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$262+ Cheap flights from Calgary (YYC) to Portland, ME (PWM)

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap 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 January 20, 2026.

This United Airlines deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
YYC
-
PWM
1 stop7h 41m
United Airlines
Tue 5/59:39 am
PWM
-
YYC
2 stops14h 09m
United Airlines
Deal found 1/17$439
This Delta deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:00 am
YYC
-
PWM
1 stop11h 23m
Delta
Tue 5/52:51 pm
PWM
-
YYC
1 stop8h 09m
Delta
Deal found 1/18$492
This American Airlines deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:30 am
YYC
-
PWM
2 stops15h 20m
American Airlines
Wed 3/116:17 am
PWM
-
YYC
1 stop8h 33m
American Airlines
Deal found 1/18$516
This WestJet deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:00 am
YYC
-
PWM
2 stops24h 18m
WestJet
Wed 3/114:48 pm
PWM
-
YYC
2 stops28h 40m
WestJet
Deal found 1/18$529
This Delta deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:55 am
YYC
-
PWM
1 stop12h 11m
Delta
Wed 3/112:30 pm
PWM
-
YYC
1 stop8h 39m
Delta
Deal found 1/18$576
This FlightHub deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1210:15 am
YYC
-
PWM
2 stops23h 40m
WestJet
Sun 7/1911:38 am
PWM
-
YYC
1 stop7h 15m
WestJet
Deal found 1/18$671

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 January 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$492
(Delta)

One-way from

$262
(American Airlines)
Provider with most accurate pricing for Calgary-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Portland flights.
Search Deals
From Calgary to Portland
Search Deals
One-way flight from 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 2,558,603 searches. Data last updated January 20, 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

Sat 5/2

6:00 am-3:41 pm

1 stop7h 41m

Portland

Tue 5/5

9:39 am-9:48 pm

2 stops14h 09m

$439

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 5/2

10:00 am-11:23 pm

1 stop11h 23m

Portland

Tue 5/5

5:30 am-6:25 pm

2 stops14h 55m

$492

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 3/4

6:30 am-11:50 pm

2 stops15h 20m

Portland

Wed 3/11

6:17 am-12:50 pm

1 stop8h 33m

$516

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 3/4

9:00 am-11:18 am

2 stops24h 18m

Portland

Wed 3/11

4:48 pm-7:28 pm

2 stops28h 40m

$529

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sun 7/12

10:15 am-11:55 am

2 stops23h 40m

Portland

Sun 7/19

11:38 am-4:53 pm

1 stop7h 15m

$671

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 3/5

1:40 pm-10:25 am

2 stops18h 45m

$262

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 3/5

6:45 am-10:51 pm

1 stop14h 06m

$274

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Thu 3/5

7:30 am-10:49 am

3 stops25h 19m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

  • Most accurate provider: When it comes to deals on Calgary-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Calgary-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Calgary-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Calgary-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Calgary-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 $107). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of $284). 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?

    Departing from Calgary to Portland, Maine will take you 7h 41m. There are 2074 mi 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 $107). Flying from Calgary to Portland, Maine in November is currently the most expensive (average of $284). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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