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$112+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Portland are usually found in May or September, booked 85 days in advance, depart on a Thursday or Wednesday and return on a Wednesday

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 September 11, 2025.

Round-trip from

$218
(Southwest)

One-way from

$112
(Southwest)

Popular in

December

Cheapest in

May

Average price

$311

Good round-trip deal

$359 or less

Good one-way deal

$219 or less
From Boston Logan Intl to Portland
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One-way flight from Boston Logan Intl to Portland
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Highest demand for flights based on searches. 11% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Portland.
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Price to beat on a one-way flight from Boston Logan Intl to Portland.
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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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/11. 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
Tue 11/116:05 amPDX - BOS
1 stop7h 00mSouthwest
Deal found 9/11$218
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 10/283:20 pmBOS - PDX
2 stops11h 00mSouthwest
Sat 11/17:40 amPDX - BOS
1 stop12h 40mSouthwest
Deal found 9/9$222
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 11/56:45 amBOS - PDX
1 stop9h 45mSouthwest
Sat 11/155:15 amPDX - BOS
1 stop7h 35mSouthwest
Deal found 9/10$227
This Southwest deal was found by Cheapflights users on 9/10. 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.
Mon 11/106:55 pmBOS - PDX
1 stop8h 25mSouthwest
Fri 11/145:45 amPDX - BOS
1 stop9h 55mSouthwest
Deal found 9/10$231
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 10/256:30 amBOS - PDX
1 stop13h 20mSouthwest
Wed 10/295:50 amPDX - BOS
1 stop8h 40mSouthwest
Deal found 9/9$232
This Delta deal was found by Cheapflights users on 9/10. 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 10/155:34 amBOS - PDX
1 stop7h 55mDelta
Wed 10/295:25 pmPDX - BOS
1 stop10h 10mDelta
Deal found 9/10$237
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Wed 10/14:25 pmBOS - PDX
1 stop9h 00mUnited Airlines
Tue 10/72:15 pmPDX - BOS
1 stop7h 35mUnited Airlines
Deal found 9/11$242
This Southwest deal was found by Cheapflights users on 9/11. 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.
Thu 12/41:35 pmBOS - PDX
1 stop8h 45mSouthwest
Mon 12/86:55 pmPDX - BOS
2 stops10h 20mSouthwest
Deal found 9/11$246
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 10/1512:51 pmBOS - PDX
1 stop13h 15mAmerican Airlines
Sat 10/1811:58 pmPDX - BOS
1 stop7h 23mAmerican Airlines
Deal found 9/10$254
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/305:15 amBOS - PDX
1 stop7h 55mSouthwest
Mon 11/36:55 pmPDX - BOS
2 stops10h 20mSouthwest
Deal found 9/9$256
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 11/192:10 pmBOS - PDX
2 stops10h 50mSouthwest
Wed 12/36:15 amPDX - BOS
2 stops9h 55mSouthwest
Deal found 9/10$257

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 September 11, 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 11/5

8:10 am-12:50 pm

1 stop7h 40m

Portland

Fri 11/7

12:40 am-10:48 am

1 stop7h 08m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 10/4

9:53 am-3:30 pm

1 stop8h 37m

Portland

Fri 10/10

12:53 pm-11:44 pm

1 stop7h 51m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 11/10

6:55 pm-11:56 pm

1 stop8h 01m

Portland

Sun 11/16

7:59 pm-6:35 am

1 stop7h 36m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 10/26

7:25 am-1:47 pm

1 stop9h 22m

Portland

Fri 10/31

7:30 am-7:24 pm

1 stop8h 54m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 10/25

6:15 am-12:25 pm

1 stop9h 10m

Portland

Sat 11/1

1:30 pm-11:48 pm

1 stop7h 18m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Thu 10/2

6:45 pm-11:52 pm

1 stop8h 07m

Portland

Mon 10/6

11:10 am-11:59 pm

1 stop9h 49m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 11/5

5:34 am-10:29 am

1 stop7h 55m

Portland

Thu 11/13

11:35 am-11:51 pm

1 stop9h 16m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Wed 12/3

5:35 pm-12:16 am

1 stop9h 41m

Portland

Sat 12/6

12:32 am-11:01 am

1 stop7h 29m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 10/28

5:34 am-10:29 am

1 stop7h 55m

Portland

Fri 10/31

6:20 am-5:12 pm

1 stop7h 52m

$237

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 10/4

7:25 am-1:00 pm

1 stop8h 35m

Portland

Sat 10/11

5:25 pm-6:35 am

1 stop10h 10m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 19 results
1
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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

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 August 29, 2025.

Booking 69 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, November is the cheapest month in which you can book a flight from Boston to Portland (average of $277). Flying from Boston to Portland in March is currently the most expensive (average of $368). 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 September 11, 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 14% 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 September 7, 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. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 11, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta 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
10,000 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,248 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,960 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Hawaiian Airlines
7.8
Good
2,723 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,913 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.0

Food

7.1

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 09m on average. When it comes time to book airfare, you have a few options: there are 4 outbound flights from Logan Intl to Portland offered by 9 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 United Airlines can get you from Boston to Portland in just under 7h 40m. Your travel time can differ by up to 57m. 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 Delta, from $164, and JetBlue, from $178. Hawaiian Airlines is priced at 63% lower than the current average price of a flight leaving 3 months from now.

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

    Consider Alaska Airlines (92%), Condor (89%) or Qatar Airways (89%) 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 $133. On average you can expect to pay $394. The most popular route, (Boston Logan Intl - Portland), can usually be booked for $162.

  • 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 $67 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 $52.

  • 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, November is the cheapest month in which you can book a flight from Boston to Portland (average of $277). Flying from Boston to Portland in March is currently the most expensive (average of $368). 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
Beaverton
Clackamas
McMinnville
Lake Oswego
Hillsboro
Cannon Beach
Long Beach
Longview
Lincoln City
Tigard
Depoe Bay
Stevenson
Wilsonville
Pacific City
Troutdale
Tillamook
Gresham
Silverton

Browse thousands of different options on Cheapflights for your next trip

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Top 9 airlines flying from Boston to Portland

Discover the top 9 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$136Average$342FlexibilityNo cancel feeOn-time85%
DeltaCheapest$164Average$329FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$178Average$336FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$181Average$410FlexibilityNo cancel feeOn-time83%
Spirit AirlinesCheapest$215Average$244FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$216Average$414FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$216Average$336FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$410FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$247Average$444FlexibilityNo cancel feeOn-time75%

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