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Cheap flights from Calgary to Portland, ME from C$ 334

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 13/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
14 Jul — 21 Jul1
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 14 June 2026.

Sat 31/106:20 a.m.
YYC
-
PWM
2 stops15h 39m
United Airlines
Wed 4/114:48 p.m.
PWM
-
YYC
2 stops23h 08m
United Airlines
Deal found 9/6C$ 655
Fri 11/96:35 a.m.
YYC
-
PWM
2 stops14h 36m
Delta
Mon 14/96:05 a.m.
PWM
-
YYC
2 stops16h 27m
Delta
Deal found 11/6C$ 676
Thu 10/912:50 p.m.
YYC
-
PWM
2 stops21h 52m
American Airlines
Mon 14/910:28 a.m.
PWM
-
YYC
2 stops15h 01m
American Airlines
Deal found 11/6C$ 677
Thu 10/98:30 a.m.
YYC
-
PWM
1 stop10h 53m
United Airlines
Mon 14/95:15 a.m.
PWM
-
YYC
1 stop8h 43m
United Airlines
Deal found 11/6C$ 697
Thu 10/99:45 a.m.
YYC
-
PWM
1 stop12h 14m
Delta
Mon 14/96:05 a.m.
PWM
-
YYC
2 stops16h 27m
Delta
Deal found 13/6C$ 758
Thu 10/92:25 p.m.
YYC
-
PWM
3 stops20h 56m
Multiple Airlines
Mon 14/96:00 a.m.
PWM
-
YYC
3 stops15h 40m
Multiple Airlines
Deal found 11/6C$ 3,532

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 14 June 2026.

Round-trip from

C$ 655

One-way from

C$ 334
United Airlines
  • United Airlines
  • 31/10-4/11
  • 3 total stops
  • 30h 05m total
  • Calgary to Portland
Search Deals
United Airlines
  • United Airlines
  • 13/7
  • 2 total stops
  • 11h 56m 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 14 June 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

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 31/10

6:20 a.m.-11:59 p.m.

2 stops15h 39m

Portland

Wed 4/11

4:48 p.m.-1:56 p.m.

2 stops23h 08m

C$ 655

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 11/9

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

2 stops14h 36m

Portland

Mon 14/9

6:05 a.m.-8:32 p.m.

2 stops16h 27m

C$ 676

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 10/9

1:51 p.m.-1:12 p.m.

1 stop21h 21m

Portland

Mon 14/9

1:53 p.m.-12:56 p.m.

1 stop25h 03m

C$ 680
Quickest round-trip

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 10/9

8:30 a.m.-9:23 p.m.

1 stop10h 53m

Portland

Mon 14/9

5:15 a.m.-11:58 a.m.

1 stop8h 43m

C$ 697

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 10/9

9:45 a.m.-11:59 p.m.

1 stop12h 14m

Portland

Mon 14/9

6:05 a.m.-8:32 p.m.

2 stops16h 27m

C$ 758
Cheapest one-way

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 13/7

7:15 p.m.-9:11 a.m.

2 stops11h 56m

C$ 334
Quickest one-way

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 15/7

8:30 a.m.-9:41 p.m.

1 stop11h 11m

C$ 436

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 13/7

6:00 a.m.-11:30 p.m.

3 stops15h 30m

C$ 464

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 11/7

12:15 a.m.-4:50 p.m.

2 stops38h 35m

C$ 466

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sun 12/7

7:00 a.m.-12:43 a.m.

1 stop15h 43m

C$ 484

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/6

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$ 771.

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, Delta, and American Airlines fly from Calgary to Portland, Maine in about 6h 57m. The time it takes to get you to your destination can typically vary by up to 14h 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.
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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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