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

Based on historical data, approximately 18.7% of flights from Portland to Boston are non-stop. For flights that include stopovers, travelers typically experience a median of 2 connections. This indicates that while direct options are available, a significant portion of routes will involve at least one stop.

How long is the flight from Portland to Boston?

The typical direct flight from Portland to Boston has a median duration of 5 hours and 33 minutes. This route covers an approximate distance of 4072 kilometers. For flights that include one stop, the median duration is considerably longer, averaging 9 hours and 6 minutes. Travelers should account for these differences when planning their journey.

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

Historically, cheap flights from Portland to Boston come up frequently. This route is classified as one where favorable deals appear with regularity. Travelers can typically find good opportunities for this route across the trailing 30 days.

Flights From Portland

To Boston

Cheap Flights from Portland to Boston

Browse current best options from Portland. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Portland

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

Prices updated 3 days ago

444 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Aug 9, 2026.)

Today’s best flight deals from Portland to Boston

Explore current cheapest deals departing from Portland to Boston

2026-09-01 – 2026-09-08
PDX - Boston
74% AI deal score
$263
$266
Round trip
2026-09-01 – 2026-09-06
PDX - Boston
74% AI deal score
$272
$276
Round trip
2026-09-05 – 2026-09-07
PDX - Boston
74% AI deal score
$277
$278
Round trip
2026-09-04 – 2026-09-05
PDX - Boston
74% AI deal score
$277
$285
Round trip
2026-08-25 – 2026-08-28
PDX - Boston
92% AI deal score
$790
$287
Round trip
2026-08-24 – 2026-08-28
PDX - Boston
92% AI deal score
$793
$287
Round trip
2026-08-24 – 2026-08-31
PDX - Boston
91% AI deal score
$713
$287
Round trip
2026-08-27 – 2026-08-30
PDX - Boston
91% AI deal score
$756
$287
Round trip
2026-08-26 – 2026-08-30
PDX - Boston
91% AI deal score
$765
$287
Round trip
2026-08-24 – 2026-08-30
PDX - Boston
91% AI deal score
$715
$287
Round trip

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 non-stop. For connecting flights, the typical number of connections is 2. This means that while direct flights from Portland to Boston are available, you will most often find itineraries with one or more stops.

When looking for cheap flights from Portland to Boston, fares typically range from $373–$672, with a median of $505. Right now, current fares are below the typical level, and about 24% of recent fares were classified as a good price. New deals appear almost daily, offering frequent opportunities to find favorable pricing.

The cheapest time to fly from Portland to Boston is typically in January, with a median fare of $119. Other affordable months include April, where the median fare is $194, and February, with a median fare of $269. Planning your trip during these months can significantly reduce your travel costs.

A typical journey from Portland to Boston takes about 5h 33m, including connections. For non-stop flights, the median flight time is also 5h 33m. However, if your itinerary includes connections, the median journey time extends to 10h 47m, so it is important to factor in the additional travel time when booking.

The distance between Portland and Boston is approximately 4072 kilometers. This route is considered a long-haul journey, indicating a significant distance between the two cities. Travelers should anticipate a longer flight duration due to the considerable distance involved.

How much is a round trip from Portland to Boston

Regular price: $225 - $513

Prices for flights from Portland to Boston are currently within the regular range.

The regular price range for flights from Portland to Boston is between $225 and $513. The current lowest deal is $267 with JetBlue Airways for travel from Sep 1-Sep 8.

now $267

Low $225

High $513

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

JetBlue Airways

Last-minute flights going from Portland to Boston

Sun, Aug 9

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$1,273

$547

One-way

Mon, Aug 10

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$1,000

$478

One-way

Mon, Aug 10

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$996

$506

One-way

Tue, Aug 11

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$1,255

$462

One-way

Wed, Aug 12

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

JetBlue Airways

$875

$419

One-way

Thu, Aug 13

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$972

$378

One-way

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

2 nights

Aug 11 - Aug 13

$1,255 → $462

63%

3 nights

Aug 9 - Aug 12

$1,273 → $547

57%

3 nights

Aug 18 - Aug 21

$939 → $317

66%

2 nights

Aug 21 - Aug 23

$914 → $316

65%

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 of $505.

📅 Best time to fly

Fly in January for the best prices

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

⏱️ Flight duration

Direct flights take 5h 33m

The median flight time for direct flights is 5h 33m, while connecting flights average 10h 47m.

✈️ Airlines & availability

Connecting flights are more common

Only 18.7% of recent flights from Portland to Boston are direct.

🏆 Airline highlight

JetBlue Airways offers direct flights

JetBlue Airways has offered direct flights on this route, with a recent deal at $267.

🎯 Booking tip

Deals appear frequently

Deals on flights from Portland to Boston are frequent, appearing within a 30-day window.

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)

💸 Flights from ~$228

Boston main airports to arrive at

Logan International (BOS)

Cheapest

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

📍 ~4 km from Boston 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.

📍 ~70 km from Boston (reachable by car)

💸 Flights from ~$346

Business & First Class Flight Deals to Boston

Discover luxury on the budget with premium cabin class on flights from Portland to Boston.

Elite

Best Elite deals to Boston

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From PDX

Elite

Aug 26

Boston, United States

92% AI deal score

$1,990

$1,127

Save $863

United Airlines

Business Class

From PDX

Elite

Aug 28

Boston, United States

92% AI deal score

$2,007

$1,127

Save $880

United Airlines

Business Class

From PDX

Elite

Aug 21

Boston, United States

92% AI deal score

$2,093

$1,167

Save $926

United Airlines

Business Class

From PDX

Elite

Aug 24

Boston, United States

91% AI deal score

$1,828

$1,127

Save $701

United Airlines

Business Class

From PDX

Elite

Sep 04

Boston, United States

91% AI deal score

$1,861

$1,157

Save $704

United Airlines

Business Class

From PDX

Elite

Sep 05

Boston, United States

90% AI deal score

$2,062

$1,357

Save $705

Alaska Airlines, Inc.

Business Class

From PDX

Elite

Aug 26

Boston, United States

89% AI deal score

$1,618

$1,127

Save $491

United Airlines

Business Class

From PDX

Elite

Aug 25

Boston, United States

89% AI deal score

$1,618

$1,127

Save $491

United Airlines

Business Class

From PDX

Elite

Aug 29

Boston, United States

89% AI deal score

$1,612

$1,127

Save $485

United Airlines

Business Class

From PDX

Elite

Aug 24

Boston, United States

89% AI deal score

$1,610

$1,127

Save $483

United Airlines

Business Class

From PDX

Elite

Sep 04

Boston, United States

88% AI deal score

$1,572

$1,157

Save $415

United Airlines

Business Class

From PDX

Elite

Sep 02

Boston, United States

88% AI deal score

$1,526

$1,157

Save $369

United Airlines

Business Class

Frequently Asked Questions About Flights to Boston

Historically, the optimal booking window for flights from Portland to Boston is typically between 28 and 59 days prior to departure. During this period, the average price for tickets has been around $280. Prices tend to be higher for bookings made much earlier, with tickets booked 60+ days out averaging $613. Even closer to departure, flights booked 7-13 days out have an average price of $302, indicating that waiting until the last minute may result in slightly higher costs compared to the ideal window.

Across the trailing quarter, a good price for a flight from Portland to Boston is considered to be $373 or less. The median price for this route has historically been around $505. Prices can go significantly higher, with 75% of deals observed at $672 or more. Therefore, if you find a ticket at or below $373, it is typically considered a favorable deal.

Historically, January has been the cheapest month to fly from Portland to Boston, with a median price of $119. April also offers favorable prices, with a median of $194. February, while listed as a cheaper month with a median of $269, is also noted as the most expensive month in the trailing 270 days, highlighting potential price fluctuations. The annual median price for this route is $505, making these months significantly more affordable.

Related routes

More routes from Portland

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Flights to Boston from other cities

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Portland to Boston: Overview

Insights for flights from Portland to Boston

How much is a round trip from Portland to Boston

Regular price: $225 - $513

Prices for flights from Portland to Boston are currently within the regular range.

The regular price range for flights from Portland to Boston is between $225 and $513. The current lowest deal is $267 with JetBlue Airways for travel from Sep 1-Sep 8.

now $267

Low $225

High $513

The cheapest time to fly from Portland to Boston

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

JetBlue Airways

Last-minute flights going from Portland to Boston

Sun, Aug 9

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$1,273

$547

One-way

Mon, Aug 10

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$1,000

$478

One-way

Mon, Aug 10

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$996

$506

One-way

Tue, Aug 11

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$1,255

$462

One-way

Wed, Aug 12

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

JetBlue Airways

$875

$419

One-way

Thu, Aug 13

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$972

$378

One-way

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

2 nights

Aug 11 - Aug 13

$1,255 → $462

63%

3 nights

Aug 9 - Aug 12

$1,273 → $547

57%

3 nights

Aug 18 - Aug 21

$939 → $317

66%

2 nights

Aug 21 - Aug 23

$914 → $316

65%

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 of $505.

📅 Best time to fly

Fly in January for the best prices

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

⏱️ Flight duration

Direct flights take 5h 33m

The median flight time for direct flights is 5h 33m, while connecting flights average 10h 47m.

✈️ Airlines & availability

Connecting flights are more common

Only 18.7% of recent flights from Portland to Boston are direct.

🏆 Airline highlight

JetBlue Airways offers direct flights

JetBlue Airways has offered direct flights on this route, with a recent deal at $267.

🎯 Booking tip

Deals appear frequently

Deals on flights from Portland to Boston are frequent, appearing within a 30-day window.

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)

💸 Flights from ~$228

Boston main airports to arrive at

Logan International (BOS)

Cheapest

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

📍 ~4 km from Boston 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.

Boston, United States

88% AI deal score

$1,526

$1,157

Save $369

United Airlines

Business Class

Frequently Asked Questions About Flights to Boston

Cheap Flights from Portland to Boston

Today’s best flight deals from Portland to Boston

Portland to Boston: Overview

Insights for flights from Portland to Boston

How much is a round trip from Portland to Boston

The cheapest time to fly from Portland to Boston

Direct flights from Portland to Boston

Last-minute flights going from Portland to Boston

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

Popular Airports to fly from Portland to Boston

Portland - Boston route insights

Recent fares are below the typical level

Fly in January for the best prices

Direct flights take 5h 33m

Connecting flights are more common

JetBlue Airways offers direct flights

Deals appear frequently

Portland main airports to depart from

Boston main airports to arrive at

Airports nearby Boston used as alternative

Business & First Class Flight Deals to Boston

Best Elite deals to Boston

Aug 26

Aug 28

Aug 21

Aug 24

Sep 04

Sep 05

Aug 26

Aug 25

Aug 29

Aug 24

Sep 04

Sep 02

Frequently Asked Questions About Flights to Boston

When should I buy Portland to Boston tickets?

How do I know if a Portland to Boston flight is a good deal?

When is the cheapest time of year to fly from Portland to Boston?

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

How long is the flight from Portland to Boston?

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

Related routes

More routes from Portland

Flights to Boston from other cities

Portland to Boston: Overview

Insights for flights from Portland to Boston

How much is a round trip from Portland to Boston

The cheapest time to fly from Portland to Boston

Direct flights from Portland to Boston

Last-minute flights going from Portland to Boston

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

Popular Airports to fly from Portland to Boston

Portland - Boston route insights

Recent fares are below the typical level

Fly in January for the best prices

Direct flights take 5h 33m

Connecting flights are more common

JetBlue Airways offers direct flights

Deals appear frequently

Portland main airports to depart from

Boston main airports to arrive at

Airports nearby Boston used as alternative

Business & First Class Flight Deals to Boston

Best Elite deals to Boston

Aug 26

Aug 28

Aug 21

Aug 24

Sep 04

Sep 05

Aug 26

Aug 25

Aug 29

Aug 24

Sep 04

Sep 02

Frequently Asked Questions About Flights to Boston

When should I buy Portland to Boston tickets?

How do I know if a Portland to Boston flight is a good deal?

When is the cheapest time of year to fly from Portland to Boston?