Chicago (MDW) to Fort Myers (RSW) flights
Southwest Airlines flies nonstop from Chicago Midway International Airport to Southwest Florida International Airport, with about 19 flights a week in July 2026. The 1,105-mile flight takes about 2h 41m gate to gate.
- Distance
- 1,105 mi · 1,778 km
- Flight time
- 2h 41m
- Airlines
- 1
- Seats filled
- 83%
Airlines flying MDW to RSW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 19 | Boeing 737 MAX 8, Boeing 737-800, Boeing 737-700 / MAX 7 | 158,889 | 2h 41m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
MDW to RSW flight schedule
6 flight numbers flew this route in August 2026. The first usually leaves at 8:50am and the last at 6:15pm. Times are local and can change; check with the airline before you book.
| Flight | Departs | Arrives | Days flown in August 2026 | On time (12 months) |
|---|---|---|---|---|
| WN 4034Southwest Airlines | 8:50am | 12:40pm | 12 | 75% |
| WN 1575Southwest Airlines | 9:00am | 12:45pm | 16 | 100% |
| WN 1155Southwest Airlines | 1:00pm | 4:45pm | 12 | 25% |
| WN 4479Southwest Airlines | 3:05pm | 6:50pm | 4 | n/a |
| WN 2813Southwest Airlines | 6:00pm | 9:45pm | 12 | 83% |
| WN 356Southwest Airlines | 6:15pm | 10:00pm | 12 | 83% |
Is MDW to RSW on time?
From September 2025 to August 2026, 75% of 1,166 flights arrived within 15 minutes of schedule and 1.5% were cancelled. Flights leaving around 7am were the most punctual (88%), those around 7pm the least (61%). Most delay time was caused by late-arriving aircraft (44%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 1,166 | 75% | 14 min | 1.5% |
Airlines as sold: flights operated by regional partners count under the airline on the ticket. Average delay is across all completed flights, early arrivals counted as zero.
On-time arrivals by departure time
| Scheduled departure | Flights | On time, relative | On time |
|---|---|---|---|
| 5am to 6am | 54 | 94% | |
| 6am to 7am | 30 | 87% | |
| 7am to 8am | 93 | 88% | |
| 8am to 9am | 85 | 77% | |
| 9am to 10am | 159 | 86% | |
| 12pm to 1pm | 83 | 71% | |
| 1pm to 2pm | 181 | 74% | |
| 2pm to 3pm | 44 | 56% | |
| 3pm to 4pm | 25 | 76% | |
| 4pm to 5pm | 47 | 71% | |
| 5pm to 6pm | 50 | 76% | |
| 6pm to 7pm | 160 | 69% | |
| 7pm to 8pm | 83 | 61% | |
| 8pm to 9pm | 39 | 54% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 72 | 9,620 | |
| September 2025 | 69 | 9,152 | |
| October 2025 | 91 | 13,856 | |
| November 2025 | 87 | 12,189 | |
| December 2025 | 94 | 13,349 | |
| January 2026 | 100 | 13,195 | |
| February 2026 | 109 | 16,055 | |
| March 2026 | 154 | 22,964 | |
| April 2026 | 100 | 13,023 | |
| May 2026 | 92 | 12,032 | |
| June 2026 | 83 | 11,708 | |
| July 2026 | 85 | 11,746 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.