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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 5 days
Kailua-Kona
Kailua-Kona1 stop$586
Hilo
Hilo2 stops$617
Kailua-Kona
Kailua-Kona1 stop$586
Hilo
Hilo2 stops$617
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?

No, with an average price for the route of $586, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Boston to The Big Island is January, when tickets cost $585 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $884 and $848 respectively.

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

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 3 weeks before departure.

Good to know

Low season

September
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 10% lower on average.

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.

Reviews of the top 4 airlines serving from Boston to The Big Island

 
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.
7.9
Alaska AirlinesOverall score based on 13134 reviews
8.5Crew
7.8Comfort
7.0Entertainment
8.1Boarding
7.0Food
Airline reviews

I was a late add on to this flight because my previously booked flight was delayed, which would have made me late for my connecting flight. I was given the last seat on the plane which isn’t a huge deal but the seat had lots of dust and black mold looking growth along the air vents, making me uncomfortable with using it for the 6 hour flight. There was a gross fecal matter looking stain on the edge of the window in front of me. I paid for the WiFi, which did not work for the most of the flight.

2.0 MediocreKristen, Oct 2026
Read more Alaska Airlines reviews

I was a late add on to this flight because my previously booked flight was delayed, which would have made me late for my connecting flight. I was given the last seat on the plane which isn’t a huge deal but the seat had lots of dust and black mold looking growth along the air vents, making me uncomfortable with using it for the 6 hour flight. There was a gross fecal matter looking stain on the edge of the window in front of me. I paid for the WiFi, which did not work for the most of the flight.

Significant unexplained delay in boarding caused me to nearly miss connecting flight. Cabin crew was helpful in expediting deplaning and gate notification .

The people were great, the plugs were European with no adapters, and the snack was seven pretzel rods. The flight entertainment require the Wi-Fi that my browser couldn’t load.

It was about as poor as it could be!!! Delayed not once but multiple times

The crew at the airport and in flight were excellent, the seats were a bit cramped but I am tall so maybe someone shorter wouldn’t care. Not many food options unless you know to pre-order. I would definitely fly them again but would pay for emergency row and bring food. Flight was perfect, arrived a little early.

It was delayed seven hours and we did not take it

The delays were the real problem. The crew and staff were amazing and kept us informed and taken care of but what should have been a 6 hour flight with 1.5 hour wait ended up being a 13 hour day in the airport and in the plane waiting to board then waiting for takeoff. Great flight once we got in the air. Pilots and flight crew were awesome 😎.

The flight boarded and landed on time. There were frequent snacks & beverages, The pilot spoke in a clear calm voice, The leg room was cramped and there were no screens (entertainment) on this long ~6 hr. flight.

We had the bulkhead seats in back of the first class section and there was a rigid plastic barrier which made it very hard to get in and out of our seats. We paid extra for the bulkhead and got neither extra room nor he's getting up. We were very disappointed.

Zero refreshment offered for the whole 6 hrs flight is a turn down

Boarding was delayed by an hour and then we proceeded to sit on the tarmac for another 30-40 minutes. No clear explanation was ever given and the delay caused me to miss my connecting flight home. Was forced to stay the night in the connecting city which impacted my following workday and cause personal issues at home as well.

Good flight — left on time due to on time arrival of Pittsburgh flight

Delta keep on impressing me. Right now Delta airline is the best of them all

Good but since we got in early we had to wait on runway for our gate. That was kind of a bummer but we still got in earlier than planned For entertainment I was watching a movie and getting close to the end of it with 15 min left but it kept jumping automatically to the next movie before finishing.

13 hour delay stuck in Detroit and missed a day of meetings. It was terrible

Great crew. Comfortable seating. Nice overhead bin space. My app didn't allow me to check in for my flight to BOS. When I called Support, they didn't fix it, but just told me to check in at the airport. Seat back entertainment was great. Could be better if the audio could connect to Bluetooth.

The cabin was definitely dated, but that's about par for the course. The flight crew were wonderful as always (always a Delta highlight), but the boarding process was slow with little direction or encouragement to get people in their seats quickly since we were already delayed.

Totally organized, quick boarding, professional staff and ON TIME! Good size seats in the cabin Wonderful experience

The flight was delayed to board, then delay in landing and extremely bumpy landing.

Could have been on time and not missed my connection

⭐ Absolutely AWFUL Experience with United Airlines! If I could give United Airlines ZERO stars, I would. The seats have practically NO legroom, making the flight feel like being crammed into a tin can with nowhere to move. Comfort? Forget about it! And the fees? Absolutely ridiculous! They seem to charge you for EVERYTHING. You pay for your ticket, then get hit with extra charges for things that should be part of a decent flying experience. What’s next, charging passengers for breathing? Flying with United feels less like being a valued customer and more like being a walking wallet. The seats are uncomfortable, the legroom is pathetic, and the constant nickel-and-diming is infuriating. For the price you pay, you would think they could at least provide a little space to stretch your legs and a travel experience that doesn’t leave you feeling ripped off. Do yourself a favor and look at other airlines before booking with United. I certainly won’t be rushing to fly with them again. Absolutely disappointing from start to finish!

Flight was very smooth from Boston. But when we got to Houston, the gate was not open and we waited on the runway for over 30 min!!

My flight from Boston to SFO was fine. Crew was friendly and helpful. Food was mediocre. Fright from SFO to MNL was not as good. My flight attendant was friendly but didn’t seem to have a lot of experience. She seemed overwhelmed. Also, this was the only red eye business class flight I’ve flown which only served dinner 2 hours after takeoff in a 13 hr flight. When I woke up 1 hr before landing, everyone was eating so I assumed bkft was being served. I pushed my button for help and no one came so I approached my flight attendant and she said they don’t serve bkft but she gave me choices for lunch or dinner. I routinely fly business class but I was disappointed with the lack of service and attention I was given on this flight. Also, most airlines will offer a snack or coffee before bkft is served but this was not offered during this flight. Overall, it was disappointing.

Horrible on the chicago end. They change hates then there is a plane at the new gate so we can’t pull in. Then that plane has mechanical issue and needs to be pulled back to the gate but we can’t get to another new gate due the other plane being in the way. Horrible gate management which will cause many customers to miss connections.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

Great, except the canon was so cold. Even the flight attendants put jackets on

The app logs you out right when you are boarding requiring all passwords and reservation number for the flight. Super annoying

The pre-order only approach for fresh food is really challenging

Flight was 2.5 late. Maybe not United’s fault but late none the less. We were late as well on the first leg. WiFi quit working with an hour left.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

Boston sucks. Everything after 4p is delayed. AA switched planes on us so we ended up being 1.5 hours late (plus the delay at Logan). Not sure why the airline says it is on time until 1 h before the flight and then it becomes a rolling delay when they knew the incoming flight was arriving after our scheduled departure time. The crew was great as were the gate agent and ground crew. Just operations that sucked.

Flight was 2 hr late but at least I was upgraded to first class

I've flown American several times this summer and I have yet to get a flight that leaves on time. However, a delay is better than a cancel. So far I have had four canceled flights and two delayed flights

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

More options for your flight to The Big Island

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