HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 Wednesday

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 3, 2025.

Round-trip from

$195
(SmartFares)

One-way from

$109
(Hawaiian Airlines)

Popular in

December

Cheapest in

September

Average price

$397

Good round-trip deal

$268 or less

Good one-way deal

$153 or less
From Portland to Boston Logan Intl
Search Deals
One-way flight from Portland to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($57 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 July 2025
Search Deals
Price to beat on a round-trip flight from Portland to Boston Logan Intl.
Search Deals
Price to beat on a one-way flight from Portland to Boston Logan Intl.
Search Deals

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 3, 2025.

This SmartFares deal was found by Cheapflights users on 7/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:37 pmPDX - BOS
Nonstop5h 23mAlaska Airlines
Thu 8/146:00 amBOS - PDX
Nonstop6h 17mAlaska Airlines
Deal found 7/1$195
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:37 pmPDX - BOS
Nonstop5h 23mHawaiian Airlines
Thu 8/146:00 amBOS - PDX
Nonstop6h 17mHawaiian Airlines
Deal found 7/2$199
This JetBlue deal was found by Cheapflights users on 7/1. 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 8/1211:35 pmPDX - BOS
Nonstop5h 20mJetBlue
Wed 8/208:00 amBOS - PDX
Nonstop6h 11mJetBlue
Deal found 7/1$217
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Thu 8/711:12 pmPDX - BOS
1 stop9h 59mAmerican Airlines
Thu 8/142:33 pmBOS - PDX
1 stop11h 34mAmerican Airlines
Deal found 7/2$218
This Southwest deal was found by Cheapflights users on 7/2. 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 pmPDX - BOS
2 stops11h 10mSouthwest
Thu 9/412:15 pmBOS - PDX
1 stop7h 55mSouthwest
Deal found 7/2$222
This Delta deal was found by Cheapflights users on 7/2. 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 8/197:05 pmPDX - BOS
1 stop8h 20mDelta
Tue 8/265:15 amBOS - PDX
1 stop8h 25mDelta
Deal found 7/2$237
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 12/135:00 amPDX - BOS
2 stops9h 15mUnited Airlines
Sat 1/106:00 amBOS - PDX
1 stop8h 35mUnited Airlines
Deal found 7/1$242
This Mytrip deal was found by Cheapflights users on 7/3. 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.
Thu 8/215:07 pmPDX - BOS
1 stop13h 42mAllegiant Air
Sun 8/2411:36 amBOS - PDX
2 stops23h 20mAllegiant Air
Deal found 7/3$275
This Orbitz deal was found by Cheapflights users on 7/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/197:01 pmPDX - BOS
2 stops9h 58mMultiple Airlines
Wed 7/306:00 amBOS - PDX
Nonstop6h 17mMultiple Airlines
Deal found 7/2$300
This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/23:10 pmPDX - BOS
2 stops14h 27mSpirit Airlines
Sat 8/96:00 amBOS - PDX
2 stops30h 18mSpirit Airlines
Deal found 7/1$301

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 3, 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

Thu 8/7

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Thu 8/14

6:00 am-9:17 am

Nonstop6h 17m

$195

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 8/7

9:37 pm-6:00 am

Nonstop5h 23m

Boston Logan Intl

Thu 8/14

6:00 am-9:17 am

Nonstop6h 17m

$199

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 8/12

6:00 am-4:25 pm

1 stop7h 25m

Boston Logan Intl

Sun 8/24

5:30 am-10:15 am

1 stop7h 45m

$217

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 8/7

11:12 pm-12:11 pm

1 stop9h 59m

Boston Logan Intl

Thu 8/14

2:33 pm-11:07 pm

1 stop11h 34m

$218

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 8/19

7:05 pm-6:25 am

1 stop8h 20m

Boston Logan Intl

Tue 8/26

5:15 am-10:40 am

1 stop8h 25m

$237

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 12/13

5:00 am-5:15 pm

2 stops9h 15m

Boston Logan Intl

Sat 1/10

6:00 am-11:35 am

1 stop8h 35m

$242

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 8/20

12:21 pm-8:43 pm

Nonstop5h 22m

Boston Logan Intl

Mon 8/25

8:00 am-11:11 am

Nonstop6h 11m

$262

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 8/21

5:07 pm-9:49 am

1 stop13h 42m

Boston Logan Intl

Sun 8/24

11:36 am-7:56 am

2 stops23h 20m

$275

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 7/19

7:01 pm-7:59 am

2 stops9h 58m

Boston Logan Intl

Wed 7/30

6:00 am-9:17 am

Nonstop6h 17m

$300

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 8/2

3:10 pm-8:37 am

2 stops14h 27m

Boston Logan Intl

Sat 8/9

6:00 am-9:18 am

2 stops30h 18m

$301

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 21 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 27, 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 July 3, 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 50% 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 29, 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 3, 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 (2 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 3, 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

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

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

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

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
4,266 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

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
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,545 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

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
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

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 5 times in the past calendar month.

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

    Alaska Airlines, at $195, was found to be the cheapest airline from Portland to Boston.Alternate airlines to your destination round-trip include Hawaiian Airlines and JetBlue. Alaska Airlines is priced at 50% 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 Southwest and Alaska Airlines, with prices starting from $114 and $118, 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 (86%), JetBlue (60%), Qatar Airways (58%).

  • What are the cheapest flights from Portland to Boston?

    Looking for the cheapest flight from Portland to Boston? While on average our users pay $434, 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 $61 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 $71 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
Seabrook
Waltham
Framingham
Cranston
Randolph
Chestnut Hill
Chelsea
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea
Lincoln
Quincy

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$77Average$223FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$125Average$348FlexibilityNo cancel feeOn-time85%
DeltaCheapest$131Average$328FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$153Average$306FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$180Average$470FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$206Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$446FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$427FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$255Average$486FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.