Unable to find information about the schedule of direct flights from
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Portland to Chicago:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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Unable to find information about the schedule of direct flights from
A non-stop flight is the most convenient and comfortable way to fly from Portland to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Portland to Chicago
Portland — Chicago
05/08/2026
Departure
Direct flight
UA1828
starting at $154
starting at $154
On the Portland — Chicago route, flights are operated only by United Airlines. This simplifies the choice for passengers, as all tickets come from a single trusted carrier. Our service lets you instantly check fares for upcoming dates and find the most advantageous option. The minimum ticket price starts at $154, making this trip affordable for a wide range of travelers. To save even more, we recommend booking early and keeping an eye on promotions — United Airlines regularly offers special deals.
The cheapest flight ticket from Portland to Chicago according to data for the last 48 hours costs $154
Often the best time to buy tickets from Portland to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Portland to Chicago can be found flying in these months: June.
The fastest flights from Portland to Chicago start from 2 hours 56 minutes in the air.
The following airlines operate direct flights on the route Portland — Chicago: United Airlines
The cheapest one-way flight from Portland to Chicago departs on 05/08/2026, is operated by United Airlines and costs $154
There is no information about the cheapest roundtrip flight from Portland to Chicago
Fastest flight from Portland to Chicago takes 2h 56m
There are direct flights on this route 1 day a week: Fr
The distance between Portland and Chicago is 1424km (883 miles). The time difference between Portland and Chicago is 1h
We couldn't find any special offers for flights from Portland to Chicago