$258 Cheap Flights from Hilo (ITO) to Boston (BOS)

View $258 flight on Mon, Nov 17, 2025Opens in a new window

Popular airlines from Hilo Intl. Airport (ITO) to Logan International Airport (BOS)

Cheap Flights from Hilo to Boston (ITO-BOS)

Prices were available within the past 7 days and start at $258 for one-way flights and $523 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Hawaiian Airlines
Tue, Nov 4 - Tue, Nov 18
ITO
Hawaii Island
BOS
Boston
$523 Roundtrip, found 4 days ago
$523
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Nov 4 from Hawaii Island to Boston, returning Tue, Nov 18, priced at $523 found 4 days ago
Alaska Airlines
Mon, Nov 3 - Mon, Nov 10
ITO
Hawaii Island
BOS
Boston
$536 Roundtrip, found 2 days ago
$536
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Nov 3 from Hawaii Island to Boston, returning Mon, Nov 10, priced at $536 found 2 days ago
Hawaiian Airlines
Tue, Nov 4 - Wed, Nov 19
ITO
Hawaii Island
BOS
Boston
$541 Roundtrip, found 4 days ago
$541
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Nov 4 from Hawaii Island to Boston, returning Wed, Nov 19, priced at $541 found 4 days ago
Hawaiian Airlines
Mon, Oct 20 - Tue, Nov 4
ITO
Hawaii Island
BOS
Boston
$544 Roundtrip, found 21 hours ago
$544
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Mon, Oct 20 from Hawaii Island to Boston, returning Tue, Nov 4, priced at $544 found 21 hours ago
Alaska Airlines
Wed, Nov 5 - Tue, Nov 18
ITO
Hawaii Island
BOS
Boston
$547 Roundtrip, found 4 days ago
$547
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Nov 5 from Hawaii Island to Boston, returning Tue, Nov 18, priced at $547 found 4 days ago
Hawaiian Airlines
Mon, Nov 17 - Thu, Dec 4
ITO
Hawaii Island
BOS
Boston
$549 Roundtrip, found 4 days ago
$549
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Mon, Nov 17 from Hawaii Island to Boston, returning Thu, Dec 4, priced at $549 found 4 days ago
Alaska Airlines
Mon, Nov 3 - Mon, Nov 10
ITO
Hawaii Island
BOS
Boston
$557 Roundtrip, found 2 days ago
$557
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Nov 3 from Hawaii Island to Boston, returning Mon, Nov 10, priced at $557 found 2 days ago
United
Tue, Oct 14 - Wed, Oct 29
ITO
Hawaii Island
BOS
Boston
$826 Roundtrip, found 21 hours ago
$826
Roundtrip
found 21 hours ago
Select United flight, departing Tue, Oct 14 from Hawaii Island to Boston, returning Wed, Oct 29, priced at $826 found 21 hours ago
Delta
Tue, Sep 23 - Mon, Oct 6
ITO
Hawaii Island
BOS
Boston
$902 Roundtrip, found 6 hours ago
$902
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Sep 23 from Hawaii Island to Boston, returning Mon, Oct 6, priced at $902 found 6 hours ago
American Airlines
Thu, Oct 16 - Tue, Oct 21
ITO
Hawaii Island
BOS
Boston
$1,491 Roundtrip, found 21 hours ago
$1,491
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Thu, Oct 16 from Hawaii Island to Boston, returning Tue, Oct 21, priced at $1,491 found 21 hours ago

Find the cheapest month to fly from Hilo (ITO) to Boston (BOS)

September is typically the cheapest month to fly

From $541 - $941 per traveler.

Graph displaying average flight prices per month

Alternative airports near Boston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $646
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $646
Flights from Hilo (ITO) to Boston (BOS)
Origin airport
Hilo Intl.
Destination airport
Logan Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, United
Roundtrip price
$523
Distance
5012 mi

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 November. 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 2025. You can also book with separate airlines for your outbound and return journeys, from $258 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 Intl. Airport (ITO) to Logan Intl. Airport (BOS) cost?
Grab a cheap one-way flight from $258 or cheap return flight from $523 from Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS)?
November is the least expensive month to fly from ITO to BOS. Timing your trip outside of the busy season is often the key to finding better fares.
What is the cheapest airline that flies from Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS)?
To find the cheapest airline that'll fly you from ITO to BOS, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS)?
There aren't any daily nonstop flights departing from Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS). But you can choose flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be soaring above the clouds in no time at all.
What day of the week has the most flights from ITO to BOS?
Usually you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS)?
To avoid potential delays on the Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS) route, aim to travel before 3 PM. Flights after this time are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Hilo Intl. Airport (ITO) to Logan Intl. Airport (BOS) last-minute?
Last-minute bookings from ITO to BOS are usually more expensive. To lock in the lowest rates, start looking for flights early. That being said, if your travel plans are flexible, you may find a cheap fare right before your journey.
Is it cheaper to book an ITO to BOS flight and hotel package?
Securing an ITO to BOS flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Select from our impressive 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 Intl. Airport (ITO) to Logan Intl. Airport (BOS)?
Usually, it's possible to cancel or reschedule your ITO to BOS flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.