$102 Cheap Flights from Portland (PWM) to Boston (BOS)

View $102 flight on Tue, Jun 24, 2025Opens in a new window

Popular airlines from Portland Intl. Jetport Airport (PWM) to Logan International Airport (BOS)

Find available prices by choosing your travel dates.

Cheap Flights from Portland to Boston (PWM-BOS)

Prices were available within the past 7 days and start at $102 for one-way flights and $203 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Thu, May 15 - Wed, May 21
PWM
Portland
BOS
Boston
$203 Roundtrip, found 1 hour ago
$203
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Thu, May 15 from Portland to Boston, returning Wed, May 21, priced at $203 found 1 hour ago
JetBlue Airways
Thu, Jun 26 - Sun, Jun 29
PWM
Portland
BOS
Boston
$228 Roundtrip, found 3 hours ago
$228
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Thu, Jun 26 from Portland to Boston, returning Sun, Jun 29, priced at $228 found 3 hours ago
JetBlue Airways
Thu, Jun 26 - Sun, Jun 29
PWM
Portland
BOS
Boston
$250 Roundtrip, found 3 hours ago
$250
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Thu, Jun 26 from Portland to Boston, returning Sun, Jun 29, priced at $250 found 3 hours ago
JetBlue Airways
Thu, Jun 26 - Sun, Jun 29
PWM
Portland
BOS
Boston
$253 Roundtrip, found 3 hours ago
$253
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Thu, Jun 26 from Portland to Boston, returning Sun, Jun 29, priced at $253 found 3 hours ago
JetBlue Airways
Thu, May 8 - Thu, May 15
PWM
Portland
BOS
Boston
$254 Roundtrip, found 4 hours ago
$254
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, May 8 from Portland to Boston, returning Thu, May 15, priced at $254 found 4 hours ago
JetBlue Airways
Wed, Oct 1 - Wed, Oct 8
PWM
Portland
BOS
Boston
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Portland to Boston, returning Wed, Oct 8, priced at $265 found 5 days ago
American Airlines
Sun, May 25 - Tue, May 27
PWM
Portland
BOS
Boston
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 25 from Portland to Boston, returning Tue, May 27, priced at $274 found 1 day ago
Delta
Sat, Jul 5 - Tue, Jul 15
PWM
Portland
BOS
Boston
$333 Roundtrip, found 8 hours ago
$333
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Jul 5 from Portland to Boston, returning Tue, Jul 15, priced at $333 found 8 hours ago
United
Wed, May 14 - Wed, May 21
PWM
Portland
BOS
Boston
$445 Roundtrip, found 1 day ago
$445
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 14 from Portland to Boston, returning Wed, May 21, priced at $445 found 1 day ago
Southwest Airlines
Sat, Jun 7 - Tue, Jun 10
PWM
Portland
BOS
Boston
$446 Roundtrip, found 13 hours ago
$446
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Sat, Jun 7 from Portland to Boston, returning Tue, Jun 10, priced at $446 found 13 hours ago
Flights from Portland (PWM) to Boston (BOS)
Origin airport
Portland Intl. Jetport
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$197
Distance
95 mi

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 May. 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 $102 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. Jetport Airport (PWM) to Logan Intl. Airport (BOS) cost?
Discover the latest flight deals from PWM to BOS by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from PWM to BOS?
The cheapest flights from PWM 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. Jetport Airport (PWM) to Logan Intl. Airport (BOS)?
While Portland, ME (PWM-Portland Intl. Jetport) has no direct flights to Logan Intl. Airport (BOS), other airports have nonstop routes. Taking off from Augusta State Airport (AUG) will get you to Boston without any layovers.
What is the cheapest airline that flies from PWM to BOS?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from PWM to BOS. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BOS)?
Nonstop flights from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BOS) aren’t available daily, so you’ll need to take a flight with a layover. Explore your options with Expedia’s filters. Enter your travel details and pick either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from PWM to BOS?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary depending on various factors, including the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BOS)?
To land at Logan Intl. Airport (BOS) without delays, opt for a flight that leaves from Portland Intl. Jetport Airport (PWM) 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.
Is it cheaper to buy a plane ticket from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BOS) last-minute?
Booking your ticket from PWM to BOS shortly before your trip is generally more expensive. However, if you’re flexible with your itinerary, you could grab a cheap last-minute fare.
Is it cheaper to book a PWM to BOS flight and hotel package?
You can save money by securing a PWM to BOS flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s easy to manage it all in one convenient place. After choosing your ideal accommodations and flights, consider adding extras including tours, activities and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BOS)?
Typically, you can reschedule or cancel your PWM to BOS flight. However, additional fees may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline’s guidelines and fees on flight changes, or if you want more information, visit our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.