Best Time to Fly RSW to MDW: On-Time Stats by Hour & Airline
Southwest Florida International → Chicago Midway International
Data through July 2026 · Last updated October 18, 2026
1,161 flights were scheduled from Fort Myers (RSW) to Chicago (MDW) in the last 12 months, and 74.2% of those that flew arrived on time, 3.5 points below the US average of 77.6%.
Southwest Airlines was the only reporting airline with regular flights on this route.
Over 24 months, Tuesday was the most reliable day (80% on time) and December the worst month (67%).
The cancellation rate was 1.6% (US average 1.8%).
RSW to MDW on-time performance by airline
Last 12 months. Airlines with fewer than 30 completed flights are marked “limited data”.
| Airline | On time | Avg delay when late | Cancelled | Flights |
|---|---|---|---|---|
| Southwest Airlines | 74.2% | 58 min | 1.6% | 1,161 |
80%+ good 70–79.9% fair <70% poor
Best time of day to fly RSW to MDW
On-time arrival % by scheduled departure hour (local time), 2,320 flights over 24 months.
Show the numbers
| Departure hour | On time | Cancelled | Flights |
|---|---|---|---|
| 5am–6am | 96.5% | 0.0% | 87 |
| 6am–7am | 95.9% | 2.3% | 352 |
| 7am–8am | 92.7% | 2.0% | 251 |
| 8am–9am | Limited data | 8 | |
| 9am–10am | 89.7% | 0.0% | 58 |
| 10am–11am | 81.9% | 1.7% | 119 |
| 11am–12pm | 73.0% | 1.5% | 204 |
| 12pm–1pm | 80.7% | 4.4% | 114 |
| 1pm–2pm | 79.2% | 0.6% | 174 |
| 2pm–3pm | 68.7% | 0.0% | 100 |
| 3pm–4pm | 61.7% | 1.6% | 63 |
| 4pm–5pm | 73.2% | 1.9% | 160 |
| 5pm–6pm | 59.3% | 3.2% | 190 |
| 6pm–7pm | 59.3% | 0.0% | 114 |
| 7pm–8pm | 57.9% | 3.3% | 150 |
| 8pm–9pm | 67.1% | 1.2% | 83 |
| 9pm–10pm | 70.7% | 0.0% | 93 |
Best day of the week
24 months, by day of departure.
Best month to fly
24 months, by calendar month.
Holiday travel on RSW to MDW
On-time arrivals during holiday periods compared with all other days, last 24 months.
| Period | On time | vs other days | Cancelled | Flights |
|---|---|---|---|---|
| Thanksgiving week (Tue before to Mon after) | 79.5% | +0.4 pts | 4.9% | 41 |
| Christmas & New Year (Dec 20 - Jan 3) | 59.3% | -19.8 pts | 0.0% | 91 |
| Summer peak (Jun 15 - Aug 15) | 74.8% | -4.4 pts | 2.1% | 340 |
| All other days | 79.1% | — | 1.7% | 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).