PDX

Find Business Class Flights from Boston to Portland

1 adult
1 adult, Business, 0 bags

KAYAK searches hundreds of travel sites at once for business class flights from Boston to Portland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Portland, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap Business Class Flight Deals from Boston to Portland

 
These are the cheapest deals for flights from Boston to Portland currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent business class round-trip flight deals to Portland

Wed, Aug 26 - Wed, Sep 2
Alaska Airlines Logo
8:27 am - 4:50 pm
BOS
-
PDX
11h 23m
1 stop
Alaska Airlines Logo
7:06 am - 7:50 pm
PDX
-
BOS
9h 44m
1 stop
$1,422Alaska Airlines
Wed, Aug 26 - Wed, Sep 2
Alaska Airlines Logo
8:27 am - 4:50 pm
BOS
-
PDX
11h 23m
1 stop
Alaska Airlines Logo
5:07 am - 7:50 pm
PDX
-
BOS
11h 43m
2 stops
$1,427Alaska Airlines
Mon, Jul 27 - Mon, Jul 27
Alaska Airlines Logo
6:03 am - 9:19 am
BOS
-
PDX
6h 16mnonstop
Alaska Airlines Logo
9:56 pm - 6:20 am
PDX
-
BOS
5h 24mnonstop
$1,432Alaska Airlines
Wed, Sep 9 - Fri, Sep 18
Alaska Airlines Logo
1:00 pm - 10:01 pm
BOS
-
PDX
12h 01m
2 stops
Alaska Airlines Logo
5:38 pm - 5:49 am
PDX
-
BOS
9h 11m
1 stop
$1,462Alaska Airlines
Fri, Oct 2 - Sun, Oct 4
Alaska Airlines Logo
8:33 am - 6:40 pm
BOS
-
PDX
13h 07m
2 stops
Alaska Airlines Logo
2:49 pm - 5:21 am
PDX
-
BOS
11h 32m
1 stop
$1,497Alaska Airlines
Thu, Nov 5 - Tue, Nov 10
Alaska Airlines Logo
2:49 pm - 11:54 pm
BOS
-
PDX
12h 05m
2 stops
Alaska Airlines Logo
7:35 pm - 10:18 am
PDX
-
BOS
11h 43m
2 stops
$1,507Alaska Airlines
Thu, Jun 18 - Sun, Jun 21
Alaska Airlines Logo
6:03 am - 9:19 am
BOS
-
PDX
6h 16mnonstop
Alaska Airlines Logo
9:56 pm - 6:20 am
PDX
-
BOS
5h 24mnonstop
$1,517Alaska Airlines
Wed, Aug 26 - Wed, Sep 2
Alaska Airlines Logo
9:33 am - 12:39 pm
BOS
-
PDX
6h 06mnonstop
Alaska Airlines Logo
7:06 am - 7:50 pm
PDX
-
BOS
9h 44m
1 stop
$1,547Alaska Airlines
Fri, Jun 19 - Sun, Jun 21
Alaska Airlines Logo
6:03 am - 9:19 am
BOS
-
PDX
6h 16mnonstop
Alaska Airlines Logo
9:56 pm - 6:20 am
PDX
-
BOS
5h 24mnonstop
$1,597Alaska Airlines
Thu, Sep 10 - Tue, Sep 15
Alaska Airlines Logo
7:12 am - 10:01 pm
BOS
-
PDX
17h 49m
1 stop
Alaska Airlines Logo
9:36 pm - 6:09 am
PDX
-
BOS
5h 33mnonstop
$1,620Alaska Airlines

Good to Know - Business Class Flights from Boston to Portland

Cheapest flight$1,422
Average price round-trip$2,181
Flight from Boston to Portland
(price for this month)

When to book business class flights to Portland

Are your dates flexible? We break down the daily and monthly prices for business class flights to Portland, so you can find the best time to fly.
Average price per month
Flight prices as travel date approaches

KAYAK’s Insights & Trends for Boston to Portland Business Class Flights

Get data-powered insights and trends into flights from Boston to Portland to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Boston to Portland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for Business Class flights from Boston to Portland is January, where tickets cost $881 (round-trip) on average. On the other hand, the most expensive months are May and August, where the average cost of round-trip tickets is $2,181 and $1,904 respectively.

Which airlines offer Business Class tickets between Boston and Portland?

There is 1 airline that flies Business Class from Boston to Portland: Alaska Airlines.

FAQs for Business Class Boston to Portland Flights

  • What is the best airline when flying business class between Boston and Portland?

    The highest-rated airline by KAYAK users offering business class flights for this route is Alaska Airlines, with an overall rating of 7.9.

KAYAK's Tips for Finding Cheap Business Class Flights from Boston to Portland

  • Look for a flight with a layover if you’re looking to save, as direct business class flights are generally more expensive for the route.

Reviews of the Top 5 Airlines Flying Business Class from Boston to Portland

 
See real verified KAYAK customer reviews for airlines flying to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Boston to Portland. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly business class to Portland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12423 reviews
8.5Crew
7.8Comfort
7.1Food
8.1Boarding
7.0Entertainment
Airline reviews

They called me 2 hours before my original flight from SFO was to depart to let me know it was delayed and that I would miss my connection. They then rebooked on a different flight leaving a half hour earlier to a different connecting airport, so that I would not miss my connection. It all worked out and I arrived at my destination without a problem and 15 minutes earlier than the original flight would have. Nice!

10.0 ExcellentAnonymous, May 2026
SFO - PDX
Read more Alaska Airlines reviews

They called me 2 hours before my original flight from SFO was to depart to let me know it was delayed and that I would miss my connection. They then rebooked on a different flight leaving a half hour earlier to a different connecting airport, so that I would not miss my connection. It all worked out and I arrived at my destination without a problem and 15 minutes earlier than the original flight would have. Nice!

Couldn’t order food for the family because all the good food was unavailable. We opted for bringing something on with us. I also didn’t like that I had to have T-mobile for online movies. Stupid.

Alaska is by far the best airline to fly with 😍

The flight crew home was so, so friendly and HILARIOUS. I’ll keep flying Alaska like I have for the last 30+ years!

Deboarding the plane was chaos. The passengers in the back of the plane started deplaning before the passengers in the middle of the plane could even retrieve their overhead bags. The staff of the plane did nothing to help.

Enforce the one bag rule for carry ons. Don't allow people to have 2 and 3 carry ons. Make baggage gets loaded onto the correct plane. My bag didn't get put onto my last flight so I didn't get it until the next day.

onboard snack was pretzels, but the FA was super nice when my neighbor asked for cookies instead and also brought some for me. :)

On time. .breakfast was especially good. First class service was special

Had to buy a snack box as I am gluten free. They should be free in extra comfort. Food they provided was awful. Not enough water stops.

Tight hot cramped seating. Gate change plus a board and de plane request with two hour delay

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

My service light was on 15 minutes before I had to get up and find a glass of ice. And I was in business class. The meals were not for either my wife and I. She did not eat the entire 10 hour flight and I managed a bowl of soup. I was expecting much more from business with what we paid.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

It was a pleasant surprise to have complimentary Wi-Fi on the flight

My business class seat was inoperable and unable to recline for 10 hour flight.

Flight delayed two hours , missed connection flight then connection cancelled- horrible experience with hotel

Omg the disaster at the security was on another level! “Go to this end, sorry closed now, go to that end”. Ridiculous! This took over an hour! As far as the airline was concerned although I booked nearly a year ago I couldn’t get my bag tag - stand in another 15 minute line or my seat on Hawaiian Airlines- 5 more minutes! Then my TSA status was denied. Like what the heck! Makes a person not want to travel with this amount of incompetence

The Honolulu Hub needs 2 to 3 times the amount of things to do as well as shuttles that transport to/from gates and terminals. Arriving from OCONUS locations; transferring to CONUS locations its a miserable experience. Fetching and re-checking bags, then returning to a gate across the airport take longer than any other large airport. If youre confused by what I mean, the process goes like this: Disembark plane Walk a mile to the main terminal Walk half a mile to baggage claim Wait 40 minutes for baggage Walk a mile to re-check-in baggage Wait 20 minutes for checking in those bags Fo back through the wrong TSA line because the signage is poor Almost miss the connecting flight because your gate is across the airport.

The checking was disaster, the crew wasn't behave well. It took us two hours to check in, after that thr line at the TSA was long, we barely make the flight. Bad airline

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

The crew were exceptionally nice and accommodating. My wife was tired after the flight from Haneda, Tokyo. They let her sleep and served her dinner later after she woke up, before we landed in PDX.

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

I like that if they asked you to checked in a bag at the gate they give you priority to board

Horrible food and crew. Crew were laughing and talking loud while people were trying to sleep

Yall need to integrate your system with Alaska more efficiently. They booted me off the first flight because of a discrepancy on your end.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

On time departure and early arrival. Flight attendant very nice.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Not very happy because of the long delaying which causes our luggages were not on the connection flight and nearly missed our connection flight.

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

It was good. I’m very disappointed that they don’t give commentary ear pods for the movie. I forgot mine at home

Everything you need to know for your flight to Portland

Cabin class types available on flights from Boston to Portland

Cabin classes available on flights from Boston to Portland. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.