All airlines flying from Chicago Midway (MDW) to Orlando (MCO).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Fri
10:04
Chicago Midway (MDW)
13:50
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:46 Operates only on 2026-01-16 |
| Mon
10:07
Chicago Midway (MDW)
13:53
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:46 Operates only on 2026-01-19 |
| Thu
11:27
Chicago Midway (MDW)
15:12
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:45 Operates only on 2026-01-15 |
| Mon,Fri
13:00
Chicago Midway (MDW)
16:49
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:49 Effective 2026-01-23 through 2026-02-06 |
| Mon,Sun
13:00
Chicago Midway (MDW)
16:49
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:49 Effective 2026-02-08 through 2026-02-09 |
| Thu,Sun
13:24
Chicago Midway (MDW)
17:13
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:49 Effective 2026-03-26 through 2026-03-29 |
| Tue
16:33
Chicago Midway (MDW)
20:19
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:46 Effective 2026-03-24 through 2026-03-31 |
| Sat
16:46
Chicago Midway (MDW)
20:32
Orlando (MCO) Frontier Airlines F9 3854 Non-stop Airbus A320neo (32N) 2:46 Effective 2026-03-07 through 2026-03-28 |
| Sun
07:35
Chicago Midway (MDW)
11:10
Orlando (MCO) Southwest Airlines WN 3962 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-03-08 through 2026-04-05 |
| Mon-Fri
07:40
Chicago Midway (MDW)
11:15
Orlando (MCO) Southwest Airlines WN 3962 Non-stop Boeing 737-800 (73H) 2:35 Effective 2026-03-05 through 2026-04-06 |
| Sat
07:40
Chicago Midway (MDW)
11:15
Orlando (MCO) Southwest Airlines WN 3962 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-03-07 through 2026-04-04 |
| Sat
12:00
Chicago Midway (MDW)
15:30
Orlando (MCO) Southwest Airlines WN 4198 Non-stop Boeing 737 MAX 8 (7M8) 2:30 Valid until 2026-01-03 |
| Fri,Sun
13:20
Chicago Midway (MDW)
16:55
Orlando (MCO) Southwest Airlines WN 4198 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-01-02 through 2026-01-04 |
| Sun
18:30
Chicago Midway (MDW)
22:15
Orlando (MCO) Southwest Airlines WN 4240 Non-stop Boeing 737-700 (Scimitar Winglets) 2:45 Operates only on 2026-01-04 |
| Thu
05:05
Chicago Midway (MDW)
08:40
Orlando (MCO) Southwest Airlines WN 4428 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-01 |
| Mon
05:50
Chicago Midway (MDW)
09:25
Orlando (MCO) Southwest Airlines WN 4428 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-01-05 |
| Sat
20:50
Chicago Midway (MDW)
00:25
Orlando (MCO) Southwest Airlines WN 4658 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-03 The flight arrives 1 day after departure. |
| Sat
15:20
Chicago Midway (MDW)
18:55
Orlando (MCO) Southwest Airlines WN 4678 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Operates only on 2026-01-03 |
| Fri
19:15
Chicago Midway (MDW)
22:50
Orlando (MCO) Southwest Airlines WN 4748 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2026-01-02 |
| Mon,Tue,Fri,Sun
20:15
Chicago Midway (MDW)
23:50
Orlando (MCO) Southwest Airlines WN 4790 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Valid until 2026-01-04 |
| Sat
09:15
Chicago Midway (MDW)
12:50
Orlando (MCO) Southwest Airlines WN 4841 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-03 |
| Mon,Tue,Fri,Sun
09:30
Chicago Midway (MDW)
13:10
Orlando (MCO) Southwest Airlines WN 4841 Non-stop Boeing 737 MAX 8 (7M8) 2:40 Valid until 2026-01-04 |
| Mon,Tue,Fri,Sun
17:10
Chicago Midway (MDW)
20:45
Orlando (MCO) Southwest Airlines WN 4889 Non-stop Boeing 737-800 (73H) 2:35 Valid until 2026-01-04 |
| Sun
14:15
Chicago Midway (MDW)
17:50
Orlando (MCO) Southwest Airlines WN 4933 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
15:30
Chicago Midway (MDW)
19:05
Orlando (MCO) Southwest Airlines WN 4933 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-08-04 through 2026-09-30 |
| Sat
15:40
Chicago Midway (MDW)
19:15
Orlando (MCO) Southwest Airlines WN 4933 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-08-08 through 2026-09-26 |
| Mon,Thu,Fri
17:25
Chicago Midway (MDW)
21:00
Orlando (MCO) Southwest Airlines WN 4933 Non-stop Boeing 737-700 (Scimitar Winglets) 2:35 Effective 2026-08-06 through 2026-09-28 |
| Mon
11:50
Chicago Midway (MDW)
15:25
Orlando (MCO) Southwest Airlines WN 5053 Non-stop Boeing 737 MAX 8 (7M8) 2:35 Operates only on 2026-02-02 |
| Non-Direct Flights: |
| Sat
12:50
Chicago Midway (MDW)
18:00
Orlando (MCO) Southwest Airlines WN 114 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-06-06 through 2026-08-01 |
| Sun
13:35
Chicago Midway (MDW)
20:05
Orlando (MCO) Southwest Airlines WN 160 1-stop Boeing 737 MAX 8 (7M8) 5:30 Effective 2026-06-07 through 2026-08-02 |
| Mon
13:25
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 267 1-stop Boeing 737-800 (73H) 5:35 Operates only on 2026-01-05 |
| Mon
09:55
Chicago Midway (MDW)
14:55
Orlando (MCO) Southwest Airlines WN 419 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Operates only on 2026-01-05 |
| Sun
12:00
Chicago Midway (MDW)
18:15
Orlando (MCO) Southwest Airlines WN 435 1-stop Boeing 737-800 (73H) 5:15 Effective 2026-06-07 through 2026-08-02 |
| Tue,Wed
12:55
Chicago Midway (MDW)
19:55
Orlando (MCO) Southwest Airlines WN 479 1-stop Boeing 737 MAX 8 (7M8) 6:00 Effective 2026-04-07 through 2026-06-03 |
| Tue,Wed
15:00
Chicago Midway (MDW)
19:55
Orlando (MCO) Southwest Airlines WN 496 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-06-09 through 2026-07-29 |
| Sat
07:50
Chicago Midway (MDW)
13:45
Orlando (MCO) Southwest Airlines WN 508 1-stop Boeing 737-800 (73H) 4:55 Effective 2026-04-11 through 2026-05-30 |
| Tue,Wed
12:50
Chicago Midway (MDW)
19:25
Orlando (MCO) Southwest Airlines WN 692 1-stop Boeing 737-700 (Scimitar Winglets) 5:35 Effective 2026-06-09 through 2026-07-29 |
| Mon,Thu,Fri
13:25
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 692 1-stop Boeing 737-700 (Scimitar Winglets) 5:35 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
13:50
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 719 1-stop Boeing 737-800 (73H) 5:10 Effective 2026-02-10 through 2026-02-11 |
| Tue,Wed
13:50
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 719 1-stop Boeing 737-800 (73H) 5:10 Effective 2026-02-18 through 2026-03-04 |
| Mon-Fri
13:55
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 719 1-stop Boeing 737-800 (73H) 5:05 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
13:55
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 719 1-stop Boeing 737-800 (73H) 5:05 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
13:55
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 719 1-stop Boeing 737-800 (73H) 5:05 Effective 2026-01-26 through 2026-02-04 |
| Sun
13:55
Chicago Midway (MDW)
20:00
Orlando (MCO) Southwest Airlines WN 719 1-stop Boeing 737-800 (73H) 5:05 Operates only on 2026-02-08 |
| Mon,Thu,Fri
13:25
Chicago Midway (MDW)
19:05
Orlando (MCO) Southwest Airlines WN 807 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Effective 2026-04-09 through 2026-06-01 |
| Sat
10:15
Chicago Midway (MDW)
15:20
Orlando (MCO) Southwest Airlines WN 1011 1-stop Boeing 737-700 (Scimitar Winglets) 4:05 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
07:45
Chicago Midway (MDW)
13:30
Orlando (MCO) Southwest Airlines WN 1093 1-stop Boeing 737-800 (73H) 4:45 Effective 2026-04-09 through 2026-06-01 |
| Sun
10:50
Chicago Midway (MDW)
16:00
Orlando (MCO) Southwest Airlines WN 1164 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Effective 2026-04-12 through 2026-05-17 |
| Sun
10:50
Chicago Midway (MDW)
16:00
Orlando (MCO) Southwest Airlines WN 1164 1-stop Boeing 737-700 (Scimitar Winglets) 4:10 Operates only on 2026-05-31 |
| Mon,Tue,Fri,Sun
07:45
Chicago Midway (MDW)
13:50
Orlando (MCO) Southwest Airlines WN 1186 1-stop Boeing 737-800 (73H) 5:05 Valid until 2026-01-04 |
- 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.
