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 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Boston to Portland

Explore current cheapest deals departing from Boston to Portland

Round trip

Sort by: Cheapest

October 20 - October 27

Cheapest

Best

BOS - Portland

$370

$200

Round trip

November 3 - November 10

Cheapest

BOS - Portland

$330

$200

Round trip

September 15 - September 30

BOS - Portland

$304

$230

Round trip

August 25 - August 28

BOS - Portland

$384

$236

Round trip

September 10 - September 15

BOS - Portland

$344

$236

Round trip

October 3 - October 10

BOS - Portland

$363

$236

Round trip

November 9 - November 16

BOS - Portland

$333

$236

Round trip

November 13 - November 20

BOS - Portland

$332

$236

Round trip

August 21 - August 28

Earliest

BOS - Portland

$369

$237

Round trip

September 12 - September 16

BOS - Portland

$346

$237

Round trip

Unlock all 500+ flight deals to Portland and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Boston to Portland

Flights from Boston to Portland cover a distance of 4072 km, classifying this as a long-haul route. This significant distance means travelers can expect a journey that extends beyond typical short-to-medium range flights. When considering cheap flights from Boston to Portland, understanding this haul tier is important for planning.

Fares for this route typically range from $286–$647, with a median of $393. Right now, current fares are significantly above the typical level for this route, indicating a less favorable pricing environment. Only about 1% of recent fares were classified as a good price, suggesting that finding exceptional deals can be challenging, though new deals appear almost daily.

If you are looking for the cheapest time to fly from Boston to Portland, the data indicates that March is typically the most affordable month, with a median fare of $119. October also presents a more budget-friendly option, with a median fare of $224. Following these, January offers a median fare of $268, making it another relatively inexpensive period for travel.

For direct flights from Boston to Portland, a meaningful share are non-stop, accounting for 49.1% of recent itineraries. For the remaining flights, most itineraries connect at least once, with a typical journey involving 2 stopovers. This mix means you have options for both direct travel and itineraries with connections.

A typical journey from Boston to Portland takes approximately 11h 54m, including connections. This duration reflects the long-haul nature of the route and accounts for the time spent on connecting flights, which are common given that about half of all itineraries include stopovers. Travelers should factor this total time into their planning for a comfortable trip.

How much is a round trip from Boston to Portland

Regular price: $311 - $410

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

The regular price range for flights from Boston to Portland is between $311 and $410. The current lowest deal is $200 with American Airlines, for travel from Oct 20-Oct 27.

now $200

Low $311

High $410

The cheapest time to fly from Boston to Portland

The cheapest month to fly from Boston to Portland, Oregon, is March, with a median price of $119. The most expensive month is April, with a median price of $647. Prices are generally lower from January to November.

March

Cheapest

Flights from $119

April

Most Expensive

Flights from $647

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

Thu, Jun 25

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Alaska Airlines, Inc.

$497

$412

One-way

Thu, Jun 25

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

American Airlines

$494

$412

One-way

Fri, Jul 3

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

American Airlines

$333

$241

One-way

Fri, Jul 3

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

American Airlines

$339

$251

One-way

Fri, Jul 3

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

American Airlines

$359

$256

One-way

Sat, Jul 4

⌛ Last-Minute

BOS - Portland

Boston (BOS) - Portland (PDX)

Southwest Airlines

$355

$297

One-way

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

3 nights

Dec 10 - Dec 13

$520 → $238

54%

14 nights

Dec 14 - Dec 28

$506 → $237

53%

14 nights

Dec 11 - Dec 25

$501 → $323

36%

7 nights

Oct 20 - Oct 27

$370 → $200

46%

Popular Airports to fly from Boston to Portland

Boston - Portland route insights

💸 Price insights

Current fares are below the typical level.

Recent fares from Boston to Portland are currently at $200, which is below the typical level.

📅 Best time to fly

Fly in March for the lowest prices.

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

⏱️ Flight duration

Flights are typically long-haul.

The median flight duration from Boston to Portland is 11 hours and 54 minutes, classifying it as long-haul.

✈️ Airlines & availability

Direct flights are available.

Approximately 49.1% of deals for this route are direct, with connecting flights typically having 2 stopovers.

🏆 Airline highlight

Alaska Airlines, Inc. offers direct flights.

Alaska Airlines, Inc. has offered direct flights from Boston to Portland recently.

🎯 Booking tip

Deals are frequent for this route.

Historically, deals for flights from Boston to Portland appear frequently, averaging 1.03 deals per day.

Boston main airports to depart from

Logan International (BOS)

Cheapest

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

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

💸 Flights from ~$200

Portland main airports to arrive at

Portland International (PDX)

Cheapest

Portland International Airport is a convenient arrival point for flights to Portland, Oregon.

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

💸 Flights from ~$200

Airports nearby Portland used as alternative

Seattle–Tacoma International (SEA)

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

📍 ~230 km from Portland (reachable by car or train)

💸 Flights from ~$255

Eugene (EUG)

Cheapest

Eugene provides a faster airport experience with easier security lines and reliable regional connections.

📍 ~160 km from Portland (reachable by car)

💸 Flights from ~$198

Paine Field Everett (PAE)

Paine Field Everett offers a premium, low-stress terminal experience, useful for Alaska Airlines travelers.

📍 ~290 km from Portland (reachable by car)

💸 Flights from ~$319

Roberts Field (RDM)

Roberts Field is the primary gateway for Central Oregon, useful if your travel involves the eastern Cascades.

📍 ~200 km from Portland (reachable by car)

💸 Flights from ~$409

Tri-Cities (PSC)

Tri-Cities serves as a viable backup for travelers in the Columbia River Gorge or Eastern Oregon.

📍 ~300 km from Portland (reachable by car)

💸 Flights from ~$403

Business & First Class Flight Deals to Portland

Portland, United States

65% AI deal score

$3,779

Frequently Asked Questions About Flights to Portland

Historically, the cheapest flights from Boston to Portland are found when booking 14-27 days in advance. During this period, the average price is typically around $292. Booking within 0-6 days of departure sees the average price rise to $652, while booking 60+ days out also shows a higher average of $560. For the best fares, consider purchasing your ticket approximately two to four weeks before your intended travel date.

Across the trailing quarter, a good price for a flight from Boston to Portland is considered to be $286 or less. The median price for this route historically stands at $393. Fares can go higher, with 75% of prices observed at $647 or more. Aiming for a fare around $286 or below would typically secure a competitive deal.

Historically, March offers the cheapest flights from Boston to Portland, with a median price of $119. Other affordable months include October, with a median price of $224, and January, where the median price is $268. The annual median price for this route is $393, indicating that these specific months provide significant savings compared to the overall average.

Related routes

Consider alternative routes from Boston

Flights from Boston to Accra Flights from Boston to Addis Ababa Flights from Boston to Ahmedabad Flights from Boston to Albuquerque Flights from Boston to Alicante Flights from Boston to Amsterdam Flights from Boston to Ankara Flights from Boston to Athens Flights from Boston to Atlanta Flights from Boston to Austin Flights from Boston to Bangkok Flights from Boston to Barcelona