PDX → MDWPortland to Chicago

live

Direct flights from Portland (PDX) to Chicago (MDW): 7 nonstop departures observed each week across 1 airline. The median arrival is 26 minutes early. No cancellations were recorded across the 3 tracked flights. The nonstop covers 2,811 km, an estimated 4 hours 6 minutes in the air. Measured by Pro Flight Search from live flight boards at Portland and Chicago. Updated 7 September 2026 at 13:09 UTC.

PDX Portland smooth · +0
MDW Chicago smooth · +0
2,811 km · ~4h 06m est.
dep bank 06:15–23:307x weekly
Running clean · 1 airline · 7x weekly · nonstop
100 / 100

route health from live PDX and MDW delay boards

Median arrival delay is −26 min. 0 of 3 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−26 minacross the last 3 operated legs
Flight time~4h 06mestimated from route distance
Weekly departures7x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines

Each 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 days
Southwest AirlinesWN

Flights WN3130 06:15 Mo Tu We Th Fr · WN4867 07:35 Sa · WN1351 11:35 Mo Th Fr · WN3131 23:30 daily

History

operated legs · board outcomes
09-06WN1241arrived−8
09-06WN3131arrived−26
09-05WN3131arrived−29

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
PDXPortland +0 min smooth 🌤 overcast · N 0 kt Full PDX delay board →
MDWChicago +0 min smooth 🌤 few clouds · SE 5 kt Full MDW delay board →

Weather lens

Current conditions put the pressure at PDX and MDW: 43% odds of a 15+ minute delay and around +12 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Portland to Chicago route actually runs

Pro Flight Search records official board updates for nonstop PDX to MDW 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

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search — Portland (PDX) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/PDX-MDW
How we measure this →

PDX to MDW questions

Is PDX–MDW running on time right now?

Smooth skies ahead. Both endpoints currently score the same, route health score 100/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on PDX–MDW?

Operators schedule morning departures around 06:15 and evening departures around 23:30 from PDX. Earlier flights typically land before destination-airport delays accumulate later in the day; check the MDW delay card to confirm conditions when you'd arrive.

How long is the flight from PDX to MDW?

Great-circle distance is 2,811 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 228–271 min gate-to-gate on this route.

How often does PDX–MDW fly?

Southwest Airlines runs the route with about 16 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.