$241 Find Cheap Flights from Massachusetts to Alaska

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Alaska

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Useful Info
Useful Info

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$241
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Hartford 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 $451 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $856 and $806 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 18h 21m, covering a distance of 3278 miles. The shortest route is Boston (BOS) to Anchorage (ANC) with an average flight time of 9h 58m.

  • 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 (11%) and Juneau (6%). Searches for flights to Kodiak (1%), to Sitka (0%) and to Sand Point (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 10000 reviews
8.1Boarding
7.8Comfort
7.1Entertainment
7.1Food
8.5Crew
Airline reviews

It sucks, flight delays at FAT caused us to miss a day at lodge and overnight in Seattle. Flight delays coming home also. Never again

2.0 MediocreAnonymous, Jun 2025PSG - JNU
Read more Alaska Airlines reviews

It sucks, flight delays at FAT caused us to miss a day at lodge and overnight in Seattle. Flight delays coming home also. Never again

The plane was late taking off. We sat on the plane at least 45-60 minutes before moving away from the gate. Im 5’9” and 185lbs and there is no room in those seats. On top of that you shoehorn a waterbuffalo of a woman in the middle seat to where her sweaty rolls and arms were well into my seat and touching me the whole time. It was either that or press against the opposite arm rest and get hit by the beverage cart and every single person who walked by.

Kayak and Alaska have our trusted traveller information stored in our profiles. But, that information never made it to Alaska when it came time to check into our outbound flight. As a result, we were not cleared for TSA recheck. I was able to add in that information for our return flight and we had TSA Recheck on the return. I really expected Kayak and Alaska to do a complete job with our booking given the amount of information you have on file.

PAID First class. No use of lounge in Phoenix (should have a code share). Bags checked and not marked first class, asked attendant who stated on mark gold members. Last bag out of carousel. When you pay extra, expect that...wifi was rebooted and not functioning to allow internet access. Food and cree were very good.

Very Large person sitting next to me and taking up a lot of space including mine

There was no sense of urgency to get us to our destination on time. There’s just no such thing with this airline. It’s not my fault, they don’t have enough help. They sure as hell charge you enough for everything Nothing like being nickel and dimed to death. Money for bags money to choose a seat. You gotta be made for money to fly this airline.

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

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

It’s a great flight. Service is good. Staff is awesome.

The assistance with the wheel chairs was fabulous. All the people were so very friendly and helpful. I want to thank them all.

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.

Book cheap flights from Massachusetts to Alaska

Recent round-trip flight deals

7/7Mon
1 stopSun Country Air
12h 50mBDL-ANC
7/17Thu
1 stopSun Country Air
17h 51mANC-BDL
$500
9/13Sat
1 stopAlaska Airlines
32h 07mBOS-FAI
9/22Mon
1 stopAlaska Airlines
28h 24mFAI-BOS
$503
10/11Sat
1 stopDelta
13h 17mBOS-ANC
10/17Fri
1 stopDelta
11h 14mANC-BOS
$522
8/12Tue
1 stopDelta
10h 33mBOS-ANC
8/19Tue
1 stopDelta
12h 07mANC-BOS
$524
9/1Mon
1 stopAmerican Airlines
16h 14mBOS-ANC
9/4Thu
1 stopAmerican Airlines
14h 53mANC-BOS
$540
8/28Thu
1 stopHawaiian Airlines
10h 50mBOS-ANC
9/3Wed
1 stopHawaiian Airlines
10h 01mANC-BOS
$541
8/25Mon
1 stopAmerican Airlines
12h 32mBOS-ANC
9/5Fri
1 stopAmerican Airlines
13h 13mANC-BOS
$555
7/24Thu
1 stopUnited Airlines
12h 50mBOS-FAI
7/31Thu
1 stopUnited Airlines
10h 04mFAI-BOS
$612
7/24Thu
1 stopUnited Airlines
12h 50mBOS-FAI
7/31Thu
2 stopsUnited Airlines
12h 50mFAI-BOS
$617
7/18Fri
1 stopHawaiian Airlines
9h 53mBOS-JNU
7/27Sun
1 stopHawaiian Airlines
10h 50mJNU-BOS
$1,167

Search by stops

Search by airline

Search by price

Recent one-way flight deals

7/6Sun
1 stopSun Country Air
12h 02mBDL-ANC
$241
7/15Tue
1 stopSun Country Air
13h 34mBOS-ANC
$251
9/3Wed
2 stopsAlaska Airlines
20h 47mBOS-FAI
$257
10/7Tue
1 stopDelta
11h 10mBOS-ANC
$262
10/7Tue
2 stopsAlaska Airlines
17h 42mBOS-ANC
$274
10/6Mon
1 stopDelta
11h 10mBOS-ANC
$282
8/17Sun
1 stopAmerican Airlines
16h 14mBOS-ANC
$286
8/27Wed
1 stopAmerican Airlines
17h 39mBDL-ANC
$305
9/1Mon
1 stopUnited Airlines
13h 49mBOS-FAI
$321
8/11Mon
2 stopsUnited Airlines
15h 45mBOS-ANC
$330

Search by stops

Search by airline

Search by price

Last minute flights from Massachusetts to Alaska

Last minute flight, train and bus deals

6/16Mon
multi-stopSun Country Air
9h 58mBOS-ANC
6/20Fri
multi-stopSun Country Air
9h 42mANC-BOS
$686
6/16Mon
multi-stopSun Country Air
9h 58mBOS-ANC
6/26Thu
multi-stopSun Country Air
22h 38mANC-BOS
$760
6/17Tue
multi-stopUnited Airlines
17h 40mBOS-ANC
6/29Sun
multi-stopUnited Airlines
12h 30mANC-BOS
$943
6/16Mon
multi-stopAmerican Airlines
16h 19mBOS-ANC
6/26Thu
multi-stopAmerican Airlines
9h 43mANC-BOS
$949
6/17Tue
multi-stopAlaska Airlines
15h 15mBOS-ANC
6/29Sun
multi-stopAlaska Airlines
20h 55mANC-BOS
$954
6/17Tue
multi-stopUnited Airlines
14h 52mBOS-ANC
6/29Sun
multi-stopUnited Airlines
13h 45mANC-BOS
$999
6/15Sun
multi-stopDelta
15h 32mBOS-ANC
6/22Sun
multi-stopDelta
14h 15mANC-BOS
$1,020
6/14Sat
multi-stopDelta
11h 37mBDL-ANC
6/22Sun
multi-stopDelta
9h 32mANC-BDL
$1,020
6/16Mon
multi-stopAlaska Airlines
13h 22mBOS-ANC
7/4Fri
multi-stopAlaska Airlines
9h 41mANC-BOS
$1,027
6/14Sat
multi-stopAmerican Airlines
20h 42mALB-ANC
6/16Mon
multi-stopAmerican Airlines
9h 16mANC-ALB
$1,052

Search by stops

Search by airline

Search by price

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.