FlyOnSchedule

Best Time to Fly MDW to RSW: On-Time Stats by Hour & Airline

Chicago Midway International → Southwest Florida International

Data through July 2026 · Last updated October 18, 2026

On-time arrivals75.6%last 12 months
Avg delay when late53 minflights 15+ min late
Cancelled1.6%of scheduled flights
Flights1,162scheduled, 12 months

Over the last 12 months, 75.6% of Chicago (MDW) to Fort Myers (RSW) flights arrived on time (1,162 scheduled flights). That is 2.0 points below the national average of 77.6%.

Southwest Airlines was the only reporting airline with regular flights on this route.

November has been the best month (88% on time) and Sunday the weakest day of the week (72%).

1.6% of flights were cancelled, versus 1.8% nationally.

MDW to RSW on-time performance by airline

Last 12 months. Airlines with fewer than 30 completed flights are marked “limited data”.

AirlineOn timeAvg delay when lateCancelledFlights
Southwest Airlines 75.6%53 min1.6% 1,162

80%+ good 70–79.9% fair <70% poor

Best time of day to fly MDW to RSW

On-time arrival % by scheduled departure hour (local time), 2,322 flights over 24 months.

Show the numbers
Departure hourOn timeCancelledFlights
5am–6am 94.7%1.4% 139
6am–7am 94.4%0.0% 108
7am–8am 84.4%1.7% 172
8am–9am 80.8%1.0% 195
9am–10am 84.9%1.9% 216
10am–11am 90.2%0.0% 41
11am–12pm 83.5%0.0% 85
12pm–1pm 74.5%1.8% 114
1pm–2pm 79.9%1.7% 350
2pm–3pm 57.5%1.3% 75
3pm–4pm 78.3%0.0% 60
4pm–5pm 68.6%2.7% 73
5pm–6pm 73.5%0.0% 68
6pm–7pm 72.7%1.7% 287
7pm–8pm 66.5%2.0% 196
8pm–9pm 60.3%4.1% 123
9pm–10pm Limited data 20

Best day of the week

24 months, by day of departure.

Best month to fly

24 months, by calendar month.

Holiday travel on MDW to RSW

On-time arrivals during holiday periods compared with all other days, last 24 months.

PeriodOn timevs other daysCancelledFlights
Thanksgiving week (Tue before to Mon after) 85.0% +4.2 pts 4.8% 42
Christmas & New Year (Dec 20 - Jan 3) 62.2% -18.5 pts 1.1% 92
Summer peak (Jun 15 - Aug 15) 66.2% -14.6 pts 2.1% 340
All other days80.8%—1.4%1,848

Monthly on-time trend

On-time arrival % each month, with the 12-month US average for reference.

What causes delays on this route

Share of reported delay minutes, last 12 months (BTS cause categories).