FlightRecord

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

Data through May 2026

Portland (PWM) to Chicago (MDW) is a thinner route than most in this dataset — 150 departures over the past year, roughly 3 a week — so treat these numbers as indicative rather than definitive. Of the flights that did operate, 75% arrived on time.

On-time
75%
arrived <15 min late
Avg delay
20 min
completed flights
Cancelled
1.0%
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%June 2024: 56% on-time (27 flights)56Jun 2024July 2024: 77% on-time (31 flights)77August 2024: 58% on-time (31 flights)58September 2024: 90% on-time (30 flights)90Sep 2024October 2024: 94% on-time (31 flights)94November 2024: 100% on-time (2 flights)100June 2025: 58% on-time (26 flights)58Jun 2025July 2025: 43% on-time (31 flights)43August 2025: 81% on-time (31 flights)81September 2025: 93% on-time (30 flights)93Sep 2025October 2025: 94% on-time (31 flights)94November 2025: 100% on-time (1 flights)100

Best time to fly from PWM to MDW

Aim for departures around 10 a.m. (95% on-time); avoid 7 p.m. departures (47%).

On-time percentage by scheduled departure hour, PWM to MDW7 a.m.: 88% on-time (51 flights)710 a.m.: 95% on-time (43 flights)103 p.m.: 63% on-time (32 flights)154 p.m.: 83% on-time (41 flights)165 p.m.: 70% on-time (23 flights)176 p.m.: 68% on-time (26 flights)187 p.m.: 47% on-time (60 flights)19scheduled departure hour

By day of week

DayOn-timeAvg delay
Monday74%34 min
Tuesday86%11 min
Wednesdaybest86%7 min
Thursday74%22 min
Friday71%28 min
Saturday61%22 min
Sunday76%16 min

What causes delays on this route

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

  • Late-arriving aircraft42%
  • Airline operations36%
  • National airspace system17%
  • Weather4%

Frequently asked questions

How often are flights from PWM to MDW delayed?
25% of PWM–MDW flights arrived 15 or more minutes late (the US DOT definition of a delay) between 2024-06 and 2026-05. The average arrival delay across completed flights was 20 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 (47%). 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 25% of the time.
How often are PWM to MDW flights cancelled?
1% of scheduled flights on this route were cancelled between 2024-06 and 2026-05, 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 86% on-time. Day-of-week differences on this route are meaningful — Saturday trails at 61%.

Based on 302 flights, 2024-062026-05. Source: US DOT Bureau of Transportation Statistics. Updated 2026-07-01.