Fort Myers (RSW) to Chicago (MDW): On-Time Performance
Data through May 2026
When you fly RSW to MDW matters as much as anything else about the booking: the route swung from 91% on-time in September 2025 to just 61% in December 2025. Across the full period the route averages 78% on-time against a national 78%. Morning departures also hold up better than evening ones (89% vs 63%), which matters most in the rough months.
- On-time
- 78%
- arrived <15 min late
- Avg delay
- 14 min
- completed flights
- Cancelled
- 1.7%
- Flights/day
- 3.2
- last 12 months
- Duration
- 2h 57m
- scheduled
- Distance
- 1,105 mi
Monthly on-time trend
Best time to fly from RSW to MDW
Aim for departures around 5 a.m. (96% on-time); avoid 7 p.m. departures (56%).
By day of week
| Day | On-time | Avg delay |
|---|---|---|
| Monday | 78% | 15 min |
| Tuesday | 78% | 14 min |
| Wednesday | 79% | 10 min |
| Thursdaybest | 83% | 12 min |
| Friday | 77% | 13 min |
| Saturday | 76% | 13 min |
| Sunday | 73% | 21 min |
What causes delays on this route
Share of total delay minutes by cause, as reported by carriers to the US DOT.
- Late-arriving aircraft59%
- Airline operations20%
- National airspace system18%
- Weather3%
Frequently asked questions
- How often are flights from RSW to MDW delayed?
- 22% of RSW–MDW flights arrived 15 or more minutes late (the US DOT definition of a delay) between 2024-06 and 2026-05. The average arrival delay across completed flights was 14 minutes.
- What is the best time of day to fly from RSW to MDW?
- Departures around 5 a.m. have the best record (96% on-time), while departures around 7 p.m. have the worst (56%). As on most US routes, delays accumulate through the day, so earlier flights are generally safer.
- How long is the flight from RSW to MDW?
- The scheduled RSW–MDW flight time averages 2h 57m over 1,105 miles. Actual arrival times vary — flights on this route land 15+ minutes late 22% of the time.
- How often are RSW to MDW flights cancelled?
- 1.7% of scheduled flights on this route were cancelled between 2024-06 and 2026-05, slightly above the national rate of 1.6%.
- What is the worst month to fly from RSW to MDW?
- December 2025 was the roughest month in this dataset, with only 61% of arrivals on time. The best was September 2025 at 91%. If your dates are flexible, that 30-point gap is worth planning around.
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Based on 2,311 flights, 2024-06–2026-05. Source: US DOT Bureau of Transportation Statistics. Updated 2026-07-01.