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When’s a good time to book a flight from Boston to Portland?

What’s the cheapest day of the week to fly from Boston to Portland?

What is the cheapest month to fly from Boston to Portland?

‡This information is based on historical data from the last 365 days.

Finding Affordable Flights from Boston to Portland
  • Plan Ahead - One of the keys to securing cheap flights from Boston to Portland is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
  • Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
  • Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from Boston to Portland drop, giving you the opportunity to grab cheap deals.
  • Consider Nearby Airports - If Portland has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
  • Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.

When is the Cheapest Time to Book Flights from Boston to Portland?

Got flexible travel dates? Use our flight data from the past year to discover ideal times to fly from Boston to Portland. Find out which months and days typically offer lower fares and score our best savings.

CheapOair provides the predicted prices for one-way trips or round-trips with a duration of 7 days for domestic and 14 days for international trips based on historical data and available flight information. Graphs are estimates only. Prices are subject to change and can't be guaranteed until ticketed.
Estimated price for
Round-trip

‡Graphs are estimates only. Based on historical data and available flight information. Prices are subject to change and cannot be guaranteed until ticketed.

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Boston to Portland Flight Route Information

Travel Distance:2,532 Miles
Airlines Flying This Route: Alaska Airlines, JetBlue Airways, Qatar Airways
Weekly Flights:6
Avg. Flight Duration:06.04 Hours

Insights About Flying from Boston to Portland

Q. Which is the high season to travel from Boston to Portland?

A. The month of August is considered the high season for flying from BOS to PDX. Traveling during the high season can affect ticket prices and availability, making this data crucial for trip planning.

Q. How many direct flights are available from BOS to PDX?

A. There are a total of 26 direct flights from Boston to Portland. For travelers seeking convenience and shorter travel times, this data is important when choosing flight options.

Q. Which is the low season to travel from Boston to Portland?

A. May is considered the low season for traveling from Boston to Portland, Oregon. Travelers looking for cost-effective options and fewer crowds may consider traveling during this period.

Q. Which is the busiest day for passengers flying between Boston to Portland?

A. Monday are the busiest days for passengers flying between Boston to Portland. Knowing the peak travel day can help you plan your trip to avoid overcrowded flights or airports.

Q. What percentage of travelers spent an average of 3 days in Portland, Oregon?

A. Approximately 41.38% of travelers spent an average of 3 days exploring Portland. This information can assist in planning the duration of your stay in Portland

Q. What percentage of Boston to Portland travelers were over 60 years old?

A. A notable 21% of travelers were aged 60 or older. This statistic provides insights for senior travelers or those seeking a mature travel demographic.

Q. What percentage of BOS to PDX travelers were millennials?

A. Millennials make up a significant portion of travelers on this route, accounting for 41% of all passengers. If you're a millennial looking to connect with like-minded travelers, this statistic might interest you.

Q. What percentage of Boston to Portland travelers were female?

A. Almost half of the passengers, approximately 45% were female. Knowing the gender distribution can be useful for solo female travelers or those interested in gender-related travel insights.

Q. What percent of Boston to Portland travellers booked first or business class?

A. 15% of travelers booked first or business class on this route.

Q. At what time the earliest flight departs from Boston?

A. The earliest flight departs at 7:00AM - 8:00AM.

Q. On which days one can have the most flight options in Portland?

A. Monday offer the most flight options in Portland.

§ All flight facts are based on last 3 months' data except the highest and lowest booking months that are based on last 3 months' data.

Cheap Flights from Boston to Portland

Looking for flights from Boston to Portland? Look no more, for you�re at the right place. Book cheap flights from Boston to Portland on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab BOS to PDX flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your bookings right away!

Airports in Boston

Boston is served by Logan International Airport. Also called General Edward Lawrence Logan International Airport, this airport is located in the East Boston neighborhood of Boston. The airport offers frequent scheduled service to destinations throughout North America (including the United States, Canada and Mexico), Latin America, the Caribbean, the North Atlantic region, the Middle East, Europe, and Asia. Passengers can avail seamless connectivity between the airport and the city through Limousines, taxis, car rentals, bus service (Logan Express), app-based rides and even bikes.

Explore Portland

The largest city in US state of Oregon, Portland is located in the Willamette Valley region of the Pacific Northwest. The city is positioned on the confluence of the Columbia and Willamette rivers. Portland remains alive with musical entertainment, cultural happenings, and theater. The city also welcomes tourists with impressive gardens ranging from Oregon green spaces with rhododendrons and roses to classical Chinese garden.

Things to do in Portland

Washington Park

Containing a number of tourist attractions, Washington Park is located to the west of the city center. The major attractions include International Rose Test Garden, museums, and a zoo. Visitors can also spend a day exploring through the impressive gardens.

Columbia River Gorge National Scenic Area

Covering an immense 292,500 acres along North America's second largest river Columbia, Columbia River Gorge National Scenic Area is an engrossing sightseeing region perfect for leisurely drives and outdoors. It is a day trip destination from Portland. The trip to this region takes in viewpoint, locks, and hiking trails. Visitors can also enjoy visiting the waterfalls that edge the route.

Pittock Mansion

Located west of the downtown Portland, Pittock Mansion is a grand home built in 1914 by Henry Pittock, who the founder of the Oregon newspaper. The mansion boasts many impressive features including intercoms, indirect lighting, and a central vacuum system. Pittock Mansion is set on 46 acres at an altitude on around 1,000 above Portland. It offers exceptional vistas of the city on the clear days.

Best Time to Fly to Portland

Weather-wise, the best time to visit Portland is from June to August. In this time, the consistently warm weather allows city's outdoorsy culture to flourish. It is a peak tourist season thus it is advisable to book flights and hotels in advance.

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