All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
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| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Mon-Thu
16:35
Orlando (MCO)
18:25
Midway, Chicago (MDW) Southwest Airlines WN 1550 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-17 through 2025-11-20 |
| Mon-Fri
16:35
Orlando (MCO)
18:25
Midway, Chicago (MDW) Southwest Airlines WN 1550 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-02 through 2025-12-11 |
| Mon-Wed
16:35
Orlando (MCO)
18:25
Midway, Chicago (MDW) Southwest Airlines WN 1550 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-15 through 2025-12-17 |
| Wed,Thu
16:35
Orlando (MCO)
18:25
Midway, Chicago (MDW) Southwest Airlines WN 1550 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-24 through 2026-01-01 |
| Sun
21:25
Orlando (MCO)
23:10
Midway, Chicago (MDW) Southwest Airlines WN 1558 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-05 through 2025-10-26 |
| Mon,Thu,Fri
21:30
Orlando (MCO)
23:15
Midway, Chicago (MDW) Southwest Airlines WN 1558 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-10-02 through 2025-10-31 |
| Mon,Thu,Fri
07:35
Orlando (MCO)
09:20
Midway, Chicago (MDW) Southwest Airlines WN 1570 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-08-07 through 2025-09-29 |
| Sun
15:45
Orlando (MCO)
17:35
Midway, Chicago (MDW) Southwest Airlines WN 1673 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-10-05 through 2025-10-26 |
| Mon,Thu,Fri
07:55
Orlando (MCO)
09:45
Midway, Chicago (MDW) Southwest Airlines WN 1719 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
07:55
Orlando (MCO)
09:45
Midway, Chicago (MDW) Southwest Airlines WN 1719 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-07-07 through 2025-08-04 |
| Sun
08:05
Orlando (MCO)
09:55
Midway, Chicago (MDW) Southwest Airlines WN 1719 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-06-08 through 2025-08-03 |
| Tue,Wed
10:30
Orlando (MCO)
12:20
Midway, Chicago (MDW) Southwest Airlines WN 1719 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-06-10 through 2025-07-30 |
| Tue,Wed
12:40
Orlando (MCO)
14:30
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-04 through 2025-11-12 |
| Mon-Thu
12:40
Orlando (MCO)
14:30
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-17 through 2025-11-20 |
| Mon-Fri
12:40
Orlando (MCO)
14:30
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-02 through 2025-12-11 |
| Mon-Wed
12:40
Orlando (MCO)
14:30
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-15 through 2025-12-17 |
| Wed,Thu
12:40
Orlando (MCO)
14:30
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-24 through 2026-01-01 |
| Mon,Thu,Fri,Sun
15:15
Orlando (MCO)
17:05
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-02 through 2025-11-16 |
| Mon,Fri,Sun
15:15
Orlando (MCO)
17:05
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-21 through 2025-11-28 |
| Fri,Sun
15:15
Orlando (MCO)
17:05
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-07 through 2025-12-14 |
| Thu
15:15
Orlando (MCO)
17:05
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2025-12-18 |
| Mon
15:15
Orlando (MCO)
17:05
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-01-05 |
| Sun
15:40
Orlando (MCO)
17:30
Midway, Chicago (MDW) Southwest Airlines WN 1747 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2025-11-30 |
| Sun
14:55
Orlando (MCO)
16:45
Midway, Chicago (MDW) Southwest Airlines WN 1788 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-06-08 through 2025-08-03 |
| Mon,Thu,Fri
15:30
Orlando (MCO)
17:25
Midway, Chicago (MDW) Southwest Airlines WN 1788 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
15:30
Orlando (MCO)
17:25
Midway, Chicago (MDW) Southwest Airlines WN 1788 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-07-07 through 2025-08-04 |
| Sat
15:55
Orlando (MCO)
17:50
Midway, Chicago (MDW) Southwest Airlines WN 1788 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2025-06-07 through 2025-08-02 |
| Fri
16:45
Orlando (MCO)
18:40
Midway, Chicago (MDW) Southwest Airlines WN 1788 Non-stop Boeing 737-800 (73H) 2:55 Operates only on 2025-07-04 |
| Sat
10:20
Orlando (MCO)
12:05
Midway, Chicago (MDW) Southwest Airlines WN 1806 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Effective 2025-10-04 through 2025-11-01 |
| Sun
10:55
Orlando (MCO)
12:40
Midway, Chicago (MDW) Southwest Airlines WN 1806 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-05 through 2025-10-26 |
| Thu
09:15
Orlando (MCO)
11:05
Midway, Chicago (MDW) Southwest Airlines WN 1898 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2025-11-27 |
| Mon,Thu,Fri
16:25
Orlando (MCO)
18:15
Midway, Chicago (MDW) Southwest Airlines WN 1972 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-08-07 through 2025-09-29 |
| Sat
17:00
Orlando (MCO)
18:50
Midway, Chicago (MDW) Southwest Airlines WN 1972 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-08-09 through 2025-09-27 |
| Sun
17:15
Orlando (MCO)
19:05
Midway, Chicago (MDW) Southwest Airlines WN 1972 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-08-31 |
| Sun
18:20
Orlando (MCO)
20:10
Midway, Chicago (MDW) Southwest Airlines WN 1972 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-08-10 through 2025-08-24 |
| Sun
18:20
Orlando (MCO)
20:10
Midway, Chicago (MDW) Southwest Airlines WN 1972 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-09-07 through 2025-09-28 |
| Tue,Wed
14:45
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-04 through 2025-11-12 |
| Mon-Thu
14:45
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-17 through 2025-11-20 |
| Mon-Fri
14:45
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-02 through 2025-12-11 |
| Mon-Wed
14:45
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-15 through 2025-12-17 |
| Wed,Thu
14:45
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-24 through 2026-01-01 |
| Mon-Wed
20:05
Orlando (MCO)
21:55
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
20:05
Orlando (MCO)
21:55
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-19 through 2026-01-04 |
| Sat
20:10
Orlando (MCO)
22:00
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-22 through 2025-11-29 |
| Sat
20:10
Orlando (MCO)
22:00
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-12-20 through 2026-01-03 |
| Sat
20:15
Orlando (MCO)
22:05
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-08 through 2025-11-15 |
| Sat
20:15
Orlando (MCO)
22:05
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-06 through 2025-12-13 |
| Sun
20:35
Orlando (MCO)
22:25
Midway, Chicago (MDW) Southwest Airlines WN 2094 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2025-11-30 |
| Mon,Thu,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 2025-11-02 through 2025-11-16 |
| Mon,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 2025-11-21 through 2025-11-28 |
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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.
