Skip to content
WanderNerd
Check a flight

Route Reliability

Fort Myers → Chicago

RSW–MDW · 1,105 miles · Southwest Florida International Airport to Chicago Midway International Airport

78
Usually Fine
WanderNerd Reliability Score
77%
Arrive within 15 minutes
9 min
Average arrival delay
1.3%
Cancelled
1,161
Flights in the data

Data through May 2026.

Southwest Airlines is the only airline in this data on this route, arriving on time 77% of the time across 1,161 flights. No comparison to make.

What the data says

Morning-you made the right choice.

RSW–MDW flights departing between 3–6 AM arrived on time 100% of the time, versus 53% between 6–9 PM.

Sunday scaries are real for this one.

RSW–MDW flights arrived on time 80% of the time on Thursdays. On Sundays: 72%.

Flights on this route

The breakdown

On-time by weekday
  • Mon79%(165 flights)
  • Tue78%(159 flights)
  • Wed80%(161 flights)
  • Thu80%(167 flights)
  • Fri77%(167 flights)
  • Sat74%(162 flights)
  • Sun72%(159 flights)
On-time by departure window
  • 3–6 AM100%(23 flights)
  • 6–9 AM95%(309 flights)
  • 9 AM–12 PM80%(224 flights)
  • 12–3 PM76%(161 flights)
  • 3–6 PM66%(215 flights)
  • 6–9 PM53%(167 flights)
  • 9 PM–12 AM73%(41 flights)
On-time trend by month
73%
May

Jun 84% → May 73% on time

On-time arrival percentage by month
MonthOn-time percentageFlights
June 202584%86
July 202582%87
August 202584%69
September 202591%69
October 202587%91
November 202574%86
December 202562%95
January 202683%100
February 202674%109
March 202668%153
April 202676%104
May 202673%91

Same trip, other airports

Keep nerding

Based on 1,161 historical flights, because apparently we checked. Historical flight data: U.S. Bureau of Transportation Statistics, June 2025 – May 2026. Data through May 2026. How we calculate this.