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Cheap Flights from Chicago (ORD) to Portland (PDX)

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      Compare Chicago O'Hare International to Portland flight deals

      Find the cheapest month or even day of the year to fly to Portland

      Book the best Portland fare with no extra fees

      Flight deals from Chicago O'Hare International to Portland

      Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Portland Airport? If you want to travel next month, return fares start from $448. Find the lowest prices on one-way and return tickets right here.
      Portland.$386 per passenger.Departing Tue, 13 Oct, returning Mon, 19 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 13 Oct, arriving in Portland.Inbound indirect flight with Frontier Airlines, departs from Portland on Mon, 19 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $386, select.
      Portland.$415 per passenger.Departing Sun, 15 Nov, returning Thu, 19 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Sun, 15 Nov, arriving in Portland.Inbound indirect flight with Frontier Airlines, departs from Portland on Thu, 19 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $415, select.
      Portland.$416 per passenger.Departing Thu, 22 Oct, returning Sun, 1 Nov.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 22 Oct, arriving in Portland.Inbound indirect flight with Frontier Airlines, departs from Portland on Sun, 1 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $416, select.
      Portland.$445 per passenger.Departing Wed, 30 Sep, returning Sat, 3 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Wed, 30 Sep, arriving in Portland.Inbound indirect flight with Frontier Airlines, departs from Portland on Sat, 3 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $445, select.
      Portland.$448 per passenger.Departing Fri, 25 Sep, returning Sun, 27 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 25 Sep, arriving in Portland.Inbound indirect flight with Frontier Airlines, departs from Portland on Sun, 27 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $448, select.
      Portland.$462 per passenger.Departing Thu, 3 Dec, returning Sun, 6 Dec.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 3 Dec, arriving in Portland.Inbound indirect flight with Frontier Airlines, departs from Portland on Sun, 6 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $462, select.
      Portland.$485 per passenger.Departing Wed, 14 Oct, returning Tue, 20 Oct.Return flight with Alaska Airlines.Outbound direct flight with Alaska Airlines departs from Chicago O'Hare International on Wed, 14 Oct, arriving in Portland.Inbound direct flight with Alaska Airlines departs from Portland on Tue, 20 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $485, select.
      Portland.$495 per passenger.Departing Fri, 6 Nov, returning Sun, 8 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 6 Nov, arriving in Portland.Inbound direct flight with United departs from Portland on Sun, 8 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $495, select.
      Portland.$495 per passenger.Departing Mon, 22 Feb, returning Thu, 25 Feb.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 22 Feb, arriving in Portland.Inbound direct flight with United departs from Portland on Thu, 25 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $495, select.
      Portland.$495 per passenger.Departing Thu, 17 Sep, returning Tue, 22 Sep.Return flight with American Airlines.Outbound direct flight with American Airlines departs from Chicago O'Hare International on Thu, 17 Sep, arriving in Portland.Inbound direct flight with American Airlines departs from Portland on Tue, 22 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $495, select.
      Portland.$496 per passenger.Departing Tue, 16 Feb, returning Tue, 2 Mar.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 16 Feb, arriving in Portland.Inbound direct flight with United departs from Portland on Tue, 2 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $496, select.
      Portland.$496 per passenger.Departing Sat, 31 Oct, returning Mon, 2 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 31 Oct, arriving in Portland.Inbound direct flight with United departs from Portland on Mon, 2 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $496, select.
      Portland.$496 per passenger.Departing Wed, 20 Jan, returning Mon, 25 Jan.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 20 Jan, arriving in Portland.Inbound direct flight with United departs from Portland on Mon, 25 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $496, select.
      Portland.$496 per passenger.Departing Mon, 21 Sep, returning Fri, 2 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 21 Sep, arriving in Portland.Inbound direct flight with United departs from Portland on Fri, 2 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $496, select.
      Portland.$497 per passenger.Departing Thu, 4 Mar, returning Tue, 9 Mar.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 4 Mar, arriving in Portland.Inbound direct flight with United departs from Portland on Tue, 9 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $497, select.
      Portland.$497 per passenger.Departing Sat, 5 Dec, returning Wed, 9 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 5 Dec, arriving in Portland.Inbound direct flight with United departs from Portland on Wed, 9 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $497, select.

      Find the cheapest month to fly from Chicago O'Hare International to Portland

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Portland flights are currently cheapest in October.
      Aug
      Find prices
      Sep
      from $445
      Oct
      from $383
      Nov
      from $413
      Dec
      from $459
      Jan
      from $493
      Feb
      from $492
      Mar
      from $494
      Apr
      from $496
      May
      from $578
      Jun
      from $640
      Jul
      from $613

      Direct flights from Chicago O'Hare International to Portland

      Air Canada
      Alaska Airlines
      American Airlines
      British Airways
      Brussels Airlines
      Finnair
      Gulf Air
      Lufthansa
      Malaysia Airlines
      Qatar Airways
      SWISS
      United

      Chicago O'Hare International to Portland: Alternative routes

      Compare routes from Chicago O'Hare International to Portland below. You may find an airport to fly into that's cheaper, faster, or easier than Portland.

      Portland

      10km from central Portland
      ClosestCheapest
      from $386
      Search flights

      Chicago to Portland: Flight information

      The things to know before you go.
      Cheapest flight found$383
      Cheapest month to flyOctober
      Average flight time4 hrs, 39 mins
      Most popular airlineAmerican Airlines
      Average flights per week248

      Finding cheap flights from Chicago O'Hare International to Portland: Frequently asked questions

      The best price we found for a return flight from Chicago O'Hare International to Portland is $383. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      4 hours and 39 minutes is the average flight time from Chicago O'Hare International to Portland.
      American Airlines, Qatar Airways and United fly direct from Chicago O'Hare International to Portland.
      As of August 2026, there are 248 flights per week flying from Chicago O'Hare International to Portland.
      The cheapest month to fly from Chicago O'Hare International to Portland is usually October.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Portland Airport on Tuesday, 13 October 2026.
      Yes – the average flight time is 4 hours and 39 minutes.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Portland but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Portland is around 40 days in advance, so don’t leave your flight to the last minute.

      Currently, Frontier Airlines and Alaska Airlines offer the cheapest flight tickets to Portland.

      Travelling from Chicago O'Hare International Airport (ORD) to Portland Airport (PDX): what you need to know

      • Take a direct flight from Chicago O'Hare International Airport to Portland Airport and you'll be in the air for an average of 4 hours 30 minutes.

      • Portland is two hours behind Chicago and follows the UTC-8 timezone.

      • You can choose from 61 weekly Chicago O'Hare International Airport to Portland Airport flights. The 07:00 departure with Alaska Airlines is the earliest you can take. American Airlines operates the latest service of the day at 20:25.

      • Leave enough time to make your ORD to PDX flight. As a general rule, turn up two hours before international departures and an hour ahead for domestic flights.

      • Flying during a peak time like July? Public holidays and other popular periods can result in longer lines and delays at airport checkpoints. Be extra cautious and get there up to four hours before international flights and two hours before a domestic departure.

      • You'll find a variety of airlines operating direct flights from Chicago O'Hare International Airport to Portland Airport. When you're ready to start your Portland adventure, let one of these carriers fly you to this exciting part of the United States:

      • The airline with the highest passenger demand on this route is United.

      • With 75.8% of services landing as planned, United is the most punctual carrier operating ORD to PDX flights.

      • Think about adding a stopover when booking your ticket from Chicago O'Hare International Airport to Portland Airport. Just deselect 'Direct flights only' to break up your journey, or perhaps explore a new destination along the way. Check out these options between ORD and PDX:

        • Denver International Airport

        • Minneapolis St Paul Airport

        • Kansas City International Airport

      How to find the cheapest flights from Chicago O'Hare International Airport (ORD) to Portland Airport (PDX)

      • Right now, $193 is the lowest price we've seen for a one-way Chicago O'Hare International Airport to Portland Airport flight. The best price for a return plane ticket is $386. Keep in mind that fares could change due to demand when booking.

      • To find cheap tickets from ORD to PDX, book in advance. Airlines typically offer their best fares when flights are first made available.

      • Schedule your trip for May. That's the cheapest month for flights from Chicago O'Hare International Airport to Portland Airport. If your travel dates are flexible, use the 'Whole month' tool to see the cheapest price across each month.

      • Spend less time searching for cheap flights from ORD to PDX by creating a Price Alert. We'll send you an email or notification through the app when a special offer becomes available.

      • Lock in the ideal flight for you with the help of the filters. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Chicago O'Hare International Airport to Portland Airport, use the 'Sort by' function. You can also filter by airline, departure and arrival times, and number of stops.

      Handy information about Chicago O'Hare International Airport (ORD)

      • The address for ORD is 10000 West O'Hare.

      • When it comes to Chicago O'Hare International Airport's on-time performance, 70% of flights complete their journey on time.

      • Chicago O'Hare International Airport is about 27 kilometres from central Chicago. If you're driving, ride-sharing or catching a taxi from the centre, it'll take 30 minutes or so to get there, depending on the traffic.

      • Planning to take public transport? Expect a journey time of around 45 minutes.

      • Get your holiday off to a hassle-free start by staying near ORD. Whether you have an early flight from Chicago O'Hare International Airport to Portland Airport or want to avoid feeling rushed, these stays have you covered:

      Arriving at Portland Airport (PDX)

      When to fly to Portland Airport (PDX)

      • It's time to work out your trip dates for your flight from Chicago O'Hare International Airport to Portland Airport. July is the busiest month to head to Portland. If you prefer a more low-key vibe, go in March.

      • The warmest month in Portland is August, with the temperature ranging between 12ºC (54ºF) and 31ºC (88ºF). Book your flights from Chicago O'Hare International Airport to Portland Airport in this month if this is the kind of weather you like.

      • Search for cheap tickets from ORD to PDX in January if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -2ºC (28ºF) and 10ºC (50ºF) on average.

      Explore more of the United States

      • You've done Portland, now it's time to explore more of the United States. Journey about 241 kilometres north to Seattle to tick off its top attractions. From Space Needle to Pike Place Market and Seattle Skyline, you'll have a packed itinerary ahead.

      • If you want to check out another side of the United States, consider Spokane, roughly 467 kilometres north-east of Portland. Riverside State Park, Spokane Falls (Upper Falls) and Cathedral of Our Lady of Lourdes are key reasons to visit.

      Plan smart, explore more

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      Plan the rest of your trip from Chicago to Portland

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.