$194 Find Cheap Flights from Canada to Portland

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 7/4. 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, Apr 1 - Thu, Apr 2
United Airlines Logo
10:44 am - 5:32 pm
YOW
-
PWM
6h 48m
1 stop
United Airlines Logo
6:04 am - 1:53 pm
PWM
-
YOW
7h 49m
1 stop
$330United Airlines
Tue, Apr 21 - Sat, Apr 25
United Airlines Logo
3:35 pm - 9:25 am
YVR
-
PWM
14h 50m
2 stops
United Airlines Logo
7:33 pm - 2:06 pm
PWM
-
YVR
21h 33m
2 stops
$332United Airlines
Mon, Apr 20 - Mon, Apr 27
American Airlines Logo
7:25 pm - 9:54 am
YYZ
-
PWM
14h 29m
1 stop
American Airlines Logo
3:39 pm - 11:11 pm
PWM
-
YYZ
7h 32m
1 stop
$350American Airlines
Wed, Apr 1 - Tue, Apr 7
WestJet Logo
5:30 am - 11:12 pm
YVR
-
PWM
14h 42m
2 stops
WestJet Logo
4:48 pm - 2:53 pm
PWM
-
YVR
25h 05m
2 stops
$358WestJet
Sat, Apr 25 - Sat, May 2
WestJet Logo
6:00 am - 3:57 pm
YHZ
-
PWM
34h 57m
2 stops
WestJet Logo
4:43 pm - 10:45 am
PWM
-
YHZ
17h 02m
2 stops
$366WestJet
Fri, Aug 21 - Fri, Aug 28
American Airlines Logo
10:31 am - 12:24 pm
YUL
-
PWM
25h 53m
1 stop
American Airlines Logo
1:14 pm - 9:50 am
PWM
-
YUL
20h 36m
1 stop
$373American Airlines
Tue, Apr 21 - Mon, Apr 27
Delta Logo
12:09 pm - 12:46 am
YYZ
-
PWM
12h 37m
1 stop
Delta Logo
2:51 pm - 11:18 am
PWM
-
YYZ
20h 27m
2 stops
$374Delta
Wed, Apr 1 - Thu, Apr 2
Air Canada Logo
5:50 pm - 11:28 pm
YOW
-
PWM
5h 38m
1 stop
Air Canada Logo
6:00 am - 6:36 pm
PWM
-
YOW
12h 36m
2 stops
$393Air Canada
Tue, Mar 31 - Wed, Apr 1
Air Canada Logo
7:00 am - 11:28 pm
YHZ
-
PWM
17h 28m
2 stops
Air Canada Logo
3:22 pm - 10:36 am
PWM
-
YHZ
18h 14m
2 stops
$447Air Canada
Tue, Mar 31 - Sat, Apr 4
Delta Logo
6:14 pm - 1:50 pm
YYZ
-
PWM
19h 36m
1 stop
Delta Logo
6:25 am - 5:24 pm
PWM
-
YYZ
10h 59m
1 stop
$470Delta
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 is the cheapest flight to Portland?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Portland was found on the route from Halifax, at $330 return. The most popular connection is from Chicago to Portland and KAYAK users have found round-trip deals for as low as $229 in the last 3 days.

Good to know

Low seasonFebruary
Cheapest flight$194
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Halifax to Portland

FAQs - booking Portland flights

  • What is the cheapest flight to Portland?

    In the last 3 days, the cheapest flight deal to Portland was found on the route from Halifax, at $330 return. The most popular connection is from Chicago to Portland and KAYAK users have found round-trip deals for as low as $229 in the last 3 days.

  • 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 393 direct flights from within Canada to Portland. The most common day for departures is Monday, with 15% 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 9423 reviews
7.7Boarding
7.3Comfort
8.1Crew
7.1Entertainment
6.6Food
Airline reviews

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.

8.0 ExcellentAnonymous, Feb 2026
YEG - IAH
Read more United Airlines reviews

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.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

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
Durham
Waterford

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland