$364 Find Cheap Flights from Massachusetts to Alaska - Compare and Save

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Low season

November

Cheapest flight

$364
Best time to beat the crowds but there is an average 15% increase in price.
Flight from Boston to Anchorage

FAQs for booking flights from Massachusetts to Alaska

  • How does KAYAK find such low prices on flights from Massachusetts to Alaska?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Alaska.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Alaska?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Massachusetts to Alaska is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Alaska?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Massachusetts to Alaska with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Alaska?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Massachusetts to Alaska up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Alaska?

    There are 158 airports in Alaska. The busiest airport is Anchorage Airport (ANC), with 22% of all flights arriving there.

  • What is the cheapest day to fly to Alaska?

    Based on KAYAK data, the cheapest day to fly to Alaska is Saturday where round-trip tickets can be as cheap as $757. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $1,102 on average.

  • What is the cheapest time of day to fly to Alaska?

    The cheapest time of day to fly to Alaska is generally in the evening, when round-trip flights cost $766 on average. The most expensive time of day to fly to Alaska is generally in the evening, which is peak travel time and where the average cost of a ticket is $766.

  • What is the cheapest flight to Alaska?

    The cheapest ticket to Alaska from Massachusetts found in the last 5 days was to Anchorage, at $374 round-trip. The most popular route is Boston (BOS) to Anchorage (ANC) and the cheapest round-trip airline ticket found on this route in the last 5 days was $374.

  • What is the cheapest month to fly from Massachusetts to Alaska?

    The cheapest month for flights from Massachusetts to Alaska is January, when tickets cost $226 (return) on average. On the other hand, the most expensive months are November and February, when the average cost of round-trip tickets is $531 and $519 respectively.

  • How far in advance should I book a flight from Massachusetts to Alaska?

    To get a below average price on the flight from Massachusetts to Alaska, you should book around 5 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

  • How long is the flight to Alaska?

    An average nonstop flight from Massachusetts to Alaska takes 21h 20m, covering a distance of 3278 miles. The shortest route is Boston (BOS) to Anchorage (ANC) with an average flight time of 10h 03m.

  • What are the most popular destinations in Alaska?

    Based on KAYAK flight searches, the most popular destination is Anchorage (99% of total searches to Alaska). The next most popular destination is Kodiak (1%).

Reviews of the top 5 airlines serving from Massachusetts to Alaska

 
Need help choosing which airline to fly with from Massachusetts to Alaska? 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 13122 reviews
8.1Boarding
8.5Crew
7.8Comfort
7.0Entertainment
7.0Food
Airline reviews

Our gate agent was absolutely amazing. Personable, kind, and helpful. She alone makes me want to return to use Alaska Airlines.

10.0 ExcellentAnonymous, Jul 2026
Read more Alaska Airlines reviews

Our gate agent was absolutely amazing. Personable, kind, and helpful. She alone makes me want to return to use Alaska Airlines.

Don’t fly with Alaska if you have a layover in Seattle. Guaranteed to screw you over. We waited at terminal S3 &were >2 hours delayed(mechanical issues)and told to change terminals to a different plane that required riding 3 shuttles to get to new terminal N14. Then they delayed the flight even further and changed gates again. when I went to the customer service in terminal N, the manager turned me away without apologizing & refused to assist me but mandated I leave her alone as her shift is nearly finished and insisted I totake another 2 shuttles to terminal C so I can just talk to another service rep while dragging my family of 4/ kids in tow.

Everything was good. Please have a wheat free option for snacks in the future.

Not delay for a few passengers. That was uncalled for. If idiots can't make the flight on time thats their fault. Why should I be punished for them? No more holding the plane for one or two people

How can I review what was denied to me. Instead of offering to let me pay for the ticket I got booted of my flight with no way home and no choice but to purchase another ticket for 12 hours later. Filing a complaint with the DOT

I like them since I live in Alaska and I don't have much choice

Coke zero offered...good. The proptness of flight was late. This has been a everytime thing for my last 9 flights. And is putting alot of pressure on my connecting flights. Not a bit punctual. I am always early, but Ak. Airlines is not. And people i happen fly beside, parrot the same thing. The baggage delivery to baggage claim, is not prompt. Its slowwwww. The seats are poorly padded, very crowd. We need more room, not padding the airlines bottom line. Its like a cattle car. More leg room, more side to side room. And attendants need upgrade of verbal skills. I have been faithful to Ak. A., but it will change if changes are not made. Not the only planes in the sky.

We were very late to take off, late exit plane, and luggage took a long time.

Great if it’s not a long flight in coach.

Flight was delayed about 40 minutes by a mechanical problem. This made a long day even longer. Otherwise good.

Boarding was delayed by an hour and then we proceeded to sit on the tarmac for another 30-40 minutes. No clear explanation was ever given and the delay caused me to miss my connecting flight home. Was forced to stay the night in the connecting city which impacted my following workday and cause personal issues at home as well.

Good flight — left on time due to on time arrival of Pittsburgh flight

Delta keep on impressing me. Right now Delta airline is the best of them all

Good but since we got in early we had to wait on runway for our gate. That was kind of a bummer but we still got in earlier than planned For entertainment I was watching a movie and getting close to the end of it with 15 min left but it kept jumping automatically to the next movie before finishing.

13 hour delay stuck in Detroit and missed a day of meetings. It was terrible

Great crew. Comfortable seating. Nice overhead bin space. My app didn't allow me to check in for my flight to BOS. When I called Support, they didn't fix it, but just told me to check in at the airport. Seat back entertainment was great. Could be better if the audio could connect to Bluetooth.

The cabin was definitely dated, but that's about par for the course. The flight crew were wonderful as always (always a Delta highlight), but the boarding process was slow with little direction or encouragement to get people in their seats quickly since we were already delayed.

Totally organized, quick boarding, professional staff and ON TIME! Good size seats in the cabin Wonderful experience

The ac must have died, it was way to hot on this flight. Boarding g was chaotic. The flight was delayed for boarding. Not a great experience.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

⭐ Absolutely AWFUL Experience with United Airlines! If I could give United Airlines ZERO stars, I would. The seats have practically NO legroom, making the flight feel like being crammed into a tin can with nowhere to move. Comfort? Forget about it! And the fees? Absolutely ridiculous! They seem to charge you for EVERYTHING. You pay for your ticket, then get hit with extra charges for things that should be part of a decent flying experience. What’s next, charging passengers for breathing? Flying with United feels less like being a valued customer and more like being a walking wallet. The seats are uncomfortable, the legroom is pathetic, and the constant nickel-and-diming is infuriating. For the price you pay, you would think they could at least provide a little space to stretch your legs and a travel experience that doesn’t leave you feeling ripped off. Do yourself a favor and look at other airlines before booking with United. I certainly won’t be rushing to fly with them again. Absolutely disappointing from start to finish!

Flight was very smooth from Boston. But when we got to Houston, the gate was not open and we waited on the runway for over 30 min!!

My flight from Boston to SFO was fine. Crew was friendly and helpful. Food was mediocre. Fright from SFO to MNL was not as good. My flight attendant was friendly but didn’t seem to have a lot of experience. She seemed overwhelmed. Also, this was the only red eye business class flight I’ve flown which only served dinner 2 hours after takeoff in a 13 hr flight. When I woke up 1 hr before landing, everyone was eating so I assumed bkft was being served. I pushed my button for help and no one came so I approached my flight attendant and she said they don’t serve bkft but she gave me choices for lunch or dinner. I routinely fly business class but I was disappointed with the lack of service and attention I was given on this flight. Also, most airlines will offer a snack or coffee before bkft is served but this was not offered during this flight. Overall, it was disappointing.

Horrible on the chicago end. They change hates then there is a plane at the new gate so we can’t pull in. Then that plane has mechanical issue and needs to be pulled back to the gate but we can’t get to another new gate due the other plane being in the way. Horrible gate management which will cause many customers to miss connections.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

Unbelievably smooth boarding at IAH and the flight attendants were top notch.

Comfortable seating POS to IAH. Food options were satisfactory. Good seat from IAH to ANC. Food options could be better.

There could have been better food options in economy on the long 7hr trip from IAH to AM.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Flying to anchorage would have been cool but the weather got in the way

Boston sucks. Everything after 4p is delayed. AA switched planes on us so we ended up being 1.5 hours late (plus the delay at Logan). Not sure why the airline says it is on time until 1 h before the flight and then it becomes a rolling delay when they knew the incoming flight was arriving after our scheduled departure time. The crew was great as were the gate agent and ground crew. Just operations that sucked.

Flight was 2 hr late but at least I was upgraded to first class

I've flown American several times this summer and I have yet to get a flight that leaves on time. However, a delay is better than a cancel. So far I have had four canceled flights and two delayed flights

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

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 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.

The flight was cancelled without compensation on hotel lodging near MSP. We had to buy tickets from another airlines to fly home.

Boarding and crew were great, but seats are terribly uncomfortable. No food or entertainment options.

Everything went very smoothly! Thanks for a great first experience flying with small children!

Crew members great. Everything else a 0! Got on plane at 530am. Got de boarded for mechanical issue. Supposed to leave by 830 am. Zero communication from gate agents. Then supposed to leave by 230pm. Then delayed till 330pm. Still zero communication with gate agents. All they would say is if you have an issue call the 1800 number. You call and sit on hold minimum 45 minutes for zero answer. Finally board at 345pm didn’t take off till after 4pm! Sat in airport for 11 hours with 4 adults and 3 kids. Finally offered a $100 (we are sorry) voucher for next trip. Missed whole day in Florida had to change reservations in Florida! Absolute joke of an airline! And I usually really like sun country.

Booked through Kayak for $236. They canceled the flight unknown to me; retaining $100 for canceling it. Found out when I went to check in. Rebooked the same flight for $400. Incredibly disappointed. The Sun Country part was as to be expected. Crowded, no food, no arm room but got me where I wanted to go.

3 seperate extremely rude unhelpful staff. Delayed flight. Lost my bag

Sat between 2 big men. I was uncomfortable. Flight was delayed twice. About 2 hours altogether.

We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!

When we landed in Minneapolis from Providence, the ground crew was unable to move the jet bridge to meet our plane because the wheels were frozen. We waited patiently on the plane for about 45 minutes while they tried to solve this problem. It was mind boggling that this would not be more quickly resolved, or anticipated, in a place where sever winter weather is the norm. We stressed about meeting our connecting flight to Portland, which we assumed would be our only option for that day. Fortunately, when we finally raced from our gate to the next one, that Sun Country flight had been delayed so we didn't miss it. We decided not to take anything but direct flights from now on, no matter how much cheaper.

The delay was a pain… Loved the crew and they made up time and treated us very well. Ticket counter was awesome, boarding agents not so much

More options for your flight to Alaska

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