BOS - PDX

Find cheap flights from Boston to Portland

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KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Portland, as well as popular online travel agencies
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Cheap Flight Deals from Boston to Portland (BOS-PDX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Boston to Portland

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Portland.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Condor Logo
BOS-PDX
6h 12mdirect
Condor Logo
PDX-BOS
5h 30mdirect
Condor
Find Deal
Qatar Airways Logo
BOS-PDX
6h 25mdirect
Qatar Airways Logo
PDX-BOS
5h 25mdirect
Qatar Airways
Find Deal
Alaska Airlines Logo
BOS-PDX
6h 17mdirect
Alaska Airlines Logo
PDX-BOS
5h 29mdirect
Alaska Airlines
Find Deal
JetBlue Logo
BOS-PDX
6h 11mdirect
JetBlue Logo
PDX-BOS
5h 22mdirect
JetBlue
Find Deal
Aer Lingus Logo
BOS-PDX
6h 20mdirect
Aer Lingus Logo
PDX-BOS
5h 20mdirect
Aer Lingus
Find Deal
Etihad Airways Logo
BOS-PDX
6h 20mdirect
Etihad Airways Logo
PDX-BOS
5h 20mdirect
Etihad Airways
Find Deal
Hawaiian Airlines Logo
BOS-PDX
6h 25mdirect
Hawaiian Airlines Logo
PDX-BOS
5h 29mdirect
Hawaiian Airlines
Find Deal
TAP AIR PORTUGAL Logo
BOS-PDX
6h 11mdirect
TAP AIR PORTUGAL Logo
PDX-BOS
5h 22mdirect
TAP AIR PORTUGAL
Find Deal
EL AL Logo
BOS-PDX
6h 11mdirect
EL AL Logo
PDX-BOS
5h 20mdirect

Expert advice for your flight from Boston to Portland

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are specific to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Alaska Airlines

Alaska Airlines' 20-minute baggage guarantee offers a discount or bonus miles if delayed.


Enjoy free wine tastings with your Mileage Plan membership and recent boarding pass in select states.

JetBlue

JetBlue offers free gate-to-gate Wi-Fi and live TV, enhancing your in-flight experience.


Upgrade to Even More Space for 7” extra legroom, early boarding, and priority security access.

Read more about JetBlueby Harriet Baskas
Airports
BOS

Use the FlyLogan app to reserve parking and access gate info. It also offers order-ahead options for airport restaurants.

Read more about BOSby Blane Bachelor
PDX

For a quick city transfer, use the Trimet Red Line light rail from PDX, offering a budget-friendly and efficient ride into Portland.

Read more about PDXby Gabriel Leigh
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on Alaska Airlines and JetBlue

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Gabriel Leigh

Gabriel Leigh

Expert on PDX

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more

KAYAK's insights & trends for Boston to Portland flights

Get data-powered insights and trends into flights from Boston to Portland to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Portland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Boston to Portland is May, where tickets cost C$ 431 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is C$ 698 and C$ 603 respectively.

Can I save money by flying with a layover from Boston to Portland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at C$ 191 on average.

How far in advance should I book a flight from Boston to Portland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Portland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Boston to Portland, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low season

January

High season

June
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly (12% more expensive on average)

When to book flights from Boston to Portland

Are your dates flexible? Find out the best times to travel from Boston to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Portland

  • Are pets allowed in Boston Logan International Airport (BOS)?

    You are allowed to travel with your pet as long as they are crated or secured in a holder at all times. The airport has provided pet relief areas at Arrivals outside every terminal. Each airline may have different policies regarding traveling with pets, so ensure you check with them before your flight.

  • Can I ask someone to pick me up after arriving at PDX?

    Yes. You can be picked up, but whoever is picking you up cannot leave their vehicle unattended. The airport provides designated areas where they can park and wait for you in a lot across the baggage claim. You can inform them of your arrival time so that you do not wait for long after arriving.

  • Can I travel with medication?

    You can carry your medication, provided it is in its original container with the pharmacist's label. We recommend keeping them together for medications that need a syringe, such as insulin. It would be best if you carried a note from your doctor explaining the need to travel with your medication. You can contact the airport and inquire about their policies on carrying medication.

  • How can I get to Boston Logan International Airport (BOS)?

    You are spoilt for choice when it comes to transportation options to the airport. You can decide to use the On-Airport shuttle, Logan Express, Ride App, Ground Transportation, or the MBTA. The MBTA is the most economical way to get to the airport. If you are in a hurry, we recommend using the Ride App such as Uber and Lyft.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Portland?

    JetBlue, Alaska Airlines, Hawaiian Airlines, Delta, and American Airlines offer inflight Wi-Fi service on the Boston to Portland flight route.

  • Which aircraft models fly most regularly from Boston to Portland?

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the Boston to Portland flight route.

  • Which airline alliances offer flights from Boston to Portland?

    oneworld is the only airline alliance operating flights between Boston and Portland.

  • On which days can I fly direct from Boston to Portland?

    There are direct flights from Boston to Portland on a daily basis.

  • How does KAYAK find such low prices on flights from Boston to Portland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Portland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Portland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Portland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Portland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Boston to Portland

  • Once you land at Portland International Airport (PDX), you can check out the many retail shops and restaurants in the airport. They provide local and global brands and food to you at the same price as in town. You get to have a taste of Portland even before you leave the airport.
  • PDX is pet friendly, offering extra services to make your experience better. There are pet relief areas present outside and inside the terminal. In the Concourse Connector, at the south end closest to gates C1/C2, you can find the post-security service animal relief area.
  • Boston Logan International Airport (BOS) is dedicated to making every traveler feel as comfortable as possible. They assist travelers with disabilities by providing accessible restrooms and elevators in all garages. Each elevator is equipped with Braille and emergency call buttons. Service animals are also allowed throughout the airport. All airport shuttle buses are equipped with wheelchair lifts and a visual and audio stop announcement system.
  • If you have some extra time on your hands before your flight, you can let your kids check out the play areas in the BOS airport, known as kidports. They offer a space for kids to have fun and travelers to unwind and relax before a flight. You can find them in Terminals A, B, and C.
  • If you have an early flight, you can choose to stay in one of the hotels near Boston Logan International Airport. The airport has access to both on-site and off-site accommodation. You can stay at the Hilton Boston Logan Airport or the Hyatt Regency Harborside inside the airport. Take advantage of the amenities provided in the hotels while there.
See more tips

Prefer to fly direct from Boston to Portland?

Find which airlines fly direct from Boston Logan Intl Airport to Portland Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Portland

Monday

Alaska Airlines,Condor,Hawaiian Airlines, +6 more

Alaska Airlines,Condor, +7 more

Tuesday

Alaska Airlines,Condor,Hawaiian Airlines, +5 more

Alaska Airlines,Condor, +6 more

Wednesday

Alaska Airlines,Condor,EL AL, +6 more

Alaska Airlines,Condor, +7 more

Thursday

Alaska Airlines,Condor,Hawaiian Airlines, +6 more

Alaska Airlines,Condor, +7 more

Friday

Alaska Airlines,Condor,Hawaiian Airlines, +6 more

Alaska Airlines,Condor, +7 more

Saturday

Alaska Airlines,Condor,Hawaiian Airlines, +5 more

Alaska Airlines,Condor, +6 more

Sunday

Alaska Airlines,Condor,Hawaiian Airlines, +6 more

Alaska Airlines,Condor, +7 more

See more nonstop flights

Direct returns

Portland to Boston Logan Intl

Monday

Alaska Airlines,Hawaiian Airlines,JetBlue, +4 more

Alaska Airlines,Hawaiian Airlines, +5 more

Tuesday

Alaska Airlines,Hawaiian Airlines,JetBlue, +5 more

Alaska Airlines,Hawaiian Airlines, +6 more

Wednesday

Alaska Airlines,Hawaiian Airlines,JetBlue, +4 more

Alaska Airlines,Hawaiian Airlines, +5 more

Thursday

Alaska Airlines,Hawaiian Airlines,JetBlue, +4 more

Alaska Airlines,Hawaiian Airlines, +5 more

Friday

Alaska Airlines,Hawaiian Airlines,JetBlue, +4 more

Alaska Airlines,Hawaiian Airlines, +5 more

Saturday

Alaska Airlines,Hawaiian Airlines,JetBlue, +4 more

Alaska Airlines,Hawaiian Airlines, +5 more

Sunday

Alaska Airlines,Condor,Hawaiian Airlines, +5 more

Alaska Airlines,Condor, +6 more

See more nonstop flights
See more nonstop flights

Everything you need to know for your flight from Boston to Portland

Information on your arrival and departure airports

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