All airlines flying from Chicago Midway (MDW) to Orlando (MCO).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| 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 |
| Mon
19:00
Chicago Midway (MDW)
22:48
Orlando (MCO) Frontier Airlines F9 1536 Non-stop Airbus A320neo (32N) 2:48 Operates only on 2026-02-09 |
| Mon,Fri
21:51
Chicago Midway (MDW)
01:38
Orlando (MCO) Frontier Airlines F9 1536 Non-stop Airbus A320neo (32N) 2:47 Effective 2026-03-06 through 2026-03-30 The flight arrives 1 day after departure. |
| 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 |
| Tue,Wed
09:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 1826 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-10 through 2026-02-11 |
| Tue,Wed
09:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 1826 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-18 through 2026-03-04 |
| Mon,Thu,Fri
20:40
Chicago Midway (MDW)
00:20
Orlando (MCO) Southwest Airlines WN 1973 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-12 through 2026-02-16 The flight arrives 1 day after departure. |
| Thu,Fri,Sun
20:40
Chicago Midway (MDW)
00:20
Orlando (MCO) Southwest Airlines WN 1973 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-20 through 2026-03-01 The flight arrives 1 day after departure. |
| Thu,Fri,Sun
18:00
Chicago Midway (MDW)
21:40
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
18:00
Chicago Midway (MDW)
21:40
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
18:00
Chicago Midway (MDW)
21:40
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
18:00
Chicago Midway (MDW)
21:40
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue
18:00
Chicago Midway (MDW)
21:40
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-02-17 through 2026-02-23 |
| Thu
18:00
Chicago Midway (MDW)
21:40
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Operates only on 2026-02-19 |
| Mon
18:00
Chicago Midway (MDW)
21:40
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2026-03-02 |
| Sat
18:50
Chicago Midway (MDW)
22:30
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737-800 (73H) 2:40 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
19:20
Chicago Midway (MDW)
23:00
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
19:20
Chicago Midway (MDW)
23:00
Orlando (MCO) Southwest Airlines WN 2333 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2026-02-20 through 2026-03-01 |
| Wed,Thu
13:10
Chicago Midway (MDW)
16:45
Orlando (MCO) Southwest Airlines WN 2594 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2026-01-01 |
| Mon
17:10
Chicago Midway (MDW)
20:45
Orlando (MCO) Southwest Airlines WN 2594 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-01-05 |
| Tue,Wed
16:50
Chicago Midway (MDW)
20:25
Orlando (MCO) Southwest Airlines WN 2663 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-10 through 2026-04-01 |
| Sat
16:55
Chicago Midway (MDW)
20:30
Orlando (MCO) Southwest Airlines WN 2663 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-07 through 2026-04-04 |
| Mon,Thu,Fri
17:00
Chicago Midway (MDW)
20:35
Orlando (MCO) Southwest Airlines WN 2663 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Sun
17:20
Chicago Midway (MDW)
20:55
Orlando (MCO) Southwest Airlines WN 2663 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Sat
05:10
Chicago Midway (MDW)
08:55
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-01-10 through 2026-01-31 |
| Sat
05:20
Chicago Midway (MDW)
09:05
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-14 through 2026-02-28 |
| Sat
05:25
Chicago Midway (MDW)
09:10
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-02-07 |
| Thu,Fri,Sun
05:30
Chicago Midway (MDW)
09:15
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
05:30
Chicago Midway (MDW)
09:15
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-19 through 2026-01-25 |
| Fri,Sun
05:30
Chicago Midway (MDW)
09:15
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
05:30
Chicago Midway (MDW)
09:15
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
05:30
Chicago Midway (MDW)
09:15
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-17 through 2026-02-23 |
| Mon
05:30
Chicago Midway (MDW)
09:15
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-03-02 |
| Thu
05:55
Chicago Midway (MDW)
09:35
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Operates only on 2026-02-05 |
| Mon,Thu,Fri
06:05
Chicago Midway (MDW)
09:50
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
06:05
Chicago Midway (MDW)
09:50
Orlando (MCO) Southwest Airlines WN 2714 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-02-20 through 2026-03-01 |
- 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.
