Can I fly direct from Boston to Portland?

Direct flights from Boston to Portland are available, though they represent a smaller portion of the overall flight options. Historically, approximately 10.9% of flights on this route have been direct. When connecting flights are taken, travelers typically experience a median of 2 stopovers. This indicates that most travelers on this route will likely have at least one stop.

How many hours is the flight from Boston to Portland?

A direct flight from Boston to Portland typically takes about 6 hours and 10 minutes. This is based on a median direct flight time of 370 minutes. For flights with one stop, the median duration increases significantly to 12 hours. The distance covered on this route is approximately 4072 kilometers.

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

Yes, setting a price alert for Boston to Portland flights is advisable. Historically, this route is classified as having regular deal frequency. This means that price fluctuations and deals occur often enough to make monitoring prices beneficial. An alert can help travelers catch potential savings as they become available.

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 7 days ago

483 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 26, 2026.)

Today’s best flight deals from Boston to Portland

Explore current cheapest deals departing from Boston to Portland

2026-11-17 – 2026-12-16
BOS - Portland
73% AI deal score
$245
$299
Round trip
2026-11-18 – 2026-12-16
BOS - Portland
73% AI deal score
$246
$299
Round trip
2026-11-19 – 2026-12-16
BOS - Portland
73% AI deal score
$246
$300
Round trip
2026-11-19 – 2026-12-02
BOS - Portland
73% AI deal score
$258
$304
Round trip
2026-11-17 – 2026-12-10
BOS - Portland
73% AI deal score
$246
$304
Round trip
2026-11-19 – 2026-12-12
BOS - Portland
73% AI deal score
$247
$304
Round trip
2026-11-18 – 2026-12-05
BOS - Portland
73% AI deal score
$249
$304
Round trip
2026-11-18 – 2026-12-10
BOS - Portland
73% AI deal score
$246
$304
Round trip
2026-11-17 – 2026-12-12
BOS - Portland
73% AI deal score
$245
$305
Round trip
2026-11-18 – 2026-12-12
BOS - Portland
73% AI deal score
$246
$305
Round trip

Boston to Portland: Overview

Insights for flights from Boston to Portland

Flights from Boston to Portland cover a substantial distance of 4072 km, classifying this as a long-haul route. This significant travel distance means you can expect a longer journey, often involving connections, to reach your destination.

For travelers seeking cheap flights from Boston to Portland, fares typically range from $406–$843, with a median price of $514. Right now, current fares are significantly above the typical level, indicating that prices are higher than usual for this route. Currently, 0% of recent fares are classified as a good price, suggesting that finding a low-cost option may be challenging at present.

When is the cheapest time to fly from Boston to Portland? The data indicates that August is typically the most affordable month, with a median fare of $314. Following closely, May offers a median fare of $395, and July presents a median of $402. These months generally offer better value compared to other times of the year.

Most itineraries for this route are not direct; most itineraries connect at least once, with only 10.9% of recent fares being non-stop. For connecting flights, the typical number of stopovers is 2. This means you should anticipate at least one layover when planning your trip.

A typical journey from Boston to Portland takes approximately 6h 10m including connections. Given that most itineraries involve at least one stopover, this duration reflects the total travel time from departure to arrival. For connecting flights specifically, the median travel time extends to 20h 16m, highlighting the impact of layovers on overall travel duration.

How much is a round trip from Boston to Portland

Regular price: $258 - $409

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

The regular price range for flights from Boston to Portland is $258 to $409. The current lowest deal is $298 with Alaska Airlines, Inc. for travel from Nov 18-Nov 19.

now $298

Low $258

High $409

The cheapest time to fly from Boston to Portland

The cheapest month to fly from Boston to Portland, Oregon is August, with a median price of $314. The most expensive month is November, with a median price of $814. Prices are generally lower from January to December.

August

Cheapest

Flights from $314

November

Most Expensive

Flights from $814

Jan

Feb

Mar

Apr

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Boston to Portland

Alaska Airlines, Inc.

Frontier Airlines

American Airlines

JetBlue Airways

Last-minute flights going from Boston to Portland

Tue, Oct 27

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Southwest Airlines

$572

$789

One-way

Wed, Oct 28

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Wed, Oct 28

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Wed, Oct 28

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Thu, Oct 29

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Thu, Oct 29

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

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

5 nights

Dec 11 - Dec 16

$433 → $301

30%

7 nights

Dec 9 - Dec 16

$418 → $298

29%

7 nights

Dec 22 - Dec 29

$422 → $321

24%

7 nights

Dec 25 - Jan 1

$425 → $403

Popular Airports to fly from Boston to Portland

Boston - Portland route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Boston to Portland are below the typical level of $514.

📅 Best time to fly

Fly in August for the best prices

Historically, August is the cheapest month to fly from Boston to Portland, with a median price of $314.

⏱️ Flight duration

Direct flights average 6h 10m

Direct flights from Boston to Portland typically take 6h 10m, while connecting flights average 20h 16m.

✈️ Airlines & availability

Connecting flights are dominant

Only 10.9% of recent flights from Boston to Portland are direct, with connecting flights being dominant.

🏆 Airline highlight

Alaska Airlines, Inc. offers many direct flights

Alaska Airlines, Inc. has 64 direct deals, more than any other airline on this route.

🎯 Booking tip

Deals appear regularly

Deals for flights from Boston to Portland appear regularly, so check often for good prices.

Boston main airports to depart from

Logan International (BOS)

Cheapest

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

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

💸 Flights from ~$305

Portland main airports to arrive at

Portland International (PDX)

Cheapest

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

📍 ~10 km from Portland (reachable by car)

💸 Flights from ~$376

Airports nearby Portland used as alternative

Seattle–Tacoma International (SEA)

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

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

💸 Flights from ~$280

Business & First Class Flight Deals to Portland

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

Elite

Best Elite deals to Portland

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

From BOS

Elite

Dec 07

Portland, United States

72% AI deal score

$2,406

Porter Airlines, +1

Business Class

From BOS

Elite

Dec 07

Portland, United States

72% AI deal score

$2,406

Porter Airlines, +1

Business Class

From BOS

Elite

Dec 07

Portland, United States

72% AI deal score

$2,406

Porter Airlines, +1

Business Class

From BOS

Elite

Nov 18

Portland, United States

72% AI deal score

$2,427

Porter Airlines, +1

Business Class

From BOS

Elite

Nov 18

Portland, United States

72% AI deal score

$2,427

Porter Airlines, +1

Business Class

From BOS

Elite

Dec 07

Portland, United States

72% AI deal score

$2,436

Porter Airlines, +1

Business Class

From BOS

Elite

Dec 13

Portland, United States

72% AI deal score

$2,450

Porter Airlines, +1

Business Class

From BOS

Elite

Dec 13

Portland, United States

72% AI deal score

$2,450

Porter Airlines, +1

Business Class

From BOS

Elite

Dec 13

Portland, United States

72% AI deal score

$2,450

Porter Airlines, +1

Business Class

From BOS

Elite

Dec 07

Portland, United States

72% AI deal score

$2,451

Porter Airlines, +1

Business Class

From BOS

Elite

Nov 18

Portland, United States

71% AI deal score

$2,427

Porter Airlines, +1

Business Class

From BOS

Elite

Nov 18

Portland, United States

71% AI deal score

$2,427

Porter Airlines, +1

Business Class

Frequently Asked Questions About Flights to Portland

Historically, the lowest average prices for flights from Boston to Portland have been found when booking 0-6 days before departure, with an average price of $501. Booking 60 or more days in advance typically results in an average price of $602. Prices tend to increase significantly closer to departure, with flights booked 7-13 days out averaging $855. This suggests that last-minute deals are often available on this route.

Across the trailing quarter, a good price for a flight from Boston to Portland was considered to be $406 or less. The median price for this route was $514. Fares can go higher, with 75% of prices observed at $843 or more. Travelers aiming for a budget-friendly trip should target fares around the $406 mark.

Historically, August has offered the cheapest flights from Boston to Portland, with a median price of $314. May also presented favorable prices, with a median of $395. The annual median price for this route is $514, indicating that certain months can offer significant savings compared to the yearly average. July, while sometimes offering lower prices, also represents the most expensive month with a median of $402.

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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: $258 - $409

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

The regular price range for flights from Boston to Portland is $258 to $409. The current lowest deal is $298 with Alaska Airlines, Inc. for travel from Nov 18-Nov 19.

now $298

Low $258

High $409

The cheapest time to fly from Boston to Portland

August

Cheapest

Flights from $314

November

Most Expensive

Flights from $814

Jan

Feb

Mar

Apr

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Boston to Portland

Alaska Airlines, Inc.

Frontier Airlines

American Airlines

JetBlue Airways

Last-minute flights going from Boston to Portland

Tue, Oct 27

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Southwest Airlines

$572

$789

One-way

Wed, Oct 28

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Wed, Oct 28

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Wed, Oct 28

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Thu, Oct 29

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

Thu, Oct 29

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$316

$750

One-way

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

5 nights

Dec 11 - Dec 16

$433 → $301

30%

7 nights

Dec 9 - Dec 16

$418 → $298

29%

7 nights

Dec 22 - Dec 29

$422 → $321

24%

7 nights

Dec 25 - Jan 1

$425 → $403

Popular Airports to fly from Boston to Portland

Boston - Portland route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Boston to Portland are below the typical level of $514.

📅 Best time to fly

Fly in August for the best prices

Historically, August is the cheapest month to fly from Boston to Portland, with a median price of $314.

⏱️ Flight duration

Direct flights average 6h 10m

Direct flights from Boston to Portland typically take 6h 10m, while connecting flights average 20h 16m.

✈️ Airlines & availability

Connecting flights are dominant

Only 10.9% of recent flights from Boston to Portland are direct, with connecting flights being dominant.

🏆 Airline highlight

Alaska Airlines, Inc. offers many direct flights

Alaska Airlines, Inc. has 64 direct deals, more than any other airline on this route.

🎯 Booking tip

Deals appear regularly

Deals for flights from Boston to Portland appear regularly, so check often for good prices.

Boston main airports to depart from

Logan International (BOS)

Cheapest

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

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

💸 Flights from ~$305

Portland main airports to arrive at

Portland International (PDX)

Cheapest

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

📍 ~10 km from Portland (reachable by car)

💸 Flights from ~$376

Airports nearby Portland used as alternative

Seattle–Tacoma International (SEA)

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

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

💸 Flights from ~$280

Portland, United States

71% AI deal score

$2,427

Porter Airlines, +1

Business Class

Frequently Asked Questions About Flights to Portland

Cheap Flights from Boston to Portland

Today’s best flight deals from Boston to Portland

Boston to Portland: Overview

Insights for flights from Boston to Portland

How much is a round trip from Boston to Portland

The cheapest time to fly from Boston to Portland

Direct flights from Boston to Portland

Last-minute flights going from Boston to Portland

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

Popular Airports to fly from Boston to Portland

Boston - Portland route insights

Recent fares are below the typical level

Fly in August for the best prices

Direct flights average 6h 10m

Connecting flights are dominant

Alaska Airlines, Inc. offers many direct flights

Deals appear regularly

Boston main airports to depart from

Portland main airports to arrive at

Airports nearby Portland used as alternative

Business & First Class Flight Deals to Portland

Best Elite deals to Portland

Dec 07

Dec 07

Dec 07

Nov 18

Nov 18

Dec 07

Dec 13

Dec 13

Dec 13

Dec 07

Nov 18

Nov 18

Frequently Asked Questions About Flights to Portland

How early should I book Boston to Portland flights to get the cheapest price?

What's a cheap fare from Boston to Portland?

Which months have the cheapest flights from Boston to Portland?

Can I fly direct from Boston to Portland?

How many hours is the flight from Boston to Portland?

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

Related routes

More routes from Boston

Flights to Portland from other cities

Boston to Portland: Overview

Insights for flights from Boston to Portland

How much is a round trip from Boston to Portland

The cheapest time to fly from Boston to Portland

Direct flights from Boston to Portland

Last-minute flights going from Boston to Portland

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

Popular Airports to fly from Boston to Portland

Boston - Portland route insights

Recent fares are below the typical level

Fly in August for the best prices

Direct flights average 6h 10m

Connecting flights are dominant

Alaska Airlines, Inc. offers many direct flights

Deals appear regularly

Boston main airports to depart from

Portland main airports to arrive at

Airports nearby Portland used as alternative

Business & First Class Flight Deals to Portland

Best Elite deals to Portland

Dec 07

Dec 07

Dec 07

Nov 18

Nov 18

Dec 07

Dec 13

Dec 13

Dec 13

Dec 07

Nov 18

Nov 18

Frequently Asked Questions About Flights to Portland

How early should I book Boston to Portland flights to get the cheapest price?

What's a cheap fare from Boston to Portland?

Which months have the cheapest flights from Boston to Portland?