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Cheap flights from Calgary to Portland, ME from C$ 459

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 25/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
14 Jan — 21 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Calgary to Portland

Enter your travel dates to find the best prices.

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 15 December 2025.

Thu 25/1212:45 p.m.YYC - PWM
2 stops27h 31mAmerican Airlines
Mon 5/15:20 p.m.PWM - YYC
2 stops21h 28mAmerican Airlines
Deal found 13/12C$ 727
Thu 25/126:45 a.m.YYC - PWM
1 stop14h 37mMultiple Airlines
Mon 5/16:46 p.m.PWM - YYC
1 stop26h 26mMultiple Airlines
Deal found 13/12C$ 912
Thu 25/126:45 a.m.YYC - PWM
1 stop9h 26mAir Canada
Mon 5/16:00 a.m.PWM - YYC
2 stops14h 54mAir Canada
Deal found 13/12C$ 914
Thu 25/126:15 a.m.YYC - PWM
2 stops15h 07mUnited Airlines
Mon 5/16:46 p.m.PWM - YYC
3 stops20h 22mUnited Airlines
Deal found 13/12C$ 1,063

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 15 December 2025.

Round-trip from

C$ 719

One-way from

C$ 459

Popular in

December

Cheapest in

September

Average price

C$ 610
United Airlines
  • United Airlines
  • 22/1-23/1
  • 4 total stops
  • 38h 13m total
  • Calgary to Portland
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Air Canada
  • Air Canada
  • 25/12
  • 1 total stop
  • 9h 26m total
  • Calgary to Portland
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 125 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 15 December 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 21/1

6:15 a.m.-11:30 p.m.

2 stops15h 15m

Portland

Fri 23/1

4:10 p.m.-1:08 p.m.

2 stops22h 58m

C$ 719

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 25/12

12:45 p.m.-6:16 p.m.

2 stops27h 31m

Portland

Mon 5/1

5:20 p.m.-12:48 p.m.

2 stops21h 28m

C$ 727

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 22/1

6:45 a.m.-11:30 p.m.

1 stop14h 45m

Portland

Fri 23/1

8:40 a.m.-8:19 p.m.

2 stops13h 39m

C$ 775

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 21/1

6:45 a.m.-11:30 p.m.

1 stop14h 45m

Portland

Fri 23/1

8:40 a.m.-8:19 p.m.

2 stops13h 39m

C$ 775

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 29/1

6:30 a.m.-11:22 p.m.

2 stops14h 52m

Portland

Thu 5/2

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

1 stop8h 34m

C$ 799

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 29/1

6:15 a.m.-11:30 p.m.

2 stops15h 15m

Portland

Thu 5/2

2:31 p.m.-12:26 p.m.

2 stops23h 55m

C$ 799

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 22/1

6:15 a.m.-11:30 p.m.

2 stops15h 15m

Portland

Fri 23/1

3:12 p.m.-1:08 p.m.

3 stops23h 56m

C$ 844

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 25/12

6:45 a.m.-11:22 p.m.

1 stop14h 37m

Portland

Mon 5/1

6:46 p.m.-7:12 p.m.

1 stop26h 26m

C$ 912

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 25/12

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

1 stop9h 26m

C$ 459

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 25/12

6:30 a.m.-9:06 a.m.

3 stops24h 36m

C$ 752

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/12

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$ 147). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of C$ 391). 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 15 December 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 United Airlines, American Airlines, and Air Canada fly from Calgary to Portland, Maine in about 14h 45m. The time it takes to get you to your destination can typically vary by up to 12h 46m. 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$ 147). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of C$ 391). 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

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Fly with Cheapflights

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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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