BOS

Find First Class Flights from Portland to Boston

1 adult
1 adult, First, 0 bags

KAYAK searches hundreds of travel sites at once for first 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 First 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 first class round-trip flight deals to Boston

Tue, Jul 7 - Wed, Jul 15
American Airlines Logo
10:30 pm - 9:55 am
PDX
-
BOS
8h 25m
1 stop
American Airlines Logo
6:01 am - 11:33 am
BOS
-
PDX
8h 32m
1 stop
$881American Airlines
Sat, Jul 11 - Tue, Jul 14
American Airlines Logo
10:30 pm - 8:43 am
PDX
-
BOS
7h 13m
1 stop
American Airlines Logo
6:01 am - 11:33 am
BOS
-
PDX
8h 32m
1 stop
$901American Airlines
Tue, Sep 8 - Mon, Sep 14
American Airlines Logo
11:34 pm - 12:08 pm
PDX
-
BOS
9h 34m
1 stop
American Airlines Logo
5:10 pm - 11:28 pm
BOS
-
PDX
9h 18m
1 stop
$914American Airlines
Wed, Jul 22 - Wed, Aug 12
American Airlines Logo
10:30 pm - 9:55 am
PDX
-
BOS
8h 25m
1 stop
American Airlines Logo
6:00 am - 11:50 am
BOS
-
PDX
8h 50m
1 stop
$932American Airlines
Thu, Sep 17 - Mon, Oct 5
American Airlines Logo
11:08 pm - 9:39 am
PDX
-
BOS
7h 31m
1 stop
American Airlines Logo
6:00 am - 11:32 am
BOS
-
PDX
8h 32m
1 stop
$944American Airlines
Sun, Sep 6 - Tue, Sep 15
American Airlines Logo
9:00 am - 11:24 pm
PDX
-
BOS
11h 24m
1 stop
American Airlines Logo
3:06 pm - 11:28 pm
BOS
-
PDX
11h 22m
1 stop
$978American Airlines
Wed, Aug 5 - Sat, Aug 8
American Airlines Logo
6:00 am - 7:14 pm
PDX
-
BOS
10h 14m
1 stop
American Airlines Logo
6:00 am - 11:50 am
BOS
-
PDX
8h 50m
1 stop
$1,012American Airlines
Sun, Jul 26 - Sun, Aug 2
American Airlines Logo
11:15 pm - 9:34 am
PDX
-
BOS
7h 19m
1 stop
American Airlines Logo
5:10 am - 10:36 am
BOS
-
PDX
8h 26m
1 stop
$1,058American Airlines
Sun, Jul 26 - Sun, Aug 2
American Airlines Logo
11:15 pm - 9:34 am
PDX
-
BOS
7h 19m
1 stop
American Airlines Logo
5:10 am - 10:36 am
BOS
-
PDX
8h 26m
1 stop
$1,082American Airlines
Sun, Jul 26 - Sun, Aug 2
American Airlines Logo
11:15 pm - 9:34 am
PDX
-
BOS
7h 19m
1 stop
American Airlines Logo
5:10 am - 10:36 am
BOS
-
PDX
8h 26m
1 stop
$1,162American Airlines

Good to Know - First Class Flights from Portland to Boston

Low seasonAugust
Cheapest flight$464
Average price round-trip$1,127
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly and prices are also 35% lower on average.
Flight from Portland to Boston
(price for this month)

When to book first class flights to Boston

Are your dates flexible? We break down the daily and monthly prices for first 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 First 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 First 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 First Class flights from Portland to Boston is August, where tickets cost $1,027 (round-trip) on average. On the other hand, the most expensive months are October and June, where the average cost of round-trip tickets is $2,642 and $2,060 respectively.

Which airlines offer First Class tickets between Portland and Boston?

There are 3 airlines that fly First Class from Portland to Boston. They are: American Airlines, United 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 First Class on this route can be found at American Airlines.

FAQs for First Class Portland to Boston Flights

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

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

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

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

Reviews of the Top 5 Airlines Flying First 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 first 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
7.0Entertainment
7.1Food
8.5Crew
8.1Boarding
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.

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

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The tray table was broken and the food was terrible.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

I haven’t flown economy in over 20 years but it was not bad. Room by my feet for my bag and seat was roomy enough. Surprised in a good way.

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.

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.

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

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

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.

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!

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

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

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.

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.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

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.