Southwest Airlines flights from Chicago Midway (MDW) to Orlando (MCO).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sun
11:15
Chicago Midway (MDW)
14:50
Orlando (MCO) Southwest Airlines WN 114 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
11:30
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 127 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
11:30
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 127 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-02-20 through 2026-03-01 |
| Sat
11:35
Chicago Midway (MDW)
15:10
Orlando (MCO) Southwest Airlines WN 127 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-14 through 2026-02-28 |
| Thu,Fri,Sun
08:20
Chicago Midway (MDW)
12:05
Orlando (MCO) Southwest Airlines WN 160 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
08:20
Chicago Midway (MDW)
12:05
Orlando (MCO) Southwest Airlines WN 160 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-19 through 2026-01-25 |
| Sun
08:20
Chicago Midway (MDW)
12:05
Orlando (MCO) Southwest Airlines WN 160 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-02-01 |
| Mon,Thu,Fri
17:10
Chicago Midway (MDW)
20:55
Orlando (MCO) Southwest Airlines WN 164 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2026-06-04 through 2026-08-03 |
| Sat
14:00
Chicago Midway (MDW)
17:35
Orlando (MCO) Southwest Airlines WN 189 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-02-14 through 2026-02-28 |
| Sat
17:05
Chicago Midway (MDW)
20:50
Orlando (MCO) Southwest Airlines WN 251 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-06 through 2026-08-01 |
| Sun
16:00
Chicago Midway (MDW)
19:35
Orlando (MCO) Southwest Airlines WN 366 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Sat
11:00
Chicago Midway (MDW)
14:35
Orlando (MCO) Southwest Airlines WN 376 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-08 through 2026-09-26 |
| Tue,Wed
12:20
Chicago Midway (MDW)
16:00
Orlando (MCO) Southwest Airlines WN 376 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-08-04 through 2026-09-30 |
| Mon
13:45
Chicago Midway (MDW)
17:20
Orlando (MCO) Southwest Airlines WN 537 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-01-05 |
| Mon,Thu,Fri
11:25
Chicago Midway (MDW)
15:00
Orlando (MCO) Southwest Airlines WN 562 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-08-06 through 2026-09-28 |
| Sat
07:45
Chicago Midway (MDW)
11:20
Orlando (MCO) Southwest Airlines WN 636 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-08 through 2026-09-26 |
| Tue,Wed
08:30
Chicago Midway (MDW)
12:15
Orlando (MCO) Southwest Airlines WN 636 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-08-04 through 2026-09-30 |
| Sat
12:50
Chicago Midway (MDW)
16:30
Orlando (MCO) Southwest Airlines WN 644 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-06-06 through 2026-08-01 |
| Sun
09:05
Chicago Midway (MDW)
12:40
Orlando (MCO) Southwest Airlines WN 755 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-04-12 through 2026-05-17 |
| Sun
09:05
Chicago Midway (MDW)
12:40
Orlando (MCO) Southwest Airlines WN 755 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-05-31 |
| Sat
09:20
Chicago Midway (MDW)
12:55
Orlando (MCO) Southwest Airlines WN 755 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-04-11 through 2026-05-30 |
| Tue,Wed
09:25
Chicago Midway (MDW)
13:00
Orlando (MCO) Southwest Airlines WN 755 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-07 through 2026-06-03 |
| Mon,Thu,Fri
09:30
Chicago Midway (MDW)
13:05
Orlando (MCO) Southwest Airlines WN 755 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-04-09 through 2026-06-01 |
| Sun
10:30
Chicago Midway (MDW)
14:00
Orlando (MCO) Southwest Airlines WN 755 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Operates only on 2026-05-24 |
| Mon,Thu,Fri
05:00
Chicago Midway (MDW)
08:30
Orlando (MCO) Southwest Airlines WN 801 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-08-06 through 2026-09-28 |
| Sat
05:05
Chicago Midway (MDW)
08:40
Orlando (MCO) Southwest Airlines WN 1082 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-03 |
| Tue,Fri,Sun
05:20
Chicago Midway (MDW)
08:55
Orlando (MCO) Southwest Airlines WN 1082 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-04 |
| Sun
09:05
Chicago Midway (MDW)
12:40
Orlando (MCO) Southwest Airlines WN 1102 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
07:15
Chicago Midway (MDW)
10:45
Orlando (MCO) Southwest Airlines WN 1153 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-08-06 through 2026-09-28 |
| Mon,Thu,Fri
21:00
Chicago Midway (MDW)
00:40
Orlando (MCO) Southwest Airlines WN 1157 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-05 through 2026-04-06 The flight arrives 1 day after departure. |
| Sat
08:55
Chicago Midway (MDW)
12:30
Orlando (MCO) Southwest Airlines WN 1355 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-06 through 2026-08-01 |
| Mon
06:50
Chicago Midway (MDW)
10:25
Orlando (MCO) Southwest Airlines WN 1393 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-01-05 |
| Thu
07:30
Chicago Midway (MDW)
11:05
Orlando (MCO) Southwest Airlines WN 1393 Non-stop Boeing 737-800 (73H) 2:35 Operates only on 2026-01-01 |
| Sat
06:10
Chicago Midway (MDW)
09:45
Orlando (MCO) Southwest Airlines WN 1428 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-06-06 through 2026-08-01 |
| Mon,Tue,Fri,Sun
07:40
Chicago Midway (MDW)
11:15
Orlando (MCO) Southwest Airlines WN 1523 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-04 |
| Sat
07:55
Chicago Midway (MDW)
11:35
Orlando (MCO) Southwest Airlines WN 1523 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2026-01-03 |
| Sun
18:40
Chicago Midway (MDW)
22:15
Orlando (MCO) Southwest Airlines WN 1603 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-06-07 through 2026-08-02 |
| Sun
18:35
Chicago Midway (MDW)
22:15
Orlando (MCO) Southwest Airlines WN 1626 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-04-12 through 2026-05-17 |
| Sun
18:35
Chicago Midway (MDW)
22:15
Orlando (MCO) Southwest Airlines WN 1626 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-05-31 |
| Sat
05:10
Chicago Midway (MDW)
08:45
Orlando (MCO) Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-07 through 2026-04-04 |
| Mon,Thu,Fri
06:00
Chicago Midway (MDW)
09:40
Orlando (MCO) Southwest Airlines WN 1674 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-03-05 through 2026-04-06 |
| Tue,Wed
06:00
Chicago Midway (MDW)
09:40
Orlando (MCO) Southwest Airlines WN 1674 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-10 through 2026-04-01 |
| Sun
06:05
Chicago Midway (MDW)
09:45
Orlando (MCO) Southwest Airlines WN 1674 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
10:00
Chicago Midway (MDW)
13:40
Orlando (MCO) Southwest Airlines WN 1781 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-03-10 through 2026-04-01 |
| Sat
11:45
Chicago Midway (MDW)
15:15
Orlando (MCO) Southwest Airlines WN 1781 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Effective 2026-03-07 through 2026-04-04 |
| Sat
09:45
Chicago Midway (MDW)
13:25
Orlando (MCO) Southwest Airlines WN 1826 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
09:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 1826 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
09:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 1826 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
09:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 1826 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-01-26 through 2026-02-04 |
| Sun
09:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 1826 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-02-08 |
- 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.
