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$296+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$383
(Delta)

One-way from

$296
(Delta)

Popular in

April

Cheapest in

March

Average price

$630
From Calgary to Portland
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One-way flight from Calgary to Portland
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Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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.
Sat 10/252:59 pmYYC - PWM
2 stops31h 06mDelta
Sat 1/246:00 amPWM - YYC
2 stops16h 58mDelta
Deal found 8/13$383
This Delta deal was found by Cheapflights users on 8/14. 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 10/86:45 amYYC - PWM
2 stops26h 04mDelta
Wed 10/152:38 pmPWM - YYC
2 stops25h 16mDelta
Deal found 8/14$392
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 10/251:30 pmYYC - PWM
2 stops32h 29mUnited Airlines
Sat 1/244:48 pmPWM - YYC
3 stops23h 08mUnited Airlines
Deal found 8/13$541
This Air Canada deal was found by Cheapflights users on 8/13. 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.
Fri 10/241:10 amYYC - PWM
2 stops15h 28mMultiple Airlines
Sat 1/244:48 pmPWM - YYC
1 stop21h 06mMultiple Airlines
Deal found 8/13$691
This WestJet deal was found by Cheapflights users on 8/14. 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.
Tue 10/71:00 amYYC - PWM
2 stops20h 09mWestJet
Wed 10/1511:41 amPWM - YYC
1 stop28h 13mWestJet
Deal found 8/14$699
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sun 8/177:30 pmYYC - PWM
1 stop18h 19mUnited Airlines
Tue 8/196:23 pmPWM - YYC
2 stops29h 25mUnited Airlines
Deal found 8/13$702
This Air Canada deal was found by Cheapflights users on 8/13. 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.
Fri 10/241:10 amYYC - PWM
2 stops15h 28mAir Canada
Sat 1/246:00 amPWM - YYC
2 stops16h 09mAir Canada
Deal found 8/13$726

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 August 14, 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

Sat 10/25

2:59 pm-12:05 am

2 stops31h 06m

Portland

Sat 1/24

6:00 am-8:58 pm

2 stops16h 58m

$383

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 10/8

6:45 am-10:49 am

2 stops26h 04m

Portland

Wed 10/15

2:38 pm-1:54 pm

2 stops25h 16m

$392

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 10/25

1:30 pm-11:59 pm

2 stops32h 29m

Portland

Sat 1/24

4:48 pm-1:56 pm

3 stops23h 08m

$541

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 10/24

1:10 am-6:38 pm

2 stops15h 28m

Portland

Sat 1/24

4:48 pm-11:54 am

1 stop21h 06m

$691

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 10/7

1:00 am-11:09 pm

2 stops20h 09m

Portland

Wed 10/15

11:41 am-4:00 pm

2 stops30h 19m

$699

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 10/24

1:10 am-6:38 pm

2 stops15h 28m

Portland

Sat 1/24

6:00 am-8:09 pm

2 stops16h 09m

$726

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sun 9/28

6:40 am-12:11 am

2 stops15h 31m

$296

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 9/27

12:20 am-11:03 pm

2 stops20h 43m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

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.

  • 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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