C$277 Cheap Flights from Kitchener / Waterloo to Portland

Compare Kitchener / Waterloo to Portland flight deals

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

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Flight deals from Kitchener / Waterloo to Portland

Looking for a cheap last-minute deal or the best return flight from Kitchener / Waterloo to Portland? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Kitchener / Waterloo to Portland

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Kitchener / Waterloo to Portland flights are currently cheapest in January.

Kitchener / Waterloo to Portland: Alternative routes

Compare routes from Kitchener / Waterloo to Portland below. You may find an airport to fly into that's cheaper, faster, or easier than Portland.

Toronto to Portland: Flight information

The things to know before you go.
Cheapest flight foundC$277
Cheapest month to flyJanuary

Finding cheap flights from Kitchener / Waterloo to Portland: Frequently asked questions

The best price we found for a return flight from Kitchener / Waterloo to Portland is C$761. 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.
Currently, there are no airlines that fly direct from Kitchener / Waterloo to Portland. But we found flights with one or more stops from C$761.
As of November 2025, there are no flights flying from Kitchener / Waterloo to Portland.
The cheapest month to fly from Kitchener / Waterloo to Portland is usually May.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Kitchener / Waterloo Airport to Portland Airport on Thursday, May 7, 2026.
No airlines currently offer direct flights between Kitchener / Waterloo Airport and Portland Airport. Most routes have one or more stops.
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, WestJet offers the cheapest flight tickets to Portland.

How to find the cheapest flights from Region of Waterloo International Airport (YKF) to Portland International Airport (PDX)

  • The lowest price we've seen for a one-way ticket from Region of Waterloo International Airport to Portland International Airport is C$277. For a return flight on this route, the best price is C$761. Depending on the availability and when you book, these fares could change.

  • Don't leave things to the last minute. You're more likely to find cheap flight tickets from YKF to PDX if you book in advance. Airlines often offer some amazing early bird deals.

  • If you're willing to be flexible with your trip dates, use the 'Whole month' search function. It'll find the cheapest price in each month when looking for a ticket from Region of Waterloo International Airport to Portland International Airport.

  • Finding a cheap ticket from YKF to PDX is a breeze with Price Alerts. Simply create one of these automatic alerts and we'll notify you as soon as the price has fallen.

  • Take advantage of filters to find the perfect trip for you. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Region of Waterloo International Airport to Portland International Airport, use the 'Sort by' tool. You can also filter by airline, departure and arrival times, and number of stops.

Handy information about Region of Waterloo International Airport (YKF)

  • Region of Waterloo International Airport is around 105 kilometres from central Toronto. If you're catching a cab, driving or ride-sharing from the center, it'll take you 1 hour and 13 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the trip time to be around 4 hours and 5 minutes.

  • Booked an early flight from Region of Waterloo International Airport to Portland International Airport? Avoid the hassle of rushing to the airport (and catch some extra z's) by picking one of these stays near YKF:

Arriving at Portland International Airport (PDX)

Getting from Portland International Airport (PDX) to central Portland

  • From Portland International Airport, Portland is approximately 19 kilometres away. It takes around 19 minutes to reach the center driving.

  • If you're taking public transport, expect a journey of about 45 minutes.

When to fly to Portland International Airport (PDX)

  • The quietest month for a flight from Region of Waterloo International Airport to Portland International Airport is May, while July is the busiest. Choose the ideal time to go to Portland based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Lock in your flight from Region of Waterloo International Airport to Portland International Airport for August if you'd like to visit Portland during its warmest month. Expect temperatures of between 12ºC and 31ºC.

  • If you like traveling in cooler conditions, search for a cheap ticket from YKF to PDX in December. Average temperatures are between 0ºC and 9ºC then.

More about Portland

Complete your Portland trip with hotels and a car rental

  • Once you've secured your cheap ticket to Portland International Airport, explore the lowest prices and exclusive rates for hotels. You can also compare a range of car rental companies in one place to find the best car rental price for your Portland trip.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.