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Cheap flights from Calgary to Portland, ME from C$ 338

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 13/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
30 May — 6 Jun1
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 30 April 2026.

Sat 30/58:30 a.m.
YYC
-
PWM
1 stop11h 21m
United Airlines
Tue 2/64:51 p.m.
PWM
-
YYC
1 stop7h 46m
United Airlines
Deal found 27/4C$ 550
Sat 23/51:01 p.m.
YYC
-
PWM
1 stop7h 43m
American Airlines
Mon 25/56:00 a.m.
PWM
-
YYC
1 stop19h 43m
American Airlines
Deal found 27/4C$ 561
Fri 19/612:25 p.m.
YYC
-
PWM
2 stops23h 16m
WestJet
Wed 24/66:00 a.m.
PWM
-
YYC
2 stops14h 10m
WestJet
Deal found 27/4C$ 624
Sat 30/56:45 a.m.
YYC
-
PWM
1 stop14h 45m
Air Canada
Tue 2/66:00 a.m.
PWM
-
YYC
2 stops16h 51m
Air Canada
Deal found 28/4C$ 633
Mon 19/106:45 a.m.
YYC
-
PWM
1 stop11h 17m
United Airlines
Wed 21/107:51 a.m.
PWM
-
YYC
1 stop11h 39m
United Airlines
Deal found 26/4C$ 662

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 30 April 2026.

Round-trip from

C$ 550

One-way from

C$ 338
United Airlines
  • United Airlines
  • 30/5-2/6
  • 2 total stops
  • 19h 07m total
  • Calgary to Portland
Search Deals
American Airlines
  • American Airlines
  • 13/6
  • 2 total stops
  • 17h 24m 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 30 April 2026.
Use the filters below to find and compare flights from Calgary to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 30/5

8:30 a.m.-9:51 p.m.

1 stop11h 21m

Portland

Tue 2/6

4:51 p.m.-10:37 p.m.

1 stop7h 46m

C$ 550

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 19/6

12:25 p.m.-1:41 p.m.

2 stops23h 16m

Portland

Wed 24/6

6:00 a.m.-6:10 p.m.

2 stops14h 10m

C$ 624

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 30/5

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

1 stop14h 45m

Portland

Tue 2/6

6:00 a.m.-8:51 p.m.

2 stops16h 51m

C$ 633

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 19/10

6:45 a.m.-11:27 p.m.

1 stop14h 42m

Portland

Wed 21/10

7:51 a.m.-9:48 p.m.

2 stops15h 57m

C$ 662

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 19/10

11:55 p.m.-1:54 p.m.

2 stops11h 59m

Portland

Wed 21/10

3:25 p.m.-1:17 a.m.

2 stops11h 52m

C$ 685

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 23/5

9:30 a.m.-11:55 a.m.

2 stops24h 25m

Portland

Mon 25/5

4:48 p.m.-5:00 p.m.

2 stops26h 12m

C$ 703

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 30/5

9:35 a.m.-11:55 a.m.

2 stops24h 20m

Portland

Tue 2/6

6:02 a.m.-6:10 p.m.

2 stops14h 08m

C$ 705
Cheapest one-way

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 13/6

2:14 p.m.-9:38 a.m.

2 stops17h 24m

C$ 338

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 26/9

11:00 a.m.-11:55 a.m.

1 stop22h 55m

C$ 343
Quickest one-way

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 5/5

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

1 stop6h 45m

C$ 419

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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’s the top layover airport for flights from Calgary to Portland, Maine?

Share of one-stop round-trip flights from Calgary to Portland, Maine chosen by Cheapflights users in the past 12 months, using the same layover each way.

Chicago (ORD) – chosen by Cheapflights users on 50% of one-stop itineraries from Calgary to Portland, Maine on Cheapflights.

What’s the cheapest layover airport for flights from Calgary to Portland, Maine?

Average round-trip fare for 1-stop flights from Calgary to Portland, Maine, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Chicago (ORD) is the most affordable 1-stop option, with an average round-trip price of C$ 754.

What’s the fastest layover option from Calgary to Portland, Maine?

Shortest average travel time for 1-stop one-way flights from Calgary to Portland, Maine, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Chicago (ORD) have the shortest average one-way travel time for 1-stop routes: 7h 06m.

Which airport typically offers the quickest layover for flights from Calgary to Portland, Maine?

Average layover duration for 1-stop one-way flights from Calgary to Portland, Maine, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Chicago (ORD) offer the fastest connection on this route, with an average layover time of 0h 51m.

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 and WestJet fly from Calgary to Portland, Maine in about 11h 21m. The time it takes to get you to your destination can typically vary by up to 11h 55m. 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.

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

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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