Cheap flights from Calgary to Portland from $128

The cheapest month to fly to Portland from Calgary is in October. Flight prices, which tend to average around $205, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in October, then you should wait until February to fly from Calgary, when ticket prices are also cheap, with an average price of $272.

The cheapest day to depart on your flight to Portland is on a Friday when prices can be found for as low as $252. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Sunday, with ticket prices averaging around $478.

Fly from Calgary to Portland for the best Calgary - Portland flight prices

You are more likely to see cheaper flights to Portland from Calgary when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $317 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Calgary for as low as $223 on momondo.

There are 3 cabin classes available to choose from on Calgary to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 31% on your flight if you consider stops on a Calgary to Portland flight.

Air Canada and Delta are the most popular carriers operating from Calgary to Portland

WestJet, Air Canada and Delta are the top three most popular airlines that fly to Portland from Calgary according to our data. WestJet is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 3 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

As of August 2026, there are 2 flights per day flying from Calgary to Portland. The most common time of day flights depart is 12:00PM, with 100% of flights taking off in the afternoon.

As of August 2026, there are 14 flights per week flying from Calgary to Portland. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.