All airlines flying from Chicago Midway (MDW) to Fort Myers (RSW).
| FLIGHT SCHEDULE |
|---|
| Direct Flights: |
| Sat
05:05
Chicago Midway (MDW)
08:45
Fort Myers (RSW) Southwest Airlines WN 4151 Non-stop Boeing 737-700 (Scimitar Winglets) 2:40 Effective 2026-06-06 through 2026-08-01 |
| Sun
07:55
Chicago Midway (MDW)
11:40
Fort Myers (RSW) Southwest Airlines WN 4301 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-04-12 through 2026-05-17 |
| Sun
07:55
Chicago Midway (MDW)
11:40
Fort Myers (RSW) Southwest Airlines WN 4301 Non-stop Boeing 737-800 (73H) 2:45 Operates only on 2026-05-31 |
| Tue,Wed
12:50
Chicago Midway (MDW)
16:35
Fort Myers (RSW) Southwest Airlines WN 4301 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-04-07 through 2026-06-03 |
| Mon
10:45
Chicago Midway (MDW)
14:35
Fort Myers (RSW) Southwest Airlines WN 4334 Non-stop Boeing 737-700 (Scimitar Winglets) 2:50 Operates only on 2026-02-16 |
| Mon,Thu,Fri
13:00
Chicago Midway (MDW)
16:45
Fort Myers (RSW) Southwest Airlines WN 4690 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-04-09 through 2026-06-01 |
| Sun
13:00
Chicago Midway (MDW)
16:45
Fort Myers (RSW) Southwest Airlines WN 4690 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-04-12 through 2026-05-17 |
| Sun
13:00
Chicago Midway (MDW)
16:45
Fort Myers (RSW) Southwest Airlines WN 4690 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-05-31 |
| Tue,Wed
11:15
Chicago Midway (MDW)
15:00
Fort Myers (RSW) Southwest Airlines WN 4707 Non-stop Boeing 737-800 (73H) 2:45 Effective 2026-03-10 through 2026-04-01 |
| Mon-Fri
17:45
Chicago Midway (MDW)
21:30
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
17:45
Chicago Midway (MDW)
21:30
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
17:45
Chicago Midway (MDW)
21:30
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
17:45
Chicago Midway (MDW)
21:30
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
17:45
Chicago Midway (MDW)
21:30
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-18 through 2026-03-04 |
| Sat
18:00
Chicago Midway (MDW)
21:45
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-14 through 2026-02-28 |
| Sat
18:05
Chicago Midway (MDW)
21:50
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-01-10 through 2026-02-07 |
| Thu,Fri,Sun
18:15
Chicago Midway (MDW)
22:05
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-11 through 2026-01-16 |
| Mon,Sun
18:15
Chicago Midway (MDW)
22:05
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-01-19 through 2026-01-25 |
| Thu,Fri,Sun
18:15
Chicago Midway (MDW)
22:05
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-01 through 2026-02-06 |
| Mon,Sun
18:15
Chicago Midway (MDW)
22:05
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-09 through 2026-02-15 |
| Mon,Tue,Thu
18:15
Chicago Midway (MDW)
22:05
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-17 through 2026-02-23 |
| Mon
18:15
Chicago Midway (MDW)
22:05
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Operates only on 2026-03-02 |
| Mon,Fri
20:10
Chicago Midway (MDW)
23:55
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-13 through 2026-02-20 |
| Fri
20:10
Chicago Midway (MDW)
23:55
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-02-27 |
| Thu
20:35
Chicago Midway (MDW)
00:20
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-02-12 The flight arrives 1 day after departure. |
| Thu,Sun
20:35
Chicago Midway (MDW)
00:20
Fort Myers (RSW) Southwest Airlines WN 4754 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Effective 2026-02-22 through 2026-03-01 The flight arrives 1 day after departure. |
| Sat
13:30
Chicago Midway (MDW)
17:20
Fort Myers (RSW) Southwest Airlines WN 4764 Non-stop Boeing 737-800 (73H) 2:50 Effective 2026-06-06 through 2026-08-01 |
| Mon,Thu,Fri
14:50
Chicago Midway (MDW)
18:40
Fort Myers (RSW) Southwest Airlines WN 4764 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-06-04 through 2026-08-03 |
| Sat
09:00
Chicago Midway (MDW)
12:55
Fort Myers (RSW) Southwest Airlines WN 4811 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-02-14 through 2026-02-28 |
| Mon,Thu,Fri
09:25
Chicago Midway (MDW)
13:15
Fort Myers (RSW) Southwest Airlines WN 4811 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-12 through 2026-02-16 |
| Thu,Fri,Sun
09:25
Chicago Midway (MDW)
13:15
Fort Myers (RSW) Southwest Airlines WN 4811 Non-stop Boeing 737 MAX 8 (7M8) 2:50 Effective 2026-02-20 through 2026-03-01 |
| Tue,Wed
10:00
Chicago Midway (MDW)
13:55
Fort Myers (RSW) Southwest Airlines WN 5046 Non-stop Boeing 737 MAX 8 (7M8) 2:55 Effective 2026-02-24 through 2026-03-04 |
| Sun
11:00
Chicago Midway (MDW)
14:45
Fort Myers (RSW) Southwest Airlines WN 5050 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-02-22 |
| Sun
11:00
Chicago Midway (MDW)
14:45
Fort Myers (RSW) Southwest Airlines WN 5052 Non-stop Boeing 737 MAX 8 (7M8) 2:45 Operates only on 2026-03-01 |
| Non-Direct Flights: |
| Mon-Fri
10:00
Chicago Midway (MDW)
15:25
Fort Myers (RSW) Southwest Airlines WN 103 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-01-06 through 2026-01-14 |
| Tue-Fri,Sun
10:00
Chicago Midway (MDW)
15:25
Fort Myers (RSW) Southwest Airlines WN 103 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-01-18 through 2026-01-23 |
| Mon-Fri
10:00
Chicago Midway (MDW)
15:25
Fort Myers (RSW) Southwest Airlines WN 103 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-01-26 through 2026-02-04 |
| Tue,Wed,Sun
10:00
Chicago Midway (MDW)
15:25
Fort Myers (RSW) Southwest Airlines WN 103 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-02-08 through 2026-02-11 |
| Tue,Wed
10:00
Chicago Midway (MDW)
15:25
Fort Myers (RSW) Southwest Airlines WN 103 1-stop Boeing 737-700 (Scimitar Winglets) 4:25 Effective 2026-02-18 through 2026-03-04 |
| Mon,Thu,Fri
14:35
Chicago Midway (MDW)
19:50
Fort Myers (RSW) Southwest Airlines WN 577 1-stop Boeing 737-700 (Scimitar Winglets) 4:15 Effective 2026-03-05 through 2026-04-06 |
| Mon,Tue,Fri,Sun
13:55
Chicago Midway (MDW)
19:30
Fort Myers (RSW) Southwest Airlines WN 1505 1-stop Boeing 737 MAX 8 (7M8) 4:35 Valid until 2026-01-04 |
| Tue,Wed
13:20
Chicago Midway (MDW)
19:50
Fort Myers (RSW) Southwest Airlines WN 2310 1-stop Boeing 737-700 (Scimitar Winglets) 5:30 Effective 2026-03-10 through 2026-04-01 |
| Sun
13:15
Chicago Midway (MDW)
19:20
Fort Myers (RSW) Southwest Airlines WN 2436 1-stop Boeing 737 MAX 8 (7M8) 5:05 Effective 2026-03-08 through 2026-04-05 |
| Sat
09:55
Chicago Midway (MDW)
16:10
Fort Myers (RSW) Southwest Airlines WN 4498 1-stop Boeing 737 MAX 8 (7M8) 5:15 Valid until 2026-01-03 |
| Thu,Fri,Sun
09:40
Chicago Midway (MDW)
21:35
Fort Myers (RSW) Southwest Airlines WN 1679 4-stop Boeing 737-700 (Scimitar Winglets) 10:55 Effective 2026-01-11 through 2026-01-16 |
| Mon
09:40
Chicago Midway (MDW)
21:35
Fort Myers (RSW) Southwest Airlines WN 1679 4-stop Boeing 737-700 (Scimitar Winglets) 10:55 Operates only on 2026-01-19 |
| Sun
09:40
Chicago Midway (MDW)
21:35
Fort Myers (RSW) Southwest Airlines WN 1679 4-stop Boeing 737-700 (Scimitar Winglets) 10:55 Operates only on 2026-01-25 |
| Sun
09:40
Chicago Midway (MDW)
21:30
Fort Myers (RSW) Southwest Airlines WN 1679 4-stop Boeing 737-700 (Scimitar Winglets) 10:50 Operates only on 2026-02-01 |
| Mon,Thu,Fri
09:40
Chicago Midway (MDW)
21:05
Fort Myers (RSW) Southwest Airlines WN 1679 4-stop Boeing 737-700 (Scimitar Winglets) 10:25 Effective 2026-02-05 through 2026-02-09 |
| Tue,Thu,Sun
09:40
Chicago Midway (MDW)
21:05
Fort Myers (RSW) Southwest Airlines WN 1679 4-stop Boeing 737-700 (Scimitar Winglets) 10:25 Effective 2026-02-15 through 2026-02-19 |
- A domestic route departing from the Chicago Midway airport (MDW) and arriving at Fort Myers airport (RSW).
- The flight distance is 1107 miles, or 1781 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 2:40 and 3:00.
