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$304 Cheap Flights from Hilo (ITO) to Boston (BOS)

Cheap Flights from Hawaii Island to Boston (ITO-BOS)

Prices were available within the past 7 days and start at $304 for one-way flights and $691 for roundtrip, for the period specified. Prices and availability are subject to change.

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Hilo (ITO) to Boston (BOS) at a glance

Embark on your journey from Hilo International Airport (ITO) to Logan International Airport (BOS) with a range of airlines offering flights along this domestic long-haul route. Explore options for cheap Hilo to Boston flights and compare itineraries from full-service carriers to find the best fit for your budget and schedule. As you prepare to discover Boston's iconic sights and vibrant neighborhoods, you'll find all the essential details for flights from Hilo to Boston right here.

  • Fastest flight duration: around 10h 45m in-flight, plus roughly 1h 45m layover with one stop
  • Route distance: roughly 5,000 miles (8,050 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $310–$805, depending on seasonality and how far ahead you book

Flights from Hilo International Airport (ITO) to Logan International Airport (BOS)

Based on recent traveler preferences, here are the top airlines flying from Hilo to Boston, often selected for their multi-stop and one-stop options. Common layovers include Daniel K. Inouye International Airport (HNL), with a typical 1 hour and 30-minute stop; Detroit Metropolitan Wayne County Airport (DTW), which usually has a 45-minute layover; and San Diego International Airport (SAN), offering about 2 hours of downtime. These choices allow you to customize your journey by balancing price, total travel time, and cabin class for the ideal itinerary.

  • Hawaiian Airlines: As a full-service airline, it provides both one-stop and multi-stop options. One-way fares generally fall between $355 and $865, representing about 47% of the route's departures. Expect an average in-flight time of 10h 45m and a total travel duration of around 12h 30m.
  • Alaska Airlines: This full-service carrier also offers one-stop and multi-stop flights, with fares typically ranging from $310 to $815. It accounts for roughly 30% of departures on this route, featuring a multi-stop in-flight duration of 11h 45m and a total journey time of about 15h 30m.
  • Delta: Operating as a full-service airline, Delta provides multi-stop services, with one-way fares usually between $430 and $670. It makes up around 21% of departures for this route, featuring an in-flight time of 11h 45m and a total travel time of approximately 15h 30m, including layovers.

Alternative route from Hilo (ITO) to Boston (BOS)

  • Kailua-Kona to Boston (KOA-BOS): Kona International Airport (KOA) is approximately 65 miles from Hilo International Airport (ITO). One-way economy prices on this route generally fall between $210 and $745, influenced by the travel season and how far in advance you book. This itinerary often features both one-stop and multi-stop flights, with common layover points at Denver International Airport (DEN) and Los Angeles International Airport (LAX). United and Delta are among the leading airlines for this route. Additionally, options for business and first class are offered on this journey.

How to find the best prices for flights from Hilo (ITO) to Boston (BOS)

Getting some of the best deals on flights from Hilo to Boston is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are typically found when booking at least two months in advance, although most travelers book two to eight weeks ahead. Evening departures (6 PM to 12 AM) tend to offer lower prices, while morning flights (5 AM to 12 PM) are the most popular. Additionally, flying on Tuesday generally offers cheaper prices, but Saturday remains the most popular travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Logan International Airport from Hilo International Airport

Boston welcomes travelers from Hilo with a range of transport options based on price, convenience, and proximity. Here's how to reach Boston efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Boston, with private rides that can be arranged in advance.
  • Car rental: Renting a car from Logan International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Logan International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Logan International Airport, several transport options are conveniently located nearby. Airport Station, a metro station, is about 0.9 miles from the airport by car, while Chelsea Station, a train station, is approximately 2.8 miles away by car. Additionally, Boston Seaport, a seaport, is situated around 3.1 miles from the airport and is also best accessed by car.

Hilo to Boston Flights

The cheapest times to fly from Hilo to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Hilo to Boston are during the month of October. You can find some of the cheapest flights from Hilo to Boston with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Hilo to Boston

Sunday is one of the best days to book for cheap flights from Hilo to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Hilo to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Hilo to Boston in 2026. You can also book with separate airlines for your outbound and return journeys, from $304 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Hilo to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Hilo to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently Asked Questions

How much does a flight from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) cost?

You can find cheap one-way flights from $304 and cheap return flights $691 Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) with Expedia. One-way flights typically cost between $394 and $2745, and return flights often range between $836 and $4464. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) ticket fares go up or down.

*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.

What is the cheapest month to fly from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

The cheapest month to fly from ITO to BOS is October when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.

Which airlines fly direct from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

Enter ITO to BOS and your travel dates, then apply the 'Nonstop' filter to see only direct flights.

How do I find cheap flights from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

To find a cheap flight from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

What is the best time to fly from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

What is the earliest flight from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

The earliest flight from Hilo International Airport (ITO) to Logan International Airport (BOS) usually leaves at around 6:00 AM. Operated by Alaska Airlines, this early departure allows you to maximize your time in Boston. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

What are the most popular departure times for flights from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

The most popular departure times for flights from Hilo, HI (ITO) to Boston, MA (BOS) are in the late afternoon, from 3pm to 6pm. About 21% of passengers prefer this time window. Many major carriers, including Alaska Airlines and Hawaiian Airlines, offer flights during this window. This timing works well because it allows you to enjoy your morning in Hilo before heading off.

How long does it take to fly from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

Flying from ITO to BOS with a connection usually takes about 14 hours 20 minutes, traveling roughly 5,013 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.

Can you fly business or first class from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

First class seats are offered on the ITO to BOS route with Hawaiian Airlines.

How do I earn miles on a Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) flight with Expedia?

It's easy to earn miles on a Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

What airports do you fly into for Boston from Hilo Intl. (ITO)?

From Hilo Intl. (ITO), you can fly into Logan Intl. (BOS) to reach Boston. Some flights may connect through major hubs like Daniel K. Inouye Intl. (HNL), OGG (OGG) before reaching Boston. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Is it cheaper to buy a plane ticket from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) at the last minute?

Typically, booking a last minute flight from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Is it cheaper to book a Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) flight and hotel package?

Securing a Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) Boston Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

Can I cancel or change the date of my flight from Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.)?

If you booked your Hilo, HI (ITO-Hilo Intl.) to Boston, MA (BOS-Logan Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Hilo Intl. Airport
Destination airport
Logan International Airport
Distance
5,012 miles away
Airlines serving
Alaska Airlines, American Airlines, United, Southwest Airlines
Popular airline
Alaska Airlines
Roundtrip price
$691
*Available to One Key members.