BOS

$240 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 3/24. 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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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

Thu, Nov 13 - Thu, Jan 29
American Airlines Logo
9:35 pm - 4:18 pmKOA-BOS
13h 43m1 stop
American Airlines Logo
6:00 am - 3:48 pmBOS-KOA
14h 48m1 stop
$469American Airlines
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Thu, Nov 13 - Thu, Jan 29
American Airlines Logo
9:35 pm - 7:00 pmKOA-BOS
16h 25m2 stops
American Airlines Logo
7:05 am - 3:48 pmBOS-KOA
13h 43m1 stop
$475American Airlines
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Wed, Nov 12 - Sun, Nov 16
JetBlue Logo
12:28 pm - 6:00 amKOA-BOS
12h 32m1 stop
JetBlue Logo
8:00 am - 7:17 pmBOS-KOA
16h 17m1 stop
$476JetBlue
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Thu, Nov 13 - Thu, Jan 29
Delta Logo
8:30 pm - 4:00 pmKOA-BOS
14h 30m1 stop
Delta Logo
7:15 am - 6:47 pmBOS-KOA
16h 32m1 stop
$489Delta
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Thu, Nov 13 - Thu, Jan 29
Delta Logo
8:30 pm - 4:11 pmKOA-BOS
14h 41m2 stops
Delta Logo
7:15 am - 6:47 pmBOS-KOA
16h 32m1 stop
$494Delta
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Thu, Nov 13 - Thu, Jan 29
Delta Logo
8:30 pm - 5:09 pmKOA-BOS
15h 39m2 stops
Delta Logo
5:35 am - 6:30 pmBOS-KOA
17h 55m2 stops
$500Delta
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Thu, Nov 13 - Mon, Nov 17
Alaska Airlines Logo
7:47 pm - 3:41 pmKOA-BOS
14h 54m2 stops
Alaska Airlines Logo
7:46 am - 5:22 pmBOS-KOA
14h 36m1 stop
$561Alaska Airlines
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Mon, Nov 10 - Wed, Nov 19
United Airlines Logo
2:40 pm - 10:34 amKOA-BOS
14h 54m2 stops
United Airlines Logo
7:25 am - 4:18 pmBOS-KOA
13h 53m1 stop
$565United Airlines
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Mon, Nov 10 - Wed, Nov 19
United Airlines Logo
2:20 pm - 10:34 amKOA-BOS
15h 14m2 stops
United Airlines Logo
7:25 am - 4:18 pmBOS-KOA
13h 53m1 stop
$576United Airlines
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Thu, Nov 13 - Mon, Nov 17
Alaska Airlines Logo
3:50 pm - 3:41 pmKOA-BOS
18h 51m1 stop
Alaska Airlines Logo
6:59 pm - 10:34 amBOS-KOA
20h 35m1 stop
$577Alaska Airlines
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Everything you should know

Cheapest round-trip
$469
American Airlines
Thu 11/13Thu 1/29
KOA - BOS • 1 stop
Cheapest one-way
$240
Typical prices: $245-$328
American Airlines
Tue 3/24
KOA - BOS • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$240
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 4% 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 airlines flying 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 11214 reviews
7.8Comfort
7.1Food
7.0Entertainment
8.1Boarding
8.5Crew
Airline reviews

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.

4.0 OkayAnonymous, Oct 2025HNL - PDX
Read more Alaska Airlines reviews

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.

set room is an issue and I am not obese.

Look at my previous review I just wrote on this survey. It was awful!

My experience from Lihue Airport was the “Flight Experience from Hell!” First, I was pulled aside by the Lihue TSA and searched thoroughly! Not once, but twice I was molested by 5 different TSA agents using some sort of smear cloth testing to see if I had been exposed to something dangerous! I can’t tell you what because they never gave me an explanation by the end of a near delaying incident of boarding my plane. More importantly, I was generously provided an airport wheel chair and personal porter because of my health condition. TSA even took your wheelchair apart! What’s up with that? I’m near 75, caucasian, never been arrested for anything, don’t do drugs or alcohol, and patiently and politely abided to their instructions for a full damn 20 minutes! Awful and humiliating experience especially when two different agents literally groped my testicles and crack of my butt! Then they lost the cap to my inhaler. When I got to my destination, a whole bottle of prescribed pills were emptied because of them not tightening the cap back on! Total BS and unprofessional by the lot of them! The short flight to my connecting flight to the mainland on Maui fortunately was uneventful. However the Hawaiian aircraft to San Jose was one of the worst flights I’ve ever experienced without crashing. I believe it was a 330 Neo. May I ask, why did you put three more rows of seats in the damn plane since I last flew on a Hawaiian aircraft? I had absolutely NO legroom compared to the last time I flew with you. And I’ve done a few Hawaii/mainland trips, even a RT to New Zealand before. Then, the icing on the cake was a couple with a one year old baby that literally cried and screamed for all but 15 minutes of the 5 hour flight to San Jose! Further, I couldn’t move my seat back even a millimeter because a car seat was placed from their window seat to the back of my seat! My Hawaiian flight was a freaking nightmare and fortunately will be flying back to Lihue direct with Alaska!

I only give it a bad rating because I missed my flight

Good. Night flight so tried to sleep most of the time. Very nice crew and smooth flight.

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

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.

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