$104 Cheap Flights from Boston (BOS) to Portland (PDX)

View $104 flight on Mon, Jan 12, 2026Opens in a new window

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

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Cheap Flights from Boston to Portland (BOS-PDX)

Prices were available within the past 7 days and start at $104 for one-way flights and $144 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Oct 29 - Sat, Nov 1
BOS
Boston
PDX
Portland
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Oct 29 from Boston to Portland, returning Sat, Nov 1, priced at $144 found 1 day ago
Southwest Airlines
Wed, Oct 22 - Wed, Oct 29
BOS
Boston
PDX
Portland
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Boston to Portland, returning Wed, Oct 29, priced at $162 found 1 day ago
Southwest Airlines
Mon, Aug 25 - Fri, Sep 5
BOS
Boston
PDX
Portland
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, Aug 25 from Boston to Portland, returning Fri, Sep 5, priced at $171 found 2 days ago
Southwest Airlines
Tue, Oct 21 - Tue, Oct 28
BOS
Boston
PDX
Portland
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Boston to Portland, returning Tue, Oct 28, priced at $180 found 1 day ago
American Airlines
Thu, Oct 23 - Tue, Oct 28
BOS
Boston
PDX
Portland
$217 Roundtrip, just found
$217
Roundtrip
just found
Select American Airlines flight, departing Thu, Oct 23 from Boston to Portland, returning Tue, Oct 28, priced at $217 just found
American Airlines
Thu, Oct 23 - Tue, Oct 28
BOS
Boston
PDX
Portland
$217 Roundtrip, just found
$217
Roundtrip
just found
Select American Airlines flight, departing Thu, Oct 23 from Boston to Portland, returning Tue, Oct 28, priced at $217 just found
JetBlue Airways
Fri, Aug 29 - Sat, Aug 30
BOS
Boston
PDX
Portland
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Fri, Aug 29 from Boston to Portland, returning Sat, Aug 30, priced at $217 found 1 hour ago
American Airlines
Tue, Sep 2 - Tue, Sep 9
BOS
Boston
PDX
Portland
$218 Roundtrip, just found
$218
Roundtrip
just found
Select American Airlines flight, departing Tue, Sep 2 from Boston to Portland, returning Tue, Sep 9, priced at $218 just found
Alaska Airlines
Tue, Sep 2 - Tue, Sep 9
BOS
Boston
PDX
Portland
$219 Roundtrip, just found
$219
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Sep 2 from Boston to Portland, returning Tue, Sep 9, priced at $219 just found
United
Fri, Sep 26 - Sat, Sep 27
BOS
Boston
PDX
Portland
$232 Roundtrip, found 1 hour ago
$232
Roundtrip
found 1 hour ago
Select United flight, departing Fri, Sep 26 from Boston to Portland, returning Sat, Sep 27, priced at $232 found 1 hour ago

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

September is typically the cheapest month to fly

From $133 - $216 per traveler.

Graph displaying average flight prices per month

Alternative airports near Portland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. PDX. Cheapest and Closest option available. Average driving time to city center is 17 minutes. Flights from $317
PDX
Portland Intl.
CheapestClosest
Average driving time to city center17 min
Flights from $317
Flights from Boston (BOS) to Portland (PDX)
Origin airport
Logan Intl.
Destination airport
Portland Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United
Roundtrip price
$144
Distance
2529 mi
Average flight time
3 hours 18 mins

Boston to Portland Flights

The cheapest times to fly from Boston to Portland

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 Boston to Portland are during the month of October. You can find some of the cheapest flights from Boston to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Portland

Sunday is one of the best days to book for cheap flights from Boston to Portland: 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 Boston to Portland

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 Boston to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $104 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 Boston to Portland 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 Boston to Portland 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 Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX) cost?
Find affordable return tickets from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX) starting from $213. Book a seat and take off on your trip. 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 BOS on July 29 2025 and touching down at PDX. The price was last updated on July 7 2025 and has not changed since.
What is the cheapest month to fly from BOS to PDX?
The cheapest flights from BOS to PDX 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 Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX)?
When heading out of Logan Intl. Airport (BOS), you can catch a nonstop flight to Portland Intl. Airport (PDX) with Alaska Airlines.
What is the cheapest airline that flies from BOS to PDX?
With tickets starting at $106 for a one-way journey from BOS to PDX, JetBlue Airways is currently the cheapest carrier for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from BOS on August 29 2025. Prices were last updated on July 7 2025 and have not changed since.
How many flights per day from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX)?
On average, you can choose from 4 direct weekly flights from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX). For more options, consider a flight with a layover. Enter your dates on Expedia and then filter your search results to show one or two stops.
What are the most popular departure times for flights from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX)?
Flights between BOS and PDX tend to be busiest at 6 PM. For a more relaxed experience and possibly cheaper tickets, choose a time outside the usual busy windows.
What day of the week has the most flights from BOS to PDX?
Friday has the most flights from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX). Consider leaving on this day and you'll have a greater chance of finding a departure that fits your itinerary.
What is the earliest flight from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX)?
Catch the earliest flight at around 6:59PM UTC-5, departing from Logan Intl. Airport (BOS). You'll be flying for roughly 6h 34m, arriving at Portland Intl. Airport (PDX) at approximately 10:33PM UTC-8.
How long does it take to fly from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX)?
Flights from BOS to PDX have an average travel time of 6 hours and 34 minutes. The distance between the two is 2,500 mi.
What is the best time to fly from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX)?
Opt for a flight from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour are on average 22% more likely to be canceled.**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 Portland from Logan Intl. Airport (BOS)?
Portland Intl. Airport (PDX) is the only airport in Portland with direct flights from Logan Intl. Airport (BOS). Compare the options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX) last-minute?
Last-minute bookings from BOS to PDX are generally more expensive. To lock in the best prices, start looking for flights as early as possible. That said, if your travel plans are flexible, you may find a cheap fare right before your journey.
Is it cheaper to book a BOS to PDX flight and hotel package?
Compared with arranging flights and hotels separately, booking a BOS to PDX flight and hotel package with Expedia could lead to significant savings. What's more, managing everything in one place will take the hassle out of planning your trip. Simply pick your flights and choose from our extensive range of hotels, then personalize your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Portland Intl. Airport (PDX)?
If you reserved your BOS to PDX flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more information.

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*Available to One Key members.