$67 Cheap Flights from Portland (PDX) to Boston (BOS)

Popular airlines from Portland International Airport (PDX) to Logan International Airport (BOS)

Cheap Flights from Portland to Boston (PDX-BOS)

Prices were available within the past 7 days and start at $67 for one-way flights and $134 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Southwest Airlines
American Airlines
Southwest Airlines
American Airlines
American Airlines
Southwest Airlines
JetBlue Airways
United
Delta

Find the cheapest month to fly from Portland (PDX) to Boston (BOS)

September is typically the cheapest month to fly

From $149 - $235 per traveler.

Graph displaying average flight prices per month

Flights from Portland (PDX) to Boston (BOS)
Origin airport
Portland Intl.
Destination airport
Logan Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United
Roundtrip price
$133
Distance
2529 mi
Average flight time
9 hours 3 mins

Portland to Boston Flights

The cheapest times to fly from Portland to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to Boston are during the month of October. You can find some of the cheapest flights from Portland to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Boston

Sunday is one of the best days to book for cheap flights from Portland to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Portland to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $67 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS) cost?
You'll find cheap return fares from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS) starting from $217. Grab a seat and get ready to go. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Alaska Airlines flight leaving PDX on August 1 2025 and touching down at BOS. The price was last updated on July 8 2025 and has not changed since.
What is the cheapest month to fly from PDX to BOS?
The cheapest flights from PDX to BOS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS)?
You can fly directly from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS) on an Alaska Airlines flight.
What is the cheapest airline that flies from PDX to BOS?
Travel from PDX to BOS with JetBlue Airways. This carrier currently offers the lowest one-way fare for this route, starting at $106. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from PDX on August 31 2025. Prices were last updated on July 8 2025 and have not changed since.
How many flights per day from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS)?
On average, there are 4 nonstop flights taking off from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS) per week. If you don't see one that suits your schedule, consider booking a flight that includes a layover. Customize your search on Expedia to include one or two stops and opt for the best alternative.
What are the most popular departure times for flights from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS)?
Flights between PDX and BOS are busiest at 7 AM. If you're after a more relaxed experience and possibly cheaper fares, look for a departure outside the usual busy windows.
What day of the week has the most flights from PDX to BOS?
Friday has the most flights from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS). Consider traveling on this day and you'll have the best chance of finding a departure that fits your schedule.
What is the earliest flight from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS)?
Hop on the earliest flight at around 7:00AM UTC-8, leaving from Portland Intl. Airport (PDX). You'll be in the air for around 5h 29m, reaching Logan Intl. Airport (BOS) at approximately 3:29PM UTC-5.
How long does it take to fly from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS)?
Flights from PDX to BOS have an average travel time of 5 hours and 29 minutes. The distance between the two is 2,500 mi.
What is the best time to fly from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS)?
To arrive at Logan Intl. Airport (BOS) without delays, choose a flight that takes off from Portland Intl. Airport (PDX) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Boston from Portland Intl. Airport (PDX)?
Browse your flight options from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS). This is the only Boston airport you can fly into if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS) last-minute?
Last-minute bookings from PDX to BOS are typically more expensive. To secure the best prices, start searching for flights as early as possible. That being said, if your travel plans are flexible, you may land a cheap ticket right before you leave.
Is it cheaper to book a PDX to BOS flight and hotel package?
Compared with arranging hotels and flights separately, booking a PDX to BOS flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one convenient place will take the hassle out of planning your trip. Simply secure your flights and select from our wide range of stays, then personalize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Logan Intl. Airport (BOS)?
You can usually reschedule or cancel your PDX to BOS flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.