BOS

$243 Find Cheap Flights from The Big Island to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 1/19. 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

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Everything you should know

Cheapest round-trip
$489
American Airlines
Sun 12/28Sun 1/4
KOA - BOS • 1 stop
Cheapest one-way
$243
Typical prices: $391-$1,013
American Airlines
Mon 1/19
KOA - BOS • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from The Big Island to Boston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from The Big Island to Boston 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 The Big Island to Boston

Sun, Dec 28 - Sun, Jan 4
American Airlines Logo
10:55 pm - 4:30 pm
KOA
-
BOS
12h 35m1 stop
American Airlines Logo
9:10 am - 6:51 pm
BOS
-
KOA
14h 41m1 stop
$489American Airlines
Sun, Dec 28 - Sun, Jan 4
American Airlines Logo
10:09 pm - 4:30 pm
KOA
-
BOS
13h 21m1 stop
American Airlines Logo
5:59 am - 6:51 pm
BOS
-
KOA
17h 52m2 stops
$494American Airlines
Tue, Dec 23 - Mon, Jan 5
United Airlines Logo
11:59 pm - 7:56 pm
KOA
-
BOS
14h 57m1 stop
United Airlines Logo
7:15 am - 4:41 pm
BOS
-
KOA
14h 26m1 stop
$498United Airlines
Tue, Dec 23 - Mon, Jan 5
United Airlines Logo
11:59 pm - 7:56 pm
KOA
-
BOS
14h 57m1 stop
United Airlines Logo
5:20 am - 4:41 pm
BOS
-
KOA
16h 21m2 stops
$503United Airlines
Sun, Mar 1 - Thu, Mar 5
Delta Logo
9:45 pm - 4:17 pm
KOA
-
BOS
13h 32m1 stop
Delta Logo
5:29 am - 6:30 pm
BOS
-
KOA
18h 01m2 stops
$512Delta
Sun, Mar 1 - Thu, Mar 5
Delta Logo
9:45 pm - 7:58 pm
KOA
-
BOS
17h 13m2 stops
Delta Logo
5:29 am - 6:30 pm
BOS
-
KOA
18h 01m2 stops
$518Delta
Sun, Dec 28 - Sun, Jan 4
American Airlines Logo
10:09 pm - 6:02 pm
KOA
-
BOS
14h 53m2 stops
American Airlines Logo
5:59 am - 6:51 pm
BOS
-
KOA
17h 52m2 stops
$520American Airlines
Mon, Mar 2 - Tue, Mar 3
Multiple Airlines Logo
7:42 am - 6:54 am
ITO
-
BOS
18h 12m2 stops
Multiple Airlines Logo
5:44 pm - 9:24 pm
BOS
-
ITO
32h 40m2 stops
$728Multiple Airlines
Mon, Mar 2 - Tue, Mar 3
Alaska Airlines Logo
9:50 am - 6:54 am
ITO
-
BOS
16h 04m2 stops
Alaska Airlines Logo
5:44 pm - 9:24 pm
BOS
-
ITO
32h 40m2 stops
$738Alaska Airlines
Thu, Jan 8 - Thu, Jan 15
Multiple Airlines Logo
8:24 am - 3:20 pm
ITO
-
BOS
25h 56m2 stops
Multiple Airlines Logo
4:20 pm - 9:25 am
BOS
-
ITO
22h 05m3 stops
$1,236Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$243
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Kailua-Kona to Boston

FAQs for booking flights from The Big Island to Boston

  • How does KAYAK find such low prices on flights from The Big Island to Boston?

    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 Boston.

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

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

    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 to Boston with an airline and back to The Big Island 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 Boston?

    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 to Boston from The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from The Big Island to Boston

 
Need help choosing which airline to fly with from The Big Island to Boston? 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 11432 reviews
8.5Crew
8.1Boarding
7.1Food
7.0Entertainment
7.8Comfort
Airline reviews

I know airlines have to save money, but a little more legroom would be nice. I’m a small person and I just felt cramped after a few hours. However, I loved everything else! Free Alaska Airlines wifi, free movies, yummy snacks, and the crew was so helpful and accommodating!

10.0 ExcellentAnonymous, Nov 2025
KOA - LAX
Read more Alaska Airlines reviews

I know airlines have to save money, but a little more legroom would be nice. I’m a small person and I just felt cramped after a few hours. However, I loved everything else! Free Alaska Airlines wifi, free movies, yummy snacks, and the crew was so helpful and accommodating!

I love the flight ✈️ Hawaiian Airlines. All stuffs are fantastic members ♡ sweet hearts and families warm welcome 🙏 I have milage of Hawaiian Airlines members so get points .also I booked kayak agent got cheap price ! I satisfied flight with Hawaiian Airlines ♡ thank you

Good, but because I fly internationally I found the food and service lousy compared to European standards. You should include a regular small mean (and not a lousy sandwich) and ear phones. People who travel from Europe are not aware of limited services.

Confusing now Hawaiian and Alaskan have merged, hard to check in - they need to uncomplicated things.

Should have been forthcoming for reason for delay. Should have been able to check in for seat I'd like.

It was fine. It was a 30 minute flight so there was water or fruit juice and no food. Which was totally fine. The check in, gate and flight crew were all excellent.

Once again, Hawaiian Airlines upon checking in for our return flight, told us that we hadn’t paid for our extra comfort seats. This had happened on our incoming flight as well. Hawaiian Airlines had changed our flight and put us in standard seats. I sent them confirmation emails and receipts showing that I had paid for extra comfort seats and they ignored me and refused to accept my proof of payment. I ended up having to pay for our extra comfort seats again. On our return flight, once again, we were told we hadn’t paid for our extra comfort seats, which we had. I argued until a supervisor was summoned and researched further in their system and found that we had paid for them. If I hadn’t insisted, we would’ve been forced to buy our seats again or be assigned a standard seat. This kind of Customer Service is totally unacceptable. I would never use Hawaiian Airlines again if I have a choice.

The stewards were too loud and chatty with each other

If the flight from Seattle to Eugene hadn’t been delayed for mechanical reasons we never would have made it. 45 minutes is not enough time to deplane and get clear across a big airport like SeaTac.

This was a smooth ride all the way with plenty of space in main cabin for my 6 foot frame over 5.5 hours. The stewards were pleasant and attentive. We bought the tapas box which proved to adequate for us on this flight. It was pretty hard to find restaurant food to go that is vegan for us in Kona Airport so buying this helped lots.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

United have really come back. Airport and boarding process is clear and good, app and information also very good

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

Flight team stood out for perzonal attention, kindness at bright cheery attitudes at 8am. Very helpful.

Ot was overall fine. Left on time and had basic snacks. Weather was finicky but that’s not the airlines fault.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

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