PDX

Find First Class Flights from Boston to Portland

1 adult
1 adult, First, 0 bags

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

Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
6:01 am - 11:33 am
BOS
-
PDX
8h 32m
1 stop
American Airlines Logo
12:35 pm - 11:49 pm
PDX
-
BOS
8h 14m
1 stop
$875American Airlines
Tue, Jun 16 - Wed, Jul 8
American Airlines Logo
1:13 pm - 9:21 pm
BOS
-
PDX
11h 08m
1 stop
American Airlines Logo
1:45 pm - 12:05 am
PDX
-
BOS
7h 20m
1 stop
$881American Airlines
Thu, Sep 10 - Mon, Sep 14
American Airlines Logo
3:15 pm - 11:28 pm
BOS
-
PDX
11h 13m
1 stop
American Airlines Logo
11:08 pm - 9:39 am
PDX
-
BOS
7h 31m
1 stop
$901American Airlines
Wed, Jul 29 - Wed, Aug 5
American Airlines Logo
5:38 pm - 12:05 am
BOS
-
PDX
9h 27m
1 stop
American Airlines Logo
6:00 am - 7:14 pm
PDX
-
BOS
10h 14m
1 stop
$1,002American Airlines
Thu, Jul 23 - Sun, Jul 26
American Airlines Logo
6:01 am - 11:33 am
BOS
-
PDX
8h 32m
1 stop
American Airlines Logo
11:15 pm - 9:34 am
PDX
-
BOS
7h 19m
1 stop
$1,003American Airlines
Wed, Sep 9 - Fri, Sep 18
American Airlines Logo
5:53 pm - 10:50 pm
BOS
-
PDX
7h 57m
1 stop
American Airlines Logo
3:47 pm - 5:38 am
PDX
-
BOS
10h 51m
1 stop
$1,006American Airlines
Mon, Sep 7 - Thu, Oct 15
American Airlines Logo
6:00 am - 11:50 am
BOS
-
PDX
8h 50m
1 stop
American Airlines Logo
12:32 pm - 11:48 pm
PDX
-
BOS
8h 16m
1 stop
$1,032American Airlines
Thu, Jul 23 - Sun, Jul 26
American Airlines Logo
3:19 pm - 12:04 am
BOS
-
PDX
11h 45m
1 stop
American Airlines Logo
10:30 pm - 8:43 am
PDX
-
BOS
7h 13m
1 stop
$1,058American Airlines
Fri, Oct 2 - Sun, Oct 4
American Airlines Logo
1:34 pm - 7:36 pm
BOS
-
PDX
9h 02m
1 stop
American Airlines Logo
11:08 pm - 10:06 am
PDX
-
BOS
7h 58m
1 stop
$1,137American Airlines
Tue, Jun 16 - Wed, Jul 8
Alaska Airlines Logo
6:03 am - 9:19 am
BOS
-
PDX
6h 16mnonstop
Alaska Airlines Logo
5:30 pm - 7:40 am
PDX
-
BOS
11h 10m
1 stop
$1,312Alaska Airlines

Good to Know - First Class Flights from Boston to Portland

Low seasonFebruary
Cheapest flight$464
Average price round-trip$1,708
Good deal one-way$908
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 26% increase in price.
Flight from Boston to Portland
(avg. price over the last 2 weeks)
or less

When to book first class flights to Portland

Are your dates flexible? We break down the daily and monthly prices for first 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 First 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 First 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 First Class flights from Boston to Portland is February, where tickets cost $839 (round-trip) on average. On the other hand, the most expensive months are June and November, where the average cost of round-trip tickets is $1,792 and $1,747 respectively.

Which airlines offer First Class tickets between Boston and Portland?

There are 2 airlines that fly First Class from Boston to Portland. They are: Alaska Airlines and Delta. The cheapest price of all airlines flying this route was found with Alaska Airlines at $1,247 for a round-trip flight. On average, the best prices for flying First Class on this route can be found at Alaska Airlines.

FAQs for First Class Boston to Portland Flights

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

    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 Boston to Portland

  • 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 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 first 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
8.1Boarding
8.5Crew
7.8Comfort
7.1Food
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.

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

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

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

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.

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.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

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.