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$254+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — PWM
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
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 February 3, 2026.

This United Airlines deal was found by Cheapflights users on 2/1. 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 2/1$516
This Delta deal was found by Cheapflights users on 2/2. 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 5/26:40 am
YYC
-
PWM
2 stops26h 12m
Delta
Tue 5/56:30 am
PWM
-
YYC
2 stops16h 10m
Delta
Deal found 2/2$523
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Mon 7/612:20 am
YYC
-
PWM
2 stops13h 55m
WestJet
Mon 7/134:50 pm
PWM
-
YYC
1 stop27h 35m
WestJet
Deal found 2/1$536
This Delta deal was found by Cheapflights users on 2/1. 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.
Tue 7/79:45 am
YYC
-
PWM
1 stop12h 14m
Delta
Mon 7/132:35 pm
PWM
-
YYC
1 stop8h 25m
Delta
Deal found 2/1$625
This Delta deal was found by Cheapflights users on 2/2. 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.
Sun 5/312:30 am
YYC
-
PWM
2 stops13h 27m
Delta
Mon 5/1112:52 pm
PWM
-
YYC
1 stop9h 13m
Delta
Deal found 2/2$1,172
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 5/46:00 am
YYC
-
PWM
1 stop7h 41m
United Airlines
Mon 5/113:23 pm
PWM
-
YYC
1 stop8h 25m
United Airlines
Deal found 2/2$1,628

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$516
(United Airlines)

One-way from

$254
(Kiwi.com)
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 February 3, 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

5:30 am-9:48 pm

2 stops18h 18m

$516

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sat 5/2

6:40 am-10:52 am

2 stops26h 12m

Portland

Tue 5/5

6:30 am-8:40 pm

2 stops16h 10m

$523

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Mon 7/6

1:00 am-4:15 pm

2 stops13h 15m

Portland

Mon 7/13

4:50 pm-4:00 pm

2 stops25h 10m

$536

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 7/7

9:45 am-11:59 pm

1 stop12h 14m

Portland

Mon 7/13

2:35 pm-9:00 pm

1 stop8h 25m

$625

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Sun 5/3

12:30 am-3:57 pm

2 stops13h 27m

Portland

Mon 5/11

12:52 pm-8:05 pm

1 stop9h 13m

$1,172

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 5/6

7:00 am-2:09 pm

2 stops53h 09m

$254

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 3/3

6:15 am-11:20 pm

2 stops15h 05m

$256

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Wed 5/6

1:40 pm-11:27 pm

1 stop7h 47m

$261

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Tue 3/3

6:45 am-11:20 pm

1 stop14h 35m

$290

CalgaryPortland

YYC - PWM

YYCPWM

Calgary

Fri 2/20

12:15 am-12:00 pm

2 stops9h 45m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 13 results
1
2
  • 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.

  • What are the cheapest airlines to fly from Calgary to Portland, Maine one-way?

    The cheapest airlines for a one-way flight from Calgary to Portland, Maine are United Airlines ($269), Delta ($285), and American Airlines ($291).

  • 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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