All airlines flying from Fort Myers (RSW) to Chicago Midway (MDW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sat
07:40
Fort Myers (RSW)
09:25
Chicago Midway (MDW) Southwest Airlines WN 4120 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
17:10
Fort Myers (RSW)
19:05
Chicago Midway (MDW) Southwest Airlines WN 4120 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-06-04 through 2026-08-03 |
| Tue,Wed
18:25
Fort Myers (RSW)
20:15
Chicago Midway (MDW) Southwest Airlines WN 4120 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-06-09 through 2026-07-29 |
| Wed,Thu
11:45
Fort Myers (RSW)
13:45
Chicago Midway (MDW) Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 3:00 Valid until 2026-01-01 |
| Sat
19:50
Fort Myers (RSW)
21:40
Chicago Midway (MDW) Southwest Airlines WN 4200 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Valid until 2026-01-03 |
| Mon,Tue,Fri,Sun
21:10
Fort Myers (RSW)
23:05
Chicago Midway (MDW) Southwest Airlines WN 4200 Non-stop Boeing 737-800 (73H) 2:55 Valid until 2026-01-04 |
| Tue,Wed
06:15
Fort Myers (RSW)
08:15
Chicago Midway (MDW) Southwest Airlines WN 4331 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-10 through 2026-04-01 |
| Sat
06:45
Fort Myers (RSW)
08:45
Chicago Midway (MDW) Southwest Airlines WN 4331 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-07 through 2026-04-04 |
| Sun
07:05
Fort Myers (RSW)
09:05
Chicago Midway (MDW) Southwest Airlines WN 4331 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-03-08 through 2026-04-05 |
| Mon,Thu,Fri
07:10
Fort Myers (RSW)
09:10
Chicago Midway (MDW) Southwest Airlines WN 4331 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-05 through 2026-04-06 |
| Sun
09:40
Fort Myers (RSW)
11:40
Chicago Midway (MDW) Southwest Airlines WN 4332 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-08 through 2026-04-05 |
| Mon-Fri
10:20
Fort Myers (RSW)
12:20
Chicago Midway (MDW) Southwest Airlines WN 4332 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-05 through 2026-04-06 |
| Sat
11:35
Fort Myers (RSW)
13:45
Chicago Midway (MDW) Southwest Airlines WN 4332 Non-stop Boeing 737 MAX 8 (7M8) 3:10 Effective 2026-03-07 through 2026-04-04 |
| Sat
19:40
Fort Myers (RSW)
21:40
Chicago Midway (MDW) Southwest Airlines WN 4333 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-07 through 2026-04-04 |
| Thu,Fri
19:45
Fort Myers (RSW)
21:45
Chicago Midway (MDW) Southwest Airlines WN 4333 Non-stop Boeing 737-800 (73H) 3:00 Effective 2026-03-05 through 2026-03-06 |
| Tue,Wed
21:15
Fort Myers (RSW)
23:15
Chicago Midway (MDW) Southwest Airlines WN 4333 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-03-10 through 2026-04-01 |
| Sun
21:40
Fort Myers (RSW)
23:40
Chicago Midway (MDW) Southwest Airlines WN 4333 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-03-08 through 2026-04-05 |
| Tue,Wed
07:10
Fort Myers (RSW)
08:55
Chicago Midway (MDW) Southwest Airlines WN 4418 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-08-04 through 2026-09-30 |
| Sun
07:20
Fort Myers (RSW)
09:05
Chicago Midway (MDW) Southwest Airlines WN 4418 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-08-09 through 2026-09-27 |
| Mon,Thu,Fri
17:25
Fort Myers (RSW)
19:15
Chicago Midway (MDW) Southwest Airlines WN 4418 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-08-06 through 2026-09-28 |
| Tue,Wed
15:40
Fort Myers (RSW)
17:45
Chicago Midway (MDW) Southwest Airlines WN 4708 Non-stop Boeing 737-800 (73H) 3:05 Effective 2026-03-10 through 2026-04-01 |
| Sat
15:20
Fort Myers (RSW)
17:10
Chicago Midway (MDW) Southwest Airlines WN 4872 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-08-08 through 2026-09-26 |
| Sun
16:15
Fort Myers (RSW)
18:05
Chicago Midway (MDW) Southwest Airlines WN 4872 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-08-09 through 2026-09-27 |
| Tue,Wed
17:40
Fort Myers (RSW)
19:30
Chicago Midway (MDW) Southwest Airlines WN 4872 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-08-04 through 2026-09-30 |
| Sat
15:30
Fort Myers (RSW)
17:35
Chicago Midway (MDW) Southwest Airlines WN 4971 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-14 through 2026-02-28 |
| Tue,Wed
14:50
Fort Myers (RSW)
16:50
Chicago Midway (MDW) Southwest Airlines WN 5047 Non-stop Boeing 737 MAX 8 (7M8) 3:00 Effective 2026-02-24 through 2026-03-04 |
| Sun
16:25
Fort Myers (RSW)
18:30
Chicago Midway (MDW) Southwest Airlines WN 5048 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Operates only on 2026-02-15 |
| Sun
15:25
Fort Myers (RSW)
17:30
Chicago Midway (MDW) Southwest Airlines WN 5051 Non-stop Boeing 737 MAX 8 (7M8) 3:05 Effective 2026-02-22 through 2026-03-01 |
| Non-Direct Flights: |
| Mon-Fri
09:05
Fort Myers (RSW)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 1-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
09:05
Fort Myers (RSW)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 1-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
09:05
Fort Myers (RSW)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 1-stop Boeing 737 MAX 8 (7M8) 4:45 Effective 2026-01-26 through 2026-02-04 |
| Sun
09:05
Fort Myers (RSW)
12:50
Chicago Midway (MDW) Southwest Airlines WN 914 1-stop Boeing 737 MAX 8 (7M8) 4:45 Operates only on 2026-02-08 |
| Tue,Wed
09:05
Fort Myers (RSW)
12:45
Chicago Midway (MDW) Southwest Airlines WN 914 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Effective 2026-02-10 through 2026-02-11 |
| Tue,Wed
09:05
Fort Myers (RSW)
12:45
Chicago Midway (MDW) Southwest Airlines WN 914 1-stop Boeing 737-700 (Scimitar Winglets) 4:40 Effective 2026-02-18 through 2026-03-04 |
| Sun
09:45
Fort Myers (RSW)
13:45
Chicago Midway (MDW) Southwest Airlines WN 1160 1-stop Boeing 737-700 (Scimitar Winglets) 5:00 Effective 2026-04-12 through 2026-05-17 |
| Sun
09:45
Fort Myers (RSW)
13:45
Chicago Midway (MDW) Southwest Airlines WN 1160 1-stop Boeing 737-700 (Scimitar Winglets) 5:00 Operates only on 2026-05-31 |
| Sat
12:20
Fort Myers (RSW)
16:40
Chicago Midway (MDW) Southwest Airlines WN 1399 1-stop Boeing 737-800 (73H) 5:20 Effective 2026-01-10 through 2026-02-07 |
| Mon
09:30
Fort Myers (RSW)
12:45
Chicago Midway (MDW) Southwest Airlines WN 4198 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Operates only on 2026-01-05 |
- A domestic route departing from the Fort Myers airport (RSW) and arriving at Chicago Midway airport (MDW).
- The flight distance is 1107 miles, or 1781 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 2:45 and 3:15.
