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Cheap flights from Calgary to Portland, ME from C$ 323

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 14/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Round-trip from

C$ 787

One-way from

C$ 323

Popular in

April

Cheapest in

March

Average price

C$ 578
American Airlines
  • American Airlines
  • 9/10-16/10
  • 4 total stops
  • 38h 19m total
  • Calgary to Portland
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Delta
  • Delta
  • 14/1
  • 2 total stops
  • 14h 30m total
  • Calgary to Portland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 39 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 11 September 2025.

Thu 9/101:29 p.m.YYC - PWM
2 stops20h 25mAmerican Airlines
Thu 16/106:00 a.m.PWM - YYC
2 stops17h 54mAmerican Airlines
Deal found 9/9C$ 787
Thu 9/1011:35 p.m.YYC - PWM
2 stops34h 25mWestJet
Thu 16/104:48 p.m.PWM - YYC
1 stop27h 36mWestJet
Deal found 9/9C$ 788
Thu 9/109:45 a.m.YYC - PWM
1 stop11h 24mDelta
Thu 16/102:38 p.m.PWM - YYC
1 stop8h 25mDelta
Deal found 9/9C$ 829

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 11 September 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

Thu 9/10

1:29 p.m.-11:54 a.m.

2 stops20h 25m

Portland

Thu 16/10

6:00 a.m.-9:54 p.m.

2 stops17h 54m

C$ 787

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 9/10

11:35 p.m.-12:00 p.m.

2 stops34h 25m

Portland

Thu 16/10

4:48 p.m.-6:24 p.m.

1 stop27h 36m

C$ 788

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 9/10

9:45 a.m.-11:09 p.m.

1 stop11h 24m

Portland

Thu 16/10

2:38 p.m.-9:03 p.m.

1 stop8h 25m

C$ 829

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 14/1

6:35 a.m.-11:05 p.m.

2 stops14h 30m

C$ 323

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 13/1

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

2 stops30h 43m

C$ 331

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 15/1

9:00 a.m.-9:07 a.m.

2 stops22h 07m

C$ 344

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 11/12

12:30 a.m.-10:36 a.m.

2 stops32h 06m

C$ 378

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 14/1

1:40 p.m.-12:09 p.m.

2 stops20h 29m

C$ 425

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 13/1

12:37 p.m.-2:31 p.m.

2 stops23h 54m

C$ 432

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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 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 11 September 2025.

It’s typically best to fly out from Calgary to Portland, Maine at noon. Doing so could potentially save you 22% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated 11 September 2025.
See what other customers who have flown with WestJet from Calgary to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,091 reviews
Check prices

Boarding

7.4

Crew

7.9

Entertainment

6.1

Overall

7.2

Comfort

7.1

Food

6.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.
WestJet
7.2
Good
3,091 reviews
WestJet
7.2
Good
3,091 reviews
Check prices

Boarding

7.4

Crew

7.9

Entertainment

6.1

Overall

7.2

Comfort

7.1

Food

6.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

YYC - NRT

I like direct flight from Calgary to Japan. But it’s my fault, I did not decide my seat till last minute. I was in the middle seat in the middle lane, I hesitated asking to go to bathroom.

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 American Airlines, WestJet, and Delta fly from Calgary to Portland, Maine in about 11h 24m. The time it takes to get you to your destination can typically vary by up to 23h 01m. There are 3338 km between Calgary and Portland, Maine. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Calgary to Portland, Maine round-trip?

    Cheapflights users have booked flights from Calgary to Portland, Maine round-trip from C$ 520. WestJet is priced at 26% lower than the current average price of a flight leaving 3 months from now.

  • 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.

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.
Calgary to Boston flights
Edmonton to Boston flights
Edmonton to Portland flights

Top airline flying from Calgary to Portland

Discover the top airline that operate flights from Calgary to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 11 September 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 520AverageC$ 742FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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