$175 Find Cheap Flights from Canada to Portland - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Portland, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Canada to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Canada to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Canada to Portland

Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
1:45 pm - 10:40 am
YVR
-
PWM
17h 55m
1 stop
United Airlines Logo
6:00 am - 11:33 am
PWM
-
YVR
8h 33m
1 stop
$307United Airlines
Fri, Oct 30 - Tue, Nov 3
Delta Logo
7:35 pm - 11:53 am
YVR
-
PWM
13h 18m
2 stops
Delta Logo
12:50 pm - 12:24 am
PWM
-
YVR
13h 34m
2 stops
$308Delta
Wed, Oct 21 - Sat, Oct 24
Air Canada Logo
9:05 am - 9:08 am
YVR
-
PWM
21h 03m
2 stops
Air Canada Logo
7:57 am - 7:43 pm
PWM
-
YVR
14h 46m
2 stops
$371Air Canada
Wed, Jul 29 - Wed, Aug 5
United Airlines Logo
7:00 am - 9:41 pm
YYZ
-
PWM
14h 41m
1 stop
United Airlines Logo
6:00 am - 1:42 pm
PWM
-
YYZ
7h 42m
1 stop
$396United Airlines
Thu, Aug 13 - Sat, Aug 15
American Airlines Logo
6:08 pm - 11:41 pm
YYZ
-
PWM
5h 33m
1 stop
American Airlines Logo
6:46 pm - 10:17 am
PWM
-
YYZ
15h 31m
1 stop
$399American Airlines
Tue, Aug 4 - Tue, Aug 11
American Airlines Logo
7:25 pm - 12:40 pm
YYZ
-
PWM
17h 15m
1 stop
American Airlines Logo
6:46 pm - 11:46 pm
PWM
-
YYZ
5h 00m
1 stop
$405American Airlines
Tue, Nov 3 - Wed, Nov 4
WestJet Logo
6:00 am - 11:06 pm
YHZ
-
PWM
18h 06m
2 stops
WestJet Logo
11:30 am - 6:30 am
PWM
-
YHZ
18h 00m
2 stops
$417WestJet
Fri, Oct 30 - Tue, Nov 3
WestJet Logo
10:30 pm - 4:10 pm
YVR
-
PWM
14h 40m
2 stops
WestJet Logo
11:30 am - 2:24 pm
PWM
-
YVR
28h 54m
1 stop
$422WestJet
Fri, Oct 30 - Tue, Nov 3
Air Canada Logo
8:30 am - 10:57 pm
YVR
-
PWM
11h 27m
1 stop
Air Canada Logo
6:00 am - 11:07 pm
PWM
-
YVR
19h 07m
1 stop
$469Air Canada
Mon, Jul 27 - Mon, Aug 3
Multiple Airlines Logo
6:00 am - 3:49 pm
YEG
-
PWM
7h 49m
1 stop
Multiple Airlines Logo
3:37 pm - 10:04 pm
PWM
-
YEG
8h 27m
1 stop
$2,474Multiple Airlines
Booking Insights

KAYAK's insights & trends for flights to Portland

Get data-powered insights and trends for flights to Portland to help you find the cheapest flights, the best time to fly and much more.

What are the most popular airlines flying to Portland?

The most popular airline among KAYAK users flying to Portland is Air Canada, followed by Porter Airlines and United Airlines.

Good to know

Low seasonApril
Cheapest flight$175
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Vancouver to Portland

FAQs - booking Portland flights

  • How far is Portland Airport from central Portland?

    You’ll need to travel 3 miles to reach the Portland city center from Portland Airport.

  • What is the name of Portland’s airport?

    When flying to Portland, you'll arrive at Portland Airport (PWM). The airport is also known as Portland or Portland Intl Jetport.

  • How does KAYAK find such low prices on flights to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Portland are there each week?

    Each week there are around 696 direct flights from within Canada to Portland. The most common day for departures is Sunday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Portland

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Portland flight deals.

Reviews of the top airline flying from Canada to Portland

 
See real verified KAYAK customer reviews for airlines flying to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Portland. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9831 reviews
6.6Food
7.1Entertainment
7.7Boarding
7.3Comfort
8.1Crew
Airline reviews

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

8.0 ExcellentJane, Jun 2026
YYZ - DEN
Read more United Airlines reviews

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Jackson
Freeport
Bartlett
Oxford
Windham
Intervale
Tamworth
Falmouth
Waterford
Durham

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland