FlightRecord

Fort Myers (RSW) to Chicago (MDW): On-Time Performance

Data through July 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 77% on-time against a national 78%. Morning departures also hold up better than evening ones (89% vs 60%), which matters most in the rough months.

On-time
77%
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%August 2024: 75% on-time (72 flights)75Aug 2024September 2024: 80% on-time (69 flights)80October 2024: 88% on-time (92 flights)88November 2024: 91% on-time (89 flights)91Nov 2024December 2024: 73% on-time (93 flights)73January 2025: 83% on-time (101 flights)83February 2025: 84% on-time (108 flights)84Feb 2025March 2025: 77% on-time (159 flights)77April 2025: 82% on-time (109 flights)82May 2025: 79% on-time (93 flights)79May 2025June 2025: 84% on-time (86 flights)84July 2025: 80% on-time (88 flights)80August 2025: 83% on-time (72 flights)83Aug 2025September 2025: 91% on-time (69 flights)91October 2025: 85% on-time (91 flights)85November 2025: 74% on-time (90 flights)74Nov 2025December 2025: 61% on-time (95 flights)61January 2026: 83% on-time (101 flights)83February 2026: 71% on-time (110 flights)71Feb 2026March 2026: 65% on-time (163 flights)65April 2026: 75% on-time (104 flights)75May 2026: 70% on-time (92 flights)70May 2026June 2026: 68% on-time (86 flights)68July 2026: 67% on-time (88 flights)67

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 (102 flights)56 a.m.: 95% on-time (363 flights)67 a.m.: 93% on-time (252 flights)79 a.m.: 90% on-time (58 flights)910 a.m.: 81% on-time (119 flights)1011 a.m.: 73% on-time (204 flights)1112 p.m.: 81% on-time (114 flights)121 p.m.: 80% on-time (185 flights)132 p.m.: 70% on-time (105 flights)143 p.m.: 62% on-time (74 flights)154 p.m.: 73% on-time (161 flights)165 p.m.: 59% on-time (194 flights)176 p.m.: 58% on-time (118 flights)187 p.m.: 56% on-time (171 flights)198 p.m.: 67% on-time (83 flights)209 p.m.: 70% on-time (93 flights)21scheduled departure hour

By day of week

DayOn-timeAvg delay
Monday77%16 min
Tuesday79%13 min
Wednesday79%11 min
Thursdaybest81%13 min
Friday77%13 min
Saturday75%14 min
Sunday72%20 min

What causes delays on this route

Share of total delay minutes by cause, as reported by carriers to the US DOT.

  • Late-arriving aircraft58%
  • Airline operations20%
  • National airspace system18%
  • Weather4%

Frequently asked questions

How often are flights from RSW to MDW delayed?
23% of RSW–MDW flights arrived 15 or more minutes late (the US DOT definition of a delay) between 2024-07 and 2026-07. 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 23% of the time.
How often are RSW to MDW flights cancelled?
1.7% of scheduled flights on this route were cancelled between 2024-07 and 2026-07, 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 2,404 flights, 2024-07–2026-07. Source: US DOT Bureau of Transportation Statistics. Updated 2026-09-28.