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 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. For flights with one stop, the median travel time increases to 9 hours and 6 minutes. The air distance between the two cities is approximately 4072 kilometers. Travelers should account for these differences in duration when planning their journey.

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 opportunities for finding good value on this route appear regularly. Travelers can typically expect to find favorable prices with some consistency when planning their trips between these two cities.

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 today

456 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 31, 2026.)

Today’s best flight deals from Portland to Boston

Explore current cheapest deals departing from Portland to Boston

2026-09-02 – 2026-09-06
PDX - Boston
78% AI deal score
$338
$288
Round trip
2026-09-02 – 2026-09-05
PDX - Boston
78% AI deal score
$340
$288
Round trip
2026-09-04 – 2026-09-06
PDX - Boston
77% AI deal score
$331
$290
Round trip
2026-09-04 – 2026-09-08
PDX - Boston
76% AI deal score
$328
$299
Round trip
2026-09-08 – 2026-09-10
PDX - Boston
77% AI deal score
$363
$326
Round trip
2026-11-07 – 2026-11-10
PDX - Boston
76% AI deal score
$342
$327
Round trip
2026-10-03 – 2026-10-28
PDX - Boston
74% AI deal score
$307
$327
Round trip
2026-10-03 – 2026-10-27
PDX - Boston
74% AI deal score
$307
$327
Round trip
2026-10-13 – 2026-10-28
PDX - Boston
74% AI deal score
$316
$327
Round trip
2026-10-13 – 2026-10-20
PDX - Boston
77% AI deal score
$355
$327
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: $268 - $495

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

Regular prices for flights from Portland to Boston typically range from $268 to $495. The current lowest deal is $288 with JetBlue Airways, for travel from Sep 2-Sep 6.

now $288

Low $268

High $495

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

Mon, Aug 24

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,191

$568

One-way

Mon, Aug 24

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,342

$718

One-way

Tue, Aug 25

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,096

$582

One-way

Tue, Aug 25

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

JetBlue Airways

$1,364

$676

One-way

Wed, Aug 26

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,298

$576

One-way

Fri, Aug 28

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,320

$589

One-way

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

3 nights

Aug 26 - Aug 29

$1,342 → $576

57%

2 nights

Aug 28 - Aug 30

$1,320 → $588

55%

2 nights

Aug 25 - Aug 27

$1,364 → $674

51%

6 nights

Aug 25 - Aug 31

$1,096 → $581

47%

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 $288.

📅 Best time to fly

January offers the lowest median prices.

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

⏱️ Flight duration

Direct flights average 5h 33m.

The median flight time for a direct flight from Portland to Boston is 5 hours 33 minutes.

✈️ Airlines & availability

Connecting flights are dominant.

Only 18.7% of recent flights from Portland to Boston are direct, with connecting flights dominant.

🏆 Airline highlight

JetBlue Airways offers direct routes.

JetBlue Airways has direct flights available from Portland to Boston.

🎯 Booking tip

Deals appear frequently on this route.

Deals on flights from Portland to Boston appear frequently, with 24% considered good prices.

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 29

Boston, United States

92% AI deal score

$2,063

$1,127

Save $936

United Airlines

Business Class

From PDX

Elite

Aug 31

Boston, United States

92% AI deal score

$2,024

$1,127

Save $897

United Airlines

Business Class

From PDX

Elite

Sep 18

Boston, United States

90% AI deal score

$1,791

$1,163

Save $628

United Airlines

Business Class

From PDX

Elite

Aug 25

Boston, United States

90% AI deal score

$1,807

$1,217

Save $590

United Airlines

Business Class

From PDX

Elite

Sep 04

Boston, United States

89% AI deal score

$1,577

$1,137

Save $440

United Airlines

Business Class

From PDX

Elite

Sep 01

Boston, United States

89% AI deal score

$1,574

$1,137

Save $437

United Airlines

Business Class

From PDX

Elite

Sep 02

Boston, United States

89% AI deal score

$1,529

$1,137

Save $392

United Airlines

Business Class

From PDX

Elite

Nov 11

Boston, United States

89% AI deal score

$1,602

$1,147

Save $455

United Airlines

Business Class

From PDX

Elite

Oct 31

Boston, United States

89% AI deal score

$1,591

$1,147

Save $444

United Airlines

Business Class

From PDX

Elite

Nov 10

Boston, United States

89% AI deal score

$1,602

$1,147

Save $455

United Airlines

Business Class

From PDX

Elite

Nov 03

Boston, United States

89% AI deal score

$1,596

$1,147

Save $449

United Airlines

Business Class

From PDX

Elite

Oct 27

Boston, United States

89% AI deal score

$1,576

$1,147

Save $429

United Airlines

Business Class

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, with tickets purchased 60+ days out averaging $613. Even closer to departure, within 7-13 days, the average price rises to $302, indicating that planning a few weeks ahead 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 observed prices being $672 or less. Therefore, if you find a fare under $373, it represents a significant saving compared to typical prices.

Historically, the cheapest months to fly from Portland to Boston are January, April, and February. January typically sees a median price of $119, while April offers a median of $194. February also presents a relatively low median price of $269. For comparison, the annual median price for this route is $505, indicating substantial savings during these months.

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: $268 - $495

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

Regular prices for flights from Portland to Boston typically range from $268 to $495. The current lowest deal is $288 with JetBlue Airways, for travel from Sep 2-Sep 6.

now $288

Low $268

High $495

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

Mon, Aug 24

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,191

$568

One-way

Mon, Aug 24

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,342

$718

One-way

Tue, Aug 25

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,096

$582

One-way

Tue, Aug 25

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

JetBlue Airways

$1,364

$676

One-way

Wed, Aug 26

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,298

$576

One-way

Fri, Aug 28

⌛ Last-Minute

PDX - Boston

Portland (PDX) - Boston (BOS)

Frontier Airlines

$1,320

$589

One-way

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

3 nights

Aug 26 - Aug 29

$1,342 → $576

57%

2 nights

Aug 28 - Aug 30

$1,320 → $588

55%

2 nights

Aug 25 - Aug 27

$1,364 → $674

51%

6 nights

Aug 25 - Aug 31

$1,096 → $581

47%

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 $288.

📅 Best time to fly

January offers the lowest median prices.

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

⏱️ Flight duration

Direct flights average 5h 33m.

The median flight time for a direct flight from Portland to Boston is 5 hours 33 minutes.

✈️ Airlines & availability

Connecting flights are dominant.

Only 18.7% of recent flights from Portland to Boston are direct, with connecting flights dominant.

🏆 Airline highlight

JetBlue Airways offers direct routes.

JetBlue Airways has direct flights available from Portland to Boston.

🎯 Booking tip

Deals appear frequently on this route.

Deals on flights from Portland to Boston appear frequently, with 24% considered good prices.

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

89% AI deal score

$1,576

$1,147

Save $429

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.

January offers the lowest median prices.

Direct flights average 5h 33m.

Connecting flights are dominant.

JetBlue Airways offers direct routes.

Deals appear frequently 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

Aug 29

Aug 31

Sep 18

Aug 25

Sep 04

Sep 01

Sep 02

Nov 11

Oct 31

Nov 10

Nov 03

Oct 27

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.

January offers the lowest median prices.

Direct flights average 5h 33m.

Connecting flights are dominant.

JetBlue Airways offers direct routes.

Deals appear frequently 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

Aug 29

Aug 31

Sep 18

Aug 25

Sep 04

Sep 01

Sep 02

Nov 11

Oct 31

Nov 10

Nov 03

Oct 27

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?