All airlines flying from Chicago Midway (MDW) to Orlando (MCO).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sun
08:05
Chicago Midway (MDW)
11:50
Orlando (MCO) Southwest Airlines WN 3060 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
17:30
Chicago Midway (MDW)
21:15
Orlando (MCO) Southwest Airlines WN 3123 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-09 through 2026-07-29 |
| Tue,Wed
18:15
Chicago Midway (MDW)
21:55
Orlando (MCO) Southwest Airlines WN 3214 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
18:35
Chicago Midway (MDW)
22:10
Orlando (MCO) Southwest Airlines WN 3214 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Sun
18:40
Chicago Midway (MDW)
22:15
Orlando (MCO) Southwest Airlines WN 3214 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Sun
14:20
Chicago Midway (MDW)
17:55
Orlando (MCO) Southwest Airlines WN 3298 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Sat
15:00
Chicago Midway (MDW)
18:35
Orlando (MCO) Southwest Airlines WN 3298 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-07 through 2026-04-04 |
| Mon-Fri
15:45
Chicago Midway (MDW)
19:20
Orlando (MCO) Southwest Airlines WN 3298 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Sun
07:35
Chicago Midway (MDW)
11:10
Orlando (MCO) Southwest Airlines WN 3306 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-12 through 2026-05-17 |
| Sun
07:35
Chicago Midway (MDW)
11:10
Orlando (MCO) Southwest Airlines WN 3306 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-05-31 |
| Mon,Thu,Fri
07:40
Chicago Midway (MDW)
11:15
Orlando (MCO) Southwest Airlines WN 3306 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-09 through 2026-06-01 |
| Tue,Wed
07:45
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 3306 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-07 through 2026-06-03 |
| Sat
07:45
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 3306 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
12:45
Chicago Midway (MDW)
16:20
Orlando (MCO) Southwest Airlines WN 3308 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-09 through 2026-06-01 |
| Sat
14:40
Chicago Midway (MDW)
18:15
Orlando (MCO) Southwest Airlines WN 3308 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-11 through 2026-05-30 |
| Sun
16:15
Chicago Midway (MDW)
19:55
Orlando (MCO) Southwest Airlines WN 3309 Non-stop Boeing 737-800 (73H) 2:40 Operates only on 2026-05-24 |
| Mon,Thu,Fri
16:35
Chicago Midway (MDW)
20:15
Orlando (MCO) Southwest Airlines WN 3309 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-04-09 through 2026-06-01 |
| Sat
17:25
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 3309 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-04-11 through 2026-05-30 |
| Sun
17:25
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 3309 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-12 through 2026-05-17 |
| Sun
17:25
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 3309 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-05-31 |
| Tue,Wed
18:20
Chicago Midway (MDW)
21:55
Orlando (MCO) Southwest Airlines WN 3309 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-07 through 2026-06-03 |
| Tue,Wed
16:50
Chicago Midway (MDW)
20:30
Orlando (MCO) Southwest Airlines WN 3310 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-07 through 2026-06-03 |
| Sun
20:15
Chicago Midway (MDW)
23:50
Orlando (MCO) Southwest Airlines WN 3310 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-05-24 |
| Mon,Thu,Fri
20:35
Chicago Midway (MDW)
00:10
Orlando (MCO) Southwest Airlines WN 3310 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-09 through 2026-06-01 The flight arrives 1 day after departure. |
| Sun
20:50
Chicago Midway (MDW)
00:25
Orlando (MCO) Southwest Airlines WN 3310 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-12 through 2026-05-17 The flight arrives 1 day after departure. |
| Sun
20:50
Chicago Midway (MDW)
00:25
Orlando (MCO) Southwest Airlines WN 3310 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-05-31 The flight arrives 1 day after departure. |
| Sun
17:10
Chicago Midway (MDW)
20:50
Orlando (MCO) Southwest Airlines WN 3384 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-08-09 through 2026-09-27 |
| Sat
11:25
Chicago Midway (MDW)
15:00
Orlando (MCO) Southwest Airlines WN 3488 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-11 through 2026-05-30 |
| Sun
11:25
Chicago Midway (MDW)
15:00
Orlando (MCO) Southwest Airlines WN 3488 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-12 through 2026-05-17 |
| Sun
11:25
Chicago Midway (MDW)
15:00
Orlando (MCO) Southwest Airlines WN 3488 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-05-31 |
| Sun
13:10
Chicago Midway (MDW)
16:45
Orlando (MCO) Southwest Airlines WN 3488 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-05-24 |
| Tue,Wed
13:25
Chicago Midway (MDW)
17:00
Orlando (MCO) Southwest Airlines WN 3488 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-07 through 2026-06-03 |
| Tue,Wed
07:55
Chicago Midway (MDW)
11:30
Orlando (MCO) Southwest Airlines WN 3535 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-06-09 through 2026-07-29 |
| Wed,Thu
16:35
Chicago Midway (MDW)
20:10
Orlando (MCO) Southwest Airlines WN 3540 Non-stop Boeing 737-700 (73W) 2:35 Valid until 2026-01-01 |
| Sun
20:05
Chicago Midway (MDW)
23:35
Orlando (MCO) Southwest Airlines WN 3630 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-09 through 2026-09-27 |
| Mon
08:05
Chicago Midway (MDW)
11:45
Orlando (MCO) Southwest Airlines WN 3727 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-01-05 |
| Sat
18:05
Chicago Midway (MDW)
21:45
Orlando (MCO) Southwest Airlines WN 3728 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-03 |
| Wed,Thu
18:15
Chicago Midway (MDW)
22:00
Orlando (MCO) Southwest Airlines WN 3732 Non-stop Boeing 737-700 (73W) 2:45 Valid until 2026-01-01 |
| Mon
19:35
Chicago Midway (MDW)
23:10
Orlando (MCO) Southwest Airlines WN 3732 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-01-05 |
| Mon,Fri
08:15
Chicago Midway (MDW)
11:55
Orlando (MCO) Southwest Airlines WN 3801 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-06 through 2026-02-09 |
| Tue,Thu,Sun
08:15
Chicago Midway (MDW)
11:55
Orlando (MCO) Southwest Airlines WN 3801 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-15 through 2026-02-19 |
| Mon
08:15
Chicago Midway (MDW)
11:55
Orlando (MCO) Southwest Airlines WN 3801 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-23 through 2026-03-02 |
| Sat
08:25
Chicago Midway (MDW)
12:10
Orlando (MCO) Southwest Airlines WN 3801 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-10 through 2026-01-31 |
| Sat
08:25
Chicago Midway (MDW)
12:10
Orlando (MCO) Southwest Airlines WN 3801 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-02-07 |
| Sun
05:05
Chicago Midway (MDW)
08:35
Orlando (MCO) Southwest Airlines WN 3838 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-04-12 through 2026-05-17 |
| Sun
05:05
Chicago Midway (MDW)
08:35
Orlando (MCO) Southwest Airlines WN 3838 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Operates only on 2026-05-31 |
| Sat
05:15
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 3838 Non-stop Boeing 737-700 (Scimitar Winglets) 2:30 Effective 2026-04-11 through 2026-05-30 |
| Mon,Thu,Fri
05:35
Chicago Midway (MDW)
09:05
Orlando (MCO) Southwest Airlines WN 3838 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-04-09 through 2026-06-01 |
| Tue,Wed
06:00
Chicago Midway (MDW)
09:35
Orlando (MCO) Southwest Airlines WN 3838 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-07 through 2026-06-03 |
| Sun
06:15
Chicago Midway (MDW)
09:50
Orlando (MCO) Southwest Airlines WN 3838 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-05-24 |
- 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.
