$267 Find Cheap Flights from Anchorage to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Anchorage to Massachusetts departing on 1/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Anchorage to Massachusetts, 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 Anchorage to Massachusetts, as well as popular online travel agencies
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Cheap Flights from Anchorage to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$558
Albany
Albany2 stops$734
Boston
Boston1 stop$558
Albany
Albany2 stops$734

Book Cheap Anchorage to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Anchorage to Massachusetts that are departing in the next months. 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 round-trip flight deals from Anchorage to Massachusetts

Fri, Mar 27 - Tue, Mar 31
Hawaiian Airlines Logo
8:00 am - 11:54 pmANC-BOS
11h 54m1 stop
Hawaiian Airlines Logo
5:55 pm - 1:28 amBOS-ANC
11h 33m1 stop
$558Hawaiian Airlines
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Thu, Dec 25 - Wed, Dec 31
American Airlines Logo
8:30 pm - 11:51 amANC-BOS
11h 21m1 stop
American Airlines Logo
5:25 am - 6:58 pmBOS-ANC
17h 33m1 stop
$562American Airlines
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Fri, Mar 27 - Tue, Mar 31
Delta Logo
3:50 pm - 6:32 amANC-BOS
10h 42m1 stop
Delta Logo
9:10 am - 8:30 pmBOS-ANC
15h 20m2 stops
$563Delta
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Thu, Dec 25 - Tue, Dec 30
United Airlines Logo
9:00 pm - 12:53 pmANC-BOS
11h 53m1 stop
United Airlines Logo
12:20 pm - 7:45 pmBOS-ANC
11h 25m1 stop
$564United Airlines
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Wed, Dec 24 - Tue, Dec 30
Delta Logo
1:15 am - 10:29 pmANC-BOS
17h 14m2 stops
Delta Logo
7:15 am - 2:45 pmBOS-ANC
11h 30m1 stop
$569Delta
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Wed, Dec 24 - Thu, Jan 1
Delta Logo
1:15 am - 11:14 pmANC-BOS
17h 59m2 stops
Delta Logo
9:00 am - 1:22 amBOS-ANC
20h 22m2 stops
$574Delta
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Wed, Dec 24 - Tue, Dec 30
Delta Logo
1:15 am - 4:03 pmANC-BOS
10h 48m1 stop
Delta Logo
6:40 am - 6:57 pmBOS-ANC
16h 17m1 stop
$578Delta
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Thu, Nov 13 - Thu, Nov 20
Alaska Airlines Logo
5:35 pm - 12:20 amANC-BOS
26h 45m1 stop
Alaska Airlines Logo
7:00 am - 12:49 amBOS-ANC
21h 49m1 stop
$656Alaska Airlines
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Wed, Nov 12 - Fri, Nov 21
Alaska Airlines Logo
1:04 am - 12:20 amANC-BOS
19h 16m1 stop
Alaska Airlines Logo
6:30 am - 5:31 pmBOS-ANC
15h 01m1 stop
$659Alaska Airlines
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Fri, Mar 27 - Tue, Mar 31
United Airlines Logo
11:55 pm - 3:42 pmANC-BOS
11h 47m2 stops
United Airlines Logo
9:50 am - 7:45 pmBOS-ANC
13h 55m2 stops
$674United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Anchorage to Massachusetts flights

Get data-powered insights and trends into flights from Anchorage to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Anchorage to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Anchorage to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Anchorage to Massachusetts is September, when tickets cost $474 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $772 and $761 respectively.

What’s the cheapest day of the week to fly from Anchorage to Massachusetts?

The average price of all round-trip flights from Anchorage to Massachusetts clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Massachusetts on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Anchorage to Massachusetts. For your return ticket, we recommend flying on a Friday and avoiding Saturdays for the best deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Anchorage to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Anchorage to Massachusetts, you should book around 4 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$267
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Anchorage to Boston

FAQs - booking Massachusetts flights

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

    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 Anchorage to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Anchorage to Massachusetts 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 Anchorage to Massachusetts?

    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 Anchorage to Massachusetts 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 Anchorage to Massachusetts?

    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 Anchorage to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

    The cheapest time of day to fly to Massachusetts is generally in the evening, when round-trip flights cost $658 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $724.

Reviews of the top 3 airlines serving from Anchorage to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Anchorage to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Anchorage to Massachusetts? 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 11218 reviews
7.8Comfort
8.5Crew
8.1Boarding
7.1Food
7.0Entertainment
Airline reviews

Flight was delayed several times then eventually cancelled which caused issues with our hotel, car rental and tickets to planned event. We also spent unplanned expense with Lyft to and from the airport which was frustrating. Customer care was not present during whole time at the airport.

2.0 MediocreAnonymous, Oct 2025ANC - LAS
Read more Alaska Airlines reviews

Flight was delayed several times then eventually cancelled which caused issues with our hotel, car rental and tickets to planned event. We also spent unplanned expense with Lyft to and from the airport which was frustrating. Customer care was not present during whole time at the airport.

I don’t want to pay extra to choose my seat

We received a check-in reminder the day before the flight, and it listed the flight at a later time. Correct flight number, same seats, etc. for 3 hours later. I called the airline to confirm and they had no record of the email. The info was wrong, and we would have missed our flight if we'd assumed it was correct. I want to know where/how we received this incorrect info.

My experience would’ve been great because we were on a new plane, but they said as we boarded that the plane would be too new to have WiFi, which to me is unreasonable - newer planes should def have WiFi! It was a 5 hour flight from Anchorage to San Fran and because there was no WiFi, I had to take an unexpected half day off work, which was super annoying because I had a lot to do and we only found out a few minutes before takeoff.

I was sitting towards back of plane and the flight attendants I thought spoke unusually loud for an evening flight. They chatted and chatted all night long and it seemed odd to me that they didn’t try to lower their voices. It is annoying as a passenger to hear all their conversations.

5 1/2 hour trip. Nice plane. easy boarding. Could have used a bit more beverage service but it was a red eye flight and they didn't want to wake everyone.

I was very pleased with this trip from Anchorage to Seattle and Seattle to Billings. Wheelchair assistance was rendered and gratefully accepted. Unlike my outbound flights to Seattle I did not have long, painful walks on a bad knee to get to airport gates. My thanks to the Alaska staff.

Horrible. Boarded late, sat on the tarmac for over an hour, missed my connecting flight and had to spend a day in the Seattle airport. I won’t be flying Hawaiian again.

When I booked with Kayak, I paid extra for a window seat for the long flight, so I could sleep more easily. But when I checked in, they changed my seat to a middle seat. This happened on both long flights to and from Chicago to Anchorage. For one flight, upon request they changed my seat back to a window seat. For the other, they would not and said the Alaska Airlines does not allow seat requests.....just disappointing.

The flight was very smooth. The crew was very friendly.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Everything you need to know for your flight from Anchorage to Massachusetts

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