$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 9/16. 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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Cheap Flights from Boston to The Big Island

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$449
Hilo
Hilo2 stops$567
Kailua-Kona
Kailua-Kona1 stop$449
Hilo
Hilo2 stops$567

Book Cheap Boston to The Big Island Plane Tickets

 
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

Tue, Nov 4 - Tue, Nov 11
Delta Logo
10:50 am - 7:53 pmBOS-KOA
14h 03m1 stop
Delta Logo
8:45 pm - 3:54 pmKOA-BOS
14h 09m1 stop
$449Delta
Find Deal
Fri, Sep 5 - Mon, Sep 8
Alaska Airlines Logo
5:08 pm - 2:19 pmBOS-KOA
27h 11m1 stop
Alaska Airlines Logo
7:03 am - 6:00 amKOA-BOS
16h 57m1 stop
$453Alaska Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
Delta Logo
6:00 am - 7:53 pmBOS-KOA
18h 53m2 stops
Delta Logo
8:45 pm - 3:54 pmKOA-BOS
14h 09m1 stop
$454Delta
Find Deal
Tue, Nov 4 - Sun, Nov 9
American Airlines Logo
6:05 am - 3:44 pmBOS-KOA
14h 39m1 stop
American Airlines Logo
4:32 pm - 12:48 pmKOA-BOS
15h 16m2 stops
$455American Airlines
Find Deal
Fri, Aug 29 - Thu, Sep 4
Delta Logo
7:25 am - 5:34 pmBOS-KOA
16h 09m1 stop
Delta Logo
8:41 pm - 3:23 pmKOA-BOS
12h 42m1 stop
$458Delta
Find Deal
Thu, Nov 27 - Tue, Dec 2
United Airlines Logo
7:25 am - 4:18 pmBOS-KOA
13h 53m1 stop
United Airlines Logo
8:55 pm - 1:55 pmKOA-BOS
12h 00m1 stop
$474United Airlines
Find Deal
Thu, Jan 1 - Mon, Jan 12
American Airlines Logo
5:38 am - 3:35 pmBOS-KOA
14h 57m1 stop
American Airlines Logo
10:40 pm - 4:56 pmKOA-BOS
13h 16m2 stops
$486American Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
United Airlines Logo
7:15 am - 4:18 pmBOS-KOA
14h 03m1 stop
United Airlines Logo
2:25 pm - 10:58 amKOA-BOS
15h 33m2 stops
$487United Airlines
Find Deal
Thu, Sep 4 - Sat, Sep 13
Hawaiian Airlines Logo
8:00 am - 3:59 pmBOS-ITO
13h 59m1 stop
Hawaiian Airlines Logo
7:47 am - 6:00 amITO-BOS
16h 13m1 stop
$841Hawaiian Airlines
Find Deal
Thu, Oct 2 - Sun, Oct 12
Hawaiian Airlines Logo
8:00 am - 4:56 pmBOS-ITO
14h 56m1 stop
Hawaiian Airlines Logo
9:49 am - 6:00 amITO-BOS
14h 11m1 stop
$866Hawaiian Airlines
Find Deal
Booking Insights

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 $1,202, 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 September, when tickets cost $511 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $912 and $777 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.


Good to know

Low seasonOctober
Cheapest flight$225
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 0% lower on average.
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.

Reviews of the 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
7.1Food
7.1Entertainment
7.8Comfort
8.5Crew
Airline reviews

I loved that the checking in process was seamlessly easy and user friendly. The crew was very nice and professional. Unfortunately, we were seated in the back of the plane across from the bathroom. There wasn’t much room for leg room and comfortability. Alongside, we had to listen to a baby crying up and down the aisle way for the entire plane ride. The turbulence of the plane landing was rocky. Overall, the experience with Alaska was just okay. We made it home alive so that’s always a positive.

4.0 OkayAnonymous, Jul 2025BOS - SFO
Read more Alaska Airlines reviews

I loved that the checking in process was seamlessly easy and user friendly. The crew was very nice and professional. Unfortunately, we were seated in the back of the plane across from the bathroom. There wasn’t much room for leg room and comfortability. Alongside, we had to listen to a baby crying up and down the aisle way for the entire plane ride. The turbulence of the plane landing was rocky. Overall, the experience with Alaska was just okay. We made it home alive so that’s always a positive.

Tickets we booked together in January became two different connecting flights. VERY PISSED a about this and a terrible start to our bucket list vacation

Could not check in online - had to get boarding passes at the ticket counter and our daughter got bumped off our connecting flight. NOT OK!

I needed more space to sleep on an overnight flight.

Our flight time was drastically changed which caused us to lose a day of vacation

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Flight was delayed which led to missed connection, but rebooked on a more direct flight at the last minute and arrived in Juneau on time with all our luggage. Little stressful and our family seating got split, but it all worked out in the end.

Only issue was the 2 hr delay after an 8 hr layover. Very long day.

Very bad, terrible food and late by 2 hours. Then no to open aircraft doors

Flying on Hawaiian Airlines was good. But, getting a boarding pass was a hassle. I booked what I thought was an Alaska Airlines flight that was actually a Hawaiian Airlines flight. I couldn't check in online. I had to wait for the Hawaiian Airlines counter to open so I could get my boarding pass which was a requirement for me to get in The Club or the Centurion Lounge. (I had no check in luggage so I didn't expect to have to physically check in.) The Alaska Airlines staff blamed the FAA for the problem.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

The worst flight experience I've ever had. Our flight was delayed 14 whole hours because the flight crew never showed up. We had to wait in a two hour line to get our new boarding passes, we were told we had no other option but to fly at 10pm (we didn't depart until 11:45pm). Everyone had to contact their hotels and car rental places, workplaces, etc. since we lost an entire day's worth of travel. The crew showed up at 10:15, which was past the time we were supposed to board. They were laughing and being completely smug when they boarded, and they took another hour to board us onto our flight. The flight crew never came to check in on us, we were quickly given one drink and sandwich and they turned off the lights and were negligent the rest of the trip. My mom asked three attendants for a seat belt extender, they never brought one. I was dehydrated and never received another drink. They were very rude and unfriendly, we had been up since 4am the morning of our flight and didn't land in our destination until 2am the next day (5am local time). This was unacceptable service and treatment, these flights are not cheap and we were inconvenienced out of an entire day of travel. This was 100% avoidable and was the fault of Hawaiian Airlines, and their crews inability to show up to work on time.

Loved the leg room, usb charging, outlet, food, staff. The seats were very uncomfortable for some reason and made my buttocks ache and would have liked to be seated together from the time of purchasing tickets without having to pay extra.

Usually we have a pleasant trip on HA. Not this time! All stewards were unpleasant, rude, rushed, condescending. First step onto the plane, WE greeted the crew with an “Hello!”. They greeted us with a terse smile then ignored us. Not a good start. Even over the PA announcements, they were rushed and unpleasant. One Stewart even berated a passenger in front of us when all they asked is if the purchase cart had vodka to purchase. The steward said “LIKE WE SAID OVER THE PA, THIS ONLY HAS FOOD OR BEVERAGE!” Vodka is a beverage! It was a legitimate question. Not sure why she treated the passenger this way. Taking trash was even unpleasant, No “Thank you” or at least a smile. I work in CS. I know good CS can make or break your trip. There was absolutely no “aloha” on this trip. All clearly did not want to be on this plane and felt strongly that they did not want to provide a premium service to their clients. This might be our last HA and cancellation of my HA-MC if we are treated the same way going home. We are typically treated with kindness and warmth in the past with HA. This trip was unacceptable.

Overall it was a good flight, but the food should be looked at. No options. The seat was also uncomfortable and very tight.

It’s great, I’ve always fly & ride with Hawaiian Airlines going Inter island or to the mainland.

Nothing. Fare didn’t allow seat allocations. So we were stuck in the middle . Not good for 77 to 80 year olds. I was stick on plane. Taken off the plane before take off and ground staff told me to google where a hospital was to get a clearance to travel again. Left on own at airport ti fend for our selves. Also was charged for baggage, also I was not aware. I think booking through a third party, such as yourselves, doesn’t allow any for considerations when allocating seats.

Check in process was a mess. Long lines, equipment malfuctioning. One line for baggage tags then a second line for bag checkin.

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.

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

The flight got delayed 2.5 hrs due to a maintenance issue that cause a domino effect. American should have spare planes for when something like this happens.

Delayed flight, so I switched fights to SFO to Phoenix , Phoenix to DSM. Excellent service through American Airlines

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