All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
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| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| 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 2025-12-07 through 2025-12-14 |
| Thu
12:25
Orlando (MCO)
14:15
Midway, Chicago (MDW) Southwest Airlines WN 1021 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-12-18 |
| Mon
12:25
Orlando (MCO)
14:15
Midway, Chicago (MDW) Southwest Airlines WN 1021 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2026-01-05 |
| Fri
13:25
Orlando (MCO)
15:15
Midway, Chicago (MDW) Southwest Airlines WN 1037 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-07-04 |
| Mon,Thu,Fri
06:20
Orlando (MCO)
08:05
Midway, Chicago (MDW) Southwest Airlines WN 1053 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-08-07 through 2025-09-29 |
| Sun
12:35
Orlando (MCO)
14:20
Midway, Chicago (MDW) Southwest Airlines WN 1140 Non-stop Boeing 737-700 (73W) 2:45 Operates only on 2025-08-31 |
| Sun
17:45
Orlando (MCO)
19:35
Midway, Chicago (MDW) Southwest Airlines WN 1156 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-05-18 |
| Sun
17:45
Orlando (MCO)
19:35
Midway, Chicago (MDW) Southwest Airlines WN 1156 Non-stop Boeing 737-800 (73H) 2:50 Operates only on 2025-06-01 |
| Tue,Wed
20:15
Orlando (MCO)
22:05
Midway, Chicago (MDW) Southwest Airlines WN 1156 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-06-04 |
| Mon,Thu,Fri
20:50
Orlando (MCO)
22:40
Midway, Chicago (MDW) Southwest Airlines WN 1156 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-06-02 |
| Sat
13:05
Orlando (MCO)
14:55
Midway, Chicago (MDW) Southwest Airlines WN 1164 Non-stop Boeing 737-700 (73W) 2:50 Effective 2025-06-07 through 2025-08-02 |
| Sat
15:35
Orlando (MCO)
17:20
Midway, Chicago (MDW) Southwest Airlines WN 1186 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-08-09 through 2025-09-27 |
| Tue,Wed
14:55
Orlando (MCO)
16:40
Midway, Chicago (MDW) Southwest Airlines WN 1345 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-07 through 2025-10-29 |
| Sat
14:40
Orlando (MCO)
16:30
Midway, Chicago (MDW) Southwest Airlines WN 1350 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-08 through 2025-11-15 |
| Sat
14:40
Orlando (MCO)
16:30
Midway, Chicago (MDW) Southwest Airlines WN 1350 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-06 through 2025-12-13 |
| Tue,Wed,Sun
10:05
Orlando (MCO)
11:50
Midway, Chicago (MDW) Southwest Airlines WN 1373 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-08-05 through 2025-08-27 |
| Tue,Wed,Sun
10:05
Orlando (MCO)
11:50
Midway, Chicago (MDW) Southwest Airlines WN 1373 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-09-02 through 2025-10-01 |
| Sat
12:10
Orlando (MCO)
13:50
Midway, Chicago (MDW) Southwest Airlines WN 1373 Non-stop Boeing 737-800 (73H) 2:40 Effective 2025-08-09 through 2025-09-27 |
| Mon,Thu,Fri
12:20
Orlando (MCO)
14:05
Midway, Chicago (MDW) Southwest Airlines WN 1373 Non-stop Boeing 737-800 (73H) 2:45 Effective 2025-08-07 through 2025-09-29 |
| Tue,Wed
08:00
Orlando (MCO)
09:50
Midway, Chicago (MDW) Southwest Airlines WN 1386 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2025-06-04 |
| Mon,Thu,Fri
09:50
Orlando (MCO)
11:40
Midway, Chicago (MDW) Southwest Airlines WN 1386 Non-stop Boeing 737-800 (73H) 2:50 Valid until 2025-06-02 |
| Sat
06:25
Orlando (MCO)
08:15
Midway, Chicago (MDW) Southwest Airlines WN 1423 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2025-05-31 |
| Mon,Thu,Fri
06:55
Orlando (MCO)
08:45
Midway, Chicago (MDW) Southwest Airlines WN 1423 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2025-06-02 |
| Sun
10:15
Orlando (MCO)
12:05
Midway, Chicago (MDW) Southwest Airlines WN 1423 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-05-25 |
| Tue,Wed
14:00
Orlando (MCO)
15:50
Midway, Chicago (MDW) Southwest Airlines WN 1423 Non-stop Boeing 737-700 (73W) 2:50 Valid until 2025-06-04 |
| Mon-Wed
06:50
Orlando (MCO)
08:40
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
06:50
Orlando (MCO)
08:40
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-19 through 2026-01-04 |
| Mon,Thu,Fri,Sun
06:55
Orlando (MCO)
08:45
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-02 through 2025-11-16 |
| Mon,Fri,Sun
06:55
Orlando (MCO)
08:45
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-21 through 2025-11-28 |
| Fri,Sun
06:55
Orlando (MCO)
08:45
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-07 through 2025-12-14 |
| Thu
06:55
Orlando (MCO)
08:45
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2025-12-18 |
| Mon
06:55
Orlando (MCO)
08:45
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2026-01-05 |
| Sun
07:00
Orlando (MCO)
08:50
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2025-11-30 |
| Sat
07:05
Orlando (MCO)
08:55
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-08 through 2025-11-15 |
| Sat
07:05
Orlando (MCO)
08:55
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-06 through 2025-12-13 |
| Sat
07:15
Orlando (MCO)
09:05
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-11-22 through 2025-11-29 |
| Sat
07:15
Orlando (MCO)
09:05
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2025-12-20 through 2026-01-03 |
| Tue,Wed
09:30
Orlando (MCO)
11:20
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-04 through 2025-11-12 |
| Mon-Thu
09:30
Orlando (MCO)
11:20
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-17 through 2025-11-20 |
| Mon-Fri
09:30
Orlando (MCO)
11:20
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-02 through 2025-12-11 |
| Mon-Wed
09:30
Orlando (MCO)
11:20
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-15 through 2025-12-17 |
| Wed,Thu
09:30
Orlando (MCO)
11:20
Midway, Chicago (MDW) Southwest Airlines WN 1464 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-24 through 2026-01-01 |
| Tue,Wed
20:50
Orlando (MCO)
22:35
Midway, Chicago (MDW) Southwest Airlines WN 1488 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-07 through 2025-10-29 |
| Tue,Wed
15:00
Orlando (MCO)
16:45
Midway, Chicago (MDW) Southwest Airlines WN 1500 Non-stop Boeing 737-700 (73W) 2:45 Effective 2025-08-05 through 2025-10-01 |
| Sun
09:30
Orlando (MCO)
11:15
Midway, Chicago (MDW) Southwest Airlines WN 1544 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-05 through 2025-10-26 |
| Fri
10:10
Orlando (MCO)
11:55
Midway, Chicago (MDW) Southwest Airlines WN 1544 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2025-10-31 |
| Tue,Wed
12:15
Orlando (MCO)
14:00
Midway, Chicago (MDW) Southwest Airlines WN 1544 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2025-10-07 through 2025-10-29 |
| Sat
16:00
Orlando (MCO)
17:50
Midway, Chicago (MDW) Southwest Airlines WN 1550 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-11-08 through 2025-11-15 |
| Sat
16:00
Orlando (MCO)
17:50
Midway, Chicago (MDW) Southwest Airlines WN 1550 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Effective 2025-12-06 through 2025-12-13 |
| Tue,Wed
16:35
Orlando (MCO)
18:25
Midway, Chicago (MDW) Southwest Airlines WN 1550 Non-stop Boeing 737-800 (73H) 2:50 Effective 2025-11-04 through 2025-11-12 |
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.
