$198 Find Cheap Flights from Massachusetts to Alaska

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Low seasonJanuary
High seasonJuly
Cheapest flight$198
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 1% 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.

  • What is the cheapest day to fly to Alaska?

    Based on KAYAK data, the cheapest day to fly to Alaska is Friday where round-trip tickets can be as cheap as $699. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $768 on average.

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

    The cheapest time of day to fly to Alaska is generally at night, when round-trip flights cost $700 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Alaska is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $736.

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

    The cheapest month for flights from Massachusetts to Alaska is April, when tickets cost $460 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $870 and $821 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 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

  • How long is the flight to Alaska?

    An average nonstop flight from Massachusetts to Alaska takes 17h 06m, covering a distance of 3278 miles. The shortest route is Boston (BOS) to Sitka (SIT) with an average flight time of 9h 24m.

  • What are the most popular destinations in Alaska?

    Based on KAYAK flight searches, the most popular destination is Anchorage (82% of total searches to Alaska). The next most popular destinations are Fairbanks (10%) and Juneau (6%). Searches for flights to Kodiak (1%), to Sitka (1%) and to Dillingham (0%) are also popular.

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.
8.0
Alaska AirlinesOverall score based on 9968 reviews
7.1Entertainment
8.5Crew
8.2Boarding
7.1Food
7.9Comfort
Airline reviews

It was all great all around. Will travel with Alaska next trip.

10.0 ExcellentLoyola, Apr 2025BOS - SEA
Read more Alaska Airlines reviews

It was all great all around. Will travel with Alaska next trip.

Three hour flight so snacks and basic drinks unless you pre buy as usual. Didn’t do my emtertainment as was tired after 23 hours of travel. You have to use your own device on US flights if travelers aren’t aware so if you only use your cell phone that can be small. Crew are great.

It was very good. I love flying with Alaska air.

Very helpful with my mother who needed a wheelchair at both ends and everything went as expected

The flight was great, the crew was great. Our complaint was that there are no TV screens built into the seats. We used our tablets but drained my battery just watching a movie. The movie and TV selection were okay but not great.

Staff was great. Flight was cramped, and flight to Spokane was delayed.

Not great. The flight was delayed, then when we were on the plane we spent over an hour taxiing before take off. We arrived very late and it took a long time for the luggage to arrive. I wish you all Happy Holidays though.

I missed my connection and no one did anything g to help me

Everything was very good. Alaska Air can’t help the airport delay

Good flight and crew. Wonderful to be on time! Only drawback, I didn’t know ahead of time there was no back-of-the-seat tv screen.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

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!!!!!

Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.

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.

No line to check my bag. Reasonable overweight fee. When the connection was late due to weather, the gate agent opened the door and let me on the second flight. The plane waited for my luggage transfer. My bag arrived on time at my final destination:)

I had paid for a seat assignment at the time of reservation but when I checked in the night before it wasn’t there. Had to purchase another seat.

So unprofessional. They changed my connecting flight to a time that made it literally impossible to make the flight with no way to contact them or reject the changes. When I missed the flight as expected, there was no one to be found at their ticketing counter and the phone support put me on hold for an indefinite time. Since they didn't have another flight that day, all sun country air personell had left the airport (this was at 7pm) and my only options were to get a hotel for the night and come back the next afternoon to hopefully get rescheduled or buy a flight with another airline.

I purchased an aisle seat but was put in the middle seat surrounded by families with small sick children (3). That can happen anytime and I was prepared. The ticket agent questioned why I hadn’t paid for my luggage and had to explain that 2 pieces were included with my ticket. I hate that nickel and diming attitude. Please inform your staff better.

I know the airline has been open for 40 years and the flight crew looked just as old. The flight attendants were not friendly and rude. They should think of retiring this crew.

The crew was friendly, but I only got a drink, no food.

Flight was late, boarding was a mess, families separated so they could make extra profit.

Book cheap flights from Massachusetts to Alaska

Recent round-trip flight deals

6/1Sun
1 stopSun Country Air
31h 48mBOS-ANC
6/9Mon
1 stopSun Country Air
17h 07mANC-BOS
$391
6/1Sun
1 stopSun Country Air
31h 48mBOS-ANC
6/12Thu
1 stopSun Country Air
17h 17mANC-BOS
$425
5/30Fri
1 stopDelta
18h 38mBOS-ANC
6/6Fri
1 stopDelta
20h 35mANC-BOS
$440
6/2Mon
2 stopsAlaska Airlines
19h 18mBOS-ANC
6/11Wed
1 stopAlaska Airlines
12h 56mANC-BOS
$445
5/30Fri
1 stopDelta
18h 38mBOS-ANC
6/7Sat
2 stopsDelta
13h 11mANC-BOS
$446
6/2Mon
2 stopsAlaska Airlines
19h 18mBOS-ANC
6/11Wed
2 stopsAlaska Airlines
15h 01mANC-BOS
$452
5/30Fri
2 stopsUnited Airlines
16h 22mBOS-ANC
6/6Fri
2 stopsUnited Airlines
12h 20mANC-BOS
$552
8/20Wed
2 stopsUnited Airlines
14h 53mBOS-ANC
8/28Thu
2 stopsUnited Airlines
13h 44mANC-BOS
$572
8/19Tue
1 stopAmerican Airlines
20h 42mBDL-ANC
8/26Tue
2 stopsAmerican Airlines
21h 26mANC-BDL
$582
8/18Mon
1 stopAmerican Airlines
32h 10mBDL-ANC
8/26Tue
2 stopsAmerican Airlines
21h 26mANC-BDL
$588

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Recent one-way flight deals

6/10Tue
1 stopSun Country Air
28h 38mBOS-ANC
$198
6/16Mon
1 stopSun Country Air
17h 18mBOS-ANC
$199
5/29Thu
1 stopDelta
10h 25mBOS-ANC
$221
6/24Tue
2 stopsDelta
13h 08mBOS-FAI
$226
5/28Wed
2 stopsUnited Airlines
14h 52mBOS-ANC
$226
5/28Wed
2 stopsAlaska Airlines
14h 34mBOS-ANC
$256
5/20Tue
1 stopAlaska Airlines
20h 44mBOS-ANC
$261
6/21Sat
1 stopUnited Airlines
17h 45mBOS-FAI
$344
6/23Mon
2 stopsAmerican Airlines
16h 20mBOS-ANC
$397
7/31Thu
2 stopsAmerican Airlines
14h 37mBDL-ANC
$433

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Last minute flights from Massachusetts to Alaska

Last minute flight, train and bus deals

5/1Thu
multi-stopAlaska Airlines
11h 05mBOS-ANC
5/8Thu
multi-stopAlaska Airlines
26h 47mANC-BOS
$948
5/1Thu
multi-stopAlaska Airlines
11h 05mBOS-ANC
5/7Wed
multi-stopAlaska Airlines
10h 59mANC-BOS
$980
5/1Thu
multi-stopAlaska Airlines
12h 08mBOS-ANC
5/7Wed
multi-stopAlaska Airlines
14h 11mANC-BOS
$986
5/5Mon
multi-stopAmerican Airlines
18h 10mALB-ANC
5/10Sat
multi-stopAmerican Airlines
19h 52mANC-ALB
$990
5/1Thu
multi-stopDelta
13h 16mBDL-ANC
5/15Thu
multi-stopDelta
11h 40mANC-BDL
$991
5/5Mon
multi-stopAmerican Airlines
12h 31mALB-ANC
5/10Sat
multi-stopAmerican Airlines
9h 26mANC-ALB
$995
5/5Mon
multi-stopAmerican Airlines
12h 31mALB-ANC
5/10Sat
multi-stopAmerican Airlines
13h 43mANC-ALB
$1,002
5/1Thu
multi-stopUnited Airlines
14h 44mBOS-ANC
5/8Thu
multi-stopUnited Airlines
20h 46mANC-BOS
$1,029
5/1Thu
multi-stopDelta
16h 06mBDL-ANC
5/15Thu
multi-stopDelta
8h 32mANC-BDL
$1,042
5/1Thu
multi-stopUnited Airlines
11h 07mBDL-ANC
5/15Thu
multi-stopUnited Airlines
11h 10mANC-BDL
$1,049

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Everything you need to know for your flight to Alaska

Cabin class types available on flights to Massachusetts

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

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