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$109+ Cheap flights from Portland to Boston (PDX - BOS)

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 3 — May 101
Sat 5/3
Sat 5/10
1 adult, Economy
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Find cheap flights from Portland to Boston with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Portland to Boston Logan Intl are usually found in February or September, booked 53 days in advance, depart on a Wednesday or Friday and return on a Thursday

Cheap flight deals from Portland to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Boston (BOS). 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 April 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$216
(Alaska Airlines)

One-way from

$109
(JetBlue)

Popular in

December

Cheapest in

February

Average price

$437

Good round-trip deal

$249 or less

Good one-way deal

$144 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
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From Portland to Boston Logan Intl
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One-way flight from Portland to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($48 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 April 2025
Search Deals
Price to beat on a round-trip flight from Portland to Boston Logan Intl.
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Price to beat on a one-way flight from Portland to Boston Logan Intl.
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Find flight deals from Portland to Boston

Cheapest flights from Portland to Boston
Explore the most affordable flight options available from Portland to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/35:55 pmPDX - BOS
1 stop8h 45mAlaska Airlines
Tue 6/108:40 amBOS - PDX
1 stop11h 01mAlaska Airlines
Deal found 4/27$216
This JetBlue deal was found by Cheapflights users on 4/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1612:21 pmPDX - BOS
Nonstop5h 22mJetBlue
Wed 8/208:00 amBOS - PDX
Nonstop6h 11mJetBlue
Deal found 4/27$217
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:00 amPDX - BOS
1 stop10h 15mSouthwest
Mon 9/227:30 amBOS - PDX
1 stop11h 20mSouthwest
Deal found 4/27$222
This Delta deal was found by Cheapflights users on 4/28. 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 5/215:35 amPDX - BOS
1 stop7h 25mDelta
Wed 6/46:47 pmBOS - PDX
1 stop7h 56mDelta
Deal found 4/28$237
This Expedia deal was found by Cheapflights users on 4/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/259:42 pmPDX - BOS
Nonstop5h 28mMultiple Airlines
Mon 6/27:47 pmBOS - PDX
2 stops19h 55mMultiple Airlines
Deal found 4/28$270
This American Airlines deal was found by Cheapflights users on 4/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1611:05 pmPDX - BOS
1 stop8h 09mAmerican Airlines
Wed 8/202:00 pmBOS - PDX
1 stop12h 22mAmerican Airlines
Deal found 4/27$275
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Sun 7/1310:55 pmPDX - BOS
1 stop7h 31mUnited Airlines
Wed 7/166:00 amBOS - PDX
1 stop9h 32mUnited Airlines
Deal found 4/28$295
This Hawaiian Airlines deal was found by Cheapflights users on 4/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/309:30 pmPDX - BOS
Nonstop5h 30mHawaiian Airlines
Sat 9/136:00 amBOS - PDX
Nonstop6h 09mHawaiian Airlines
Deal found 4/28$297
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/281:37 pmPDX - BOS
3 stops30h 52mSpirit Airlines
Wed 6/43:49 pmBOS - PDX
3 stops27h 56mSpirit Airlines
Deal found 4/28$305

Cheapflights Fare Finder

Customize your flight search to find flights from Portland to Boston 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 April 28, 2025.
Use the filters below to find and compare flights from Portland to Boston that are best for you.

Fly from

Portland

Fly to

Boston

Route

Depart

Return

Price

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/3

5:55 pm-5:40 am

1 stop8h 45m

Boston Logan Intl

Tue 6/10

8:40 am-4:41 pm

1 stop11h 01m

$216

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 8/16

12:21 pm-8:43 pm

Nonstop5h 22m

Boston Logan Intl

Mon 8/25

8:00 am-11:11 am

Nonstop6h 11m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 9/13

6:00 am-7:15 pm

1 stop10h 15m

Boston Logan Intl

Mon 9/22

7:30 am-3:50 pm

1 stop11h 20m

$222

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/21

5:35 am-4:00 pm

1 stop7h 25m

Boston Logan Intl

Wed 6/4

6:47 pm-11:43 pm

1 stop7h 56m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 5/25

9:42 pm-6:10 am

Nonstop5h 28m

Boston Logan Intl

Mon 6/2

7:47 pm-12:42 pm

2 stops19h 55m

$270

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 8/16

11:05 pm-10:14 am

1 stop8h 09m

Boston Logan Intl

Wed 8/20

2:00 pm-11:22 pm

1 stop12h 22m

$275

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 7/13

10:55 pm-9:26 am

1 stop7h 31m

Boston Logan Intl

Wed 7/16

6:00 am-12:32 pm

1 stop9h 32m

$295

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 8/30

9:30 pm-6:00 am

Nonstop5h 30m

Boston Logan Intl

Sat 9/13

6:00 am-9:09 am

Nonstop6h 09m

$297

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/28

1:37 pm-11:29 pm

3 stops30h 52m

Boston Logan Intl

Wed 6/4

3:49 pm-4:45 pm

3 stops27h 56m

$305

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 6/3

2:30 pm-10:49 pm

Nonstop5h 19m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 20 results
1
2

Compare providers for flights from Portland to Boston

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 Portland to Boston in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
CheapOairPrice Accuracy1 starTrust Score*3 stars
PricelinePrice 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 Portland-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Boston 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 Portland-Boston 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 Portland to Boston

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

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Boston. Price data was last updated on April 25, 2025.

The best time to book flights from Portland to Boston is 53 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Portland to Boston (average of $218). Flying from Portland to Boston in July is currently the most expensive (average of $311). 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 PDX to BOS?

Find hourly flight availability from Portland to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Portland to Boston in the afternoon. If you’re flexible enough to do this you can expect to save up to 54% on your trip compared to booking a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Portland to Boston. Price data was last updated on March 30, 2025.

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

Weekly flight availability from Portland to Boston

Explore weekly flight availability from Portland to Boston. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 28, 2025.

The most flights from PDX to BOS are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated April 28, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Portland to Boston have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,949 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,949 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,292 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,929 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,402 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,949 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Portland to Boston. 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 Portland to Boston?

    Booking a flight from Portland (PDX) to Boston Logan Intl (BOS) is your only option if you wish to fly from Portland to Boston. On a typical day, there are 3 flights from Portland to Logan Intl, all of which are around 5h 19m for a nonstop flight. You can also purchase a plane ticket from 9 airlines when you book a flight from Portland to Boston.

  • How popular is this Portland to Boston flight route?

    Flights from Portland to Boston Logan Intl have been viewed 9 times in the past calendar month.

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

    Alaska Airlines, at $216, was found to be the cheapest airline from Portland to Boston.Alternate airlines to your destination round-trip include Hawaiian Airlines and Delta. Alaska Airlines is priced at 46% lower than the current average price of a flight leaving 3 months from now.

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

    $109 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $124 and $129, respectively.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Portland to Boston on time: Qatar Airways (92%), Alaska Airlines (92%), Hawaiian Airlines (92%).

  • What are the cheapest flights from Portland to Boston?

    Looking for the cheapest flight from Portland to Boston? While on average our users pay $644, our data indicates the cheapest price to be $108. The most popular route (Portland - Boston Logan Intl), is priced around $217.

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

    Portland to Boston flights have a layover in Seattle most of the time. Minneapolis follows Seattle in terms of the most common layover location on Portland to Boston flights.

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

    Pike Place Market, Space Needle, and Seattle Waterfront are currently the most popular points of interest in Seattle at the moment. 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. Those landing in Seattle looking to spend some time exploring during their layover can rent a car for about $49 per day.

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

    Minneapolis Armory, Orpheum Theatre, and State Theatre are currently the most popular points of interest in Minneapolis at the moment. Minneapolis Armory, Orpheum Theatre and State Theatre are located about 6.9 mi, 7.3 mi, and 7.3 mi, respectively from Minneapolis St Paul if you are interested in checking them out. Those looking to explore during their layover in Minneapolis can rent a car from Minneapolis St Paul for about $57 per day.

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

    Portland to Boston flights have a layover in Chicago least often.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Portland to Boston (average of $218). Flying from Portland to Boston in July is currently the most expensive (average of $311). 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
Marlborough
Warwick
Cambridge
Waltham
Framingham
Chestnut Hill
Randolph
Brockton
Lowell
Woburn
Somerville
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Lincoln
Salem
Chelsea
Seabrook

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Top 9 airlines flying from Portland to Boston

Discover the top 9 airlines that operate flights from Portland to Boston. 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 April 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$210FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$143Average$346FlexibilityNo cancel feeOn-time85%
DeltaCheapest$161Average$350FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$349FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$429FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$218Average$470FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$240Average$456FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$246Average$429FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$261Average$493FlexibilityNo cancel feeOn-time75%

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