$225 Find Cheap Flights from Boston to The Big Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to The Big Island departing on 9/25. 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

KAYAK searches hundreds of travel sites at once for deals on flights to The Big Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to The Big Island.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to The Big Island.
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Flights Deals

Best The Big Island Flight Deals from Boston

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$446
Hilo
Hilo2 stops$517
Kailua-Kona
Kailua-Kona1 stop$446
Hilo
Hilo2 stops$517

Cheap Flights from Boston to The Big Island

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

Thu, Nov 6 - Fri, Nov 14
Delta Logo
7:05 am - 6:44 pmBOS-KOA
16h 39m1 stop
Delta Logo
9:45 pm - 3:54 pmKOA-BOS
13h 09m1 stop
$446Delta
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Thu, Nov 6 - Fri, Nov 14
Delta Logo
7:05 am - 6:44 pmBOS-KOA
16h 39m1 stop
Delta Logo
9:45 pm - 3:54 pmKOA-BOS
13h 09m1 stop
$449Delta
Find Deal
Fri, Sep 19 - Sun, Sep 28
Alaska Airlines Logo
7:45 am - 8:27 pmBOS-KOA
18h 42m2 stops
Alaska Airlines Logo
6:00 am - 6:25 amKOA-BOS
18h 25m2 stops
$460Alaska Airlines
Find Deal
Thu, Nov 6 - Fri, Nov 14
Alaska Airlines Logo
8:05 am - 3:55 pmBOS-KOA
12h 50m1 stop
Alaska Airlines Logo
6:57 pm - 3:41 pmKOA-BOS
15h 44m2 stops
$481Alaska Airlines
Find Deal
Fri, Oct 31 - Sat, Nov 8
American Airlines Logo
5:00 am - 1:46 pmBOS-KOA
14h 46m2 stops
American Airlines Logo
4:35 pm - 12:04 pmKOA-BOS
14h 29m2 stops
$491American Airlines
Find Deal
Fri, Oct 31 - Sat, Nov 8
American Airlines Logo
5:00 am - 1:46 pmBOS-KOA
14h 46m2 stops
American Airlines Logo
4:35 pm - 12:04 pmKOA-BOS
14h 29m2 stops
$517American Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 5
United Airlines Logo
7:15 am - 4:18 pmBOS-KOA
14h 03m1 stop
United Airlines Logo
8:55 pm - 1:58 pmKOA-BOS
12h 03m1 stop
$584United Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
United Airlines Logo
7:15 am - 4:18 pmBOS-KOA
14h 03m1 stop
United Airlines Logo
2:05 pm - 10:13 amKOA-BOS
15h 08m2 stops
$594United Airlines
Find Deal
Tue, Jul 8 - Wed, Jul 16
Hawaiian Airlines Logo
8:00 am - 6:43 pmBOS-KOA
16h 43m1 stop
Hawaiian Airlines Logo
7:00 am - 6:00 amKOA-BOS
17h 00m1 stop
$757Hawaiian Airlines
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Fri, Jul 4 - Thu, Jul 10
Hawaiian Airlines Logo
8:00 am - 4:54 pmBOS-ITO
14h 54m1 stop
Hawaiian Airlines Logo
12:14 pm - 6:00 amITO-BOS
11h 46m1 stop
$955Hawaiian Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Boston to The Big Island flights

Get data-powered insights and trends into flights from Boston to The Big Island to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Boston to The Big Island?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $1,065, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to The Big Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to The Big Island, 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 Boston to The Big Island is January, when tickets cost $533 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $895 and $771 respectively.

What’s the cheapest day of the week to fly from Boston to The Big Island?

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

If you are looking for a flight deal from Boston to The Big Island, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from The Big Island, Monday is the cheapest day to fly and Saturday is the most expensive.

How far in advance should I book a flight from Boston to The Big Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to The Big Island, 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 Boston to The Big Island, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.


Good to know

Low seasonOctober
High seasonFebruary
Cheapest flight$225
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Boston to Kailua-Kona

FAQs - booking The Big Island flights

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

    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 Boston to The Big Island.

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

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

    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 Boston to The Big Island 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 Boston to The Big Island?

    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 Boston to The Big Island 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 The Big Island?

    The cheapest time of day to fly to The Big Island is generally in the afternoon, when round-trip flights cost $405 on average. Morning departures are around 15% cheaper than evening flights, on average. The most expensive time of day to fly to The Big Island is generally in the evening, which is peak travel time and where the average cost of a ticket is $782.

Top 5 airlines serving from Boston to The Big Island

 
See real verified KAYAK customer reviews for airlines flying from Boston to The Big Island. 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 Boston to The Big Island? 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
8.5Crew
7.1Food
Airline reviews

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

2.0 MediocreEmilie, Jun 2025KOA - OGG
Read more Alaska Airlines reviews

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.

This flight was how a flight should be. The flight from Hawaii to Seattle was terrible

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.

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

Wish I got An email stating that I needed to check in at hawaiian even if I made my ticket thru alaska. I had to walk to terminal A from Terminal B.

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

Long delay before boarding. By the time I was informed of the delay I was already at the gate.

One of the worst check-in experiences ever. Apparently, we were overweight and had to completely repack. They tried to charge us an extra $35 per bag on top of the standard checked baggage fee we had already paid in advance. Surprisingly, we managed to fit everything into our carry-ons and stayed under their precious 50-pound limit. (By the way, 23 kg is actually 50.7 lbs, so we couldn’t even go slightly over 50 according to the very unfriendly agent.)

Tight legroom. The breakfast was provided, which was a plus, and okay the taste.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

Excellent check-in. Crew was good. Excellent communication from flight deck.

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.

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 was very pleasant. The staff and crew are very polite.

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

Customer service by Susan of Alaskan Air was outstanding. We missed our flight out of JFK. She got us rebooked the following day. Way to go Susan.

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.

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

We boarded an hour and a half late because a coffee maker leaked in the plane. Then we had to wait for awhile to get off the plane because another plane was in our spot at the terminal. I had plans when I landed that I had to skip so it was pretty disappointing.

We moved from the international terminal to a new location. I think there are still some bugs to work out . We didn’t receive check in notification and had to scramble to find it but i think it will work out

Not so good. The takeoff was aborted after reaching 100 knots due to a problem with the front tires. I do commend the pilot for a quick decision and preventing a potential disaster. We returned to the gate to put fresh tires on the front. Our flight was delayed for over 3 hours. The rest of the flight was okay. We were reimbursed by Hawaiian Airlines for only $50. Not too generous

Arrived at the gate with no seats assigned. Was told by gate agent the flight was full and we would not be on it. I asked the gate agent how could I be sold tickets when the flight was full. She replied, “Thats just how they do it.” I was able to get seats once I arrived at the gate. The flight itself was great. I’ll never purchase tickets without seat assignments from kayak or anyone again. Shame on kayak or Hawaiian airlines or all of you.

A cold sandwich would be much better than the warm gummy croissant.

United airlines, mediocre at best. No issues , nothing great . Worked for me

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.

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

I’m impressed that we were on time in Sacramento after having a late departure in Newark and our made it. The staff was friendly and warm.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

5.5 hour delay with no explanation on why, along with no proactive effort to reaccomodate me.

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.

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