All airlines flying from Chicago Midway (MDW) to Orlando (MCO).
| FLIGHT SCHEDULE |
|---|
| Non-Direct Flights: |
| Sat
07:55
Chicago Midway (MDW)
13:10
Orlando (MCO) Southwest Airlines WN 1194 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-06-06 through 2026-08-01 |
| Sat
09:05
Chicago Midway (MDW)
15:00
Orlando (MCO) Southwest Airlines WN 1266 1-stop Boeing 737 MAX 8 (7M8) 4:55 Effective 2026-04-11 through 2026-05-30 |
| Sat
07:40
Chicago Midway (MDW)
12:40
Orlando (MCO) Southwest Airlines WN 1267 1-stop Boeing 737-800 (73H) 4:00 Effective 2026-06-06 through 2026-08-01 |
| Sun
08:45
Chicago Midway (MDW)
14:05
Orlando (MCO) Southwest Airlines WN 1304 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Operates only on 2026-05-24 |
| Tue,Wed
12:45
Chicago Midway (MDW)
18:55
Orlando (MCO) Southwest Airlines WN 1466 1-stop Boeing 737 MAX 8 (7M8) 5:10 Effective 2026-03-10 through 2026-04-01 |
| Mon,Thu,Fri
13:35
Chicago Midway (MDW)
19:40
Orlando (MCO) Southwest Airlines WN 1466 1-stop Boeing 737-800 (73H) 5:05 Effective 2026-03-05 through 2026-04-06 |
| Sat
10:00
Chicago Midway (MDW)
14:55
Orlando (MCO) Southwest Airlines WN 1498 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-04-11 through 2026-05-30 |
| Sun
10:05
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 1498 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-04-12 through 2026-05-17 |
| Sun
10:05
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 1498 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Operates only on 2026-05-31 |
| Sun
15:15
Chicago Midway (MDW)
20:15
Orlando (MCO) Southwest Airlines WN 1576 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-04-12 through 2026-05-17 |
| Sun
15:15
Chicago Midway (MDW)
20:15
Orlando (MCO) Southwest Airlines WN 1576 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Operates only on 2026-05-31 |
| Sat
09:45
Chicago Midway (MDW)
14:50
Orlando (MCO) Southwest Airlines WN 1679 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-01-10 through 2026-02-07 |
| Mon-Fri
14:20
Chicago Midway (MDW)
20:45
Orlando (MCO) Southwest Airlines WN 1749 1-stop Boeing 737 MAX 8 (7M8) 5:25 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
14:20
Chicago Midway (MDW)
20:45
Orlando (MCO) Southwest Airlines WN 1749 1-stop Boeing 737 MAX 8 (7M8) 5:25 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
14:20
Chicago Midway (MDW)
20:45
Orlando (MCO) Southwest Airlines WN 1749 1-stop Boeing 737 MAX 8 (7M8) 5:25 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
14:20
Chicago Midway (MDW)
20:45
Orlando (MCO) Southwest Airlines WN 1749 1-stop Boeing 737 MAX 8 (7M8) 5:25 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
14:20
Chicago Midway (MDW)
20:45
Orlando (MCO) Southwest Airlines WN 1749 1-stop Boeing 737 MAX 8 (7M8) 5:25 Effective 2026-02-18 through 2026-03-04 |
| Sun
14:50
Chicago Midway (MDW)
20:05
Orlando (MCO) Southwest Airlines WN 1779 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
11:10
Chicago Midway (MDW)
17:15
Orlando (MCO) Southwest Airlines WN 1837 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
11:10
Chicago Midway (MDW)
17:15
Orlando (MCO) Southwest Airlines WN 1837 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-02-20 through 2026-03-01 |
| Sat
09:15
Chicago Midway (MDW)
14:25
Orlando (MCO) Southwest Airlines WN 1862 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-04-11 through 2026-05-30 |
| Fri,Sun
15:55
Chicago Midway (MDW)
21:05
Orlando (MCO) Southwest Airlines WN 1874 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-01-02 through 2026-01-04 |
| Sat
15:00
Chicago Midway (MDW)
21:15
Orlando (MCO) Southwest Airlines WN 1902 1-stop Boeing 737 MAX 8 (7M8) 5:15 Operates only on 2026-01-03 |
| Sun
06:55
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 2034 1-stop Boeing 737-700 (Scimitar Winglets) 5:35 Effective 2026-06-07 through 2026-08-02 |
| Sat
12:50
Chicago Midway (MDW)
19:25
Orlando (MCO) Southwest Airlines WN 2065 1-stop Boeing 737-800 (73H) 5:35 Effective 2026-03-07 through 2026-04-04 |
| Sun
13:00
Chicago Midway (MDW)
19:35
Orlando (MCO) Southwest Airlines WN 2065 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2026-03-08 through 2026-04-05 |
| Fri,Sun
07:50
Chicago Midway (MDW)
14:20
Orlando (MCO) Southwest Airlines WN 2099 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-01-02 through 2026-01-04 |
| Sun
10:10
Chicago Midway (MDW)
15:15
Orlando (MCO) Southwest Airlines WN 2212 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-03-08 through 2026-04-05 |
| Sun
10:05
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 2215 1-stop Boeing 737-800 (73H) 4:00 Effective 2026-04-12 through 2026-05-17 |
| Sun
10:05
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 2215 1-stop Boeing 737-800 (73H) 4:00 Operates only on 2026-05-31 |
| Sat
15:35
Chicago Midway (MDW)
21:20
Orlando (MCO) Southwest Airlines WN 2238 1-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2026-04-11 through 2026-05-30 |
| Sun
09:00
Chicago Midway (MDW)
13:55
Orlando (MCO) Southwest Airlines WN 2289 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-04-12 through 2026-05-17 |
| Sun
09:00
Chicago Midway (MDW)
13:55
Orlando (MCO) Southwest Airlines WN 2289 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Operates only on 2026-05-31 |
| Sat
10:25
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 2327 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-06-06 through 2026-08-01 |
| Sat
07:25
Chicago Midway (MDW)
14:00
Orlando (MCO) Southwest Airlines WN 2345 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2026-04-11 through 2026-05-30 |
| Mon,Tue,Fri,Sun
05:20
Chicago Midway (MDW)
11:55
Orlando (MCO) Southwest Airlines WN 2464 1-stop Boeing 737 MAX 8 (7M8) 5:35 Valid until 2026-01-04 |
| Sat
07:30
Chicago Midway (MDW)
13:35
Orlando (MCO) Southwest Airlines WN 2661 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-02-14 through 2026-02-28 |
| Sun
07:40
Chicago Midway (MDW)
13:05
Orlando (MCO) Southwest Airlines WN 2661 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-03-08 through 2026-04-05 |
| Thu,Fri,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-17 through 2026-02-23 |
| Mon
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-03-02 |
| Sat
06:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 2672 1-stop Boeing 737-800 (73H) 5:40 Effective 2026-02-14 through 2026-02-28 |
| Sat
08:10
Chicago Midway (MDW)
14:00
Orlando (MCO) Southwest Airlines WN 2709 1-stop Boeing 737-700 (Scimitar Winglets) 4:50 Effective 2026-02-14 through 2026-02-28 |
| Sun
13:10
Chicago Midway (MDW)
19:05
Orlando (MCO) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-04-12 through 2026-05-17 |
| Sun
13:10
Chicago Midway (MDW)
19:05
Orlando (MCO) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Operates only on 2026-05-31 |
| Mon
09:30
Chicago Midway (MDW)
14:45
Orlando (MCO) Southwest Airlines WN 2825 1-stop Boeing 737 MAX 8 (7M8) 4:15 Operates only on 2026-01-05 |
| Sun
12:00
Chicago Midway (MDW)
18:05
Orlando (MCO) Southwest Airlines WN 2877 1-stop Boeing 737-800 (73H) 5:05 Effective 2026-06-07 through 2026-08-02 |
- 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.
