All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
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| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Fri,Sun
21:05
Orlando (MCO)
22:50
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-12-07 through 2025-12-14 |
| Thu
21:05
Orlando (MCO)
22:50
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2025-12-18 |
| Mon
21:05
Orlando (MCO)
22:50
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-01-05 |
| Thu
07:00
Orlando (MCO)
08:50
Midway, Chicago (MDW) Southwest Airlines WN 2178 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-11-27 |
| Sun
21:55
Orlando (MCO)
23:40
Midway, Chicago (MDW) Southwest Airlines WN 2286 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Valid until 2025-05-18 |
| Sun
21:55
Orlando (MCO)
23:40
Midway, Chicago (MDW) Southwest Airlines WN 2286 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-06-01 |
| Sun
08:15
Orlando (MCO)
10:00
Midway, Chicago (MDW) Southwest Airlines WN 2288 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-08-31 |
| Sat
15:05
Orlando (MCO)
16:55
Midway, Chicago (MDW) Southwest Airlines WN 2299 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-22 through 2025-11-29 |
| Sat
15:05
Orlando (MCO)
16:55
Midway, Chicago (MDW) Southwest Airlines WN 2299 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-20 through 2026-01-03 |
| Mon-Wed
17:25
Orlando (MCO)
19:15
Midway, Chicago (MDW) Southwest Airlines WN 2299 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
17:25
Orlando (MCO)
19:15
Midway, Chicago (MDW) Southwest Airlines WN 2299 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-19 through 2026-01-04 |
| Tue,Wed
11:45
Orlando (MCO)
13:25
Midway, Chicago (MDW) Southwest Airlines WN 2409 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Effective 2025-08-05 through 2025-10-01 |
| Sat
19:15
Orlando (MCO)
21:00
Midway, Chicago (MDW) Southwest Airlines WN 2442 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-04 through 2025-11-01 |
| Mon,Thu,Fri
19:30
Orlando (MCO)
21:15
Midway, Chicago (MDW) Southwest Airlines WN 2442 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-02 through 2025-10-31 |
| Sun
20:00
Orlando (MCO)
21:50
Midway, Chicago (MDW) Southwest Airlines WN 2442 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-10-05 through 2025-10-26 |
| Sat
10:25
Orlando (MCO)
12:10
Midway, Chicago (MDW) Southwest Airlines WN 2549 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-06-07 through 2025-08-02 |
| Sun
10:55
Orlando (MCO)
12:40
Midway, Chicago (MDW) Southwest Airlines WN 2549 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-06-08 through 2025-08-03 |
| Mon,Thu,Fri
11:30
Orlando (MCO)
13:15
Midway, Chicago (MDW) Southwest Airlines WN 2549 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
11:30
Orlando (MCO)
13:15
Midway, Chicago (MDW) Southwest Airlines WN 2549 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-07-07 through 2025-08-04 |
| Tue,Wed
17:25
Orlando (MCO)
19:25
Midway, Chicago (MDW) Southwest Airlines WN 2634 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2025-06-10 through 2025-07-30 |
| Sat
21:00
Orlando (MCO)
22:50
Midway, Chicago (MDW) Southwest Airlines WN 2634 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-06-07 through 2025-08-02 |
| Mon,Thu,Fri
21:50
Orlando (MCO)
23:40
Midway, Chicago (MDW) Southwest Airlines WN 2634 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
21:50
Orlando (MCO)
23:40
Midway, Chicago (MDW) Southwest Airlines WN 2634 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-07-07 through 2025-08-04 |
| Sun
22:50
Orlando (MCO)
00:35
Midway, Chicago (MDW) Southwest Airlines WN 2634 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-06-08 through 2025-08-03 The flight arrives 1 day after departure. |
| Sun
08:10
Orlando (MCO)
10:00
Midway, Chicago (MDW) Southwest Airlines WN 2765 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-05-18 |
| Sun
08:10
Orlando (MCO)
10:00
Midway, Chicago (MDW) Southwest Airlines WN 2765 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-06-01 |
| Sat
13:45
Orlando (MCO)
15:35
Midway, Chicago (MDW) Southwest Airlines WN 2765 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2025-05-31 |
| Sat
11:40
Orlando (MCO)
13:25
Midway, Chicago (MDW) Southwest Airlines WN 2838 Non-stop Boeing 737-700 (73W) 2:45 Valid until 2025-05-31 |
| Mon,Thu,Fri
12:30
Orlando (MCO)
14:20
Midway, Chicago (MDW) Southwest Airlines WN 2905 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-06-02 |
| Sun
12:35
Orlando (MCO)
14:25
Midway, Chicago (MDW) Southwest Airlines WN 2905 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2025-05-18 |
| Sun
12:35
Orlando (MCO)
14:25
Midway, Chicago (MDW) Southwest Airlines WN 2905 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2025-06-01 |
| Sun
12:55
Orlando (MCO)
14:45
Midway, Chicago (MDW) Southwest Airlines WN 2905 Non-stop Boeing 737-700 (73W) 2:50 Operates only on 2025-05-25 |
| Tue,Wed
16:35
Orlando (MCO)
18:25
Midway, Chicago (MDW) Southwest Airlines WN 2905 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-06-04 |
| Sat
09:10
Orlando (MCO)
11:00
Midway, Chicago (MDW) Southwest Airlines WN 2972 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-22 through 2025-11-29 |
| Sat
09:10
Orlando (MCO)
11:00
Midway, Chicago (MDW) Southwest Airlines WN 2972 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-20 through 2026-01-03 |
| Mon-Wed
09:25
Orlando (MCO)
11:15
Midway, Chicago (MDW) Southwest Airlines WN 2972 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
09:25
Orlando (MCO)
11:15
Midway, Chicago (MDW) Southwest Airlines WN 2972 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-19 through 2026-01-04 |
| Sat
17:00
Orlando (MCO)
18:50
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-08 through 2025-11-15 |
| Sat
17:00
Orlando (MCO)
18:50
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-06 through 2025-12-13 |
| Mon,Thu,Fri,Sun
17:05
Orlando (MCO)
18:55
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-02 through 2025-11-16 |
| Mon,Fri,Sun
17:05
Orlando (MCO)
18:55
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-21 through 2025-11-28 |
| Fri,Sun
17:05
Orlando (MCO)
18:55
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-07 through 2025-12-14 |
| Thu
17:05
Orlando (MCO)
18:55
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2025-12-18 |
| Mon
17:05
Orlando (MCO)
18:55
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-01-05 |
| Tue,Wed
18:50
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-04 through 2025-11-12 |
| Mon-Thu
18:50
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-17 through 2025-11-20 |
| Mon-Fri
18:50
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-02 through 2025-12-11 |
| Mon-Wed
18:50
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-15 through 2025-12-17 |
| Wed,Thu
18:50
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-24 through 2026-01-01 |
| Sun
22:50
Orlando (MCO)
00:35
Midway, Chicago (MDW) Southwest Airlines WN 3221 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2025-11-30 The flight arrives 1 day after departure. |
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 , and the timezone of the arrival airport is UTC-6 . 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 2:40 and 3:05.
