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Cheap flights from Calgary to Portland, ME from C$ 394

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 14/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
28 Feb — 7 Mar1
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 29 January 2026.

Mon 4/511:00 a.m.
YYC
-
PWM
1 stop26h 57m
WestJet
Mon 11/512:50 p.m.
PWM
-
YYC
1 stop9h 15m
WestJet
Deal found 27/1C$ 661
Sun 3/511:00 a.m.
YYC
-
PWM
1 stop26h 57m
WestJet
Wed 6/54:42 p.m.
PWM
-
YYC
1 stop29h 23m
WestJet
Deal found 26/1C$ 684
Mon 4/58:45 a.m.
YYC
-
PWM
2 stops14h 01m
Delta
Mon 11/512:50 p.m.
PWM
-
YYC
1 stop9h 15m
Delta
Deal found 27/1C$ 687
Sun 3/51:35 p.m.
YYC
-
PWM
1 stop7h 35m
American Airlines
Wed 6/57:23 p.m.
PWM
-
YYC
2 stops19h 31m
American Airlines
Deal found 26/1C$ 694
Sat 2/512:34 p.m.
YYC
-
PWM
1 stop6h 45m
United Airlines
Tue 5/59:39 a.m.
PWM
-
YYC
2 stops14h 09m
United Airlines
Deal found 26/1C$ 715
Sat 2/57:00 a.m.
YYC
-
PWM
1 stop14h 23m
Delta
Tue 5/52:51 p.m.
PWM
-
YYC
1 stop8h 14m
Delta
Deal found 26/1C$ 869
Mon 2/23:30 p.m.
YYC
-
PWM
2 stops15h 31m
United Airlines
Tue 3/24:10 p.m.
PWM
-
YYC
2 stops22h 16m
United Airlines
Deal found 27/1C$ 961

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 29 January 2026.

Round-trip from

C$ 661

One-way from

C$ 394
WestJet
  • WestJet
  • 4/5-11/5
  • 2 total stops
  • 36h 12m total
  • Calgary to Portland
Search Deals
Delta
  • Delta
  • 14/2
  • 2 total stops
  • 9h 45m total
  • Calgary to Portland
Search Deals

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 January 2026.
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 4/5

11:00 a.m.-3:57 p.m.

1 stop26h 57m

Portland

Mon 11/5

12:50 p.m.-8:05 p.m.

1 stop9h 15m

C$ 661

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sun 3/5

11:00 a.m.-3:57 p.m.

1 stop26h 57m

Portland

Wed 6/5

4:42 p.m.-8:05 p.m.

1 stop29h 23m

C$ 684

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 4/5

8:45 a.m.-12:46 a.m.

2 stops14h 01m

Portland

Mon 11/5

12:50 p.m.-8:05 p.m.

1 stop9h 15m

C$ 687

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sun 3/5

1:35 p.m.-10:07 a.m.

2 stops18h 32m

Portland

Wed 6/5

7:23 p.m.-12:54 p.m.

2 stops19h 31m

C$ 701

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 2/5

12:34 p.m.-9:19 p.m.

1 stop6h 45m

Portland

Tue 5/5

9:39 a.m.-9:48 p.m.

2 stops14h 09m

C$ 715

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 2/5

7:00 a.m.-11:23 p.m.

1 stop14h 23m

Portland

Tue 5/5

2:51 p.m.-9:05 p.m.

1 stop8h 14m

C$ 869

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 14/2

12:15 a.m.-12:00 p.m.

2 stops9h 45m

C$ 394

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 20/2

12:15 a.m.-12:00 p.m.

2 stops9h 45m

C$ 479

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 13/3

6:30 a.m.-11:12 p.m.

2 stops14h 42m

C$ 520

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sun 15/2

7:45 a.m.-9:07 a.m.

3 stops23h 22m

C$ 576

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/1

Showing 1-10 of 12 results
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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$ 145). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of C$ 386). 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?

    Airlines like WestJet, Delta, and American Airlines fly from Calgary to Portland, Maine in about 14h 01m. The time it takes to get you to your destination can typically vary by up to 12h 56m. 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$ 145). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of C$ 386). 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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Edmonton to Portland 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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