Great-circle route MDW ↔ PWM. Faint dots are other airports, for geographic context. Download this map — free to reuse with a link back to this page.
Frequencies below are per direction, from our most recent schedule sample.
| Direction | Frequency | Days | Airlines |
|---|---|---|---|
| MDW → PWM Chicago to Portland |
7/wk | Daily | Southwest Airlines |
Where a direction shows “—” we track it as an operating nonstop but hold no schedule sample for it — we would rather show nothing than guess.
In 2025 (first 6 months), airlines reported 40,983 passengers on 295 flights between MDW and PWM — about 225 a day — filling 89% of the 46,185 seats flown. Southwest Airlines Co. carried the most passengers (100%).
Source: US DOT T-100 segment reports — actual airline-reported traffic, scheduled service only, both directions combined. Cargo and charter flights excluded.
Southwest Airlines is the only airline flying the MDW–PWM nonstop.
Recent scheduled departures on this route have used the Boeing 737-800.
Aircraft assignments change by season and by time of day.
The distance between Chicago Midway International Airport and Portland International Jetport Airport is 893 miles, or 1,437 kilometres.
| Great-circle distance | 893 mi |
| Kilometres | 1,437 km |
| Nautical miles | 776 nmi |
Measured airport to airport. The actual track is longer — aircraft follow airways, avoid restricted airspace and route around weather.
Yes. Southwest Airlines flies the route nonstop, with about 7 departures a week across both directions. The route is in our live nonstop dataset, last seeded 2026-07-07.
About 2h 21m in the air. That is a great-circle estimate from the 893-mile distance, not a scheduled block time — an airline's published time will differ by roughly 15 to 45 minutes depending on routing, winds and taxi.
Southwest Airlines.
In 2025 (first 6 months), airlines reported 40,983 passengers on 295 scheduled flights between MDW and PWM — about 225 a day — filling 89% of the seats flown. Source: US DOT T-100 segment reports, both directions combined.
Recent scheduled departures have used the Boeing 737-800. Assignments change by season and by time of day.
