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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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Boston Logan Intl are usually found in February or September, booked 63 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 July 31, 2025.

Round-trip from

$216
(American Airlines)

One-way from

$109
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$372

Good round-trip deal

$278 or less

Good one-way deal

$153 or less
From Portland to Boston Logan Intl
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One-way flight from Portland to Boston Logan Intl
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Highest demand for flights based on searches. 13% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 9/156:07 amPDX - BOS
1 stop7h 39mAmerican Airlines
Sat 9/205:00 amBOS - PDX
1 stop8h 28mAmerican Airlines
Deal found 7/30$216
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 9/91:24 pmPDX - BOS
1 stop8h 03mAlaska Airlines
Tue 9/166:00 amBOS - PDX
Nonstop6h 09mAlaska Airlines
Deal found 7/30$227
This Hawaiian Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 9/301:24 pmPDX - BOS
1 stop8h 03mHawaiian Airlines
Tue 10/78:01 amBOS - PDX
1 stop11h 49mHawaiian Airlines
Deal found 7/29$236
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 8/305:06 pmPDX - BOS
1 stop10h 19mDelta
Wed 9/310:05 amBOS - PDX
1 stop9h 05mDelta
Deal found 7/31$237
This Southwest deal was found by Cheapflights users on 7/30. 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 9/89:05 pmPDX - BOS
1 stop8h 05mSouthwest
Sat 9/209:10 amBOS - PDX
1 stop10h 15mSouthwest
Deal found 7/30$248
This JetBlue deal was found by Cheapflights users on 7/29. 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.
Fri 8/2912:21 pmPDX - BOS
Nonstop5h 22mJetBlue
Mon 9/18:00 amBOS - PDX
Nonstop6h 11mJetBlue
Deal found 7/29$262
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Mon 9/86:27 pmPDX - BOS
1 stop8h 32mUnited Airlines
Thu 9/186:10 amBOS - PDX
1 stop8h 39mUnited Airlines
Deal found 7/29$271
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Mon 10/68:18 pmPDX - BOS
2 stops23h 29mSpirit Airlines
Wed 10/86:20 amBOS - PDX
2 stops15h 44mSpirit Airlines
Deal found 7/31$300
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/298:46 amPDX - BOS
2 stops23h 32mMultiple Airlines
Wed 9/175:50 amBOS - PDX
2 stops16h 33mMultiple Airlines
Deal found 7/30$306

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 July 31, 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

Mon 9/15

6:07 am-4:46 pm

1 stop7h 39m

Boston Logan Intl

Sat 9/20

5:00 am-10:28 am

1 stop8h 28m

$216

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 9/9

1:24 pm-12:27 am

1 stop8h 03m

Boston Logan Intl

Tue 9/16

6:00 am-9:09 am

Nonstop6h 09m

$227

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 9/30

1:24 pm-12:27 am

1 stop8h 03m

Boston Logan Intl

Tue 10/7

8:01 am-4:50 pm

1 stop11h 49m

$236

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 8/30

5:06 pm-6:25 am

1 stop10h 19m

Boston Logan Intl

Wed 9/3

10:05 am-4:10 pm

1 stop9h 05m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 9/8

9:05 pm-8:10 am

1 stop8h 05m

Boston Logan Intl

Sat 9/20

9:10 am-4:25 pm

1 stop10h 15m

$248

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 8/29

12:21 pm-8:43 pm

Nonstop5h 22m

Boston Logan Intl

Sun 8/31

8:00 am-11:11 am

Nonstop6h 11m

$262

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 9/8

6:27 pm-5:59 am

1 stop8h 32m

Boston Logan Intl

Thu 9/18

6:10 am-11:49 am

1 stop8h 39m

$271

PortlandBoston

PDX - BOS

PDXBOS

Portland

Mon 10/6

8:18 pm-10:47 pm

2 stops23h 29m

Boston Logan Intl

Wed 10/8

6:20 am-7:04 pm

2 stops15h 44m

$300

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 8/29

8:46 am-11:18 am

2 stops23h 32m

Boston Logan Intl

Wed 9/17

5:50 am-7:23 pm

2 stops16h 33m

$306

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 9/27

6:07 am-6:53 pm

1 stop9h 46m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 18 results
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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 July 25, 2025.

The best time to book flights from Portland to Boston is 63 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 July 31, 2025.

A simple way to save on the total cost of your ticket is to fly from Portland to Boston at noon. If you’re flexible enough to do this you can expect to save up to 49% 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 July 27, 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. Monday 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 July 31, 2025.

The most flights from PDX to BOS are scheduled on a Thursday (11 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (4 on average).

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 July 31, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta from Portland to Boston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,611 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Crew

8.5

Boarding

8.1

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 6 flights from Portland to Logan Intl, all of which are around 5h 21m 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 5 times in the past calendar month.

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

    American Airlines, at $216, was found to be the cheapest airline from Portland to Boston.Alternate airlines to your destination round-trip include Alaska Airlines and Hawaiian Airlines. American Airlines is priced at 44% 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 American Airlines. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $118 and $119, 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: Condor (89%), Hawaiian Airlines (80%), Qatar Airways (79%).

  • What are the cheapest flights from Portland to Boston?

    Looking for the cheapest flight from Portland to Boston? While on average our users pay $309, 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 $81 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 $79 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Watertown
Seabrook
Waltham
Framingham
Lowell
Randolph
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Saco
Hampton Beach
Swansea
Lincoln

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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$73Average$228FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$122Average$341FlexibilityNo cancel feeOn-time85%
DeltaCheapest$130Average$327FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$150Average$304FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$162Average$356FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$180Average$453FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$216Average$424FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$415FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$255Average$484FlexibilityNo cancel feeOn-time75%

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