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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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
May 26 — Jun 21
Mon 5/26
Mon 6/2
1 adult, Economy
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Find cheap flights from Portland to Boston 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”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Portland to Boston Logan Intl are usually found in September or February, booked 53 days in advance, depart on a Wednesday or Thursday 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 May 21, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$214
(Trip.com)

One-way from

$109
(Alaska Airlines)

Popular in

December

Cheapest in

September

Average price

$327

Good round-trip deal

$217 or less

Good one-way deal

$128 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. 12% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 21, 2025.

This Trip.com deal was found by Cheapflights users on 5/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/129:37 pmPDX - BOS
Nonstop5h 23mHawaiian Airlines
Sun 7/206:00 amBOS - PDX
Nonstop6h 17mHawaiian Airlines
Deal found 5/21$214
This American Airlines deal was found by Cheapflights users on 5/21. 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 8/1910:38 amPDX - BOS
1 stop7h 08mAmerican Airlines
Sun 8/245:55 amBOS - PDX
1 stop9h 17mAmerican Airlines
Deal found 5/21$218
This Alaska Airlines deal was found by Cheapflights users on 5/21. 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.
Thu 7/109:37 pmPDX - BOS
Nonstop5h 23mAlaska Airlines
Tue 7/158:19 pmBOS - PDX
1 stop16h 26mAlaska Airlines
Deal found 5/21$227
This Delta deal was found by Cheapflights users on 5/21. 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 10/71:37 pmPDX - BOS
1 stop7h 07mDelta
Tue 10/145:25 amBOS - PDX
1 stop8h 14mDelta
Deal found 5/21$237
This Southwest deal was found by Cheapflights users on 5/21. 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 8/266:00 amPDX - BOS
1 stop7h 25mSouthwest
Tue 8/265:40 pmBOS - PDX
1 stop8h 05mSouthwest
Deal found 5/21$248
This Mytrip deal was found by Cheapflights users on 5/21. 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.
Fri 6/64:35 pmPDX - BOS
2 stops20h 09mMultiple Airlines
Tue 6/105:45 amBOS - PDX
2 stops14h 00mMultiple Airlines
Deal found 5/21$255
This United Airlines deal was found by Cheapflights users on 5/20. 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.
Fri 8/1510:55 amPDX - BOS
1 stop8h 05mUnited Airlines
Sun 8/176:10 amBOS - PDX
1 stop8h 33mUnited Airlines
Deal found 5/20$257
This JetBlue deal was found by Cheapflights users on 5/21. 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.
Thu 7/1711:40 pmPDX - BOS
Nonstop5h 20mJetBlue
Mon 7/216:55 pmBOS - PDX
Nonstop6h 20mJetBlue
Deal found 5/21$262
This Mytrip deal was found by Cheapflights users on 5/21. 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 6/45:40 pmPDX - BOS
2 stops21h 06mSpirit Airlines
Tue 6/105:45 amBOS - PDX
2 stops14h 00mSpirit Airlines
Deal found 5/21$269
This Mytrip deal was found by Cheapflights users on 5/21. 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 6/44:24 pmPDX - BOS
1 stop12h 57mAllegiant Air
Sun 6/89:06 amBOS - PDX
1 stop25h 23mAllegiant Air
Deal found 5/21$296
This Sun Country Air deal was found by Cheapflights users on 5/21. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/16:28 pmPDX - BOS
1 stop25h 51mSun Country Air
Fri 7/46:30 amBOS - PDX
1 stop14h 16mSun Country Air
Deal found 5/21$335

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 May 21, 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

Sat 7/12

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Sun 7/20

6:00 am-9:17 am

Nonstop6h 17m

$214

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 8/19

10:38 am-8:46 pm

1 stop7h 08m

Boston Logan Intl

Sun 8/24

5:55 am-12:12 pm

1 stop9h 17m

$218

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 7/10

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Tue 7/15

8:19 pm-9:45 am

1 stop16h 26m

$227

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 10/7

1:37 pm-11:44 pm

1 stop7h 07m

Boston Logan Intl

Tue 10/14

5:25 am-10:39 am

1 stop8h 14m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 8/26

6:00 am-4:25 pm

1 stop7h 25m

Boston Logan Intl

Tue 8/26

5:40 pm-10:45 pm

1 stop8h 05m

$248

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 6/6

4:35 pm-3:44 pm

2 stops20h 09m

Boston Logan Intl

Tue 6/10

5:45 am-4:45 pm

2 stops14h 00m

$255

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 8/15

10:55 am-10:00 pm

1 stop8h 05m

Boston Logan Intl

Sun 8/17

6:10 am-11:43 am

1 stop8h 33m

$257

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 7/17

11:40 pm-8:00 am

Nonstop5h 20m

Boston Logan Intl

Mon 7/21

6:55 pm-10:15 pm

Nonstop6h 20m

$262

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 6/4

5:40 pm-5:46 pm

2 stops21h 06m

Boston Logan Intl

Tue 6/10

5:45 am-4:45 pm

2 stops14h 00m

$269

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 6/4

4:24 pm-8:21 am

1 stop12h 57m

Boston Logan Intl

Sun 6/8

9:06 am-7:29 am

1 stop25h 23m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 22 results
1
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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 May.
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 Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Portland-Boston flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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 May 16, 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 $305). 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 May 21, 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 53% 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 May 18, 2025.

Travelers seeking maximum savings on their Portland to Boston flight should consider departing on Monday at noon 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 May 21, 2025.

The most flights from PDX to BOS are scheduled on a Monday (7 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (4 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 May 21, 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
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,290 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,951 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,449 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,745 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 5 flights from Portland to Logan Intl, all of which are around 5h 20m 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?

    Hawaiian Airlines, at $214, was found to be the cheapest airline from Portland to Boston.Alternate airlines to your destination round-trip include JetBlue and American Airlines. Hawaiian 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 Alaska Airlines. You may also be able to find cheap deals on Delta and Spirit Airlines, with prices starting from $119 and $146, 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: Hawaiian Airlines (57%), Qatar Airways (44%), Alaska Airlines (44%).

  • What are the cheapest flights from Portland to Boston?

    Looking for the cheapest flight from Portland to Boston? While on average our users pay $631, our data indicates the cheapest price to be $108. The most popular route (Portland - Boston Logan Intl), is priced around $210.

  • 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 7.0 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 $63 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 $305). 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
Cambridge
Medford
Watertown
Warwick
Marlborough
Waltham
Framingham
Seabrook
Brockton
Chestnut Hill
Cranston
Randolph
Lowell
Woburn
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Somerville

Browse thousands of different options on Cheapflights for your next trip

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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 May 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$81Average$217FlexibilityNo cancel feeOn-time65%
DeltaCheapest$136Average$342FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$143Average$327FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$162Average$330FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$208Average$453FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$216Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$452FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$238Average$421FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$257Average$489FlexibilityNo cancel feeOn-time75%

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