Can I fly direct from Boston to Portland?

Direct flights are available from Boston to Portland, making up 38.1% of the flights in the trailing 90 days. However, a majority of flights on this route will involve at least one stopover. For those connecting, the median number of stopovers is typically two. Travelers should consider this when planning their journey.

How many hours is the flight from Boston to Portland?

The typical direct flight from Boston to Portland has a median duration of 6 hours and 11 minutes. This covers an approximate distance of 4072 kilometers. Flights with one stopover, however, take considerably longer, with a median duration of 9 hours and 46 minutes. Travelers should factor in these durations when choosing their flight option.

Should I set a price alert for Boston to Portland flights?

Historically, deals for flights from Boston to Portland have been frequent. This suggests that price fluctuations are common, and opportunities for savings may arise. Setting a price alert can help travelers monitor these changes and potentially secure a more favorable fare. Given the frequent nature of deals, an alert could be beneficial.

Flights From Boston

To Portland

Cheap Flights from Boston to Portland

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

Deals from

Boston

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

Prices updated 1 day ago

461 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Sep 14, 2026.)

Today’s best flight deals from Boston to Portland

Explore current cheapest deals departing from Boston to Portland

2026-10-17 – 2026-10-24
BOS - Portland
80% AI deal score
$329
$268
Round trip
2026-11-07 – 2026-11-14
BOS - Portland
76% AI deal score
$285
$268
Round trip
2026-11-11 – 2026-11-18
BOS - Portland
75% AI deal score
$286
$270
Round trip
2026-11-14 – 2026-12-08
BOS - Portland
71% AI deal score
$254
$287
Round trip
2026-11-12 – 2026-11-18
BOS - Portland
72% AI deal score
$287
$292
Round trip
2026-11-11 – 2026-11-13
BOS - Portland
72% AI deal score
$298
$310
Round trip
2026-11-14 – 2026-11-17
BOS - Portland
71% AI deal score
$299
$314
Round trip
2026-11-16 – 2026-12-08
BOS - Portland
70% AI deal score
$256
$315
Round trip
2026-11-18 – 2026-12-08
BOS - Portland
69% AI deal score
$256
$322
Round trip
2026-11-09 – 2026-12-08
BOS - Portland
69% AI deal score
$251
$331
Round trip

Boston to Portland: Overview

Insights for flights from Boston to Portland

Flights from Boston to Portland cover a substantial distance of 4072 kilometers, classifying this as a long-haul route. This means you should anticipate a journey that typically involves a significant amount of time in the air, often with connections, to reach your destination.

For those seeking cheap flights from Boston to Portland, fares typically range from $307 to $751, with a median price of $459. Right now, current fares are near the typical level for this route. Approximately 8% of recent fares have been classified as a good price, indicating that finding deals is possible but requires some flexibility.

When is the cheapest time to fly from Boston to Portland? The data indicates that March is the most affordable month, with a median fare of just $119. Other cost-effective options include October, with a median fare of $224, and January, where the median fare is $268. Planning your trip during these months could lead to significant savings.

Most itineraries for this route connect at least once, with only 38.1% of recent fares being direct flights from Boston to Portland. When connecting, the typical number of stopovers is 2, which can extend travel time. New deals for this route appear almost daily, suggesting frequent opportunities to find competitive prices.

A typical journey from Boston to Portland takes approximately 6h 11m, including connections. For itineraries that involve connecting flights, the median travel time extends to 13h 55m. This longer duration for connecting flights is important to consider when planning your trip and evaluating different fare options.

How much is a round trip from Boston to Portland

Regular price: $249 - $408

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

The regular price range for flights from Boston to Portland is typically between $249 and $408. The current lowest deal is $270 with Southwest Airlines for travel from Nov 11-Nov 18.

now $270

Low $249

High $408

The cheapest time to fly from Boston to Portland

The cheapest month to fly from Boston to Portland is March, with a median price of $119. The most expensive month is August, with a median price of $620. Prices are generally lower from January to November.

March

Cheapest

Flights from $119

August

Most Expensive

Flights from $620

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Boston to Portland

Alaska Airlines, Inc.

Last-minute flights going from Boston to Portland

Wed, Sep 23

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

American Airlines

$409

$452

One-way

Thu, Sep 24

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

American Airlines

$409

$453

One-way

Fri, Sep 25

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

United Airlines

$406

$473

One-way

Sat, Oct 3

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

United Airlines

$330

$394

One-way

Tue, Oct 6

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Southwest Airlines

$351

$371

One-way

Sat, Oct 10

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

American Airlines

$306

$373

One-way

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

2 nights

Dec 14 - Dec 16

$451 → $375

17%

3 nights

Dec 11 - Dec 14

$448 → $385

14%

7 nights

Dec 14 - Dec 21

$434 → $375

14%

7 nights

Dec 3 - Dec 10

$432 → $375

13%

Popular Airports to fly from Boston to Portland

Boston - Portland route insights

💸 Price insights

Recent fares near the typical level

Recent fares are near the typical level for the Boston to Portland route.

📅 Best time to fly

March, October, and January offer the lowest median prices

Historically, March ($119), October ($224), and January ($268) offer the lowest median prices.

⏱️ Flight duration

Direct flights average 6h 11m

Direct flights from Boston to Portland typically take 6h 11m, connecting flights 13h 55m.

✈️ Airlines & availability

Connecting flights are dominant

Connecting flights make up 61.9% of recent fares, with a median of 2 stopovers.

🏆 Airline highlight

Alaska Airlines, Inc. offers direct flights

Alaska Airlines, Inc. offers direct flights on the Boston to Portland route.

🎯 Booking tip

Deals are frequent on this route

Deals on flights from Boston to Portland are frequent, appearing often in the last 30 days.

Boston main airports to depart from

Logan International (BOS)

Cheapest

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

📍 ~4 km from city center (reachable by car or public transport)

💸 Flights from ~$341

Portland main airports to arrive at

Portland International (PDX)

Cheapest

Portland International Airport is a convenient arrival option for flights to Portland.

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

💸 Flights from ~$341

Airports nearby Portland used as alternative

Seattle–Tacoma International (SEA)

Cheapest

Seattle–Tacoma International offers significantly more flight options and competitive pricing on long-haul international routes.

📍 ~225 km from Portland (reachable by car or train)

💸 Flights from ~$298

Business & First Class Flight Deals to Portland

$1,327

Save $130

Alaska Airlines, Inc.

Business Class

From BOS

Elite

Feb 23

Portland, United States

78% AI deal score

$1,307

$1,217

Save $90

United Airlines

Business Class

From BOS

Elite

Feb 17

Portland, United States

78% AI deal score

$1,294

$1,217

Save $77

United Airlines

Business Class

Frequently Asked Questions About Flights to Portland

Historically, the sweet spot for booking flights from Boston to Portland is typically 14-27 days before departure. During this window, the average price is around $292. Booking within 0-6 days of departure sees prices rise significantly to an average of $652. Even booking 60+ days out tends to be more expensive, with an average price of $560.

Across the trailing quarter, a good price for a flight from Boston to Portland is considered to be $307 or less. The median price for this route has been $459. Fares can go higher, with 75% of prices observed at $751 or below. Travelers aiming for a budget-friendly trip should target prices around the $307 mark.

Historically, March, October, and January have offered the cheapest flights from Boston to Portland. March typically sees a median price of $119, while October's median is around $224. January also presents a good value with a median price of $268. These months are significantly cheaper than the annual median price of $459 for this route.

Related routes

More routes from Boston

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Flights to Portland from other cities

Flights from Chicago to Portland Flights from Copenhagen to Portland Flights from Dallas to Portland Flights from Denver to Portland Flights from Edinburgh to Portland Flights from Frankfurt to Portland Flights from Fresno to Portland Flights from Houston to Portland Flights from Las Vegas to Portland Flights from Lisbon to Portland Flights from London to Portland Flights from Los Angeles to Portland

Boston to Portland: Overview

Insights for flights from Boston to Portland

How much is a round trip from Boston to Portland

Regular price: $249 - $408

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

The regular price range for flights from Boston to Portland is typically between $249 and $408. The current lowest deal is $270 with Southwest Airlines for travel from Nov 11-Nov 18.

now $270

Low $249

High $408

The cheapest time to fly from Boston to Portland

March

Cheapest

Flights from $119

August

Most Expensive

Flights from $620

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec