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$128+ Cheap flights from Calgary (YYC) to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PDX
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheapflights Tip: The best prices from Calgary to Portland are usually found in October or June, booked 54 days in advance, depart on a Wednesday or Friday and return on a Wednesday

Cheap flight deals from Calgary to Portland

Cheapest flights from Calgary to Portland
Explore the most affordable flight options available from Calgary to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This FlightHub deal was found by Cheapflights users on 12/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:30 amYYC - PDX
1 stop29h 35mWestJet
Fri 1/212:29 pmPDX - YYC
2 stops11h 12mWestJet
Deal found 12/25$525
This Air Canada deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:00 amYYC - PDX
1 stop4h 15mAir Canada
Sun 1/47:00 pmPDX - YYC
1 stop4h 44mAir Canada
Deal found 12/26$579
This Justfly.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:30 amYYC - PDX
1 stop15h 04mWestJet
Wed 12/3112:29 pmPDX - YYC
1 stop4h 21mWestJet
Deal found 12/26$625
This WestJet deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:00 amYYC - PDX
2 stops11h 34mWestJet
Sun 1/42:11 pmPDX - YYC
1 stop29h 43mWestJet
Deal found 12/26$641
This Mytrip deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/274:15 pmYYC - PDX
3 stops29h 40mMultiple Airlines
Wed 12/315:36 pmPDX - YYC
3 stops30h 08mMultiple Airlines
Deal found 12/26$1,664

Find flight deals from Calgary to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Calgary (YYC) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$253
(Kiwi.com)

One-way from

$128
(Expedia)

Popular in

November

Cheapest in

October

Average price

$340
Provider with most accurate pricing for Calgary-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Portland flights.
Search Deals
From Calgary to Portland
Search Deals
One-way flight from Calgary to Portland
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Calgary to Portland that are best for you.

Fly from

Calgary

Fly to

Portland

Route

Depart

Return

Price

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Fri 2/27

9:00 am-9:23 pm

1 stop13h 23m

Portland

Mon 3/2

7:16 pm-7:15 pm

2 stops22h 59m

$253

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Thu 2/19

3:00 pm-6:30 pm

1 stop4h 30m

Portland

Mon 2/23

3:15 pm-10:44 pm

1 stop6h 29m

$275

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Sat 3/21

3:00 pm-6:30 pm

1 stop4h 30m

Portland

Sun 3/29

3:15 pm-9:28 pm

1 stop5h 13m

$284

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Thu 2/19

1:25 pm-11:44 pm

1 stop11h 19m

Portland

Mon 2/23

8:30 am-5:13 pm

2 stops7h 43m

$287

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Sat 2/7

7:00 pm-10:46 pm

1 stop4h 46m

Portland

Sun 2/8

9:10 am-5:50 pm

1 stop7h 40m

$297

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Sat 1/24

6:00 am-9:15 am

1 stop4h 15m

Portland

Sat 1/31

7:00 pm-12:44 am

1 stop4h 44m

$298

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Mon 2/9

6:00 am-9:15 am

1 stop4h 15m

Portland

Wed 2/11

3:15 pm-10:44 pm

1 stop6h 29m

$298

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Thu 3/19

3:00 pm-6:30 pm

1 stop4h 30m

Portland

Sun 3/22

3:15 pm-10:44 pm

1 stop6h 29m

$298

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Sun 2/8

6:00 am-9:15 am

1 stop4h 15m

Portland

Mon 2/9

7:05 pm-12:44 am

1 stop4h 39m

$298

CalgaryPortland

YYC - PDX

YYCPDX

Calgary

Fri 2/6

3:00 pm-6:30 pm

1 stop4h 30m

Portland

Fri 2/13

7:05 pm-12:44 am

1 stop4h 39m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 22 results
1
2
3

Compare providers for flights from Calgary to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Calgary to Portland in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Calgary-Portland flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Calgary-Portland flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Calgary-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Portland flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Calgary-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Calgary to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Calgary with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Calgary to Portland

How far ahead should I book a flight from Calgary to Portland?

Use this chart to determine the optimal time to book a round-trip flight from Calgary to Portland. Price data was last updated on December 26, 2025.

The best time to book flights from Calgary to Portland is 54 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Calgary to Portland?

Currently, May is the cheapest month in which you can book a flight from Calgary to Portland (average of $107). Flying from Calgary to Portland in February is currently the most expensive (average of $242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated December 28, 2025.
Read through reviews of airlines operating flights from Calgary to Portland, such as WestJet and Air Canada. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,222 reviews

Boarding

7.4

Entertainment

6.1

Crew

7.9

Comfort

7.0

Overall

7.2

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,222 reviews
WestJet
7.2
Good
3,222 reviews

Boarding

7.4

Entertainment

6.1

Crew

7.9

Comfort

7.0

Overall

7.2

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
Air Canada
7.1
Good
10,562 reviews
WestJet
7.2
Good
3,222 reviews

Boarding

7.4

Entertainment

6.1

Crew

7.9

Comfort

7.0

Overall

7.2

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

Related info for your journey

Find useful and relevant information for your journey from Calgary to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Calgary to Portland flight route?

    Flights from Calgary to Portland have been viewed 2 times in the past calendar month.

  • How long is the flight from Calgary to Portland?

    Airlines like Air Canada fly from Calgary to Portland in about 4h 30m. The time it takes to get you to your destination can typically vary by up to . Calgary and Portland are separated by a distance of 548 mi.

  • What are the cheapest airlines flying from Calgary to Portland round-trip?

    Our cheapest airline available from Calgary to Portland is WestJet. Our recent data shows that you can find tickets from as low as $110 on this airline. An additional option worth looking into is Air Canada, starting at $158. WestJet is 57% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Calgary to Portland one-way?

    The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as $101. However, be on the lookout for offers from Air Canada and Delta, as they are both options that can get you from Calgary to Portland for a low price.

  • Can I find deals for flights from Calgary to Portland that include hotel bookings?

    Yes. In addition to deals on Calgary to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Calgary to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Calgary to Portland.

  • Can I find deals for business class flights from Calgary to Portland?

    Yes. Cheapflights offers flight deals from Calgary to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Calgary to Portland?

    Currently, May is the cheapest month in which you can book a flight from Calgary to Portland (average of $107). Flying from Calgary to Portland in February is currently the most expensive (average of $242). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Beaverton
McMinnville
Hillsboro
Troutdale
Cannon Beach
Long Beach
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Tillamook
Pacific City
Gresham

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Calgary to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Edmonton to Portland flights
Calgary to Boise flights
Edmonton to Eugene flights

Top 2 airlines flying from Calgary to Portland

Discover the top 2 airlines that operate flights from Calgary to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$132Average$316FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$163Average$262FlexibilityNo cancel feeOn-time67%

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