FlightRecord

Portland (PWM) to Chicago (MDW): On-Time Performance

Data through July 2026

Portland (PWM) to Chicago (MDW) is a thinner route than most in this dataset — 151 departures over the past year, roughly 3 a week — so treat these numbers as indicative rather than definitive. Of the flights that did operate, 78% arrived on time.

On-time
78%
arrived <15 min late
Avg delay
18 min
completed flights
Cancelled
0.9%
Flights/day
0.41
last 12 months
Duration
2h 34m
scheduled
Distance
895 mi

Monthly on-time trend

Monthly on-time percentage for PWM to MDW flights50%75%100%July 2024: 77% on-time (31 flights)77Jul 2024August 2024: 58% on-time (31 flights)58September 2024: 90% on-time (30 flights)90October 2024: 94% on-time (31 flights)94Oct 2024November 2024: 100% on-time (2 flights)100June 2025: 58% on-time (26 flights)58July 2025: 43% on-time (31 flights)43Jul 2025August 2025: 81% on-time (31 flights)81September 2025: 93% on-time (30 flights)93October 2025: 94% on-time (31 flights)94Oct 2025November 2025: 100% on-time (1 flights)100June 2026: 93% on-time (27 flights)93July 2026: 74% on-time (31 flights)74Jul 2026

Best time to fly from PWM to MDW

Aim for departures around 10 a.m. (95% on-time); avoid 7 p.m. departures (46%).

On-time percentage by scheduled departure hour, PWM to MDW7 a.m.: 87% on-time (93 flights)710 a.m.: 95% on-time (43 flights)103 p.m.: 66% on-time (29 flights)154 p.m.: 85% on-time (33 flights)165 p.m.: 70% on-time (23 flights)176 p.m.: 71% on-time (22 flights)187 p.m.: 46% on-time (56 flights)19scheduled departure hour

By day of week

DayOn-timeAvg delay
Monday75%31 min
Tuesday87%8 min
Wednesdaybest89%6 min
Thursday81%18 min
Friday74%26 min
Saturday60%26 min
Sunday82%9 min

What causes delays on this route

Share of total delay minutes by cause, as reported by carriers to the US DOT.

  • Late-arriving aircraft43%
  • Airline operations40%
  • National airspace system16%
  • Weather1%

Frequently asked questions

How often are flights from PWM to MDW delayed?
22% of PWM–MDW flights arrived 15 or more minutes late (the US DOT definition of a delay) between 2024-07 and 2026-07. The average arrival delay across completed flights was 18 minutes.
What is the best time of day to fly from PWM to MDW?
Departures around 10 a.m. have the best record (95% on-time), while departures around 7 p.m. have the worst (46%). As on most US routes, delays accumulate through the day, so earlier flights are generally safer.
How long is the flight from PWM to MDW?
The scheduled PWM–MDW flight time averages 2h 34m over 895 miles. Actual arrival times vary — flights on this route land 15+ minutes late 22% of the time.
How often are PWM to MDW flights cancelled?
0.9% of scheduled flights on this route were cancelled between 2024-07 and 2026-07, at or below the national rate of 1.6%.
What day of the week is most reliable for PWM to MDW?
Wednesday flights have the best record at 89% on-time. Day-of-week differences on this route are meaningful — Saturday trails at 60%.

Based on 333 flights, 2024-07–2026-07. Source: US DOT Bureau of Transportation Statistics. Updated 2026-09-28.