PDX to BOS Flight Deals: Explore the Best Routes from Portland to Boston

Cheapest flight found

$155

Economy
May 2026SouthwestPDXBOS

Last updated Mar 13, 2026

Prices by Month

Price History

Tracking the May 7, 2026 departure — the cheapest date we found.

Price Behavior: PDXBOS

Based on 6 months of fare data collected by Trip Manta.

Lowest Fare

$155

Highest Fare

$210

Median Fare

$194

Price Spread

$55

Price Volatilitymoderate

Prices fluctuate moderately — tracking can help you catch dips.

Cheapest month to fly: May 2026 (from $155)

Most expensive month: August 2026 (from $210)

Biggest price drop caught: $31 between consecutive checks

Most frequent cheapest airline: JetBlue

What This Means for You

Flights from Portland to Boston range from $155 to $210, a $55 spread across the months we track. If your dates are flexible, May 2026 tends to have the lowest fares. Prices move enough that tracking can save you money — drops often last only a few hours before the algorithm adjusts back up. We have caught drops as large as $31 between hourly checks on this route.

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From

Portland (PDX)

To

Boston (BOS)

Airport Information

Portland (PDX)

Portland International Airport (PDX) is consistently ranked as one of the best airports in the United States, known for its ease of navigation, local culinary options, and the iconic teal carpet that has garnered a cult following. Located just 12 miles northeast of downtown Portland, it offers travelers a stress-free environment with plenty of Pacific Northwest charm, including local microbrews and tax-free shopping.

Boston (BOS)

Boston Logan International Airport (BOS) is the primary gateway to New England, situated just across the harbor from downtown Boston. The airport features four passenger terminals and is well-connected to the city via the MBTA Blue and Silver Lines, as well as water taxis. It serves as a major hub for JetBlue and Delta, offering extensive amenities and historical exhibits throughout its terminals.

Frequently Asked Questions

How long is the flight from Portland (PDX) to Boston (BOS)?

A direct flight typically takes approximately 5 hours and 30 minutes to 6 hours when heading east, while the return journey west may take slightly longer due to headwinds.

Which airlines offer non-stop flights between these cities?

Alaska Airlines is the primary carrier providing consistent non-stop service between PDX and BOS, though other major carriers like Delta, United, and JetBlue offer convenient one-stop connections through their respective hubs.

What is the time difference between Portland and Boston?

Boston is three hours ahead of Portland. If it is 12:00 PM in PDX, it is 3:00 PM in BOS, which is an important consideration for scheduling transportation and meetings.

What is the best way to get from Logan Airport to downtown Boston?

Travelers can take the Silver Line bus, which is free from the airport to South Station, or use the Blue Line subway. Water taxis and ride-sharing services are also popular and efficient options.

Is there a preferred time of day to fly this route?

Red-eye flights are common for eastbound transcontinental travel, allowing you to arrive in Boston early in the morning, whereas morning departures from PDX usually result in late afternoon or evening arrivals in BOS.

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