Best Time to Fly PWM to MDW: On-Time Stats by Hour & Airline
Portland International Jetport → Chicago Midway International
Data through July 2026 · Last updated October 18, 2026
151 flights were scheduled from Portland (PWM) to Chicago (MDW) in the last 12 months, and 87.3% of those that flew arrived on time, 9.7 points above the US average of 77.6%.
Southwest Airlines was the only reporting airline with regular flights on this route.
October has been the best month (94% on time) and Saturday the weakest day of the week (63%).
0.0% of flights were cancelled, versus 1.8% nationally.
PWM 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 | 87.3% | 69 min | 0.0% | 151 |
80%+ good 70–79.9% fair <70% poor
Best time of day to fly PWM to MDW
On-time arrival % by scheduled departure hour (local time), 302 flights over 24 months.
Show the numbers
| Departure hour | On time | Cancelled | Flights |
|---|---|---|---|
| 6am–7am | Limited data | 8 | |
| 7am–8am | 87.1% | 0.0% | 93 |
| 10am–11am | 95.3% | 0.0% | 43 |
| 12pm–1pm | Limited data | 13 | |
| 2pm–3pm | Limited data | 13 | |
| 3pm–4pm | Limited data | 17 | |
| 4pm–5pm | Limited data | 22 | |
| 5pm–6pm | Limited data | 23 | |
| 6pm–7pm | Limited data | 18 | |
| 7pm–8pm | 46.0% | 3.9% | 52 |
Best day of the week
24 months, by day of departure.
Best month to fly
24 months, by calendar month.
Holiday travel on PWM to MDW
On-time arrivals during holiday periods compared with all other days, last 24 months.
| Period | On time | vs other days | Cancelled | Flights |
|---|---|---|---|---|
| Summer peak (Jun 15 - Aug 15) | 65.3% | -22.3 pts | 2.4% | 124 |
| All other days | 87.6% | — | 0.0% | 178 |
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).