Best Time to Fly CLE to MDW: On-Time Stats by Hour & Airline
Cleveland-Hopkins International → Chicago Midway International
Data through July 2026 · Last updated October 18, 2026
1,110 flights were scheduled from Cleveland (CLE) to Chicago (MDW) in the last 12 months, and 83.3% of those that flew arrived on time, 5.7 points above the US average of 77.6%.
Southwest Airlines was the only reporting airline with regular flights on this route.
Over 24 months, Wednesday was the most reliable day (89% on time) and July the worst month (77%).
The cancellation rate was 1.1% (US average 1.8%).
CLE 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 | 83.3% | 52 min | 1.1% | 1,110 |
80%+ good 70–79.9% fair <70% poor
Best time of day to fly CLE to MDW
On-time arrival % by scheduled departure hour (local time), 2,215 flights over 24 months.
Show the numbers
| Departure hour | On time | Cancelled | Flights |
|---|---|---|---|
| 6am–7am | 89.6% | 0.5% | 368 |
| 7am–8am | 95.1% | 0.5% | 185 |
| 8am–9am | 78.5% | 2.7% | 149 |
| 9am–10am | Limited data | 27 | |
| 10am–11am | 97.6% | 0.0% | 42 |
| 11am–12pm | 89.5% | 0.0% | 124 |
| 12pm–1pm | 89.4% | 0.0% | 152 |
| 1pm–2pm | 86.2% | 0.0% | 159 |
| 2pm–3pm | 85.6% | 0.0% | 104 |
| 3pm–4pm | 78.0% | 0.6% | 160 |
| 4pm–5pm | 86.1% | 0.9% | 110 |
| 5pm–6pm | Limited data | 10 | |
| 6pm–7pm | 81.7% | 0.5% | 214 |
| 7pm–8pm | 74.5% | 0.8% | 234 |
| 8pm–9pm | 65.7% | 2.8% | 141 |
| 9pm–10pm | 72.2% | 0.0% | 36 |
Best day of the week
24 months, by day of departure.
Best month to fly
24 months, by calendar month.
Holiday travel on CLE 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) | 69.4% | -15.8 pts | 2.7% | 37 |
| Christmas & New Year (Dec 20 - Jan 3) | 80.7% | -4.5 pts | 0.0% | 83 |
| Summer peak (Jun 15 - Aug 15) | 80.0% | -5.2 pts | 1.1% | 457 |
| All other days | 85.2% | — | 0.6% | 1,638 |
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).