All airlines flying from Chicago Midway (MDW) to Orlando (MCO).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| 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 |
| Sun
07:50
Chicago Midway (MDW)
11:25
Orlando (MCO) Southwest Airlines WN 2816 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
08:00
Chicago Midway (MDW)
11:35
Orlando (MCO) Southwest Airlines WN 2817 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
16:35
Chicago Midway (MDW)
20:20
Orlando (MCO) Southwest Airlines WN 2817 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-09 through 2026-07-29 |
| Sat
10:05
Chicago Midway (MDW)
13:40
Orlando (MCO) Southwest Airlines WN 2818 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
11:00
Chicago Midway (MDW)
14:35
Orlando (MCO) Southwest Airlines WN 2818 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
11:55
Chicago Midway (MDW)
15:35
Orlando (MCO) Southwest Airlines WN 2818 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-06-09 through 2026-07-29 |
| Sun
16:55
Chicago Midway (MDW)
20:40
Orlando (MCO) Southwest Airlines WN 2818 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
13:40
Chicago Midway (MDW)
17:30
Orlando (MCO) Southwest Airlines WN 2819 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
14:50
Chicago Midway (MDW)
18:35
Orlando (MCO) Southwest Airlines WN 2819 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-06-09 through 2026-07-29 |
| Sat
15:50
Chicago Midway (MDW)
19:35
Orlando (MCO) Southwest Airlines WN 2820 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
18:35
Chicago Midway (MDW)
22:10
Orlando (MCO) Southwest Airlines WN 2820 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-04 through 2026-08-03 |
| Sat
19:35
Chicago Midway (MDW)
23:10
Orlando (MCO) Southwest Airlines WN 2821 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-06 through 2026-08-01 |
| Tue,Wed
20:10
Chicago Midway (MDW)
23:45
Orlando (MCO) Southwest Airlines WN 2821 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-09 through 2026-07-29 |
| Sun
20:35
Chicago Midway (MDW)
00:10
Orlando (MCO) Southwest Airlines WN 2821 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-07 through 2026-08-02 The flight arrives 1 day after departure. |
| Mon,Thu,Fri
20:55
Chicago Midway (MDW)
00:30
Orlando (MCO) Southwest Airlines WN 2821 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-04 through 2026-08-03 The flight arrives 1 day after departure. |
| Sat
21:00
Chicago Midway (MDW)
00:40
Orlando (MCO) Southwest Airlines WN 2841 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-03-07 through 2026-04-04 The flight arrives 1 day after departure. |
| Sun
09:00
Chicago Midway (MDW)
12:35
Orlando (MCO) Southwest Airlines WN 2931 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-05-24 |
| Thu
09:30
Chicago Midway (MDW)
13:10
Orlando (MCO) Southwest Airlines WN 2952 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-01 |
| Mon
11:35
Chicago Midway (MDW)
15:10
Orlando (MCO) Southwest Airlines WN 2952 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-01-05 |
| Wed,Thu
10:40
Chicago Midway (MDW)
14:15
Orlando (MCO) Southwest Airlines WN 2987 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2026-01-01 |
| Thu,Fri,Sun
11:50
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
11:50
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
11:50
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
11:50
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
11:50
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-17 through 2026-02-23 |
| Mon
11:50
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-03-02 |
| Sat
13:00
Chicago Midway (MDW)
16:35
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
13:20
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
13:20
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
13:20
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
13:20
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
13:20
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 3011 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-18 through 2026-03-04 |
- 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.
