BOS

Find Business Class Flights from Portland to Boston

1 adult
1 adult, Business, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Boston, 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 Portland to Boston, as well as popular online travel agencies
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Cheap Business Class Flight Deals from Portland to Boston

 
These are the cheapest deals for flights from Portland to Boston 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 Boston

Thu, Nov 26 - Wed, Dec 2
Alaska Airlines Logo
7:00 am - 3:27 pm
PDX
-
BOS
5h 27mnonstop
Alaska Airlines Logo
2:44 pm - 12:10 am
BOS
-
PDX
12h 26m
2 stops
$1,322Alaska Airlines
Thu, Nov 26 - Wed, Dec 2
Alaska Airlines Logo
6:07 am - 4:46 pm
PDX
-
BOS
7h 39m
1 stop
Alaska Airlines Logo
2:44 pm - 12:10 am
BOS
-
PDX
12h 26m
2 stops
$1,327Alaska Airlines
Thu, Nov 26 - Wed, Dec 2
Alaska Airlines Logo
6:07 am - 6:29 pm
PDX
-
BOS
9h 22m
2 stops
Alaska Airlines Logo
2:44 pm - 10:44 pm
BOS
-
PDX
11h 00m
2 stops
$1,432Alaska Airlines
Thu, Nov 26 - Wed, Dec 2
Alaska Airlines Logo
7:00 am - 3:27 pm
PDX
-
BOS
5h 27mnonstop
Alaska Airlines Logo
5:06 pm - 8:26 pm
BOS
-
PDX
6h 20mnonstop
$1,437Alaska Airlines
Tue, Jul 7 - Wed, Jul 15
Alaska Airlines Logo
10:35 am - 11:59 pm
PDX
-
BOS
10h 24m
1 stop
Alaska Airlines Logo
5:10 am - 1:06 pm
BOS
-
PDX
10h 56m
2 stops
$1,532Alaska Airlines
Tue, Sep 8 - Mon, Sep 14
Alaska Airlines Logo
7:06 am - 7:50 pm
PDX
-
BOS
9h 44m
1 stop
Alaska Airlines Logo
2:58 pm - 11:55 pm
BOS
-
PDX
11h 57m
2 stops
$1,562Alaska Airlines
Tue, Sep 8 - Mon, Sep 14
Alaska Airlines Logo
5:07 am - 7:50 pm
PDX
-
BOS
11h 43m
2 stops
Alaska Airlines Logo
2:58 pm - 11:55 pm
BOS
-
PDX
11h 57m
2 stops
$1,568Alaska Airlines
Sun, Sep 6 - Tue, Sep 15
Alaska Airlines Logo
6:17 am - 7:50 pm
PDX
-
BOS
10h 33m
2 stops
Alaska Airlines Logo
8:33 am - 7:50 pm
BOS
-
PDX
14h 17m
2 stops
$1,642Alaska Airlines
Sat, Jul 18 - Mon, Jul 27
Alaska Airlines Logo
9:56 pm - 6:20 am
PDX
-
BOS
5h 24mnonstop
Alaska Airlines Logo
4:54 pm - 8:15 pm
BOS
-
PDX
6h 21mnonstop
$1,682Alaska Airlines
Fri, Oct 30 - Mon, Nov 2
Alaska Airlines Logo
9:44 pm - 6:15 am
PDX
-
BOS
5h 31mnonstop
Alaska Airlines Logo
4:30 pm - 7:53 pm
BOS
-
PDX
6h 23mnonstop
$1,747Alaska Airlines

Good to Know - Business Class Flights from Portland to Boston

Low seasonFebruary
Cheapest flight$379
Average price round-trip$1,276
Best time to beat the crowds with an average 45% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Portland to Boston
(price for this month)

When to book business class flights to Boston

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

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

Get data-powered insights and trends into flights from Portland to Boston 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 Portland to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Portland to Boston, 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 Portland to Boston is February, where tickets cost $836 (round-trip) on average. On the other hand, the most expensive months are April and January, where the average cost of round-trip tickets is $2,237 and $1,917 respectively.

Which airlines offer Business Class tickets between Portland and Boston?

There are 2 airlines that fly Business Class from Portland to Boston. They are: American Airlines and Alaska Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $836 for a round-trip flight. On average, the best prices for flying Business Class on this route can be found at American Airlines.

FAQs for Business Class Portland to Boston Flights

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

    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 Portland to Boston

  • 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 Portland to Boston

 
See real verified KAYAK customer reviews for airlines flying to Boston. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Portland to Boston. 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 Boston? 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 12437 reviews
7.1Food
8.5Crew
8.1Boarding
7.0Entertainment
7.8Comfort
Airline reviews

Internet was great. It was nice to watch a movie. The crew was very nice.

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

Internet was great. It was nice to watch a movie. The crew was very nice.

On this flight there wer only 25 people on board. So no one in 5 rows ahead of me and noone in 7 rows behind me. So very chill.

Thank you to everyone, the crew and pilots.. they were so amazing!!

Considering my flight to Portland was in a broken chair that I had paid extra for, this one was great. So yeah, wonderful.

Some food or at least snacks need to be offered on long flights. I thought I had ordered food for my husband and I prior to the flight, but was told during the flight that I had not. Perhaps, if you must charge extra for food, let people order on board. We did get some food, which evidently others had decided they didn’t want onboard, but it wasn’t very good. We did like the adherence to takeoff and landing times, and the quick return of our luggage.

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

very nice blankets and comfortable seats. great service. Great flights.

great experience just at the end, we got in early and there wasn't anyone at the gate for 30 min so we had to just sit on the tarmac

Generally Good. Outbound flight was marred by a continuously s creaming baby. Fortunately the flight was only 90 mins long it would be nice if people traveling with small childres could be centered in one part of the plane. Also, you need to adapt your servey to include a "not applicable " option for things like food and entertainment, which are not offered on shorter flights. I fily Alaska by choice as given all the cirumstances, I fel\el you do a good job.

I was seating in 26A and the children in 27A and B were kicking me non-stop. They kicked me for hours nonstop and the parents refused to get off their phones or correct them. I kindly asked multiple times and got screamed at by the mom that her son is disabled. I told her I get it, but that I matter too and she is responsible for her child. He then kicked me so hard my drink spilled. Not one crew member or other passenger said or did a thing. It was so horrible.

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

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Lost of requested seat assignments. Lost my husband's meal choice

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

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 extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

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.

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.

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 —

Human interaction. Thought there would be more service-even a smile would have been nice.

Early morning flight and no food in First Class except a "salmon" box. No thank you. Was informed before take off by Captain that the plane was not serviced before we boarded in Phoenix. How does that happen? Need more frequent additions/turn over on the Entertainment. Thanks

Everything you need to know for your flight to Boston

Cabin class types available on flights from Portland to Boston

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