FlightRecord

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

Monthly on-time percentage for RSW to MDW flights50%75%100%June 2024: 76% on-time (81 flights)76Jun 2024July 2024: 71% on-time (84 flights)71August 2024: 75% on-time (72 flights)75September 2024: 80% on-time (69 flights)80Sep 2024October 2024: 88% on-time (92 flights)88November 2024: 91% on-time (89 flights)91December 2024: 73% on-time (93 flights)73Dec 2024January 2025: 83% on-time (101 flights)83February 2025: 84% on-time (108 flights)84March 2025: 77% on-time (159 flights)77Mar 2025April 2025: 82% on-time (109 flights)82May 2025: 79% on-time (93 flights)79June 2025: 84% on-time (86 flights)84Jun 2025July 2025: 80% on-time (88 flights)80August 2025: 83% on-time (72 flights)83September 2025: 91% on-time (69 flights)91Sep 2025October 2025: 85% on-time (91 flights)85November 2025: 74% on-time (90 flights)74December 2025: 61% on-time (95 flights)61Dec 2025January 2026: 83% on-time (101 flights)83February 2026: 71% on-time (110 flights)71March 2026: 65% on-time (163 flights)65Mar 2026April 2026: 75% on-time (104 flights)75May 2026: 70% on-time (92 flights)70

Best time to fly from RSW to MDW

Aim for departures around 5 a.m. (96% on-time); avoid 7 p.m. departures (56%).

On-time percentage by scheduled departure hour, RSW to MDW5 a.m.: 96% on-time (88 flights)56 a.m.: 95% on-time (374 flights)67 a.m.: 92% on-time (220 flights)79 a.m.: 90% on-time (59 flights)910 a.m.: 81% on-time (118 flights)1011 a.m.: 74% on-time (169 flights)1112 p.m.: 78% on-time (99 flights)121 p.m.: 79% on-time (193 flights)132 p.m.: 71% on-time (108 flights)143 p.m.: 62% on-time (86 flights)154 p.m.: 74% on-time (159 flights)165 p.m.: 68% on-time (164 flights)176 p.m.: 59% on-time (100 flights)187 p.m.: 56% on-time (190 flights)198 p.m.: 68% on-time (83 flights)209 p.m.: 70% on-time (93 flights)21scheduled departure hour

By day of week

DayOn-timeAvg delay
Monday78%15 min
Tuesday78%14 min
Wednesday79%10 min
Thursdaybest83%12 min
Friday77%13 min
Saturday76%13 min
Sunday73%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.

Based on 2,311 flights, 2024-062026-05. Source: US DOT Bureau of Transportation Statistics. Updated 2026-07-01.