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$234+ Cheap flights from Calgary (YYC) to Portland, ME (PWM)

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$524
(American Airlines)

One-way from

$234
(Kiwi.com)

Popular in

April

Cheapest in

March

Average price

$627
From Calgary to Portland
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One-way flight from Calgary to Portland
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 9/306:29 amYYC - PWM
2 stops15h 16mAmerican Airlines
Sun 10/196:00 amPWM - YYC
2 stops17h 54mAmerican Airlines
Deal found 9/16$524
This Delta deal was found by Cheapflights users on 9/16. 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.
Mon 9/2912:20 amYYC - PWM
2 stops13h 37mDelta
Sun 10/196:01 amPWM - YYC
2 stops14h 23mDelta
Deal found 9/16$667
This United Airlines deal was found by Cheapflights users on 9/16. 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 9/307:15 amYYC - PWM
1 stop9h 08mUnited Airlines
Sun 10/196:00 amPWM - YYC
2 stops9h 53mUnited Airlines
Deal found 9/16$684
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:20 amYYC - PWM
2 stops10h 40mWestJet
Sun 10/1912:45 pmPWM - YYC
1 stop7h 39mWestJet
Deal found 9/16$713

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 September 17, 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

Mon 9/29

12:20 am-3:57 pm

2 stops13h 37m

Portland

Sun 10/19

6:01 am-6:24 pm

2 stops14h 23m

$667

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 9/30

7:15 am-6:23 pm

1 stop9h 08m

Portland

Sun 10/19

6:00 am-1:53 pm

2 stops9h 53m

$684

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 9/29

12:20 am-1:00 pm

2 stops10h 40m

Portland

Sun 10/19

12:45 pm-6:24 pm

1 stop7h 39m

$713

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 12/12

8:55 am-5:38 pm

2 stops30h 43m

$234

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 9/25

12:38 pm-9:44 pm

1 stop7h 06m

$301

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 9/24

1:00 am-11:03 pm

2 stops20h 03m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, January is the cheapest month in which you can book a flight from Calgary to Portland, Maine (average of $296). Flying from Calgary to Portland, Maine in July is currently the most expensive (average of $394). 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 9h 08m. 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, January is the cheapest month in which you can book a flight from Calgary to Portland, Maine (average of $296). Flying from Calgary to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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