Fri
13:05
Dallas Love Field (DAL) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
13:05
Dallas Love Field (DAL) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
13:05
Dallas Love Field (DAL) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
13:05
Dallas Love Field (DAL) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
13:05
Dallas Love Field (DAL) 1
16:35
Chicago Midway (MDW) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 3:30 Effective 2026-02-18 through 2026-03-04 |
| Tue,Wed
13:20
Dallas Love Field (DAL) 1
17:00
Chicago Midway (MDW) Southwest Airlines WN 3180 1-stop Boeing 737-700 (Scimitar Winglets) 3:40 Effective 2026-03-10 through 2026-04-01 |
- 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.
