PDX - BOS

$153 Find Cheap Flights from Portland to Boston - Compare and Save

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Everything you should know

Cheapest round-trip
$294
Typical prices: $328-$545
Southwest
Mon 12/3Sun 12/16
PDX - BOS • 2 stops
Cheapest non-stop
$335
Typical prices: $364-$582
Alaska Airlines
Wed 10/17Wed 10/24
PDX - BOS • Non-stop
Nonstop flights
You can fly direct with Alaska Airlines. Average duration is 5h 31m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 26 weeks in advance save around 48% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 21% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $321 (round-trip)
Shortest trip • 8h 02m (one-way)
Insights
Insights
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We hope you love your trip to Boston!
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Booking Insights
Expert advice
Flight Deals

Cheap Flights from Portland to Boston (PDX-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Boston

Thu, Dec 3 - Wed, Dec 16
Southwest Logo
6:40 am - 9:55 pmPDX  Portland-BOS Boston Logan Intl
12h 15m2 stops Sacramento Intl Baltimore/Washington
Southwest Logo
5:00 am - 1:10 pmBOS  Boston Logan Intl-PDX Portland
11h 10m1 stop Denver Intl
$294Southwest
Thu, Jan 7 - Sat, Jan 9
Southwest Logo
11:35 am - 11:45 pmPDX  Portland-BOS Boston Logan Intl
9h 10m1 stop Denver Intl
Southwest Logo
8:40 am - 6:15 pmBOS  Boston Logan Intl-PDX Portland
12h 35m2 stops Denver Intl Las Vegas Harry Reid Intl
$294Southwest
Tue, Oct 27 - Fri, Nov 6
American Airlines Logo
7:30 am - 9:26 pmPDX  Portland-BOS Boston Logan Intl
10h 56m1 stop Dallas/Fort Worth
American Airlines Logo
3:31 pm - 10:10 pmBOS  Boston Logan Intl-PDX Portland
9h 39m1 stop Dallas/Fort Worth
$306American Airlines
Fri, Nov 6 - Wed, Nov 11
American Airlines Logo
6:00 am - 7:33 pmPDX  Portland-BOS Boston Logan Intl
10h 33m1 stop Dallas/Fort Worth
American Airlines Logo
5:43 am - 12:28 pmBOS  Boston Logan Intl-PDX Portland
9h 45m1 stop Chicago O'Hare Intl
$306American Airlines
Sat, Oct 17 - Sat, Oct 24
Alaska Airlines Logo
9:44 pm - 6:12 amPDX  Portland-BOS Boston Logan Intl
5h 28mnonstop
Alaska Airlines Logo
4:46 pm - 8:00 pmBOS  Boston Logan Intl-PDX Portland
6h 14mnonstop
$335Alaska Airlines
Sat, Oct 31 - Sat, Nov 7
Alaska Airlines Logo
7:03 am - 3:43 pmPDX  Portland-BOS Boston Logan Intl
5h 40mnonstop
Alaska Airlines Logo
9:03 am - 12:23 pmBOS  Boston Logan Intl-PDX Portland
6h 20mnonstop
$352Alaska Airlines
Mon, Nov 2 - Sun, Nov 8
United Airlines Logo
11:30 pm - 9:19 amPDX  Portland-BOS Boston Logan Intl
6h 49m1 stop Chicago O'Hare Intl
United Airlines Logo
6:00 am - 11:47 amBOS  Boston Logan Intl-PDX Portland
8h 47m1 stop Chicago O'Hare Intl
$362United Airlines
Sat, Oct 3 - Sat, Oct 31
United Airlines Logo
10:33 pm - 9:44 amPDX  Portland-BOS Boston Logan Intl
8h 11m1 stop Newark
United Airlines Logo
3:41 pm - 9:58 pmBOS  Boston Logan Intl-PDX Portland
9h 17m1 stop Newark
$377United Airlines
Sat, Oct 17 - Sat, Oct 24
Delta Logo
11:25 am - 10:10 pmPDX  Portland-BOS Boston Logan Intl
7h 45m1 stop Seattle/Tacoma Intl
Delta Logo
11:30 am - 8:53 pmBOS  Boston Logan Intl-PDX Portland
12h 23m1 stop Los Angeles
$387Delta
Sat, Nov 7 - Thu, Nov 12
Delta Logo
9:31 am - 10:10 pmPDX  Portland-BOS Boston Logan Intl
9h 39m1 stop Seattle/Tacoma Intl
Delta Logo
10:40 am - 5:10 pmBOS  Boston Logan Intl-PDX Portland
9h 30m1 stop Seattle/Tacoma Intl
$402Delta
Booking Insights

Price, demand and travel trends for Portland to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Portland to Boston with more confidence.

How much is a round-trip flight from Portland to Boston?

Round-trip flights from Portland to Boston start at $294. Prices are below average for this route right now, with typical round-trip fares ranging from $328 to $545. The lowest price found in the past 5 days was $294 on Southwest.

What's the cheapest day of the week to fly from Portland to Boston?

Tuesday is the cheapest day of the week to fly from Portland to Boston, it is 8% cheaper than the average day. Sunday is the most expensive day with flight prices 21% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Portland to Boston?

  • January is the cheapest month to fly from Portland to Boston at $326 round-trip.
  • December ($545) and November ($477) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 67% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Portland to Boston the cheapest?

Flights from Portland to Boston are cheapest 26 weeks before departure. Booking in this window typically costs about 48% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Portland to Boston

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on Alaska Airlines and JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Gabriel Leigh

Gabriel Leigh

Expert on PDX

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Key details for Portland to Boston flights

Low season

February

Cheapest flight

$153
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Portland to Boston

When to book flights from Portland to Boston

Are your dates flexible? Find out the best times to travel from Portland to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Portland to Boston flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Where at PDX can I park my car before my trip to Boston?

    PDX has an on-site long-term parking lot near the North-South Connector Tunnels. The on-site economy lot is less expensive but farther away, but it has a 24h free shuttle service to the terminals. Less expensive long-term parking is available at nearby hotels, and the hotels provide free shuttles to the terminals 24h a day.

  • Are there any nonstop flights from Portland to Boston?

    Alaska Airlines flies two nonstop PDX-BOS flights a day, both leaving in the morning. Alaska Airlines, Delta, American, and United all operate one-stop flights PDX-BOS that leave throughout the day. These one-stop flights have layovers in cities such as Detroit (DTW), Dallas (DFW), Seattle (SEA), Minneapolis (MSP), Chicago (ORD), and Newark (EWR).

  • Are there designated lactation areas at BOS where nursing moms can opt for some privacy and cleanliness to breastfeed or pump after a long flight?

    BOS provides private areas for moms to nurse in all four terminals. Terminals A, B, and C each have a private Nursing Room. The international terminal has a free-standing cabin installed, provided by the company Mamava. Like the Nursing Rooms, this 8 X 4 structure provides comfortable, clean seating where a mom can feed her baby in private. You can download the Mamava app to get the code for opening the door.

  • When I arrive at Boston Logan International Airport, how do I get into the Boston city center?

    BOS prides itself on the easy and convenient public transportation that runs to and from the airport. Subways, bus services, and even water shuttles run by the MBTA (Massachusetts Bay Transportation Authority) all make trips between the airport and different parts of Boston. The Silver Line Bus goes from the airport to South Station in Boston, where you can get a train or subway to where you need to go in the city.

  • Does Portland International Airport have a USO?

    PDX provides a USO lounge where active members of the military and their family members can relax as they wait for a plane. The USO is located on the landside mezzanine. The lounge is closed Saturday and Sunday but open Monday through Friday, 9 am to 5 pm. USO lounge amenities include free drinks, Wi-Fi, laptops, computers, and Xbox 360. Other features are lounge seating, TV, toiletries, and help with local information and transportation.

  • Which airlines offer extra legroom and free seat selection on Portland to Boston flights?

    Among airlines operating Portland to Boston flights:

    • JetBlue: offers extra legroom; offers free seat selection
    • Alaska Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Portland to Boston?

    Only Alaska Airlines operates flights between Portland and Boston.

  • Which airports can I use when flying from Portland to Boston?

    Flights from Portland to Boston usually depart from Portland (PDX) and arrive at Boston Logan Intl (BOS).

  • Which airlines include bags at no extra cost on Portland to Boston flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Alaska Airlines: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class
    • Hawaiian Airlines: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Portland to Boston?

    Four cabin classes are available on flights from Portland to Boston:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How much can I save by taking a layover when flying from Portland to Boston?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $321 round-trip via Detroit Metropolitan Wayne County (DTW), compared to $450 for nonstop.

  • What is the standard checked-bag allowance on flights from Portland to Boston?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $49–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Portland to Boston?

    The Airbus A321-100/200 family is used most often on this route, operated mainly by JetBlue. Other aircraft seen on the route include Airbus A220-300 variants.

  • Which airports do connecting flights from Portland to Boston pass through?

    One-stop flights from Portland to Boston most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 32% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 17% of one-stop connections
    • Chicago Midway (MDW) - 13% of one-stop connections
    • Denver Intl (DEN) - 11% of one-stop connections

    Chicago O'Hare Intl (ORD) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Portland to Boston?

    Yes. Being flexible with your travel dates can save you up to 25% on the Portland to Boston route. Tuesday is the cheapest departure day at $381 round-trip on average, while Sunday is the most expensive at $502, a difference of $121. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Portland to Boston spread across the day?

    Morning is the busiest departure period on Portland to Boston flights, with 50% of flights leaving in that window. Night departures account for 50%, afternoon flights for 0%, and evening flights for 0%.

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are Fenway Park, TD Garden and South Station. These are among the most viewed places in Boston on KAYAK.

  • What are the earliest and latest flights from Portland to Boston?

    These are the earliest and latest flight times available from Portland to Boston:

    • Earliest: departs at 7:00 am and lands at 12:31 pm
    • Latest: departs at 10:59 pm and lands at 4:30 am.

    The flight takes about 5h 31m.

  • How expensive are last-minute Portland to Boston flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 45% above the route average of $412. Book 26 weeks before departure for the lowest fares.

  • How long is a flight from Portland to Boston?

    A nonstop flight from Portland to Boston takes 5h 31m, covering 2,528 miles.

  • Do I need a passport to fly from Portland to Boston?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Portland to Boston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $294 to $2,446. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Portland to Boston looking right now?

    One-way fares from Portland to Boston are currently lower than usual. Average one-way flight prices are about $176, which is 25% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Portland to Boston?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 7h 27m, compared with 8h 02m via Lambert-St Louis (STL) and 8h 04m via Chicago Midway (MDW).

  • What is the time difference between Portland and Boston?

    Boston is 3 hours ahead of Portland (Eastern Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    • Dollar
    • Hertz
    • Budget
    • Thrifty
    • Sixt

  • How much should I expect to pay for a Portland to Boston flight?

    Round-trip flights from Portland to Boston range from $328 to $545, with an average of $412 over the past 12 months. Anything below $328 counts as a good deal.

  • Which airlines offer Wi-Fi on Portland to Boston flights?

    Two airlines offer in-flight Wi-Fi on Portland to Boston flights:

    • • JetBlue
    • • Alaska Airlines

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Portland to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Sunday. On this route, Tuesday flights average $381 - about $121 less than Sunday (24% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 26 weeks before you fly. On this route, that window historically saves about 48% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Portland to Boston trip for January. Fares historically average $326 round-trip in that month - typically $219 less than the most expensive month, which is December (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Detroit Metropolitan Wayne County Airport (DTW) can be cheaper than flying direct. The cheapest layover option averages $321 round-trip on this route - about $129 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.
    - Embassy Suites by Hilton Boston at Logan Airport
    - Hilton Garden Inn Boston Logan Airport
    - Hilton Boston Logan Airport
  • Boston Logan International Airport (BOS) provides accessibility services for passengers with challenges while traveling. All restrooms in all terminals are wheelchair accessible. There are elevators and ramps in all terminals leading to parking and public transportation. BOS employs audio-visual fire alarms. Caregivers may obtain guest passes if they need to pass security in order to help a passenger out of the airport.
  • If you are flying with a pet or service animal who needs to go as soon as the plane lands, you can take advantage of the pet relief areas BOS has inside its terminals. You can find pet relief areas at gets B29, E7, and C20.
  • Portland International Airport (PDX) provides play areas where kids can enjoy themselves and parents can relax. One play area is before the D/E security checkpoint and the other is near Gate C17.
  • There is a theater on Concourse C at PDX that shows short films by Oregon filmmakers. The theater is open 24h and free.
  • If you want to stay near PDX the night before an early flight, The Howard Johnson by Wyndham Portland Airport, The Ramada by Wyndham Portland Airport, and the Red Lion Hotel Portland Airport are all affordable options close to PDX that offer free airport shuttles.

Prefer to fly direct from Portland to Boston?

 
Find which airlines fly direct from Portland Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Portland to Boston Logan Intl

Monday

Alaska Airlines

Alaska Airlines

Tuesday

Alaska Airlines

Alaska Airlines

Wednesday

Alaska Airlines

Alaska Airlines

Thursday

Alaska Airlines

Alaska Airlines

Friday

Alaska Airlines

Alaska Airlines

Saturday

Alaska Airlines

Alaska Airlines

Sunday

Alaska Airlines

Alaska Airlines

See more direct flights

Direct returns

Boston Logan Intl to Portland

Monday

Alaska Airlines

Alaska Airlines

Tuesday

Alaska Airlines

Alaska Airlines

Wednesday

Alaska Airlines

Alaska Airlines

Thursday

Alaska Airlines

Alaska Airlines

Friday

Alaska Airlines

Alaska Airlines

Saturday

Alaska Airlines

Alaska Airlines

Sunday

Alaska Airlines

Alaska Airlines

See more direct flights

More options for your flight from Portland to Boston

Complete your trip to Boston with a hotel stay or car rental