BOS

$241 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 4/15. 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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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

Tue, Aug 11 - Wed, Aug 19
Delta Logo
9:45 pm - 11:57 pm
KOA
-
BOS
20h 12m
2 stops
Delta Logo
7:05 am - 5:51 pm
BOS
-
KOA
16h 46m
1 stop
$502Delta
Tue, Aug 11 - Wed, Aug 19
Delta Logo
9:45 pm - 11:57 pm
KOA
-
BOS
20h 12m
2 stops
Delta Logo
7:10 am - 6:34 pm
BOS
-
KOA
17h 24m
2 stops
$507Delta
Tue, Aug 11 - Wed, Aug 19
Delta Logo
9:45 pm - 8:30 pm
KOA
-
BOS
16h 45m
1 stop
Delta Logo
7:05 am - 5:51 pm
BOS
-
KOA
16h 46m
1 stop
$518Delta
Tue, Aug 11 - Wed, Aug 19
Delta Logo
9:45 pm - 11:57 pm
KOA
-
BOS
20h 12m
2 stops
Delta Logo
7:05 am - 5:51 pm
BOS
-
KOA
16h 46m
1 stop
$524Delta
Tue, Aug 11 - Wed, Aug 19
Delta Logo
9:45 pm - 11:57 pm
KOA
-
BOS
20h 12m
2 stops
Delta Logo
8:15 am - 6:34 pm
BOS
-
KOA
16h 19m
2 stops
$529Delta
Wed, Aug 12 - Thu, Aug 20
United Airlines Logo
1:01 pm - 9:53 am
KOA
-
BOS
14h 52m
2 stops
United Airlines Logo
6:00 am - 12:50 pm
BOS
-
KOA
12h 50m
1 stop
$540United Airlines
Wed, Aug 12 - Thu, Aug 20
United Airlines Logo
1:01 pm - 9:23 am
KOA
-
BOS
14h 22m
2 stops
United Airlines Logo
9:40 am - 7:35 pm
BOS
-
KOA
15h 55m
2 stops
$545United Airlines
Wed, Apr 15 - Wed, Apr 22
American Airlines Logo
1:22 pm - 10:21 am
KOA
-
BOS
14h 59m
2 stops
American Airlines Logo
4:24 pm - 2:26 pm
BOS
-
KOA
28h 02m
1 stop
$558American Airlines
Thu, Aug 20 - Wed, Aug 26
Multiple Airlines Logo
6:00 am - 7:31 am
ITO
-
BOS
19h 31m
2 stops
Multiple Airlines Logo
10:30 am - 7:00 am
BOS
-
ITO
26h 30m
2 stops
$802Multiple Airlines
Fri, Aug 28 - Tue, Sep 1
Multiple Airlines Logo
9:46 am - 7:31 am
ITO
-
BOS
15h 45m
2 stops
Multiple Airlines Logo
5:45 pm - 3:41 pm
BOS
-
ITO
27h 56m
2 stops
$814Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$241
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 2% 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.
7.9
Alaska AirlinesOverall score based on 12052 reviews
7.1Food
8.1Boarding
7.0Entertainment
7.8Comfort
8.5Crew
Airline reviews

Cancelled the flight cuz they sent the WRONG plane and then they promised to rebook us and let us know within the hour what our next flight was. I have heard nothing after 12 hours and can’t get ahold of anyone.

2.0 MediocreAnonymous, Mar 2026
HNL - PDX
Read more Alaska Airlines reviews

Cancelled the flight cuz they sent the WRONG plane and then they promised to rebook us and let us know within the hour what our next flight was. I have heard nothing after 12 hours and can’t get ahold of anyone.

Plane was clean, staff was professional and flight was on time. No built in tv was still ok, as programs were offered that could synch to smart phones.

J was in the ER x 3...3 protruding discs...contacted Alaska many many days prior to cancel and request a refund or a credjt.. they only gave me 50 % credit....outrageous seeing how i have a doctors letter....just plain inhuman. AI sucks!

I was in economy class and there was plenty of leg room. New interior which was nice and they served various kinds of chips and sodas on the red eye. You couldn't get a bottle of water but they instead served it in a medium paper cup from a reinforced structured paper container, environmental friendly.

There is nothing critical to complain about but I would say the snacks are pretty bad Airline staff could be aggressive the way they move through the aisles and the plane I also got hustled for a small wallet size men bag and force the consolidated with my carry on item we're talking about a wallet size bag.

I paid for WiFi but it never really worked. That was frustrating.

I flew Hawaiian Airlines three times during my trip. Each time, when we went to baggage claim, it took about 45 minutes to an hour to receive our luggage.

The kiosk was fast. I got in and got my baggage tag right away. There was a long lines at baggaged check in But it moved fast and checked my baggage with no problem. The flight was good. The flight attendants were very helpful, friendly and always smiling.

We were very late to take off, late exit plane, and luggage took a long time.

Boarding passes could not be received online, even after online check-in. While they appeared on the Alaska.com app, they did not transfer to inbox or messages and were not available at all on the Alaska.com app following the check-in process. There was no choice other than to get boarding passes at the airport counter.

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

Traveling to a place near Boston?

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Everything you need to know for your flight to Boston

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