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

Historically, approximately 5.4% of flights from Portland to Boston are non-stop. For flights that include connections, travelers typically experience a median of 2 stopovers. This indicates that direct routes are less common, and most journeys on this path will involve at least one stop.

How long is the flight from Portland to Boston?

The median direct flight from Portland to Boston typically takes 5 hours and 28 minutes, covering a distance of 4072 kilometers. For flights with one stop, the median duration extends to 9 hours and 56 minutes. Travelers should account for these differences in flight time when planning their journey, with direct flights offering a significantly shorter travel experience.

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

Historically, cheap flights from Portland to Boston are classified as frequent. This suggests that travelers typically have regular opportunities to find economical fares for this route. While specific deal availability varies, the route consistently offers competitive pricing options 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 4 days ago

476 airlines compared

80%+ AI score for best value

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

Today’s best flight deals from Portland to Boston

Explore current cheapest deals departing from Portland to Boston

2026-11-02 – 2026-11-12
PDX - Boston
73% AI deal score
$305
$374
Round trip
2026-11-09 – 2026-11-11
PDX - Boston
73% AI deal score
$345
$374
Round trip
2026-11-02 – 2026-11-11
PDX - Boston
73% AI deal score
$312
$374
Round trip
2026-11-09 – 2026-11-13
PDX - Boston
73% AI deal score
$345
$374
Round trip
2026-11-09 – 2026-11-12
PDX - Boston
73% AI deal score
$345
$374
Round trip
2026-11-02 – 2026-11-13
PDX - Boston
73% AI deal score
$301
$374
Round trip
2026-11-02 – 2026-11-10
PDX - Boston
73% AI deal score
$315
$374
Round trip
2026-11-07 – 2026-11-10
PDX - Boston
73% AI deal score
$345
$376
Round trip
2026-11-07 – 2026-11-11
PDX - Boston
73% AI deal score
$345
$376
Round trip
2026-11-07 – 2026-11-12
PDX - Boston
73% AI deal score
$338
$376
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 about 5.4% of recent fares being non-stop. For the majority of journeys that include connections, travelers typically encounter 2 stopovers.

When looking for cheap flights from Portland to Boston, prices are typically $478–$924, with a median of $639. Right now, current fares are near the typical level. Only about 3% of recent fares were classified as a good price, indicating that deals are not always abundant on this route.

For those wondering when is the cheapest time to fly from Portland to Boston, the data shows that July is the most affordable month, with a median fare of $314. Following July, March and February also offer competitive prices, both with a median fare of $417.

A typical journey from Portland to Boston takes about 5h 33m including connections. This median duration reflects the overall travel time for most itineraries on this long-haul route. For direct flights from Portland to Boston, the non-stop flight time is also 5h 33m, while connecting itineraries typically extend to 19h 36m.

The distance between Portland and Boston is approximately 4072 kilometers, classifying this as a long-haul route. This significant distance often means longer travel times and a higher likelihood of connecting flights.

How much is a round trip from Portland to Boston

Regular price: $273 - $507

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

The regular price range for flights from Portland to Boston is typically between $273 and $507. The current lowest deal is $264 with United Airlines, for travel from Nov 9-Nov 16.

now $264

Low $273

High $507

The cheapest time to fly from Portland to Boston

The cheapest month to fly from Portland to Boston is July, with a median price of $317. The most expensive month is December, with a median price of $1052. Prices are generally lower from January to July.

July

Cheapest

Flights from $317

December

Most Expensive

Flights from $1,052

Jan

Feb

Mar

Apr

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Portland to Boston

Alaska Airlines, Inc.

Last-minute flights going from Portland to Boston

Wed, Oct 21

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$437

$529

One-way

Thu, Oct 22

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$431

$529

One-way

Fri, Oct 23

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$424

$467

One-way

Sat, Oct 31

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$284

$463

One-way

Mon, Nov 2

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$345

$344

One-way

Mon, Nov 2

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$290

$373

One-way

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

2 nights

Dec 7 - Dec 9

$428 → $345

19%

7 nights

Dec 7 - Dec 14

$410 → $344

16%

4 nights

Feb 22 - Feb 26

$366 → $307

16%

5 nights

Jan 11 - Jan 16

$328 → $271

17%

Popular Airports to fly from Portland to Boston

Portland - Boston route insights

💸 Price insights

Recent fares are near the typical level

Recent fares from Portland to Boston are near the typical level of $639.

📅 Best time to fly

Fly in July for the best prices

Historically, July has the lowest median price at $314 for flights from Portland to Boston.

⏱️ Flight duration

Direct flights take 5h 33m

The median flight duration for direct flights from Portland to Boston is 5 hours 33 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Only 5.4% of recent flights from Portland to Boston are direct, with connecting flights dominant.

🏆 Airline highlight

United Airlines has a deal for $264

United Airlines offers a deal for $264 from Portland to Boston, departing November 9, 2026.

🎯 Booking tip

Deals are frequent on this route

Deals for 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 Airport is a convenient departure point for flights from Portland to Boston.

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

💸 Flights from ~$344

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 city center (reachable by car)

💸 Flights from ~$269

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 congestion.

📍 ~75 km from Boston (reachable by car)

💸 Flights from ~$366

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

Nov 11

Boston, United States

90% AI deal score

$1,718

$1,188

Save $530

United Airlines

Business Class

From PDX

Elite

Oct 23

Boston, United States

90% AI deal score

$1,783

$1,221

Save $562

United Airlines

Business Class

From PDX

Elite

Oct 31

Boston, United States

89% AI deal score

$1,539

$1,102

Save $437

United Airlines

Business Class

From PDX

Elite

Nov 11

Boston, United States

88% AI deal score

$1,413

$1,107

Save $306

United Airlines

Business Class

From PDX

Elite

Nov 03

Boston, United States

88% AI deal score

$1,406

$1,107

Save $299

United Airlines

Business Class

From PDX

Elite

Oct 27

Boston, United States

88% AI deal score

$1,534

$1,186

Save $348

United Airlines

Business Class

From PDX

Elite

Nov 04

Boston, United States

88% AI deal score

$1,648

$1,226

Save $422

United Airlines

Business Class

From PDX

Elite

Oct 29

Boston, United States

88% AI deal score

$1,729

$1,271

Save $458

United Airlines

Business Class

From PDX

Elite

Oct 21

Boston, United States

88% AI deal score

$1,824

$1,333

Save $491

United Airlines

Business Class

From PDX

Elite

Jan 12

Boston, United States

87% AI deal score

$1,303

$1,106

Save $197

United Airlines

Business Class

From PDX

Elite

Oct 20

Boston, United States

87% AI deal score

$1,781

$1,333

Save $448

United Airlines

Business Class

From PDX

Elite

Jan 01

Boston, United States

85% AI deal score

$1,560

$1,297

Save $263

United Airlines

Business Class

Frequently Asked Questions About Flights to Boston

Historically, the optimal booking window for flights from Portland to Boston is typically 28-59 days before departure. During this period, the average price observed was $724. Prices tend to be higher outside this window, with flights booked 7-13 days out averaging $905, and those booked 60+ days in advance averaging $877. Planning your purchase within this timeframe can help secure a more favorable price.

Across the trailing quarter, a flight from Portland to Boston is considered a good deal if it is priced at or below $478. The median price for this route was $639, while prices at the 75th percentile reached $924. By comparing potential fares to the $478 threshold, you can identify a more economical option for your travel.

Historically, the cheapest months to fly from Portland to Boston include July, with a median price of $314. February and March also show favorable pricing, both with a median of $417. The annual median price for this route is $639, indicating that these months offer significant savings compared to the yearly average. Travelers can typically find better value during these periods.

Related routes

More routes from Portland

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Flights to Boston from other cities

Flights from Louisville to Boston Flights from Pensacola to Boston Flights from Philadelphia to Boston Flights from Phoenix to Boston Flights from Pittsburgh to Boston Flights from Prague to Boston Flights from Punta Gorda to Boston Flights from Raleigh to Boston Flights from Richmond to Boston Flights from Sacramento to Boston Flights from San Diego to Boston Flights from Seattle to Boston

Portland to Boston: Overview

Insights for flights from Portland to Boston

How much is a round trip from Portland to Boston

Regular price: $273 - $507

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

The regular price range for flights from Portland to Boston is typically between $273 and $507. The current lowest deal is $264 with United Airlines, for travel from Nov 9-Nov 16.

now $264

Low $273

High $507

The cheapest time to fly from Portland to Boston

July

Cheapest

Flights from $317

December

Most Expensive

Flights from $1,052

Jan

Feb

Mar

Apr

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Portland to Boston

Alaska Airlines, Inc.

Last-minute flights going from Portland to Boston

Wed, Oct 21

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$437

$529

One-way

Thu, Oct 22

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$431

$529

One-way

Fri, Oct 23

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$424

$467

One-way

Sat, Oct 31

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$284

$463

One-way

Mon, Nov 2

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$345

$344

One-way

Mon, Nov 2

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Alaska Airlines, Inc.

$290

$373

One-way

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

2 nights

Dec 7 - Dec 9

$428 → $345

19%

7 nights

Dec 7 - Dec 14

$410 → $344

16%

4 nights

Feb 22 - Feb 26

$366 → $307

16%

5 nights

Jan 11 - Jan 16

$328 → $271

17%

Popular Airports to fly from Portland to Boston

Portland - Boston route insights

💸 Price insights

Recent fares are near the typical level

Recent fares from Portland to Boston are near the typical level of $639.

📅 Best time to fly

Fly in July for the best prices

Historically, July has the lowest median price at $314 for flights from Portland to Boston.

⏱️ Flight duration

Direct flights take 5h 33m

The median flight duration for direct flights from Portland to Boston is 5 hours 33 minutes.

✈️ Airlines & availability

Connecting flights are dominant

Only 5.4% of recent flights from Portland to Boston are direct, with connecting flights dominant.

🏆 Airline highlight

United Airlines has a deal for $264

United Airlines offers a deal for $264 from Portland to Boston, departing November 9, 2026.

🎯 Booking tip

Deals are frequent on this route

Deals for 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 Airport is a convenient departure point for flights from Portland to Boston.

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

💸 Flights from ~$344

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 city center (reachable by car)

💸 Flights from ~$269

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 congestion.

Boston, United States

85% AI deal score

$1,560

$1,297

Save $263

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 near the typical level

Fly in July for the best prices

Direct flights take 5h 33m

Connecting flights are dominant

United Airlines has a deal for $264

Deals are frequent on this route

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

Nov 11

Oct 23

Oct 31

Nov 11

Nov 03

Oct 27

Nov 04

Oct 29

Oct 21

Jan 12

Oct 20

Jan 01

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 near the typical level

Fly in July for the best prices

Direct flights take 5h 33m

Connecting flights are dominant

United Airlines has a deal for $264

Deals are frequent on this route

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

Nov 11

Oct 23

Oct 31

Nov 11

Nov 03

Oct 27

Nov 04

Oct 29

Oct 21

Jan 12

Oct 20

Jan 01

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?