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Portland

$465+ Cheap flights from Calgary (YYC) to Portland, ME (PWM)

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
1 adult, Economy
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Cheap flight deals from Calgary to Portland

Best flights from Calgary to Portland
Discover carefully curated flight deals from Calgary to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 8, 2025.

This United Airlines deal was found by Cheapflights users on 12/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/213:30 pmYYC - PWM
2 stops15h 31mUnited Airlines
Fri 1/238:40 amPWM - YYC
2 stops15h 13mUnited Airlines
Deal found 12/5$465
This Delta deal was found by Cheapflights users on 12/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:30 amYYC - PWM
2 stops26h 48mDelta
Tue 2/2412:15 pmPWM - YYC
2 stops12h 50mDelta
Deal found 12/8$538
This Air Canada deal was found by Cheapflights users on 12/8. 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.
Tue 2/179:00 amYYC - PWM
2 stops12h 20mMultiple Airlines
Tue 2/246:00 amPWM - YYC
1 stop15h 12mMultiple Airlines
Deal found 12/8$598
This Delta deal was found by Cheapflights users on 12/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/216:30 amYYC - PWM
2 stops14h 52mDelta
Fri 1/232:35 pmPWM - YYC
1 stop8h 33mDelta
Deal found 12/5$563
This United Airlines deal was found by Cheapflights users on 12/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1712:37 pmYYC - PWM
1 stop6h 37mUnited Airlines
Tue 2/245:45 amPWM - YYC
1 stop7h 50mUnited Airlines
Deal found 12/8$622

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 (PWM). 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 8, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$465
(United Airlines)
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

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 8, 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 - PWM

YYCPWM

Calgary

Wed 1/21

3:30 pm-9:01 am

2 stops15h 31m

Portland

Fri 1/23

8:40 am-9:53 pm

2 stops15h 13m

$465

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 2/17

6:30 am-11:18 am

2 stops26h 48m

Portland

Tue 2/24

12:15 pm-11:05 pm

2 stops12h 50m

$538

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 1/21

6:30 am-11:22 pm

2 stops14h 52m

Portland

Fri 1/23

2:35 pm-9:08 pm

1 stop8h 33m

$563

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 2/17

9:00 am-11:20 pm

2 stops12h 20m

Portland

Tue 2/24

6:00 am-7:12 pm

1 stop15h 12m

$598

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 2/17

12:37 pm-9:14 pm

1 stop6h 37m

Portland

Tue 2/24

5:45 am-11:35 am

1 stop7h 50m

$622

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/5

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

*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, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Calgary-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Calgary-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Portland, Maine 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, Maine 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

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

Currently, June is the cheapest month in which you can book a flight from Calgary to Portland, Maine (average of $107). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of $284). 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.

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 long is the flight from Calgary to Portland, Maine?

    Departing from Calgary to Portland, Maine will take you 15h 31m. There are 2074 mi between Calgary and Portland, Maine. This flight may include one or multiple stops.

  • 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, Maine?

    Currently, June is the cheapest month in which you can book a flight from Calgary to Portland, Maine (average of $107). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of $284). 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
North Conway
Brunswick
Auburn
Conway

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