Southwest Airlines flights from Chicago Midway (MDW) to Orlando (MCO).
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| FLIGHT SCHEDULE |
|---|
| Non-Direct Flights: |
| Fri,Sun
07:50
Chicago Midway (MDW)
14:20
Orlando (MCO) Southwest Airlines WN 2099 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-01-02 through 2026-01-04 |
| Sun
10:10
Chicago Midway (MDW)
15:15
Orlando (MCO) Southwest Airlines WN 2212 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-03-08 through 2026-04-05 |
| Sun
10:05
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 2215 1-stop Boeing 737-800 (73H) 4:00 Effective 2026-04-12 through 2026-05-17 |
| Sun
10:05
Chicago Midway (MDW)
15:05
Orlando (MCO) Southwest Airlines WN 2215 1-stop Boeing 737-800 (73H) 4:00 Operates only on 2026-05-31 |
| Sat
15:35
Chicago Midway (MDW)
21:20
Orlando (MCO) Southwest Airlines WN 2238 1-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2026-04-11 through 2026-05-30 |
| Sun
09:00
Chicago Midway (MDW)
13:55
Orlando (MCO) Southwest Airlines WN 2289 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-04-12 through 2026-05-17 |
| Sun
09:00
Chicago Midway (MDW)
13:55
Orlando (MCO) Southwest Airlines WN 2289 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Operates only on 2026-05-31 |
| Sat
10:25
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 2327 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-06-06 through 2026-08-01 |
| Sat
07:25
Chicago Midway (MDW)
14:00
Orlando (MCO) Southwest Airlines WN 2345 1-stop Boeing 737 MAX 8 (7M8) 5:35 Effective 2026-04-11 through 2026-05-30 |
| Mon,Tue,Fri,Sun
05:20
Chicago Midway (MDW)
11:55
Orlando (MCO) Southwest Airlines WN 2464 1-stop Boeing 737 MAX 8 (7M8) 5:35 Valid until 2026-01-04 |
| Sat
07:30
Chicago Midway (MDW)
13:35
Orlando (MCO) Southwest Airlines WN 2661 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-02-14 through 2026-02-28 |
| Sun
07:40
Chicago Midway (MDW)
13:05
Orlando (MCO) Southwest Airlines WN 2661 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-03-08 through 2026-04-05 |
| Thu,Fri,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-02-17 through 2026-02-23 |
| Mon
09:50
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 2664 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Operates only on 2026-03-02 |
| Sat
06:50
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 2672 1-stop Boeing 737-800 (73H) 5:40 Effective 2026-02-14 through 2026-02-28 |
| Sat
08:10
Chicago Midway (MDW)
14:00
Orlando (MCO) Southwest Airlines WN 2709 1-stop Boeing 737-700 (Scimitar Winglets) 4:50 Effective 2026-02-14 through 2026-02-28 |
| Sun
13:10
Chicago Midway (MDW)
19:05
Orlando (MCO) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Effective 2026-04-12 through 2026-05-17 |
| Sun
13:10
Chicago Midway (MDW)
19:05
Orlando (MCO) Southwest Airlines WN 2780 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Operates only on 2026-05-31 |
| Mon
09:30
Chicago Midway (MDW)
14:45
Orlando (MCO) Southwest Airlines WN 2825 1-stop Boeing 737 MAX 8 (7M8) 4:15 Operates only on 2026-01-05 |
| Sun
12:00
Chicago Midway (MDW)
18:05
Orlando (MCO) Southwest Airlines WN 2877 1-stop Boeing 737-800 (73H) 5:05 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
13:20
Chicago Midway (MDW)
19:35
Orlando (MCO) Southwest Airlines WN 2877 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2026-06-04 through 2026-08-03 |
| Sat
10:25
Chicago Midway (MDW)
16:00
Orlando (MCO) Southwest Airlines WN 2915 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Effective 2026-02-14 through 2026-02-28 |
| Wed,Thu
14:25
Chicago Midway (MDW)
19:15
Orlando (MCO) Southwest Airlines WN 3027 1-stop Boeing 737-700 (73W) 3:50 Valid until 2026-01-01 |
| Mon,Thu,Fri
07:40
Chicago Midway (MDW)
12:55
Orlando (MCO) Southwest Airlines WN 3108 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-04-09 through 2026-06-01 |
| Sat
07:55
Chicago Midway (MDW)
14:10
Orlando (MCO) Southwest Airlines WN 3222 1-stop Boeing 737 MAX 8 (7M8) 5:15 Effective 2026-06-06 through 2026-08-01 |
| Tue,Wed
09:10
Chicago Midway (MDW)
15:15
Orlando (MCO) Southwest Airlines WN 3222 1-stop Boeing 737-700 (Scimitar Winglets) 5:05 Effective 2026-06-09 through 2026-07-29 |
| Sat
10:20
Chicago Midway (MDW)
15:15
Orlando (MCO) Southwest Airlines WN 3271 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-06-06 through 2026-08-01 |
| Sun
13:15
Chicago Midway (MDW)
19:20
Orlando (MCO) Southwest Airlines WN 3304 1-stop Boeing 737-800 (73H) 5:05 Effective 2026-03-08 through 2026-04-05 |
| Sat
07:40
Chicago Midway (MDW)
13:50
Orlando (MCO) Southwest Airlines WN 3336 1-stop Boeing 737 MAX 8 (7M8) 5:10 Effective 2026-04-11 through 2026-05-30 |
| Sat
12:45
Chicago Midway (MDW)
17:55
Orlando (MCO) Southwest Airlines WN 3396 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-04-11 through 2026-05-30 |
| Sun
11:55
Chicago Midway (MDW)
17:30
Orlando (MCO) Southwest Airlines WN 3579 1-stop Boeing 737-700 (Scimitar Winglets) 4:35 Effective 2026-06-07 through 2026-08-02 |
| Mon,Thu,Fri
12:40
Chicago Midway (MDW)
18:15
Orlando (MCO) Southwest Airlines WN 3579 1-stop Boeing 737 MAX 8 (7M8) 4:35 Effective 2026-06-04 through 2026-08-03 |
| Mon,Tue,Fri,Sun
09:45
Chicago Midway (MDW)
15:40
Orlando (MCO) Southwest Airlines WN 3592 1-stop Boeing 737 MAX 8 (7M8) 4:55 Valid until 2026-01-04 |
| Mon
13:25
Chicago Midway (MDW)
18:40
Orlando (MCO) Southwest Airlines WN 3611 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-01-05 |
| Sat
11:00
Chicago Midway (MDW)
16:20
Orlando (MCO) Southwest Airlines WN 3702 1-stop Boeing 737 MAX 8 (7M8) 4:20 Valid until 2026-01-03 |
| Wed,Thu
13:25
Chicago Midway (MDW)
18:50
Orlando (MCO) Southwest Airlines WN 3707 1-stop Boeing 737 MAX 8 (7M8) 4:25 Valid until 2026-01-01 |
| Sat
07:40
Chicago Midway (MDW)
12:30
Orlando (MCO) Southwest Airlines WN 3787 1-stop Boeing 737-800 (73H) 3:50 Effective 2026-04-11 through 2026-05-30 |
| Mon
09:10
Chicago Midway (MDW)
14:25
Orlando (MCO) Southwest Airlines WN 3788 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-01-05 |
| Sat
07:45
Chicago Midway (MDW)
13:55
Orlando (MCO) Southwest Airlines WN 3978 1-stop Boeing 737-800 (73H) 5:10 Effective 2026-03-07 through 2026-04-04 |
| Sun
18:45
Chicago Midway (MDW)
23:45
Orlando (MCO) Southwest Airlines WN 4043 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-06-07 through 2026-08-02 |
| Sun
07:35
Chicago Midway (MDW)
13:05
Orlando (MCO) Southwest Airlines WN 4086 1-stop Boeing 737 MAX 8 (7M8) 4:30 Effective 2026-03-08 through 2026-04-05 |
| Sun
07:45
Chicago Midway (MDW)
14:00
Orlando (MCO) Southwest Airlines WN 4122 1-stop Boeing 737-700 (Scimitar Winglets) 5:15 Effective 2026-06-07 through 2026-08-02 |
| Mon,Tue,Fri,Sun
09:30
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 4498 1-stop Boeing 737 MAX 8 (7M8) 4:55 Valid until 2026-01-05 |
| Sat
11:00
Chicago Midway (MDW)
16:25
Orlando (MCO) Southwest Airlines WN 4506 1-stop Boeing 737 MAX 8 (7M8) 4:25 Valid until 2026-01-03 |
| Sat
12:45
Chicago Midway (MDW)
18:00
Orlando (MCO) Southwest Airlines WN 4601 1-stop Boeing 737 MAX 8 (7M8) 4:15 Effective 2026-03-07 through 2026-04-04 |
| Mon,Thu
09:30
Chicago Midway (MDW)
14:55
Orlando (MCO) Southwest Airlines WN 4972 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2026-02-12 through 2026-02-16 |
Ad flat here 8924483383 I FlightInfo Lower
Parallax here MDW-MCO
- A domestic route departing from the Chicago Midway airport (MDW) and arriving at Orlando airport (MCO).
- The flight distance is 990 miles, or 1593 km.
- The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . 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 2:30 and 2:50.
