All airlines flying from Chicago Midway (MDW) to Orlando (MCO).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon-Fri
07:35
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
07:35
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
07:35
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
07:35
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
07:35
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-18 through 2026-03-04 |
| Mon-Fri
05:00
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
05:00
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
05:00
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
05:00
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
05:00
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-18 through 2026-03-04 |
| Thu,Fri,Sun
06:45
Chicago Midway (MDW)
10:30
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
06:45
Chicago Midway (MDW)
10:30
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
06:45
Chicago Midway (MDW)
10:30
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
06:45
Chicago Midway (MDW)
10:30
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
06:45
Chicago Midway (MDW)
10:30
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-02-17 through 2026-02-23 |
| Mon
06:45
Chicago Midway (MDW)
10:30
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-03-02 |
| Sat
06:50
Chicago Midway (MDW)
10:35
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-10 through 2026-01-17 |
| Sat
06:50
Chicago Midway (MDW)
10:35
Orlando (MCO) Southwest Airlines WN 2715 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-31 through 2026-02-07 |
| 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 |
- A domestic route departing from the Chicago Midway airport (MDW) and arriving at Orlando airport (MCO).
- The flight distance is 990 miles, or 1593 km.
- The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
- For direct flights, the flight time varies between 2:30 and 2:50.
