Flights AA4499 varies daily · AA4741 12:09 daily · AA2717 14:03 We Th Fr Sa Su · AA4729 18:09 Mo Tu We Th Fr Su
Direct flights from Portland (PWM) to Chicago (ORD): 14 nonstop departures observed each week across 2 airlines. 78% of the last 9 operated flights arrived within 15 minutes of schedule. The median arrival is 4 minutes early. No cancellations were recorded across the 9 tracked flights. The nonstop covers 1,444 km, an estimated 2 hours 21 minutes in the air. Measured by Pro Flight Search from live flight boards at Portland and Chicago. Updated 14 September 2026 at 08:38 UTC.
of the last 9 operated PWM → ORD flights arrived within 15 minutes
Median arrival delay is −4 min. 0 of 9 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
The week
scheduled departures · origin local timeEach mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.
Who flies it
observed on the boards · 7 daysHistory
operated legs · board outcomesActual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Airports right now
live boardsWeather lens
Current conditions put the pressure at ORD: 42% odds of a 15+ minute delay and around +13 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →
next sweep in 120s
How the Portland to Chicago route actually runs
Pro Flight Search records official board updates for nonstop PWM to ORD flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.
Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Pro Flight Search — Portland (PWM) to Chicago (ORD) route reliability, measured from operated flights on official airport boards.
https://proflightsearch.com/search-flights/PWM-ORD
PWM to ORD questions
Is PWM–ORD running on time right now?
High disruption likely. The arrival side at ORD is the weaker end, route health score 28/100. The airports section above carries the live status and delay window at both ends.
Morning or evening flight on PWM–ORD?
Operators schedule morning departures around 07:40 and evening departures around 18:09 from PWM. Earlier flights typically land before destination-airport delays accumulate later in the day; check the ORD delay card to confirm conditions when you'd arrive.
How long is the flight from PWM to ORD?
Great-circle distance is 1,444 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 132–154 min gate-to-gate on this route.
How often does PWM–ORD fly?
2 carriers operate this route, around 52 flights a week between them. Compare carrier days and times in the airline list above.