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$557+ Cheap flights from Portland, ME (PWM) to Calgary (YYC)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — YYC
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Portland to Calgary

Cheapest flights from Portland to Calgary
Explore the most affordable flight options available from Portland to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:07 am
PWM
-
YYC
1 stop7h 47m
American Airlines
Sun 5/101:35 pm
YYC
-
PWM
1 stop7h 35m
American Airlines
Deal found 1/26$557
This FlightHub deal was found by Cheapflights users on 1/27. 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.
Wed 5/64:42 pm
PWM
-
YYC
1 stop29h 23m
WestJet
Sun 5/1011:00 am
YYC
-
PWM
1 stop22h 55m
WestJet
Deal found 1/27$560
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:04 pm
PWM
-
YYC
1 stop13h 25m
American Airlines
Sat 9/56:29 am
YYC
-
PWM
2 stops15h 22m
American Airlines
Deal found 1/26$588
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:00 pm
PWM
-
YYC
1 stop20h 50m
American Airlines
Thu 3/121:30 pm
YYC
-
PWM
1 stop8h 04m
American Airlines
Deal found 1/25$591
This FlightHub deal was found by Cheapflights users on 1/27. 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.
Sun 9/612:50 pm
PWM
-
YYC
1 stop7h 35m
WestJet
Sun 9/131:00 pm
YYC
-
PWM
2 stops20h 55m
WestJet
Deal found 1/27$593
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/811:59 am
PWM
-
YYC
2 stops25h 45m
American Airlines
Wed 3/116:30 am
YYC
-
PWM
2 stops15h 04m
American Airlines
Deal found 1/25$595
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:29 pm
PWM
-
YYC
2 stops19h 15m
American Airlines
Thu 3/1912:45 pm
YYC
-
PWM
2 stops21h 29m
American Airlines
Deal found 1/26$609
This Air Canada deal was found by Cheapflights users on 1/25. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:09 pm
PWM
-
YYC
1 stop26h 03m
Multiple Airlines
Thu 3/129:00 am
YYC
-
PWM
2 stops11h 51m
Multiple Airlines
Deal found 1/25$617

Find flight deals from Portland to Calgary

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Calgary (YYC). 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$557
(American Airlines)

Popular in

December

Cheapest in

June

Average price

$834
Provider with most accurate pricing for Portland-Calgary flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Calgary flights.
Search Deals
From Portland to Calgary
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($215 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Calgary 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 January 28, 2026.
Use the filters below to find and compare flights from Portland to Calgary that are best for you.

Fly from

Portland

Fly to

Calgary

Route

Depart

Return

Price

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Wed 5/6

4:42 pm-8:05 pm

1 stop29h 23m

Calgary

Sun 5/10

11:00 am-11:55 am

1 stop22h 55m

$560

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Wed 5/6

7:23 pm-12:54 pm

2 stops19h 31m

Calgary

Sun 5/10

1:35 pm-10:18 am

2 stops18h 43m

$572

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Mon 3/9

6:00 pm-12:50 pm

1 stop20h 50m

Calgary

Thu 3/12

1:30 pm-11:34 pm

1 stop8h 04m

$591

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Wed 3/11

4:48 pm-7:28 pm

2 stops28h 40m

Calgary

Sun 3/15

6:30 pm-12:09 pm

2 stops15h 39m

$625

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Mon 3/2

3:10 pm-11:31 am

2 stops22h 21m

Calgary

Wed 3/4

3:30 pm-10:49 am

2 stops17h 19m

$656

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Wed 6/10

6:30 am-9:05 pm

1 stop16h 35m

Calgary

Sun 6/14

9:45 am-11:59 pm

1 stop12h 14m

$658

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Thu 6/11

11:38 am-5:00 pm

1 stop7h 22m

Calgary

Sun 6/14

1:00 am-4:15 pm

2 stops13h 15m

$670

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Wed 6/10

11:38 am-5:00 pm

1 stop7h 22m

Calgary

Sun 6/14

11:50 pm-4:15 pm

2 stops14h 25m

$670

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Wed 6/10

11:38 am-5:00 pm

1 stop7h 22m

Calgary

Sun 6/14

1:00 am-4:15 pm

2 stops13h 15m

$670

PortlandCalgary

PWM - YYC

PWMYYC

Portland

Thu 6/11

11:38 am-5:00 pm

1 stop7h 22m

Calgary

Sun 6/14

7:10 pm-4:15 pm

2 stops19h 05m

$670

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Compare providers for flights from Portland to Calgary

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 Portland to Calgary in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 Portland, Maine-Calgary flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Calgary flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Calgary flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Calgary flights, Cheapflights users trust FlightHub the most. FlightHub 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 Portland, Maine-Calgary 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 Portland to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Portland 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 Portland to Calgary

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

Currently, October is the cheapest month in which you can book a flight from Portland, Maine to Calgary (average of $85). Flying from Portland, Maine to Calgary in January is currently the most expensive (average of $231). 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.

How much does it cost to fly round-trip from Portland, Maine to Calgary?

Reviews of airlines servicing Calgary

Get insights into the airlines that provide service to Calgary. 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 Calgary. Reviews last updated January 28, 2026.
Read through reviews of airlines operating flights from Portland to Calgary, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,209 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,209 reviews
United Airlines
7.4
Good
9,209 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

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

  • How long is the flight from Portland, Maine to Calgary?

    WestJet and American Airlines can get you from Portland, Maine to Calgary in just under 19h 31m. Your travel time can differ by up to 9h 52m. The distance between Portland, Maine and Calgary is about 2074 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Portland, Maine to Calgary round-trip?

    United Airlines, at $677, was found to be the cheapest airline from Portland, Maine to Calgary.. You may be able to fly from Portland, Maine to Calgary for 11% less than the average price by searching for this airline.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Calgary 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 Portland, Maine to Calgary?

    Currently, October is the cheapest month in which you can book a flight from Portland, Maine to Calgary (average of $85). Flying from Portland, Maine to Calgary in January is currently the most expensive (average of $231). 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 Calgary?

Book flights to Calgary if you plan to visit one of these locations
Canmore
Airdrie

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Alternative routes for Portland to Calgary

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Calgary flights
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Top airline flying from Portland to Calgary

Discover the top airline that operate flights from Portland to Calgary. 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$677Average$784FlexibilityNo cancel feeOn-time69%

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