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$130+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BOS
Apr 15 — Apr 221
Wed 4/15
Wed 4/22
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”

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Cheapflights Tip: The best prices from Portland to Boston Logan Intl are usually found in May or August, booked 63 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap 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 March 16, 2026.

This Southwest deal was found by Cheapflights users on 3/11. 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 4/285:40 am
PDX
-
BOS
1 stop9h 55m
Southwest
Thu 5/71:35 pm
BOS
-
PDX
2 stops11h 05m
Southwest
Deal found 3/11$198
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 5/611:47 pm
PDX
-
BOS
1 stop7h 52m
American Airlines
Tue 5/124:32 pm
BOS
-
PDX
1 stop10h 24m
American Airlines
Deal found 3/11$205
This Southwest deal was found by Cheapflights users on 3/13. 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 4/2811:55 pm
PDX
-
BOS
1 stop8h 05m
Southwest
Tue 5/55:35 am
BOS
-
PDX
1 stop8h 00m
Southwest
Deal found 3/13$219
This American Airlines deal was found by Cheapflights users on 3/11. 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 5/126:00 am
PDX
-
BOS
1 stop10h 30m
American Airlines
Thu 5/286:00 am
BOS
-
PDX
1 stop8h 34m
American Airlines
Deal found 3/11$231
This American Airlines deal was found by Cheapflights users on 3/15. 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.
Wed 4/2911:47 pm
PDX
-
BOS
1 stop8h 45m
American Airlines
Wed 5/63:18 pm
BOS
-
PDX
1 stop9h 20m
American Airlines
Deal found 3/15$235
This Delta deal was found by Cheapflights users on 3/13. 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 5/512:30 am
PDX
-
BOS
1 stop7h 16m
Delta
Sat 5/96:00 am
BOS
-
PDX
1 stop8h 46m
Delta
Deal found 3/13$239
This Southwest deal was found by Cheapflights users on 3/15. 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.
Wed 4/2911:55 pm
PDX
-
BOS
1 stop8h 00m
Southwest
Wed 5/62:25 pm
BOS
-
PDX
2 stops11h 35m
Southwest
Deal found 3/15$244
This Southwest deal was found by Cheapflights users on 3/11. 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 4/286:40 am
PDX
-
BOS
1 stop7h 05m
Southwest
Tue 4/286:20 pm
BOS
-
PDX
1 stop7h 50m
Southwest
Deal found 3/11$247

Find 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 March 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Southwest)

One-way from

$130
(Delta)

Popular in

December

Cheapest in

May

Average price

$404

Good round-trip deal

$331 or less

Good one-way deal

$193 or less
Provider with most accurate pricing for Portland-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Boston Logan Intl flights.
Search Deals
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. 11% potential increase in price ($50 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 March 2026
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

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 March 16, 2026.
Use the filters below to find and compare flights from Portland to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandBoston

PDX - BOS

PDXBOS

Portland

Fri 5/8

7:00 pm-6:20 am

1 stop8h 20m

Boston Logan Intl

Sun 5/10

5:51 am-12:30 pm

1 stop9h 39m

$219
Quickest round-trip

PortlandBoston

PDX - BOS

PDXBOS

Portland

Thu 5/28

2:30 pm-10:56 pm

Nonstop5h 26m

Boston Logan Intl

Tue 6/2

10:05 am-1:07 pm

Nonstop6h 02m

$267

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/6

11:55 pm-12:40 pm

1 stop9h 45m

Boston Logan Intl

Mon 5/11

6:55 pm-12:10 am

1 stop8h 15m

$295

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/22

6:40 am-6:35 pm

2 stops8h 55m

Boston Logan Intl

Tue 4/28

2:25 pm-11:10 pm

2 stops11h 45m

$337

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 4/8

9:30 pm-5:53 am

Nonstop5h 23m

Boston Logan Intl

Mon 4/13

6:00 am-9:23 am

Nonstop6h 23m

$347

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sun 4/5

6:15 am-4:50 pm

1 stop7h 35m

Boston Logan Intl

Tue 4/14

2:25 pm-11:00 pm

2 stops11h 35m

$364

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 5/5

11:55 pm-12:51 pm

2 stops9h 56m

Boston Logan Intl

Wed 5/6

6:39 pm-11:55 pm

1 stop8h 16m

$382

PortlandBoston

PDX - BOS

PDXBOS

Portland

Tue 5/5

11:59 am-11:59 pm

1 stop9h 00m

Boston Logan Intl

Wed 5/6

5:05 pm-8:25 pm

Nonstop6h 20m

$402

PortlandBoston

PDX - BOS

PDXBOS

Portland

Wed 5/13

11:55 pm-10:55 am

1 stop8h 00m

Boston Logan Intl

Tue 5/19

2:25 pm-11:00 pm

2 stops11h 35m

$407

PortlandBoston

PDX - BOS

PDXBOS

Portland

Sat 5/2

7:30 am-4:03 pm

Nonstop5h 33m

Boston Logan Intl

Wed 5/6

5:05 pm-8:25 pm

Nonstop6h 20m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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 FlightHub the most. FlightHub 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 March 13, 2026.

The best time to book flights from Portland to Boston is 57 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, June is the cheapest month in which you can book a flight from Portland to Boston (average of $108). Flying from Portland to Boston in October is currently the most expensive (average of $197). 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 March 16, 2026.

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 46% on your trip compared to booking a flight in the morning.

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 March 16, 2026.
See what other customers who have flown with Alaska Airlines,Delta, andHawaiian Airlines 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
7.9
Good
12,052 reviews

Food

7.1

Overall

7.9

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Alaska Airlines
7.9
Good
12,052 reviews
Alaska Airlines
7.9
Good
12,052 reviews

Food

7.1

Overall

7.9

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Delta
7.9
Good
8,296 reviews
Alaska Airlines
7.9
Good
12,052 reviews

Food

7.1

Overall

7.9

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Hawaiian Airlines
7.8
Good
2,839 reviews
Alaska Airlines
7.9
Good
12,052 reviews

Food

7.1

Overall

7.9

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
United Airlines
7.4
Good
9,428 reviews
Alaska Airlines
7.9
Good
12,052 reviews

Food

7.1

Overall

7.9

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
JetBlue
7.2
Good
2,907 reviews
Alaska Airlines
7.9
Good
12,052 reviews

Food

7.1

Overall

7.9

Comfort

7.8

Crew

8.5

Entertainment

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

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.

  • How popular is this Portland to Boston flight route?

    Flights from Portland to Boston Logan Intl have been viewed 3 times in the past calendar month.

  • How long is the flight from Portland to Boston?

    Departing from Portland to Boston will take you 5h 26m. Portland and Boston are separated by a distance of 2528 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Delta, at $108, was found to be the cheapest airline from Portland to Boston.Alternate airlines to your destination round-trip include Hawaiian Airlines and JetBlue. Delta is priced at 71% 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?

    $79 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 Delta and JetBlue, with prices starting from $98 and $108, 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 (58%), Alaska Airlines (58%), Hawaiian Airlines (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 $555, our data indicates the cheapest price to be $119. The most popular route (Portland - Boston Logan Intl), is priced around $219.

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

    Portland to Boston flights have a layover in Minneapolis most of the time. Chicago follows Minneapolis 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 Minneapolis?

    Minneapolis Armory, Orpheum Theatre, and State Theatre are currently the most popular points of interest in Minneapolis at the moment. Those on a layover in Minneapolis interested in visiting Minneapolis Armory, Orpheum Theatre, or State Theatre can do so by traveling 7.0 mi, 7.3 mi, and 7.3 mi, respectively from Minneapolis St Paul. Those landing in Minneapolis looking to spend some time exploring during their layover can rent a car for about $56 per day.

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

    Magnificent Mile, Grant Park, and River North are currently the most popular points of interest in Chicago at the moment. Magnificent Mile, Grant Park and River North are located about 15.5 mi, 16.2 mi, and 15.0 mi, respectively from Chicago O'Hare Intl if you are interested in checking them out. Those looking to explore during their layover in Chicago can rent a car from Chicago O'Hare Intl for about $51 per day.

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

    Portland to Boston flights have a layover in Seattle 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, June is the cheapest month in which you can book a flight from Portland to Boston (average of $108). Flying from Portland to Boston in October is currently the most expensive (average of $197). 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
Medford
Cambridge
Concord
Hampton Beach
Watertown
Seekonk
Brockton
Seabrook
Cranston
Chelsea
Smithfield
Lincoln
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
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 7 airlines flying from Portland to Boston

Discover the top 7 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 March 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$275FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$108Average$322FlexibilityNo cancel feeOn-time85%
JetBlueCheapest$108Average$290FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$162Average$278FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$389FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$382FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$248Average$470FlexibilityNo cancel feeOn-time75%

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