| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sat
06:55
Chicago Midway (MDW)
10:40
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
07:25
Chicago Midway (MDW)
11:10
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
07:25
Chicago Midway (MDW)
11:10
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-20 through 2026-03-01 |
| Sat
08:10
Chicago Midway (MDW)
11:50
Orlando (MCO) Southwest Airlines WN 2716 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
09:35
Chicago Midway (MDW)
13:10
Orlando (MCO) Southwest Airlines WN 2716 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
09:35
Chicago Midway (MDW)
13:10
Orlando (MCO) Southwest Airlines WN 2716 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-20 through 2026-03-01 |
| Sat
16:05
Chicago Midway (MDW)
19:40
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
16:25
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
16:25
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-20 through 2026-03-01 |
| Mon-Fri
17:30
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
17:30
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
17:30
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
17:30
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
17:30
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-18 through 2026-03-04 |
| Sat
17:40
Chicago Midway (MDW)
21:15
Orlando (MCO) Southwest Airlines WN 2717 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-10 through 2026-02-07 |
| Sat
14:45
Chicago Midway (MDW)
18:20
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-06 through 2026-01-14 |
| Thu,Fri,Sun
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-11 through 2026-01-16 |
| Tue-Fri,Sun
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-18 through 2026-01-23 |
| Mon,Sun
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-19 through 2026-01-25 |
| Mon-Fri
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-26 through 2026-02-04 |
| Thu,Fri,Sun
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-01 through 2026-02-06 |
| Tue,Wed,Sun
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-08 through 2026-02-11 |
| Mon,Sun
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-17 through 2026-02-23 |
| Tue,Wed
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-18 through 2026-03-04 |
| Mon
15:15
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 2718 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-03-02 |
| Tue,Wed
09:00
Chicago Midway (MDW)
12:35
Orlando (MCO) Southwest Airlines WN 2732 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-09 through 2026-07-29 |
| Sat
05:15
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 2758 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-08-08 through 2026-09-26 |
| Sun
05:20
Chicago Midway (MDW)
08:50
Orlando (MCO) Southwest Airlines WN 2758 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
06:15
Chicago Midway (MDW)
09:45
Orlando (MCO) Southwest Airlines WN 2758 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-04 through 2026-09-30 |
| Mon,Thu,Fri
09:10
Chicago Midway (MDW)
12:45
Orlando (MCO) Southwest Airlines WN 2758 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-06 through 2026-09-28 |
| Sat
18:10
Chicago Midway (MDW)
21:50
Orlando (MCO) Southwest Airlines WN 2762 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-08-08 through 2026-09-26 |
| Tue,Wed
18:20
Chicago Midway (MDW)
22:00
Orlando (MCO) Southwest Airlines WN 2762 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-08-04 through 2026-09-30 |
| Mon,Thu,Fri
19:50
Chicago Midway (MDW)
23:20
Orlando (MCO) Southwest Airlines WN 2763 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-08-06 through 2026-09-28 |
| Tue,Wed,Sun
09:40
Chicago Midway (MDW)
13:15
Orlando (MCO) Southwest Airlines WN 2764 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-04 through 2026-09-30 |
| Mon,Thu,Fri
14:55
Chicago Midway (MDW)
18:30
Orlando (MCO) Southwest Airlines WN 2764 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-08-06 through 2026-09-28 |
| Sat
08:40
Chicago Midway (MDW)
12:20
Orlando (MCO) Southwest Airlines WN 2768 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-03-14 through 2026-04-04 |
| Tue,Wed
08:55
Chicago Midway (MDW)
12:35
Orlando (MCO) Southwest Airlines WN 2768 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-03-10 through 2026-04-01 |
| Sat
09:00
Chicago Midway (MDW)
12:40
Orlando (MCO) Southwest Airlines WN 2768 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2026-03-07 |
| Sun
09:05
Chicago Midway (MDW)
12:45
Orlando (MCO) Southwest Airlines WN 2768 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
09:10
Chicago Midway (MDW)
12:50
Orlando (MCO) Southwest Airlines WN 2768 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-05 through 2026-04-06 |
| Sun
11:10
Chicago Midway (MDW)
14:45
Orlando (MCO) Southwest Airlines WN 2796 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
12:25
Chicago Midway (MDW)
16:00
Orlando (MCO) Southwest Airlines WN 2796 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
13:00
Chicago Midway (MDW)
16:35
Orlando (MCO) Southwest Airlines WN 2796 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-10 through 2026-04-01 |
| Sat
13:20
Chicago Midway (MDW)
16:50
Orlando (MCO) Southwest Airlines WN 2796 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-03-07 through 2026-04-04 |
| Mon-Fri
05:10
Chicago Midway (MDW)
08:40
Orlando (MCO) Southwest Airlines WN 2815 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-06-04 through 2026-08-03 |
| Sun
05:20
Chicago Midway (MDW)
08:50
Orlando (MCO) Southwest Airlines WN 2815 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
06:30
Chicago Midway (MDW)
10:05
Orlando (MCO) Southwest Airlines WN 2816 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-04 through 2026-08-03 |
| Sat
07:45
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 2816 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-06 through 2026-08-01 |