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Cheap flights from Calgary to Portland, ME from C$ 286

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 13/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
28 Nov — 5 Dec1
1 adult
1 adult, Economy, 0 bags

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 29 October 2025.

Round-trip from

C$ 834

One-way from

C$ 286

Popular in

April

Cheapest in

March

Average price

C$ 770
Delta
  • Delta
  • 6/4-9/4
  • 3 total stops
  • 34h 59m total
  • Calgary to Portland
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13/12
  • 13/12
  • 3 total stops
  • 34h 56m total
  • Calgary to Portland
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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 3% potential price decrease (C$ 34 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Calgary to Portland

Enter your travel dates to find the best prices.

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 29 October 2025.

Mon 6/46:35 a.m.YYC - PWM
2 stops26h 25mDelta
Thu 9/42:35 p.m.PWM - YYC
1 stop8h 34mDelta
Deal found 28/10C$ 834
Mon 6/48:10 a.m.YYC - PWM
2 stops12h 20mAmerican Airlines
Thu 9/412:09 p.m.PWM - YYC
2 stops26h 13mAmerican Airlines
Deal found 27/10C$ 879

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 629,999 searches. Data last updated 29 October 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 6/4

6:35 a.m.-11:00 a.m.

2 stops26h 25m

Portland

Thu 9/4

2:35 p.m.-9:09 p.m.

1 stop8h 34m

C$ 834

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 6/4

8:10 a.m.-10:30 p.m.

2 stops12h 20m

Portland

Thu 9/4

12:09 p.m.-12:22 p.m.

2 stops26h 13m

C$ 879

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 13/12

6:35 a.m.-11:59 p.m.

2 stops15h 24m

C$ 349

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 12/12

8:55 a.m.-5:38 p.m.

2 stops30h 43m

C$ 359

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 13/12

6:45 a.m.-11:12 p.m.

1 stop14h 27m

C$ 419

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 12/12

12:37 p.m.-2:22 p.m.

1 stop23h 45m

C$ 467

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

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 C$ 150). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of C$ 376). 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.

What is the cheapest time of day to fly from YYC to PWM?

Find hourly flight availability from Calgary to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 October 2025.

It’s typically best to fly out from Calgary to Portland, Maine in the evening. Doing so could potentially save you 34% on the flight price compared to flying at noon, which is usually more expensive.

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?

    Airlines like Delta and American Airlines fly from Calgary to Portland, Maine in about 12h 20m. The time it takes to get you to your destination can typically vary by up to 14h 05m. There are 3338 km 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 C$ 150). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of C$ 376). 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

Travelling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway

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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.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Calgary to Portland?

When you search for this flight from Calgary to Portland, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Calgary to Portland?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Calgary to Portland for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Calgary to Portland with no change fees?

Yes, we can. To see specific flights from Calgary to Portland with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Calgary to Portland become cheaper?

Yes, Cheapflights offers price alerts on Calgary to Portland flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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