On this page, you can find and book flights for the Chicago — Portland route. The distance between the cities is 2,831 km, and with up to 46 flights per week, it is easy to find a convenient departure option.
Flights are operated by UA, AA, and AS. Since airfares are dynamic, we recommend using the low-fare calendar and price trend chart to find the best deals for your desired dates.
The table shows direct flights Chicago → Portland on the selected date. The flight takes approximately 4 h 25 min. Regular flights are operated by United Airlines, American Airlines and Alaska Airlines. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at Portland International Airport.
For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.
Below is a calendar of the lowest flight ticket prices for Chicago — Portland by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 381 in F, and the most expensive are around AED 805 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
Chicago → Portland, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 717 | low | May | AED 736 | medium | Sep | AED 681 | low |
| Feb | AED 699 | low | Jun | AED 883 | high | Oct | AED 699 | low |
| Mar | AED 754 | medium | Jul | AED 901 | high | Nov | AED 828 | high |
| Apr | AED 754 | medium | Aug | AED 699 | low | Dec | AED 773 | medium |
Some values are estimated based on seasonality.
Weather conditions in Portland vary significantly: August is the warmest month with average temperatures reaching 29.4°C, while January is considered the coldest and rainiest. Precipitation peaks during the winter period, which is worth considering when planning your trip.
According to statistics, the most budget-friendly month to fly is September, when tickets start AED 381. The highest ticket prices from Chicago are observed in June, with costs starting AED 805.
The optimal time for booking is September, which offers a balance between comfortable temperatures and affordable fares. It is best to avoid the winter months due to frequent rain if your goal is outdoor activities.
Three major carriers operate on the route from Chicago to Portland: United Airlines, American Airlines, and Alaska Airlines. There are approximately 46 flights per week, the majority of which are direct, non-stop flights. Detailed information on departure times and route options for specific dates can be found in the interactive schedule below.
Flights Chicago — Portland depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Portland International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The average travel time for a direct flight over a distance of 2,831 km is approximately 3 hours and 20 minutes.
Regular flight service between the cities is provided by United Airlines, American Airlines, and Alaska Airlines.
Yes, there are several direct flights daily on this route, allowing you to reach your destination without any layovers.
Airfares change constantly; you can check the current minimum rates for your dates in the low-price calendar above.
All flights on this route arrive at Portland International Airport (PDX).
The most favorable deals are usually available when purchasing 1.5–2 months before the trip, especially for mid-week flights.
Where travelers fly most — pick a route and check prices
