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$120+ Cheap flights from Boston to Portland (BOS - PDX)

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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Boston Logan Intl to Portland are usually found in May or January, booked 41 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Find flight deals from Boston to Portland

Cheapest flights from Boston to Portland
Explore the most affordable flight options available from Boston to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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.
Mon 12/151:40 pmBOS - PDX
1 stop11h 39mDelta
Mon 1/57:37 pmPDX - BOS
1 stop8h 13mDelta
Deal found 10/27$218
This Delta deal was found by Cheapflights users on 10/25. 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 11/117:15 amBOS - PDX
1 stop11h 18mDelta
Fri 11/1412:35 amPDX - BOS
1 stop7h 22mDelta
Deal found 10/25$229
This Delta deal was found by Cheapflights users on 10/26. 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.
Wed 12/176:46 pmBOS - PDX
1 stop8h 18mDelta
Tue 1/611:47 amPDX - BOS
1 stop10h 17mDelta
Deal found 10/26$238
This Delta deal was found by Cheapflights users on 10/27. 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.
Fri 11/146:52 pmBOS - PDX
1 stop8h 06mDelta
Tue 11/187:59 pmPDX - BOS
1 stop7h 36mDelta
Deal found 10/27$239
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/156:00 amBOS - PDX
2 stops10h 47mUnited Airlines
Sun 12/711:59 pmPDX - BOS
1 stop7h 50mUnited Airlines
Deal found 10/25$242
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:20 amBOS - PDX
1 stop11h 58mAmerican Airlines
Mon 11/1710:15 pmPDX - BOS
1 stop9h 14mAmerican Airlines
Deal found 10/25$249
This Delta deal was found by Cheapflights users on 10/26. 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.
Mon 11/107:15 amBOS - PDX
1 stop11h 18mDelta
Sun 11/1612:35 amPDX - BOS
1 stop7h 21mDelta
Deal found 10/26$250
This Delta deal was found by Cheapflights users on 10/26. 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.
Wed 12/176:46 pmBOS - PDX
1 stop8h 18mDelta
Mon 1/57:37 pmPDX - BOS
1 stop8h 13mDelta
Deal found 10/26$259
This Delta deal was found by Cheapflights users on 10/26. 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.
Thu 11/136:52 pmBOS - PDX
1 stop8h 06mDelta
Thu 11/205:05 pmPDX - BOS
1 stop10h 25mDelta
Deal found 10/26$260
This Delta deal was found by Cheapflights users on 10/25. 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 11/117:15 amBOS - PDX
1 stop11h 18mDelta
Wed 11/1212:35 amPDX - BOS
1 stop7h 22mDelta
Deal found 10/25$261
This Delta deal was found by Cheapflights users on 10/26. 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.
Wed 12/315:45 amBOS - PDX
1 stop8h 20mDelta
Thu 1/85:23 amPDX - BOS
1 stop7h 46mDelta
Deal found 10/26$278
This Southwest deal was found by Cheapflights users on 10/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:20 pmBOS - PDX
1 stop8h 55mSouthwest
Mon 11/105:45 amPDX - BOS
1 stop9h 55mSouthwest
Deal found 10/24$279

Cheap flight deals from Boston to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Portland (PDX). 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 October 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$218
(Delta)

One-way from

$120
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$386

Good round-trip deal

$404 or less

Good one-way deal

$219 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
Search Deals
From Boston Logan Intl to Portland
Search Deals
One-way flight from Boston Logan Intl to Portland
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Portland.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Portland.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 October 27, 2025.
Use the filters below to find and compare flights from Boston to Portland that are best for you.

Fly from

Boston

Fly to

Portland

Route

Depart

Return

Price

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 1/14

7:15 am-12:44 pm

1 stop8h 29m

Portland

Tue 1/20

12:40 am-10:51 am

1 stop7h 11m

$218

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 11/11

7:15 am-3:33 pm

1 stop11h 18m

Portland

Fri 11/14

12:35 am-10:57 am

1 stop7h 22m

$261

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 12/31

5:45 am-11:05 am

1 stop8h 20m

Portland

Thu 1/8

5:23 am-4:09 pm

1 stop7h 46m

$278

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 1/1

5:30 am-10:49 am

1 stop8h 19m

Portland

Tue 1/6

11:47 am-1:04 am

1 stop10h 17m

$278

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 12/15

6:52 pm-9:50 am

1 stop17h 58m

Portland

Mon 1/5

9:42 pm-6:10 am

Nonstop5h 28m

$330

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 12/5

4:40 pm-8:10 pm

Nonstop6h 30m

Portland

Wed 12/10

7:04 am-3:24 pm

Nonstop5h 20m

$337

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 11/15

4:46 pm-8:07 pm

Nonstop6h 21m

Portland

Sun 12/7

7:04 am-3:24 pm

Nonstop5h 20m

$337

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 1/22

5:20 pm-8:48 pm

Nonstop6h 28m

Portland

Sun 1/25

7:00 am-3:20 pm

Nonstop5h 20m

$337

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 11/13

10:25 am-10:33 pm

2 stops15h 08m

Portland

Mon 11/17

11:59 pm-10:34 am

1 stop7h 35m

$343

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 12/2

5:45 am-12:54 pm

1 stop10h 09m

Portland

Wed 12/3

12:32 am-11:00 am

1 stop7h 28m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 21 results
1
2
3

Compare providers for flights from Boston to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Portland in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Portland flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Portland flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Boston-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Portland flights, Cheapflights users trust eDreams the most. eDreams 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 Boston-Portland 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 Boston to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Boston 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 Boston to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Portland. Price data was last updated on October 24, 2025.

Booking 41 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Portland?

Currently, May is the cheapest month in which you can book a flight from Boston to Portland (average of $113). Flying from Boston to Portland in December is currently the most expensive (average of $237). 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.

What is the cheapest time of day to fly from BOS to PDX?

Find hourly flight availability from Boston to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

One of the essential ways to save on airfare from Boston to Portland is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 21% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Boston to Portland. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Boston to Portland flight should consider departing on Wednesday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Boston to Portland flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-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 original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Boston to Portland trip
Airports
BOS

Use the FlyLogan App for real-time flight updates and pre-order meals via BOS2GO, saving time before your flight.

Read more about BOSby Paul Rubio
PDX

Take the MAX red line from PDX to downtown Portland. It's a convenient, 40-minute ride with easy luggage access.

Read more about PDXby Brandon Schultz
Our travel experts
Brandon Schultz

Brandon Schultz

Expert on PDX

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Paul Rubio

Paul Rubio

Expert on BOS

Paul Rubio

Paul Rubio

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Read more

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated October 27, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and Hawaiian Airlines from Boston to Portland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,192 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,192 reviews
Alaska Airlines
8.0
Very good
11,192 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,996 reviews
Alaska Airlines
8.0
Very good
11,192 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Hawaiian Airlines
7.8
Good
2,792 reviews
Alaska Airlines
8.0
Very good
11,192 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,999 reviews
Alaska Airlines
8.0
Very good
11,192 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
JetBlue
7.2
Good
2,906 reviews
Alaska Airlines
8.0
Very good
11,192 reviews

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Related info for your journey

Find useful and relevant information for your journey from Boston to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airports do I use to fly from Boston to Portland?

    To fly from Boston to Portland, you need to book a flight from Logan Intl (BOS) to Portland (PDX). Nonstop flights to Portland from Boston Logan Intl take 6h 21m on average. When it comes time to book airfare, you have a few options: there are 2 outbound flights from Logan Intl to Portland offered by 8 different airlines.

  • How popular is this Boston to Portland flight route?

    Flights from Boston Logan Intl to Portland have been viewed 10 times in the past calendar month.

  • How long is the flight from Boston to Portland?

    Delta and Alaska Airlines can get you from Boston to Portland in just under 8h 29m. Your travel time can differ by up to 9h 29m. The distance between Boston and Portland is about 2528 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Boston to Portland round-trip?

    Cheapflights users have booked flights from Boston to Portland round-trip from $136. Other airlines that can offer you cheap pricing are Hawaiian Airlines, from $138, and Delta, from $161. Sun Country Air is priced at 63% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Boston to Portland one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $120. United Airlines flights start at $124 while deals on Southwest start at $136 one-way.

  • What are the most reliable airlines from Boston to Portland?

    Consider JetBlue (100%), TAP AIR PORTUGAL (100%) or EL AL (100%) when booking your flight. These represent the most reliable airlines when flying from Boston to Portland.

  • What are the cheapest flights from Boston to Portland?

    The cheapest flight price from Boston to Portland is $146. On average you can expect to pay $886. The most popular route, (Boston Logan Intl - Portland), can usually be booked for $151.

  • Where are the most common layover locations when flying from Boston to Portland?

    Of the flights from Boston to Portland that have layovers, most of them stop in Seattle. Boston to Portland flights stop in Chicago the next most.

  • What are some popular things to do or see while on a layover in Seattle?

    The majority of Seattle visitors spend their time at Pike Place Market, Space Needle, and Seattle Waterfront. Those on a layover in Seattle interested in visiting Pike Place Market, Space Needle, or Seattle Waterfront can do so by traveling 11.2 mi, 12.0 mi, and 10.9 mi, respectively from Seattle/Tacoma Intl. Travelers in need of a car in Seattle can rent one for about $52 per day.

  • What are some popular points of interest to see during a layover in Chicago?

    The majority of Chicago visitors spend their time at Magnificent Mile, River North, and Grant Park. Magnificent Mile, River North, and Grant Park can be visited by traveling about 15.5 mi, 15.0 mi, and 16.2 mi respectively from Chicago O'Hare Intl. Those on a layover in Chicago in need of a rental car can book one at Chicago O'Hare Intl for about $57.

  • Where are the least popular layover locations for Boston to Portland flights?

    Of the flights from Boston to Portland that have layovers, the fewest flights stop in Minneapolis.

  • Can I find deals for flights from Boston to Portland that include hotel bookings?

    Yes. In addition to deals on Boston to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Portland.

  • Can I find deals for business class flights from Boston to Portland?

    Yes. Cheapflights offers flight deals from Boston 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 Boston to Portland?

    Currently, May is the cheapest month in which you can book a flight from Boston to Portland (average of $113). Flying from Boston to Portland in December is currently the most expensive (average of $237). 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
Vancouver
Seaside
Clackamas
Lincoln City
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Gresham
Tillamook
Troutdale

Browse thousands of different options on Cheapflights for your next trip

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Top 8 airlines flying from Boston to Portland

Discover the top 8 airlines that operate flights from Boston to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$136Average$385FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$138Average$346FlexibilityNo cancel feeOn-time85%
DeltaCheapest$158Average$314FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$176Average$333FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$207Average$319FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$399FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$406FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$243Average$464FlexibilityNo cancel feeOn-time75%

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