AirportFusion

Flights from Portland to Chicago

Every non-stop option between the Portland area and the Chicago area: airlines, airport pairs, estimated fares and flight times. Launch a full door-to-door search to add ground transport on both sides, one-stop alternatives and an AI recommendation.

Estimated price

from €311

Flight time

≈ 4h 14m

Distance

2792 km

Airlines

6

Compare door-to-door itineraries

Free — includes trains, taxis and buses to the airports, plus connecting flights.

Airlines flying Portland → Chicago non-stop

Airport pairs served

RouteAirlinesFlight timeEstimated price
PDX → MDW2≈ 4h 16mfrom €311
PDX → ORD4≈ 4h 14mfrom €344

Prices are deterministic estimates based on distance, season and airline — final fares come from the booking partner.

Frequently asked questions

Which airlines fly direct from Portland to Chicago?
6 airline(s) operate non-stop flights between the Portland area and the Chicago area, including AirTran Airways, American Airlines, United Airlines.
How much does a flight from Portland to Chicago cost?
Our estimates start at €311 for a one-way non-stop ticket. Real fares vary with the season, the day of the week and how early you book — Tuesdays and Wednesdays are usually cheapest.
How long is the flight from Portland to Chicago?
The non-stop flight covers about 2792 km and takes approximately 4h 14m, depending on the exact airport pair and winds.
What is the fastest door-to-door option?
It depends on which airports you can reach easily. AirportFusion compares every airport around your exact address — including trains, taxis and buses on both sides — and recommends the best complete itinerary.
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