All airlines flying from Orlando (MCO) to Midway, Chicago (MDW).
Ad box here 7322741189 I FlightInfo Top Box
| FLIGHT SCHEDULE |
|---|
| Non-Direct Flights: |
| Sat
16:00
Orlando (MCO)
19:30
Midway, Chicago (MDW) Southwest Airlines WN 659 1-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2025-12-20 through 2026-01-03 |
| Sat
17:20
Orlando (MCO)
21:40
Midway, Chicago (MDW) Southwest Airlines WN 662 1-stop Boeing 737-800 (73H) 5:20 Effective 2025-11-22 through 2025-11-29 |
| Sat
17:20
Orlando (MCO)
21:40
Midway, Chicago (MDW) Southwest Airlines WN 662 1-stop Boeing 737-800 (73H) 5:20 Effective 2025-12-20 through 2026-01-03 |
| Thu
06:15
Orlando (MCO)
10:25
Midway, Chicago (MDW) Southwest Airlines WN 743 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Operates only on 2025-11-27 |
| Tue,Wed
12:00
Orlando (MCO)
16:25
Midway, Chicago (MDW) Southwest Airlines WN 818 1-stop Boeing 737 MAX 8 (7M8) 5:25 Effective 2025-08-05 through 2025-10-01 |
| Mon,Thu,Fri
07:15
Orlando (MCO)
10:35
Midway, Chicago (MDW) Southwest Airlines WN 836 1-stop Boeing 737-700 (73W) 4:20 Effective 2025-08-07 through 2025-09-29 |
| Sat
13:10
Orlando (MCO)
16:30
Midway, Chicago (MDW) Southwest Airlines WN 949 1-stop Boeing 737-700 (Scimitar Winglets) 4:20 Effective 2025-10-04 through 2025-11-01 |
| Mon,Thu,Fri
09:50
Orlando (MCO)
13:55
Midway, Chicago (MDW) Southwest Airlines WN 951 1-stop Boeing 737-700 (73W) 5:05 Effective 2025-08-07 through 2025-09-29 |
| Sat
09:55
Orlando (MCO)
14:00
Midway, Chicago (MDW) Southwest Airlines WN 1093 1-stop Boeing 737-700 (73W) 5:05 Effective 2025-06-07 through 2025-08-02 |
| Mon,Thu,Fri
10:40
Orlando (MCO)
14:45
Midway, Chicago (MDW) Southwest Airlines WN 1104 1-stop Boeing 737-800 (73H) 5:05 Effective 2025-08-07 through 2025-09-29 |
| Sun
10:20
Orlando (MCO)
14:15
Midway, Chicago (MDW) Southwest Airlines WN 1279 1-stop Boeing 737 MAX 8 (7M8) 4:55 Valid until 2025-05-18 |
| Sun
10:20
Orlando (MCO)
14:15
Midway, Chicago (MDW) Southwest Airlines WN 1279 1-stop Boeing 737 MAX 8 (7M8) 4:55 Operates only on 2025-06-01 |
| Tue,Wed
08:50
Orlando (MCO)
12:10
Midway, Chicago (MDW) Southwest Airlines WN 1313 1-stop Boeing 737 MAX 8 (7M8) 4:20 Effective 2025-10-07 through 2025-10-29 |
| Sat
13:40
Orlando (MCO)
16:40
Midway, Chicago (MDW) Southwest Airlines WN 1313 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2025-10-04 through 2025-11-01 |
| Sat
08:05
Orlando (MCO)
12:20
Midway, Chicago (MDW) Southwest Airlines WN 1327 1-stop Boeing 737-700 (73W) 5:15 Valid until 2025-05-31 |
| Mon,Thu,Fri
08:55
Orlando (MCO)
12:45
Midway, Chicago (MDW) Southwest Airlines WN 1353 1-stop Boeing 737-700 (Scimitar Winglets) 4:50 Effective 2025-10-02 through 2025-10-31 |
| Sun
09:15
Orlando (MCO)
13:50
Midway, Chicago (MDW) Southwest Airlines WN 1488 1-stop Boeing 737-700 (73W) 5:35 Effective 2025-08-10 through 2025-08-24 |
| Sun
09:15
Orlando (MCO)
13:50
Midway, Chicago (MDW) Southwest Airlines WN 1488 1-stop Boeing 737-700 (73W) 5:35 Effective 2025-09-07 through 2025-09-28 |
| Sun
09:10
Orlando (MCO)
12:50
Midway, Chicago (MDW) Southwest Airlines WN 1537 1-stop Boeing 737-700 (73W) 4:40 Operates only on 2025-08-31 |
| Tue,Wed
09:00
Orlando (MCO)
12:05
Midway, Chicago (MDW) Southwest Airlines WN 1565 1-stop Boeing 737-700 (73W) 4:05 Effective 2025-08-05 through 2025-10-01 |
| Sat
11:50
Orlando (MCO)
15:35
Midway, Chicago (MDW) Southwest Airlines WN 1687 1-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2025-08-09 through 2025-09-27 |
| Sat
17:15
Orlando (MCO)
21:45
Midway, Chicago (MDW) Southwest Airlines WN 1723 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2025-11-22 through 2025-11-29 |
| Sat
17:15
Orlando (MCO)
21:45
Midway, Chicago (MDW) Southwest Airlines WN 1723 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2025-12-20 through 2026-01-03 |
| Mon,Thu,Fri
15:50
Orlando (MCO)
19:20
Midway, Chicago (MDW) Southwest Airlines WN 1765 1-stop Boeing 737-700 (73W) 4:30 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
15:50
Orlando (MCO)
19:20
Midway, Chicago (MDW) Southwest Airlines WN 1765 1-stop Boeing 737-700 (73W) 4:30 Effective 2025-07-07 through 2025-08-04 |
| Tue,Wed
12:00
Orlando (MCO)
15:10
Midway, Chicago (MDW) Southwest Airlines WN 1766 1-stop Boeing 737-700 (73W) 4:10 Effective 2025-08-05 through 2025-10-01 |
| Tue,Wed
07:10
Orlando (MCO)
10:10
Midway, Chicago (MDW) Southwest Airlines WN 1845 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-06-10 through 2025-07-30 |
| Sun
17:20
Orlando (MCO)
21:45
Midway, Chicago (MDW) Southwest Airlines WN 1961 1-stop Boeing 737-800 (73H) 5:25 Effective 2025-10-05 through 2025-10-26 |
| Sun
11:15
Orlando (MCO)
14:40
Midway, Chicago (MDW) Southwest Airlines WN 1967 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Operates only on 2025-11-30 |
| Tue,Wed
16:00
Orlando (MCO)
19:30
Midway, Chicago (MDW) Southwest Airlines WN 2012 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2025-10-07 through 2025-10-29 |
| Sun
07:35
Orlando (MCO)
11:55
Midway, Chicago (MDW) Southwest Airlines WN 2047 1-stop Boeing 737-700 (Scimitar Winglets) 5:20 Operates only on 2025-11-30 |
| Mon-Wed
09:05
Orlando (MCO)
13:20
Midway, Chicago (MDW) Southwest Airlines WN 2047 1-stop Boeing 737-800 (73H) 5:15 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
09:05
Orlando (MCO)
13:20
Midway, Chicago (MDW) Southwest Airlines WN 2047 1-stop Boeing 737-800 (73H) 5:15 Effective 2025-12-19 through 2026-01-04 |
| Sat
12:20
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 2047 1-stop Boeing 737-800 (73H) 5:15 Effective 2025-11-22 through 2025-11-29 |
| Sat
12:20
Orlando (MCO)
16:35
Midway, Chicago (MDW) Southwest Airlines WN 2047 1-stop Boeing 737-800 (73H) 5:15 Effective 2025-12-20 through 2026-01-03 |
| Tue,Wed
16:50
Orlando (MCO)
20:00
Midway, Chicago (MDW) Southwest Airlines WN 2068 1-stop Boeing 737-700 (73W) 4:10 Effective 2025-06-10 through 2025-07-30 |
| Mon,Thu,Fri
17:35
Orlando (MCO)
20:40
Midway, Chicago (MDW) Southwest Airlines WN 2071 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2025-10-02 through 2025-10-31 |
| Sat
12:25
Orlando (MCO)
16:05
Midway, Chicago (MDW) Southwest Airlines WN 2073 1-stop Boeing 737-700 (73W) 4:40 Valid until 2025-05-31 |
| Mon,Thu,Fri
08:00
Orlando (MCO)
11:00
Midway, Chicago (MDW) Southwest Airlines WN 2131 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-06-05 through 2025-07-03 |
| Mon,Thu,Fri
08:00
Orlando (MCO)
11:00
Midway, Chicago (MDW) Southwest Airlines WN 2131 1-stop Boeing 737-700 (73W) 4:00 Effective 2025-07-07 through 2025-08-04 |
| Sun
10:30
Orlando (MCO)
14:30
Midway, Chicago (MDW) Southwest Airlines WN 2181 1-stop Boeing 737-700 (73W) 5:00 Operates only on 2025-05-25 |
| Sun
17:10
Orlando (MCO)
20:50
Midway, Chicago (MDW) Southwest Airlines WN 2202 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Operates only on 2025-11-30 |
| Mon,Thu,Fri
09:15
Orlando (MCO)
13:30
Midway, Chicago (MDW) Southwest Airlines WN 2214 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Effective 2025-10-02 through 2025-10-31 |
| Mon-Wed
20:40
Orlando (MCO)
23:50
Midway, Chicago (MDW) Southwest Airlines WN 2218 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2025-11-25 through 2025-12-01 |
| Mon,Tue,Fri,Sun
20:40
Orlando (MCO)
23:50
Midway, Chicago (MDW) Southwest Airlines WN 2218 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2025-12-19 through 2026-01-04 |
| Sat
14:25
Orlando (MCO)
19:00
Midway, Chicago (MDW) Southwest Airlines WN 2303 1-stop Boeing 737-700 (73W) 5:35 Effective 2025-08-09 through 2025-09-27 |
| Sat
15:50
Orlando (MCO)
19:35
Midway, Chicago (MDW) Southwest Airlines WN 2345 1-stop Boeing 737-800 (73H) 4:45 Valid until 2025-05-31 |
| Tue,Wed
10:50
Orlando (MCO)
14:10
Midway, Chicago (MDW) Southwest Airlines WN 2365 1-stop Boeing 737-700 (73W) 4:20 Effective 2025-06-10 through 2025-07-30 |
| Tue,Wed
08:55
Orlando (MCO)
12:40
Midway, Chicago (MDW) Southwest Airlines WN 2422 1-stop Boeing 737-700 (73W) 4:45 Effective 2025-06-10 through 2025-07-30 |
| Sat
17:50
Orlando (MCO)
21:35
Midway, Chicago (MDW) Southwest Airlines WN 2432 1-stop Boeing 737-800 (73H) 4:45 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.
