How many flights from Portland to Boston are non-stop?

In the trailing 90 days, approximately 18.7% of flights from Portland to Boston were non-stop. For routes that include stopovers, travelers typically experience a median of 2 stopovers. This indicates that while direct options are available, a significant portion of flights on this route will involve at least one connection. Travelers should consider this when planning their journey.

How long is the flight from Portland to Boston?

The typical direct flight from Portland to Boston has a duration of 5 hours and 33 minutes, covering a distance of 4072 kilometers. For flights that include one stop, the median travel time increases to 9 hours and 6 minutes. This difference in duration highlights the convenience of direct flights for this route. Travelers should account for the longer travel time if their itinerary includes a layover.

How often do cheap flights from Portland to Boston come up?

Historically, cheap flights from Portland to Boston are considered to come up frequently. This route is classified as one where good deals appear with regularity. Travelers can typically expect to find favorable pricing options for this destination. This consistent availability makes it easier for travelers to secure more affordable fares.

Flights From Portland

To Boston

Cheap Flights from Portland to Boston

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Deals from

Portland

RatePunk searches hundreds of travel sites at once for deals on flights to Boston

Prices updated 5 days ago

402 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)

Today’s best flight deals from Portland to Boston

Explore current cheapest deals departing from Portland to Boston

Round trip

Sort by: Cheapest

September 5 - September 24

Cheapest

PDX - Boston

$279

$228

Round trip

September 12 - September 15

Cheapest

PDX - Boston

$334

$228

Round trip

August 26 - August 29

PDX - Boston

$762

$233

Round trip

August 19 - August 26

PDX - Boston

$730

$234

Round trip

September 10 - September 14

PDX - Boston

$334

$234

Round trip

August 27 - August 31

PDX - Boston

$761

$236

Round trip

August 13 - August 18

Best

PDX - Boston

$776

$236

Round trip

August 7 - August 11

Best

PDX - Boston

$795

$236

Round trip

August 2 - August 18

Earliest

PDX - Boston

$640

$236

Round trip

August 12 - August 26

PDX - Boston

$665

$236

Round trip

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Portland to Boston: Overview

Insights for flights from Portland to Boston

Most itineraries for flights from Portland to Boston connect at least once, with only 18.7% of recent fares being direct. For the majority of journeys that include connections, travelers typically encounter 2 stopovers. This indicates that while direct options exist, planning for a connecting flight is often necessary for this route.

For travelers seeking cheap flights from Portland to Boston, prices are typically $373–$672, with a median of $505. Right now, current fares are below the typical level, and 24% of recent fares were classified as a good price. New deals appear almost daily, offering frequent opportunities for savings.

When is the cheapest time to fly from Portland to Boston? The data indicates that January is the most affordable month, with a median fare of just $119. Following closely, April offers median fares around $194, and February also presents a good value with a median of $269. These months offer significantly lower prices compared to the overall median for the route.

A typical journey from Portland to Boston takes about 5h 33m, including connections. For itineraries that involve connecting flights, the median travel time extends to approximately 10h 47m. This route covers a distance of 4072 kilometers, classifying it as a long-haul journey.

How much is a round trip from Portland to Boston

Regular price: $241 - $489

Prices are currently below the regular range.

The regular price range for flights from Portland to Boston is $241-$489. The current lowest deal is $228 with Southwest Airlines for travel from Sep 5-Sep 24.

now $228

Low $241

High $489

The cheapest time to fly from Portland to Boston

The cheapest month to fly from Portland to Boston is January, with a median price of $119. The most expensive month is November, with a median price of $657. Prices are generally lower from January to December.

January

Cheapest

Flights from $119

November

Most Expensive

Flights from $657

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Portland to Boston

Alaska Airlines, Inc.

Last-minute flights going from Portland to Boston

Mon, Jul 20

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

American Airlines

$372

$241

One-way

Tue, Jul 21

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

American Airlines

$380

$241

One-way

Mon, Jul 27

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

American Airlines

$379

$291

One-way

Sun, Aug 2

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

American Airlines

$641

$236

One-way

Sun, Aug 2

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

American Airlines

$622

$282

One-way

Sun, Aug 2

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

American Airlines

$676

$291

One-way

Biggest price drops on these dates for flights from Portland to Boston

3 nights

Aug 7 - Aug 10

$776 → $236

70%

4 nights

Aug 26 - Aug 30

$774 → $237

69%

4 nights

Aug 24 - Aug 28

$764 → $238

69%

4 nights

Aug 21 - Aug 25

$761 → $236

69%

Popular Airports to fly from Portland to Boston

Portland - Boston route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Portland to Boston are below the typical level at $228.

📅 Best time to fly

January is historically the cheapest month to fly

Historically, January is the cheapest month to fly from Portland to Boston, with a median price of $119.

⏱️ Flight duration

Direct flights take 5h 33m

Direct flights from Portland to Boston typically take 5h 33m, while connecting flights average 10h 47m.

✈️ Airlines & availability

Connecting flights are more common

Connecting flights are more common on this route, making up 81.3% of recent fares.

🏆 Airline highlight

Southwest Airlines offers a recent deal

A recent deal for $228 from Portland to Boston was found on Southwest Airlines via Skyscanner.

🎯 Booking tip

Deals appear frequently

Deals on flights from Portland to Boston appear frequently, with many deals found in the last 30 days.

Portland main airports to depart from

Portland International (PDX)

Cheapest

Portland International is a convenient option for flights from Portland to Boston.

📍 ~10 km from city center (reachable by car or public transport)

💸 Flights from ~$228

Boston main airports to arrive at

Logan International (BOS)

Cheapest

Logan International Airport is a convenient arrival choice for flights to Boston.

📍 ~4 km from city center (reachable by car, bus, subway, ferry)

💸 Flights from ~$228

Airports nearby Boston used as alternative

Rhode Island T. F. Green Int'l Airport (PVD)

Rhode Island T. F. Green Int'l Airport is a major regional hub that can help travelers avoid Boston Logan congestion.

📍 ~75 km from Boston (reachable by car)

💸 Flights from ~$269

Manchester–Boston Regional (MHT)

Manchester–Boston Regional is a primary alternative for travelers north of the Boston metro area.

📍 ~75 km from Boston (reachable by car)

💸 Flights from ~$281

Bradley International (BDL)

Cheapest

Bradley International is a large international airport with an extensive route network, ideal for western Massachusetts.

📍 ~140 km from Boston (reachable by car)

💸 Flights from ~$249

Portland International Jetport (PWM)

Portland International Jetport is a well-connected regional jetport serving northern New England.

📍 ~150 km from Boston (reachable by car)

💸 Flights from ~$299

Worcester Regional (ORH)

Worcester Regional is the closest alternative for travelers in central Massachusetts with an easy-to-navigate terminal.

📍 ~65 km from Boston (reachable by car)

💸 Flights from ~$361

Business & First Class Flight Deals to Boston

74% AI deal score

$1,560

From PDX

Boston, United States

74% AI deal score

$1,561

From PDX

Elite

Sep 20

Boston, United States

74% AI deal score

$1,581

$1,567

Save $14

From PDX

Elite

Sep 20

Boston, United States

74% AI deal score

$1,567

From PDX

Elite

Sep 20

Boston, United States

74% AI deal score

Boston, United States

74% AI deal score

$1,590

From PDX

Boston, United States

73% AI deal score

$1,635

Frequently Asked Questions About Flights to Boston

Historically, the optimal time to purchase tickets for flights from Portland to Boston is typically between 28 and 59 days before departure. During this period, the average price for a ticket is around $280. Prices tend to be higher for bookings made much further in advance, averaging $613 for flights booked 60+ days out. Even closer to departure, within 7-13 days, the average price rises to $302, indicating that planning within the recommended window can lead to better value.

Across the trailing quarter, a flight from Portland to Boston is considered a good deal if the price is at or below $373. The median price for this route historically stands at $505. Prices can go higher, with 75% of deals observed at $672 or less. By comparing potential fares to the $373 threshold, travelers can identify advantageous offers.

Historically, the cheapest months to fly from Portland to Boston include January, with a median price of $119, and April, with a median price of $194. February also offers relatively lower prices, with a median of $269. These months present more affordable options compared to the annual median price of $505 for this route. Travelers looking for the best value might consider planning their trips during these periods.

Related routes

Consider alternative routes from Portland

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