$192 Cheap Flights from Calgary (YYC) to Portland (PWM)

View $192 flight on Sat, Sep 13, 2025Opens in a new window

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Cheap Flights from Calgary to Portland (YYC-PWM)

Prices were available within the past 7 days and start at $192 for one-way flights and $345 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, May 6 - Sat, May 10
YYC
Calgary
PWM
Portland
$345 Roundtrip, found 2 days ago
$345
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, May 6 from Calgary to Portland, returning Sat, May 10, priced at $345 found 2 days ago
United
Tue, May 6 - Tue, May 13
YYC
Calgary
PWM
Portland
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Select United flight, departing Tue, May 6 from Calgary to Portland, returning Tue, May 13, priced at $354 found 2 days ago
Air Canada
Tue, May 6 - Tue, May 13
YYC
Calgary
PWM
Portland
$356 Roundtrip, found 2 days ago
$356
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, May 6 from Calgary to Portland, returning Tue, May 13, priced at $356 found 2 days ago
Delta
Tue, May 6 - Tue, May 13
YYC
Calgary
PWM
Portland
$359 Roundtrip, found 2 days ago
$359
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 6 from Calgary to Portland, returning Tue, May 13, priced at $359 found 2 days ago
Air Canada
Tue, May 6 - Tue, May 13
YYC
Calgary
PWM
Portland
$380 Roundtrip, found 2 days ago
$380
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, May 6 from Calgary to Portland, returning Tue, May 13, priced at $380 found 2 days ago
Air Canada
Tue, May 6 - Tue, May 13
YYC
Calgary
PWM
Portland
$383 Roundtrip, found 2 days ago
$383
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, May 6 from Calgary to Portland, returning Tue, May 13, priced at $383 found 2 days ago
American Airlines
Fri, May 9 - Mon, May 12
YYC
Calgary
PWM
Portland
$383 Roundtrip, found 2 days ago
$383
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, May 9 from Calgary to Portland, returning Mon, May 12, priced at $383 found 2 days ago
American Airlines
Tue, May 6 - Tue, May 13
YYC
Calgary
PWM
Portland
$389 Roundtrip, found 2 days ago
$389
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, May 6 from Calgary to Portland, returning Tue, May 13, priced at $389 found 2 days ago
United
Tue, May 6 - Tue, May 13
YYC
Calgary
PWM
Portland
$390 Roundtrip, found 2 days ago
$390
Roundtrip
found 2 days ago
Select United flight, departing Tue, May 6 from Calgary to Portland, returning Tue, May 13, priced at $390 found 2 days ago
WestJet
Mon, Jun 2 - Mon, Jun 9
YYC
Calgary
PWM
Portland
$436 Roundtrip, found 6 days ago
$436
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Jun 2 from Calgary to Portland, returning Mon, Jun 9, priced at $436 found 6 days ago
Flights from Calgary (YYC) to Portland (PWM)
Origin airport
Calgary Intl.
Destination airport
Portland Intl. Jetport
Roundtrip price
$344
Distance
2075 mi

Calgary to Portland Flights

The cheapest times to fly from Calgary to Portland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Calgary to Portland are during the month of May. You can find some of the cheapest flights from Calgary to Portland with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Calgary to Portland

Sunday is one of the best days to book for cheap flights from Calgary to Portland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Calgary to Portland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Calgary to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $192 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Calgary to Portland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Calgary to Portland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Calgary Intl. Airport (YYC) to Portland Intl. Jetport Airport (PWM) cost?
Discover the latest flight deals from YYC to PWM by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from YYC to PWM?
The cheapest flights from YYC to PWM are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from YYC to PWM?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from YYC to PWM. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Calgary Intl. Airport (YYC) to Portland Intl. Jetport Airport (PWM)?
You’ll have to catch a flight with a layover when traveling from Calgary Intl. Airport (YYC) to Portland Intl. Jetport Airport (PWM). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from YYC to PWM?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary depending on various factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Calgary Intl. Airport (YYC) to Portland Intl. Jetport Airport (PWM)?
To touch down at Portland Intl. Jetport Airport (PWM) without delays, select a flight that leaves from Calgary Intl. Airport (YYC) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Calgary Intl. Airport (YYC) to Portland Intl. Jetport Airport (PWM) last-minute?
Booking your plane ticket from YYC to PWM shortly before your trip is generally more expensive. But if you’re flexible with your schedule, you could land a cheap last-minute fare.
Is it cheaper to book a YYC to PWM flight and hotel package?
You’ll typically save money by booking a YYC to PWM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s simple to manage everything in one place. After selecting your ideal accommodations and flights, consider adding extras including activities, car rentals and tours.
Can I cancel or change the date of my flight from Calgary Intl. Airport (YYC) to Portland Intl. Jetport Airport (PWM)?
Typically, you can reschedule or cancel your YYC to PWM flight. However, additional fees may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline’s guidelines and fees on flight changes, or if you want further information, go to our Customer Service portal.

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*Available to One Key members.