Cheap flights from North America to Boston from $74

The cheapest month to fly to Portland, Maine from North America is in April. Flight prices, which tend to average around $184, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of April, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $202.

On average, the least expensive day to fly to Portland, Maine from North America is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $221. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from North America because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $286.

In the evening is the cheapest time of day to fly from North America to Portland, Maine when you can find flight prices for as low as $211. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $294. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Newark to Portland for the best North America - Portland flight prices

You are more likely to see cheaper flights to Portland, Maine from North America when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $206 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from North America for as low as $153 on momondo.

There are 4 cabin classes available to choose from on North America to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

United Airlines, Sun Country Air, and Delta are the most popular carriers operating from North America to Portland

JetBlue, Delta and United Airlines are the top three most popular airlines that fly to Portland, Maine from North America according to our data. JetBlue is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 12 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

As of February 2026, 38 flights take off from North America and land in Portland, Maine each day. The most common flight departure time for this route is 8:00PM, with 77% of daily flights taking off in the evening.

266 flights are operational weekly from North America to Portland, Maine as of February 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.