Best Time to Fly MDW to PWM: On-Time Stats by Hour & Airline
Chicago Midway International → Portland International Jetport
Data through July 2026 · Last updated October 18, 2026
Over the last 12 months, 78.5% of Chicago (MDW) to Portland (PWM) flights arrived on time (151 scheduled flights). That is 0.9 points above the national average of 77.6%.
Southwest Airlines was the only reporting airline with regular flights on this route.
August has been the best month (87% on time) and Monday the weakest day of the week (71%).
0.7% of flights were cancelled, versus 1.8% nationally.
MDW to PWM 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 | 78.5% | 58 min | 0.7% | 151 |
80%+ good 70–79.9% fair <70% poor
Best time of day to fly MDW to PWM
On-time arrival % by scheduled departure hour (local time), 302 flights over 24 months.
Show the numbers
| Departure hour | On time | Cancelled | Flights |
|---|---|---|---|
| 7am–8am | Limited data | 1 | |
| 9am–10am | 82.0% | 1.6% | 62 |
| 10am–11am | Limited data | 13 | |
| 11am–12pm | Limited data | 23 | |
| 12pm–1pm | Limited data | 25 | |
| 1pm–2pm | 90.9% | 0.0% | 44 |
| 2pm–3pm | Limited data | 14 | |
| 5pm–6pm | Limited data | 27 | |
| 6pm–7pm | 61.5% | 1.5% | 66 |
| 7pm–8pm | Limited data | 16 | |
| 8pm–9pm | Limited data | 4 | |
| 9pm–10pm | Limited data | 6 | |
| 10pm–11pm | Limited data | 1 | |
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 PWM
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) | 73.2% | -11.4 pts | 0.8% | 124 |
| All other days | 84.6% | — | 0.6% | 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).