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waypoints / 🇺🇸 US / Chicago – Portland Timings are not live · Documented
Route · US

Chicago to Portland

3 operators run this water, from 4 h 01.

Every way across

One row per operator and speed. Where a service is sold as fast and its average does not clear 45 km/h, the word appears in quotation marks — the boat is fast craft, the crossing is not.

AirTran Airways, Southwest Airlines MDW → PDX 2811 km non-stop 73H 73W in the air 5 h 31 est. rate not held 700 km/h average
Alaska Airlines, American Airlines ORD → PDX 2792 km non-stop 319 320 738 in the air 5 h 29 est. rate not held 700 km/h average
United Airlines ORD → PWM 1444 km non-stop CR7 ERJ in the air 3 h 48 est. rate not held 626 km/h average

Other ways to reach Portland

If this crossing does not suit, these quays also reach Portland without a change. It is the question a single-route page cannot answer about itself and an atlas can.

Eugene – Portland 43 min Alaska Airlines
Redmond – Portland 44 min Alaska Airlines
Seattle – Portland 46 min Alaska Airlines
Pasco – Portland 51 min Alaska Airlines
Pendleton – Portland 52 min Aban Air

And other ways to reach Chicago

Milwaukee – Chicago 38 min American Airlines
South Bend – Chicago 40 min United Airlines
Madison – Chicago 43 min American Airlines
Bloomington/Normal – Chicago 44 min American Airlines
Muskegon – Chicago 44 min United Airlines
Kalamazoo – Chicago 45 min American Airlines
Grand Rapids – Chicago 46 min American Airlines
Peoria – Chicago 46 min American Airlines
Savoy – Chicago 46 min American Airlines
Moline – Chicago 47 min American Airlines

Where else these quays go

Which months this runs

Season not heldwe can say when we looked, not which months run

Our records for the Chicago–Portland crossing were read on 11 August 2026 and describe the network as it ran that week. We hold no month-by-month variation, so this page cannot tell you whether a crossing runs in February.

If you are travelling well outside August 2026, confirm with the operator before you plan around it.

What we do not know

No fares. Not for this crossing, not for any crossing, not for any mode.

No departure times. No rate is held for this pair either, so we cannot say how often it runs.