All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
Ad box here 7322741189 I FlightInfo Top Box
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sun
06:20
Orlando (MCO)
08:05
Midway, Chicago (MDW) Southwest Airlines WN 147 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-08-31 |
| Sun
06:45
Orlando (MCO)
08:30
Midway, Chicago (MDW) Southwest Airlines WN 147 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-08-10 through 2025-08-24 |
| Sun
06:45
Orlando (MCO)
08:30
Midway, Chicago (MDW) Southwest Airlines WN 147 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-09-07 through 2025-09-28 |
| Sat
07:10
Orlando (MCO)
08:55
Midway, Chicago (MDW) Southwest Airlines WN 147 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-08-09 through 2025-09-27 |
| Sun
06:50
Orlando (MCO)
08:40
Midway, Chicago (MDW) Southwest Airlines WN 223 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-10-05 through 2025-10-26 |
| Sat
07:10
Orlando (MCO)
09:00
Midway, Chicago (MDW) Southwest Airlines WN 223 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-10-04 through 2025-11-01 |
| Sun
20:00
Orlando (MCO)
21:50
Midway, Chicago (MDW) Southwest Airlines WN 255 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-06-08 through 2025-08-03 |
| Thu
13:15
Orlando (MCO)
15:05
Midway, Chicago (MDW) Southwest Airlines WN 451 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2025-11-27 |
| Sat
11:45
Orlando (MCO)
13:35
Midway, Chicago (MDW) Southwest Airlines WN 519 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-22 through 2025-11-29 |
| Sat
11:45
Orlando (MCO)
13:35
Midway, Chicago (MDW) Southwest Airlines WN 519 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-20 through 2026-01-03 |
| Tue,Wed
17:40
Orlando (MCO)
19:30
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-04 through 2025-11-12 |
| Mon-Thu
17:40
Orlando (MCO)
19:30
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-17 through 2025-11-20 |
| Mon-Fri
17:40
Orlando (MCO)
19:30
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-02 through 2025-12-11 |
| Mon-Wed
17:40
Orlando (MCO)
19:30
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-15 through 2025-12-17 |
| Wed,Thu
17:40
Orlando (MCO)
19:30
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-24 through 2026-01-01 |
| Sat
18:10
Orlando (MCO)
20:00
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-08 through 2025-11-15 |
| Sat,Sun
18:10
Orlando (MCO)
20:00
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-30 through 2025-12-06 |
| Sat
18:10
Orlando (MCO)
20:00
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-12-13 |
| Mon,Thu,Fri,Sun
18:35
Orlando (MCO)
20:25
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-02 through 2025-11-16 |
| Mon,Fri,Sun
18:35
Orlando (MCO)
20:25
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-21 through 2025-11-28 |
| Fri,Sun
18:35
Orlando (MCO)
20:25
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-07 through 2025-12-14 |
| Thu
18:35
Orlando (MCO)
20:25
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-12-18 |
| Mon
18:35
Orlando (MCO)
20:25
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2026-01-05 |
| Mon-Wed
18:45
Orlando (MCO)
20:35
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
18:45
Orlando (MCO)
20:35
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-19 through 2026-01-04 |
| Sat
19:10
Orlando (MCO)
21:00
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-22 through 2025-11-29 |
| Sat
19:10
Orlando (MCO)
21:00
Midway, Chicago (MDW) Southwest Airlines WN 549 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-20 through 2026-01-03 |
| Sun
14:50
Orlando (MCO)
16:40
Midway, Chicago (MDW) Southwest Airlines WN 577 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2025-05-18 |
| Sun
14:50
Orlando (MCO)
16:40
Midway, Chicago (MDW) Southwest Airlines WN 577 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-06-01 |
| Sat
15:55
Orlando (MCO)
17:45
Midway, Chicago (MDW) Southwest Airlines WN 577 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2025-05-31 |
| Tue,Wed
09:50
Orlando (MCO)
11:35
Midway, Chicago (MDW) Southwest Airlines WN 626 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-07 through 2025-10-29 |
| Sat
18:30
Orlando (MCO)
20:20
Midway, Chicago (MDW) Southwest Airlines WN 748 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-08-09 through 2025-09-27 |
| Sun
19:15
Orlando (MCO)
21:00
Midway, Chicago (MDW) Southwest Airlines WN 748 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-08-31 |
| Sun
19:40
Orlando (MCO)
21:25
Midway, Chicago (MDW) Southwest Airlines WN 748 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-08-10 through 2025-08-24 |
| Sun
19:40
Orlando (MCO)
21:25
Midway, Chicago (MDW) Southwest Airlines WN 748 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-09-07 through 2025-09-28 |
| Tue,Wed
19:55
Orlando (MCO)
21:40
Midway, Chicago (MDW) Southwest Airlines WN 748 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-08-05 through 2025-10-01 |
| Mon,Thu,Fri
20:40
Orlando (MCO)
22:25
Midway, Chicago (MDW) Southwest Airlines WN 748 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-08-07 through 2025-09-29 |
| Thu
10:45
Orlando (MCO)
12:35
Midway, Chicago (MDW) Southwest Airlines WN 873 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-11-27 |
| Tue,Wed
18:25
Orlando (MCO)
20:15
Midway, Chicago (MDW) Southwest Airlines WN 897 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2025-06-04 |
| Sun
19:50
Orlando (MCO)
21:40
Midway, Chicago (MDW) Southwest Airlines WN 897 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2025-05-18 |
| Sun
19:50
Orlando (MCO)
21:40
Midway, Chicago (MDW) Southwest Airlines WN 897 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2025-05-25 |
| Sun
19:50
Orlando (MCO)
21:40
Midway, Chicago (MDW) Southwest Airlines WN 897 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-06-01 |
| Sun
15:30
Orlando (MCO)
17:15
Midway, Chicago (MDW) Southwest Airlines WN 935 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-08-10 through 2025-08-24 |
| Sun
15:30
Orlando (MCO)
17:15
Midway, Chicago (MDW) Southwest Airlines WN 935 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-09-07 through 2025-09-28 |
| Sat
16:45
Orlando (MCO)
18:30
Midway, Chicago (MDW) Southwest Airlines WN 966 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-10-04 through 2025-11-01 |
| Sun
11:55
Orlando (MCO)
13:45
Midway, Chicago (MDW) Southwest Airlines WN 1021 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-11-30 |
| Sat
12:10
Orlando (MCO)
14:00
Midway, Chicago (MDW) Southwest Airlines WN 1021 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-08 through 2025-11-15 |
| Sat
12:10
Orlando (MCO)
14:00
Midway, Chicago (MDW) Southwest Airlines WN 1021 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-06 through 2025-12-13 |
| Mon,Thu,Fri,Sun
12:25
Orlando (MCO)
14:15
Midway, Chicago (MDW) Southwest Airlines WN 1021 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-02 through 2025-11-16 |
| Mon,Fri,Sun
12:25
Orlando (MCO)
14:15
Midway, Chicago (MDW) Southwest Airlines WN 1021 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-21 through 2025-11-28 |
Ad flat here 8924483383 I FlightInfo Lower
Parallax here MCO-MDW
- A domestic route departing from the Orlando airport (MCO) and arriving at Midway, Chicago airport (MDW).
- The flight distance is 990 miles, or 1593 km.
- The timezone of the departure airport is UTC-5 (plus 1h DST), and the timezone of the arrival airport is UTC-6 (plus 1h DST). Current time at the point of departure is 1:32am, and 12:32am at the point of arrival. There is a -1 hour time difference between the airports.
- For direct flights, the flight time varies between 2:40 and 3:05.
