Portland

$154+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Jul 9 — Jul 161
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Find cheap flights from Boston to Portland with Cheapflights

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 January or September, booked 68 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap 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 June 9, 2026.

This Southwest deal was found by Cheapflights users on 6/7. 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 8/291:30 pm
BOS
-
PDX
2 stops10h 55m
Southwest
Sat 9/261:35 pm
PDX
-
BOS
2 stops13h 25m
Southwest
Deal found 6/7$283
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Thu 8/206:13 pm
BOS
-
PDX
1 stop9h 21m
United Airlines
Mon 8/242:27 pm
PDX
-
BOS
1 stop7h 47m
United Airlines
Deal found 6/6$284
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 8/46:01 am
BOS
-
PDX
1 stop8h 32m
American Airlines
Tue 8/1111:58 am
PDX
-
BOS
1 stop8h 38m
American Airlines
Deal found 6/8$285
This Southwest deal was found by Cheapflights users on 6/5. 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 9/93:20 pm
BOS
-
PDX
1 stop10h 50m
Southwest
Fri 9/1811:30 pm
PDX
-
BOS
1 stop9h 55m
Southwest
Deal found 6/5$287
This Southwest deal was found by Cheapflights users on 6/7. 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 8/189:05 am
BOS
-
PDX
1 stop12h 55m
Southwest
Fri 8/218:00 am
PDX
-
BOS
1 stop13h 25m
Southwest
Deal found 6/7$288
This United Airlines deal was found by Cheapflights users on 6/7. 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 6/244:57 pm
BOS
-
PDX
1 stop9h 01m
United Airlines
Tue 6/3010:52 pm
PDX
-
BOS
1 stop7h 59m
United Airlines
Deal found 6/7$290
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:03 pm
BOS
-
PDX
1 stop11h 27m
American Airlines
Wed 7/812:35 pm
PDX
-
BOS
1 stop8h 14m
American Airlines
Deal found 6/9$292
This Southwest deal was found by Cheapflights users on 6/7. 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 7/223:45 pm
BOS
-
PDX
1 stop10h 50m
Southwest
Tue 8/118:00 am
PDX
-
BOS
1 stop13h 25m
Southwest
Deal found 6/7$293
This United Airlines deal was found by Cheapflights users on 6/4. 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.
Tue 8/186:00 am
BOS
-
PDX
1 stop8h 28m
United Airlines
Fri 8/217:07 pm
PDX
-
BOS
1 stop7h 52m
United Airlines
Deal found 6/4$294
This United Airlines deal was found by Cheapflights users on 6/5. 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 8/196:00 am
BOS
-
PDX
1 stop8h 28m
United Airlines
Mon 8/2411:17 pm
PDX
-
BOS
1 stop7h 31m
United Airlines
Deal found 6/5$295
This SmartFares deal was found by Cheapflights users on 6/6. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/49:57 am
BOS
-
PDX
Nonstop6h 08m
JetBlue
Fri 7/102:16 pm
PDX
-
BOS
Nonstop5h 24m
JetBlue
Deal found 6/6$296
This Southwest deal was found by Cheapflights users on 6/5. 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 8/185:25 am
BOS
-
PDX
2 stops10h 10m
Southwest
Tue 8/2510:45 pm
PDX
-
BOS
1 stop7h 45m
Southwest
Deal found 6/5$297

Find 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 June 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$283
(Southwest)

One-way from

$154
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$426

Good round-trip deal

$377 or less

Good one-way deal

$193 or less
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
From Boston Logan Intl to Portland
One-way flight from Boston Logan Intl to Portland
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from Boston Logan Intl to Portland.
Price to beat on a one-way flight from Boston Logan Intl to Portland.

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 June 9, 2026.
Use the filters below to find and compare flights from Boston to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 8/25

3:20 pm-11:10 pm

1 stop10h 50m

Portland

Sat 8/29

11:30 pm-12:40 pm

2 stops10h 10m

$297

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 8/18

9:05 am-7:00 pm

1 stop12h 55m

Portland

Tue 8/25

11:30 pm-12:40 pm

2 stops10h 10m

$303

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sat 7/4

5:50 am-1:35 pm

2 stops10h 45m

Portland

Fri 7/10

9:20 pm-8:05 am

1 stop7h 45m

$308
Quickest round-trip

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 8/14

7:19 pm-10:32 pm

Nonstop6h 13m

Portland

Sat 8/22

11:27 pm-7:48 am

Nonstop5h 21m

$327

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 7/3

3:55 pm-11:55 pm

2 stops11h 00m

Portland

Wed 7/8

9:20 pm-8:10 am

1 stop7h 50m

$342

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 8/18

2:45 pm-10:15 pm

2 stops10h 30m

Portland

Fri 8/21

8:00 am-12:25 am

1 stop13h 25m

$353

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 8/16

6:03 am-9:19 am

Nonstop6h 16m

Portland

Mon 8/24

9:36 pm-6:09 am

Nonstop5h 33m

$377

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 7/17

1:10 pm-9:00 pm

2 stops10h 50m

Portland

Mon 7/20

11:30 pm-10:55 am

1 stop8h 25m

$383

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 8/11

6:03 am-9:19 am

Nonstop6h 16m

Portland

Mon 8/24

5:38 pm-5:49 am

1 stop9h 11m

$387

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 7/3

1:10 pm-9:00 pm

2 stops10h 50m

Portland

Tue 7/7

5:35 am-6:00 pm

2 stops9h 25m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/5

Showing 1-10 of 23 resultsSorted by cheapest first
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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
Trip.comPrice Accuracy1 starTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Portland flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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?

Booking 67 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, January is the cheapest month in which you can book a flight from Boston to Portland (average of $297). Flying from Boston to Portland in December is currently the most expensive (average of $509). 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 June 9, 2026.

When flying from Boston to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Boston to Portland?

The best insider tips for Boston to Portland flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Boston to Portland trip
Our travel experts
Brandon Schultz

Brandon Schultz

Expert on PDX

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.

Paul Rubio

Paul Rubio

Expert on BOS

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.

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 June 9, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Delta, andUnited 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.

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Comfort

7.8

Entertainment

7.0

Food

7.1

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

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.
  • How popular is this Boston to Portland flight route?

  • How long is the flight from Boston to Portland?

    Southwest and JetBlue can get you from Boston to Portland in just under 6h 13m. Your travel time can differ by up to 4h 37m. 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 $119. Other airlines that can offer you cheap pricing are Sun Country Air, from $129, and Hawaiian Airlines, from $153. Delta is priced at 69% 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 American Airlines, which is currently one of the cheapest options available, starting at $89. Delta flights start at $98 while deals on Southwest start at $99 one-way.

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

    Consider Qatar Airways (100%), Hawaiian Airlines (93%) or JetBlue (92%) 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 $158. On average you can expect to pay $1,042. The most popular route, (Boston Logan Intl - Portland), can usually be booked for $237.

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

  • 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 $61 per day.

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

  • 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, January is the cheapest month in which you can book a flight from Boston to Portland (average of $297). Flying from Boston to Portland in December is currently the most expensive (average of $509). 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
Beaverton
Seaside
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Gresham

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 June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$119Average$279FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$129Average$192FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$153Average$337FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$178Average$298FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$180Average$364FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$180Average$406FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$377FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$270Average$464FlexibilityNo cancel feeOn-time75%

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