$222 Find Cheap Flights from The Big Island to Massachusetts

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Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$222
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Kailua-Kona to Boston

FAQs for booking flights from The Big Island to Massachusetts

  • How does KAYAK find such low prices on flights from The Big Island 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 The Big Island to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from The Big Island 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 The Big Island 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 The Big Island 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 The Big Island 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 The Big Island 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 day to fly to Massachusetts?

    Based on KAYAK data, the cheapest day to fly to Massachusetts is Monday where round-trip tickets can be as cheap as $523. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $1,238 on average.

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

    The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $492 on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $638.

  • How long is the flight to Massachusetts?

    An average nonstop flight from The Big Island to Massachusetts takes 16h 19m, covering a distance of 5033 miles. The shortest route is Kailua-Kona (KOA) to Boston (BOS) with an average flight time of 12h 42m.

  • What is the most popular destination in Massachusetts?

    Based on KAYAK flight searches, the most popular destination is Boston (100% of total searches to Massachusetts).

Top 4 airlines serving from The Big Island to Massachusetts

 
Need help choosing which airline to fly with from The Big Island 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 10000 reviews
8.1Boarding
7.8Comfort
7.1Entertainment
7.1Food
8.5Crew
Airline reviews

Horrible! No blanket or pillow available! We had bulkhead seats but the seats were worn out and no cushion old. No meal or even a sandwich for our 5 hour flight just a little bag of pretzels. Crabby attendant female with long brown hair. We will not book Alaska Airlines again

4.0 OkayAnonymous, Jun 2025KOA - SAN
Read more Alaska Airlines reviews

Horrible! No blanket or pillow available! We had bulkhead seats but the seats were worn out and no cushion old. No meal or even a sandwich for our 5 hour flight just a little bag of pretzels. Crabby attendant female with long brown hair. We will not book Alaska Airlines again

Terrible check in experience, and they ended up losing our bag.

they didn't fix a plane and we were delayed travelling an extra 12 hours.

Well, the baggage porter on Maui told my mom that our carry on luggage was overweight and if she gave him a 50 dollar tip he would let it go through. She tipped him and he tells us that he needs my Alaska airlines cc to waive the extra baggage charge. Find out later that since my original reservation was not under my name using a Hawaiian airlines CC, I would have to pay for the luggage anyway. I told them I had to end up paying for my daughters ticket when you all said because she turned two using my Alaska Airlines cc, now they need to charge me for her seat/flight, but you guys didn't care and i ended up paying for the bags and my mom paid the porter 50 dollars extra for nothing .. It was a crappy experience. First it was a multi trip. PDX-HNL then HNL-OGG then OGG to PDX. All bought under one ticket. My daugher turned two during the flight from HNL-OGG, but when I bought the ticket and at the PDX airport they said since i bought the ticket before she was two, everything is fine. come to find out no, I had to pay her ticket HNL-OGG and again OGG to PDX. you guys scammed me. You should say it on your website and make sure people know that during flights if the child turns two they have to pay for their seat. If i knew that from the very beginning i would have bought her ticket and it would have been LESS than paying TWICE for her flight! and you scammed my mother with you porter who told her to pay him 50 dollars and he would take care of the extra luggage weight.

Horrible! Cancelled our flight after almost 3hr delay. 5 1/2hrs of our day wasted in an airport, only to have to figure out what hotel we need to stay in, transportation and contacting our jobs so they know we will miss work. Rebooked us for a next day flight and didn’t keep our premium seating from our original flight. The worse!!!

very good but no blankets for overnight flight or tv screens…

The direct service from Logan to PDX made travel so easy, I really appreciate this route. Pilots were very communicative with passengers about conditions and expectations. Everyone on staff was pleasant and helpful. Boarding was easy and efficient.

Express the need to arrive at the airport more than 2 hours ahead of BOARDING TIME due to super slow security lines at the Lihue airport. 4 ppl in a party of 9 nearly missed the boarding.

Our big luggage never made it to Boston. Very crucial to get it ASAP as heart medication is in there.

Seats are still too crowded and uncomfortable on long flights like this cross country one.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

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.

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 DID NOT GO TO HAWAII ON HAWAIIAN AIRLINES. YOU DID NOT INFORM ME THAT BY CHOOSING BASIC ECONOMY, I MIGHT BE REQUIRED TO FLY STANDBY. I AM ELDERLY AS WAS MY COMPANION WHO IS ALSO SEVERELY DISABLED AND THERE WOULD BE NO WAY WE COULD TRAVEL ON STANDBY. THEY TOLD ME THAT ALL OF THE BASIC ECONOMY SEATS HAD BEEN SELECTED BY OTHER PASSENGERS AND WE HAD TO PAY AN ADDITIONAL $942 TO GET A SECURED SEAT ON THE PLAN AND, IN SPITE OF THE ADDITIONAL COST, WE WERE NOT ALLOW US TO AMEND OUR TRAVEL PLANS TO EXTEND OUR VACATION. ULTIMATELY, THE FLIGHT WAS DELAYED. WE WERE OFFERED A REFUND IF WE CANCELED OUR TRIP ALTOGETHER WHICH WE DID. IT IS YOUR DUTY TO INFORM YOUR CUSTOMERS OF THE POTENTIAL PROBLEMS THEY MAY FACE, AND YOU DID NOT DO SO. I WILL NOT UTILIZE YOUR SERVICES EVER AGAIN.

Because the airport is under construction and because Hawaiian air just changed terminals we missed boarding out flight by 5 minutes. That cost me a night in an airport hotel and several hours of rebooking to make it to my destination. Costumers need to know that airport construction is a problem and they need to add an hour to deal with the air train delays from Federal Circle.

Half of my family members didn’t make it because they involuntary bumped off . And their seats where given away

Hawaiian Airlines staff is always professional & quick & easy check in & boarding process

I appreciate that the flight was delayed so that we didn’t miss the connection. The flight was crowded and the seats uncomfortable for a long flight.

Bar code for checking luggage and boarding pass didn't work. Had to stand in long customer service line. Passengers at Oahu should be aware the Terminal for Hawaiian Air requires travel by shuttle. Budget an extra 20-30 minutes to get from the main terminal to the remote terminal.

Really enjoyed their food treats, staff was friendly and they kept our seats together, check in was excellent, boarding passes uploaded to my wallet! I would definitely recommend Hawaiian airlines to friends and family! 🌺

Great service, fast internet, got a lot of work done during the flight.

Cheap food no options for vegans, no entertainment, no snacks. Too much advertisement about their credit card. Next flight will be Delta Airlines.

Checking baggage at Honolulu was a real mess. No signs directing where to go.

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!

Book cheap flights from The Big Island to Massachusetts

Recent round-trip flight deals

9/4Thu
1 stopDelta
12h 42mKOA-BOS
10/4Sat
1 stopDelta
16h 39mBOS-KOA
$511
9/4Thu
2 stopsDelta
18h 23mKOA-BOS
10/4Sat
1 stopDelta
16h 39mBOS-KOA
$582
7/23Wed
1 stopAlaska Airlines
18h 00mKOA-BOS
7/28Mon
1 stopAlaska Airlines
15h 41mBOS-KOA
$637
7/23Wed
1 stopAlaska Airlines
18h 00mKOA-BOS
7/28Mon
1 stopAlaska Airlines
15h 41mBOS-KOA
$661
7/23Wed
1 stopHawaiian Airlines
17h 00mKOA-BOS
7/27Sun
1 stopHawaiian Airlines
17h 26mBOS-KOA
$687
9/4Thu
2 stopsUnited Airlines
15h 42mKOA-BOS
10/4Sat
2 stopsUnited Airlines
31h 42mBOS-KOA
$697
7/23Wed
1 stopAlaska Airlines
18h 00mKOA-BOS
7/28Mon
2 stopsAlaska Airlines
22h 01mBOS-KOA
$703
7/23Wed
1 stopAlaska Airlines
18h 00mKOA-BOS
7/28Mon
2 stopsAlaska Airlines
20h 51mBOS-KOA
$734
7/23Wed
2 stopsUnited Airlines
15h 47mKOA-BOS
7/28Mon
2 stopsUnited Airlines
18h 43mBOS-KOA
$885
7/23Wed
2 stopsAmerican Airlines
16h 41mKOA-BOS
7/27Sun
2 stopsAmerican Airlines
15h 27mBOS-KOA
$980

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Recent one-way flight deals

9/3Wed
1 stopAmerican Airlines
12h 51mKOA-BOS
$222
9/5Fri
1 stopDelta
12h 37mKOA-BOS
$225
9/3Wed
2 stopsAmerican Airlines
15h 50mKOA-BOS
$227
11/22Sat
1 stopJetBlue
14h 05mKOA-BOS
$228
9/5Fri
2 stopsAmerican Airlines
16h 09mKOA-BOS
$230
11/1Sat
1 stopAlaska Airlines
19h 58mKOA-BOS
$256
7/29Tue
1 stopAlaska Airlines
27h 00mKOA-BOS
$257
11/21Fri
1 stopUnited Airlines
11h 59mKOA-BOS
$295
6/19Thu
2 stopsUnited Airlines
15h 06mKOA-BOS
$331
8/16Sat
1 stopHawaiian Airlines
13h 09mKOA-BOS
$382

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Last minute flights from The Big Island to Massachusetts

Last minute flight, train and bus deals

6/13Fri
multi-stopAmerican Airlines
13h 43mKOA-BOS
6/29Sun
multi-stopAmerican Airlines
13h 26mBOS-KOA
$831
6/13Fri
multi-stopAmerican Airlines
15h 43mKOA-BOS
6/29Sun
multi-stopAmerican Airlines
13h 26mBOS-KOA
$836
6/14Sat
multi-stopUnited Airlines
16h 18mKOA-BOS
6/29Sun
multi-stopUnited Airlines
35h 31mBOS-KOA
$837
6/14Sat
multi-stopAmerican Airlines
13h 43mKOA-BOS
6/29Sun
multi-stopAmerican Airlines
13h 26mBOS-KOA
$853
6/13Fri
multi-stopAmerican Airlines
14h 25mKOA-BOS
6/29Sun
multi-stopAmerican Airlines
15h 24mBOS-KOA
$899
6/14Sat
multi-stopUnited Airlines
25h 11mKOA-BOS
6/29Sun
multi-stopUnited Airlines
35h 31mBOS-KOA
$905
6/14Sat
multi-stopUnited Airlines
25h 11mKOA-BOS
6/29Sun
multi-stopUnited Airlines
19h 56mBOS-KOA
$1,025

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Everything you need to know for your flight to Massachusetts

Cabin class types available on flights to The Big Island

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

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