Portland

$130+ 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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — PDX
Apr 10 — Apr 171
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Find cheap flights from Boston to Portland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Boston Logan Intl to Portland are usually found in May or January, 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 March 11, 2026.

This American Airlines deal was found by Cheapflights users on 3/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:18 pm
BOS
-
PDX
1 stop10h 31m
American Airlines
Mon 5/1111:47 pm
PDX
-
BOS
1 stop8h 45m
American Airlines
Deal found 3/6$199
This Southwest deal was found by Cheapflights users on 3/9. 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 5/23:30 pm
BOS
-
PDX
1 stop7h 55m
Southwest
Sat 5/97:40 pm
PDX
-
BOS
2 stops9h 50m
Southwest
Deal found 3/9$204
This Southwest deal was found by Cheapflights users on 3/7. 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 4/82:25 pm
BOS
-
PDX
1 stop11h 45m
Southwest
Tue 4/147:25 pm
PDX
-
BOS
2 stops9h 50m
Southwest
Deal found 3/7$210
This Cheapflightsfares deal was found by Cheapflights users on 3/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2310:05 am
BOS
-
PDX
Nonstop6h 02m
JetBlue
Sat 5/302:30 pm
PDX
-
BOS
Nonstop5h 26m
JetBlue
Deal found 3/6$212
This Delta deal was found by Cheapflights users on 3/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2810:20 am
BOS
-
PDX
1 stop9h 30m
Delta
Tue 5/512:30 am
PDX
-
BOS
1 stop7h 16m
Delta
Deal found 3/5$217
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:51 am
BOS
-
PDX
1 stop9h 39m
Delta
Sun 5/175:51 pm
PDX
-
BOS
1 stop10h 44m
Delta
Deal found 3/8$219
This Southwest deal was found by Cheapflights users on 3/9. 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.
Wed 4/82:25 pm
BOS
-
PDX
1 stop11h 45m
Southwest
Wed 4/157:25 pm
PDX
-
BOS
2 stops9h 40m
Southwest
Deal found 3/9$220
This Southwest deal was found by Cheapflights users on 3/10. 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.
Sat 5/21:50 pm
BOS
-
PDX
2 stops11h 15m
Southwest
Sat 5/1610:25 am
PDX
-
BOS
1 stop10h 25m
Southwest
Deal found 3/10$224
This American Airlines deal was found by Cheapflights users on 3/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/103:59 pm
BOS
-
PDX
1 stop9h 57m
American Airlines
Sun 4/1211:47 pm
PDX
-
BOS
1 stop8h 45m
American Airlines
Deal found 3/6$229
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/72:25 pm
BOS
-
PDX
2 stops11h 35m
Southwest
Sun 4/1211:55 pm
PDX
-
BOS
1 stop8h 00m
Southwest
Deal found 3/6$234

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 March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(American Airlines)

One-way from

$130
(Delta)

Popular in

December

Cheapest in

May

Average price

$412

Good round-trip deal

$343 or less

Good one-way deal

$198 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. 10% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in March 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 March 11, 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

Thu 4/2

6:45 pm-11:59 pm

1 stop8h 14m

Portland

Tue 4/7

5:36 pm-6:50 am

1 stop10h 14m

$219

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 3/23

6:45 pm-11:59 pm

1 stop8h 14m

Portland

Fri 5/1

7:05 pm-6:00 am

1 stop7h 55m

$239

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 5/10

6:00 am-12:35 pm

1 stop9h 35m

Portland

Sat 5/16

10:15 pm-9:11 am

1 stop7h 56m

$265

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 5/10

5:51 am-12:30 pm

1 stop9h 39m

Portland

Sat 5/16

5:51 pm-7:35 am

1 stop10h 44m

$265

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Mon 4/20

3:45 pm-12:55 am

2 stops12h 10m

Portland

Mon 4/27

11:55 pm-11:00 am

1 stop8h 05m

$283

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Sun 4/5

5:15 am-12:30 pm

2 stops10h 15m

Portland

Sun 4/12

11:55 pm-12:40 pm

1 stop9h 45m

$303

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 5/15

3:45 pm-12:10 am

1 stop11h 25m

Portland

Mon 5/18

11:55 pm-11:00 am

1 stop8h 05m

$303
Quickest round-trip

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Tue 4/14

6:00 am-9:23 am

Nonstop6h 23m

Portland

Wed 4/15

1:35 pm-11:59 pm

1 stop7h 24m

$307

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 5/8

11:40 am-7:26 pm

1 stop10h 46m

Portland

Tue 5/12

8:11 pm-7:35 am

1 stop8h 24m

$319

BostonPortland

BOS - PDX

BOSPDX

Boston Logan Intl

Fri 4/3

5:05 pm-1:25 am

2 stops11h 20m

Portland

Mon 4/6

11:55 pm-11:00 am

1 stop8h 05m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 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?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Portland. Price data was last updated on March 6, 2026.

Booking 68 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 $108). Flying from Boston to Portland in October is currently the most expensive (average of $208). 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 March 11, 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.

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 March 11, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Southwest, andDelta 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.

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Food

7.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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 02m on average. When it comes time to book airfare, you have a few options: there is 1 outbound flight from Logan Intl to Portland offered by 8 different airlines.

  • How popular is this Boston to Portland flight route?

  • How long is the flight from Boston to Portland?

    Delta, United Airlines, and Southwest can get you from Boston to Portland in just under 8h 14m. Your travel time can differ by up to 3h 56m. 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 $108. Other airlines that can offer you cheap pricing are Hawaiian Airlines, from $108, and JetBlue, from $108. Delta is priced at 71% 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 (62%), Alaska Airlines (62%) or Hawaiian Airlines (62%) 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 $128. On average you can expect to pay $363. The most popular route, (Boston Logan Intl - Portland), can usually be booked for $199.

  • 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 $56 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 $51.

  • 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, May is the cheapest month in which you can book a flight from Boston to Portland (average of $108). Flying from Boston to Portland in October is currently the most expensive (average of $208). 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
Longview
Lake Oswego
Hillsboro
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Beaverton
Depoe Bay
Wilsonville
Stevenson
Tillamook
Pacific City
Astoria

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 March 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$260FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$327FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$108Average$312FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$129Average$385FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$178Average$299FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$418FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$374FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$245Average$444FlexibilityNo cancel feeOn-time75%

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