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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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to Boston Logan Intl are usually found in September or February, 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 June 12, 2025.

Round-trip from

$197
(JetBlue)

One-way from

$109
(Hawaiian Airlines)

Popular in

December

Cheapest in

September

Average price

$408

Good round-trip deal

$226 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. 12% potential increase in price ($58 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 June 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 June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1511:40 pmPDX - BOS
Nonstop5h 20mJetBlue
Tue 7/226:55 pmBOS - PDX
Nonstop6h 20mJetBlue
Deal found 6/10$197
This Delta deal was found by Cheapflights users on 6/12. 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 9/101:46 pmPDX - BOS
1 stop7h 33mDelta
Sat 9/138:05 amBOS - PDX
1 stop11h 02mDelta
Deal found 6/12$217
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/35:30 amPDX - BOS
1 stop12h 40mSouthwest
Wed 7/95:20 pmBOS - PDX
1 stop9h 35mSouthwest
Deal found 6/9$222
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/255:30 pmPDX - BOS
1 stop11h 00mAlaska Airlines
Wed 7/306:32 pmBOS - PDX
1 stop8h 27mAlaska Airlines
Deal found 6/10$226
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1711:59 pmPDX - BOS
1 stop8h 00mUnited Airlines
Wed 8/205:05 pmBOS - PDX
1 stop8h 37mUnited Airlines
Deal found 6/10$237
This Hawaiian 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/129:37 pmPDX - BOS
Nonstop5h 23mHawaiian Airlines
Tue 8/198:40 amBOS - PDX
1 stop11h 09mHawaiian Airlines
Deal found 6/9$267
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/25:29 pmPDX - BOS
1 stop9h 12mAmerican Airlines
Mon 8/185:29 amBOS - PDX
1 stop12h 00mAmerican Airlines
Deal found 6/10$269
This Mytrip deal was found by Cheapflights users on 6/12. 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.
Tue 7/812:12 pmPDX - BOS
2 stops28h 22mSpirit Airlines
Sat 7/126:00 amBOS - PDX
2 stops30h 18mSpirit Airlines
Deal found 6/12$284
This Expedia deal was found by Cheapflights users on 6/12. 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.
Tue 7/89:37 pmPDX - BOS
Nonstop5h 23mMultiple Airlines
Sat 7/126:00 amBOS - PDX
2 stops30h 18mMultiple Airlines
Deal found 6/12$294
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/164:26 pmPDX - BOS
1 stop13h 02mAllegiant Air
Sun 7/2011:31 amBOS - PDX
2 stops24h 01mAllegiant Air
Deal found 6/10$300
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1311:59 pmPDX - BOS
1 stop7h 38mSun Country Air
Mon 7/216:30 amBOS - PDX
1 stop13h 34mSun Country Air
Deal found 6/10$370

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 June 12, 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 7/15

11:40 pm-8:00 am

Nonstop5h 20m

Boston Logan Intl

Wed 7/23

6:55 pm-10:15 pm

Nonstop6h 20m

$197

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 9/10

1:46 pm-12:19 am

1 stop7h 33m

Boston Logan Intl

Sat 9/13

8:05 am-4:07 pm

1 stop11h 02m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 7/3

5:30 am-9:10 pm

1 stop12h 40m

Boston Logan Intl

Wed 7/9

5:20 pm-11:55 pm

1 stop9h 35m

$222

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 7/25

5:30 pm-7:30 am

1 stop11h 00m

Boston Logan Intl

Wed 7/30

6:32 pm-11:59 pm

1 stop8h 27m

$226

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 8/17

11:59 pm-10:59 am

1 stop8h 00m

Boston Logan Intl

Wed 8/20

5:05 pm-10:42 pm

1 stop8h 37m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 8/12

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Tue 8/19

8:40 am-4:49 pm

1 stop11h 09m

$267

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 8/2

5:29 pm-5:41 am

1 stop9h 12m

Boston Logan Intl

Mon 8/18

5:29 am-2:29 pm

1 stop12h 00m

$269

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 7/8

12:12 pm-7:34 pm

2 stops28h 22m

Boston Logan Intl

Sat 7/12

6:00 am-9:18 am

2 stops30h 18m

$284

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 7/8

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Sat 7/12

6:00 am-9:18 am

2 stops30h 18m

$294

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 7/16

4:26 pm-8:28 am

1 stop13h 02m

Boston Logan Intl

Sun 7/20

11:31 am-8:32 am

2 stops24h 01m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 22 results
1
2
3

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 June 9, 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 June is currently the most expensive (average of $306). 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 June 12, 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 51% 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 June 8, 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 June 12, 2025.

The most flights from PDX to BOS are scheduled on a Thursday (11 on average). You will have fewer flight options on Sunday, 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 June 12, 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

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

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

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

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
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

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
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Entertainment

7.1

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 6 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 4 times in the past calendar month.

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

    JetBlue, at $197, was found to be the cheapest airline from Portland to Boston.Alternate airlines to your destination round-trip include Southwest and American Airlines. JetBlue is priced at 49% 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 Hawaiian Airlines. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $111 and $114, 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: JetBlue (56%), Hawaiian Airlines (52%), Condor (50%).

  • What are the cheapest flights from Portland to Boston?

    Looking for the cheapest flight from Portland to Boston? While on average our users pay $650, our data indicates the cheapest price to be $108. The most popular route (Portland - Boston Logan Intl), is priced around $197.

  • 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 $55 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 $64 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 June is currently the most expensive (average of $306). 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
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$223FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$118Average$345FlexibilityNo cancel feeOn-time85%
DeltaCheapest$134Average$332FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$157Average$312FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$426FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$450FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$435FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$256Average$484FlexibilityNo cancel feeOn-time75%
Sun Country AirCheapest$333Average$453FlexibilityNo cancel feeOn-time83%

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