All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
Ad box here 7322741189 I FlightInfo Top Box
| FLIGHT SCHEDULE |
|---|
| Non-Direct Flights: |
| Sat
17:50
Orlando (MCO)
21:35
Midway, Chicago (MDW) Southwest Airlines WN 2432 1-stop Boeing 737-800 (73H) 4:45 Effective 2025-12-20 through 2026-01-03 |
| Mon,Thu,Fri
10:15
Orlando (MCO)
13:25
Midway, Chicago (MDW) Southwest Airlines WN 2484 1-stop Boeing 737-700 (73W) 4:10 Valid until 2025-06-02 |
| Sun
10:35
Orlando (MCO)
13:55
Midway, Chicago (MDW) Southwest Airlines WN 2750 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2025-10-05 through 2025-10-26 |
| Sat
14:45
Orlando (MCO)
18:35
Midway, Chicago (MDW) Southwest Airlines WN 2774 1-stop Boeing 737 MAX 8 (7M8) 4:50 Effective 2025-11-08 through 2025-11-15 |
| Sat
14:45
Orlando (MCO)
18:35
Midway, Chicago (MDW) Southwest Airlines WN 2774 1-stop Boeing 737 MAX 8 (7M8) 4:50 Effective 2025-12-06 through 2025-12-13 |
| Sun
15:40
Orlando (MCO)
19:55
Midway, Chicago (MDW) Southwest Airlines WN 2800 1-stop Boeing 737-700 (73W) 5:15 Valid until 2025-05-18 |
| Sun
15:40
Orlando (MCO)
19:55
Midway, Chicago (MDW) Southwest Airlines WN 2800 1-stop Boeing 737-700 (73W) 5:15 Operates only on 2025-06-01 |
| Mon,Thu,Fri,Sun
20:05
Orlando (MCO)
00:50
Midway, Chicago (MDW) Southwest Airlines WN 2898 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2025-11-02 through 2025-11-16 The flight arrives 1 day after departure. |
| Mon,Fri,Sun
20:05
Orlando (MCO)
00:50
Midway, Chicago (MDW) Southwest Airlines WN 2898 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2025-11-21 through 2025-11-28 The flight arrives 1 day after departure. |
| Fri,Sun
20:05
Orlando (MCO)
00:50
Midway, Chicago (MDW) Southwest Airlines WN 2898 1-stop Boeing 737 MAX 8 (7M8) 5:45 Effective 2025-12-07 through 2025-12-14 The flight arrives 1 day after departure. |
| Thu
20:05
Orlando (MCO)
00:50
Midway, Chicago (MDW) Southwest Airlines WN 2898 1-stop Boeing 737 MAX 8 (7M8) 5:45 Operates only on 2025-12-18 The flight arrives 1 day after departure. |
| Mon
20:05
Orlando (MCO)
00:50
Midway, Chicago (MDW) Southwest Airlines WN 2898 1-stop Boeing 737 MAX 8 (7M8) 5:45 Operates only on 2026-01-05 The flight arrives 1 day after departure. |
| Sun
16:50
Orlando (MCO)
19:50
Midway, Chicago (MDW) Southwest Airlines WN 2909 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-08-10 through 2025-08-24 |
| Sun
16:50
Orlando (MCO)
19:50
Midway, Chicago (MDW) Southwest Airlines WN 2909 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-09-07 through 2025-09-28 |
| Sat
08:50
Orlando (MCO)
13:10
Midway, Chicago (MDW) Southwest Airlines WN 2964 1-stop Boeing 737-800 (73H) 5:20 Effective 2025-10-04 through 2025-11-01 |
| Sun
10:30
Orlando (MCO)
14:55
Midway, Chicago (MDW) Southwest Airlines WN 3045 1-stop Boeing 737-800 (73H) 5:25 Effective 2025-06-08 through 2025-08-03 |
| Sat
15:50
Orlando (MCO)
20:25
Midway, Chicago (MDW) Southwest Airlines WN 3045 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2025-06-07 through 2025-08-02 |
| Mon,Thu,Fri
09:25
Orlando (MCO)
13:45
Midway, Chicago (MDW) Southwest Airlines WN 3082 1-stop Boeing 737-800 (73H) 5:20 Effective 2025-10-02 through 2025-10-31 |
| Sat
13:30
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 3107 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2025-10-04 through 2025-11-01 |
| Mon,Thu,Fri
10:15
Orlando (MCO)
13:35
Midway, Chicago (MDW) Southwest Airlines WN 3164 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2025-10-02 through 2025-10-31 |
| Sat
11:05
Orlando (MCO)
14:25
Midway, Chicago (MDW) Southwest Airlines WN 3220 1-stop Boeing 737-700 (73W) 4:20 Effective 2025-06-07 through 2025-08-02 |
| Sun
09:00
Orlando (MCO)
13:20
Midway, Chicago (MDW) Southwest Airlines WN 3222 1-stop Boeing 737-800 (73H) 5:20 Operates only on 2025-05-25 |
| Sat
12:10
Orlando (MCO)
15:45
Midway, Chicago (MDW) Southwest Airlines WN 3291 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Effective 2025-10-04 through 2025-11-01 |
| Sat
14:25
Orlando (MCO)
18:45
Midway, Chicago (MDW) Southwest Airlines WN 3360 1-stop Boeing 737 MAX 8 (7M8) 5:20 Effective 2025-11-08 through 2025-11-15 |
| Sat
14:25
Orlando (MCO)
18:45
Midway, Chicago (MDW) Southwest Airlines WN 3360 1-stop Boeing 737 MAX 8 (7M8) 5:20 Effective 2025-12-06 through 2025-12-13 |
| Sat
14:55
Orlando (MCO)
18:40
Midway, Chicago (MDW) Southwest Airlines WN 3388 1-stop Boeing 737-800 (73H) 4:45 Effective 2025-11-08 through 2025-11-15 |
| Sat
14:55
Orlando (MCO)
18:40
Midway, Chicago (MDW) Southwest Airlines WN 3388 1-stop Boeing 737-800 (73H) 4:45 Effective 2025-12-06 through 2025-12-13 |
| Tue,Wed
09:05
Orlando (MCO)
13:35
Midway, Chicago (MDW) Southwest Airlines WN 3614 1-stop Boeing 737-700 (73W) 5:30 Effective 2025-06-10 through 2025-07-30 |
| Sun
16:35
Orlando (MCO)
20:00
Midway, Chicago (MDW) Southwest Airlines WN 3630 1-stop Boeing 737-700 (73W) 4:25 Effective 2025-06-08 through 2025-08-03 |
| Mon,Thu,Fri,Sun
17:10
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3634 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2025-11-02 through 2025-11-16 |
| Mon,Fri,Sun
17:10
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3634 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2025-11-21 through 2025-11-28 |
| Fri,Sun
17:10
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3634 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2025-12-07 through 2025-12-14 |
| Thu
17:10
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3634 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2025-12-18 |
| Mon
17:10
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 3634 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-01-05 |
| Sun
18:00
Orlando (MCO)
21:25
Midway, Chicago (MDW) Southwest Airlines WN 3634 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Operates only on 2025-11-30 |
| Sun
17:05
Orlando (MCO)
20:00
Midway, Chicago (MDW) Southwest Airlines WN 3638 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2025-10-05 through 2025-10-26 |
| Sun
16:15
Orlando (MCO)
19:25
Midway, Chicago (MDW) Southwest Airlines WN 3675 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2025-10-05 through 2025-10-26 |
| Mon-Fri
14:00
Orlando (MCO)
17:35
Midway, Chicago (MDW) Southwest Airlines WN 3695 1-stop Boeing 737 MAX 8 (7M8) 4:35 Valid until 2025-06-04 |
| Sun
17:30
Orlando (MCO)
21:50
Midway, Chicago (MDW) Southwest Airlines WN 3762 1-stop Boeing 737-800 (73H) 5:20 Operates only on 2025-11-30 |
| Sun
10:55
Orlando (MCO)
14:05
Midway, Chicago (MDW) Southwest Airlines WN 3913 1-stop Boeing 737-700 (73W) 4:10 Effective 2025-06-08 through 2025-08-03 |
| Sun
17:05
Orlando (MCO)
22:00
Midway, Chicago (MDW) Southwest Airlines WN 3951 1-stop Boeing 737 MAX 8 (7M8) 5:55 Effective 2025-10-05 through 2025-10-26 |
| Sun
08:55
Orlando (MCO)
12:10
Midway, Chicago (MDW) Southwest Airlines WN 4077 1-stop Boeing 737-700 (73W) 4:15 Effective 2025-08-10 through 2025-08-24 |
| Sun
08:55
Orlando (MCO)
12:10
Midway, Chicago (MDW) Southwest Airlines WN 4077 1-stop Boeing 737-700 (73W) 4:15 Effective 2025-09-07 through 2025-09-28 |
| Mon,Thu,Fri
09:40
Orlando (MCO)
12:50
Midway, Chicago (MDW) Southwest Airlines WN 4077 1-stop Boeing 737-700 (73W) 4:10 Effective 2025-08-07 through 2025-09-29 |
| Sun
13:30
Orlando (MCO)
17:40
Midway, Chicago (MDW) Southwest Airlines WN 4131 1-stop Boeing 737 MAX 8 (7M8) 5:10 Effective 2025-10-05 through 2025-10-26 |
| Tue,Wed,Sun
08:55
Orlando (MCO)
12:45
Midway, Chicago (MDW) Southwest Airlines WN 4201 1-stop Boeing 737-700 (73W) 4:50 Valid until 2025-05-21 |
| Tue,Wed,Sun
08:55
Orlando (MCO)
12:45
Midway, Chicago (MDW) Southwest Airlines WN 4201 1-stop Boeing 737-700 (73W) 4:50 Effective 2025-05-27 through 2025-06-04 |
| Mon-Wed
15:00
Orlando (MCO)
19:40
Midway, Chicago (MDW) Southwest Airlines WN 1253 2-stop Boeing 737-700 (Scimitar Winglets) 5:40 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
15:00
Orlando (MCO)
19:40
Midway, Chicago (MDW) Southwest Airlines WN 1253 2-stop Boeing 737-700 (Scimitar Winglets) 5:40 Effective 2025-12-19 through 2026-01-04 |
| Sat
14:25
Orlando (MCO)
19:35
Midway, Chicago (MDW) Southwest Airlines WN 3054 2-stop Boeing 737-700 (Scimitar Winglets) 6:10 Effective 2025-11-22 through 2025-11-29 |
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.
