HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$385+ Cheap flights from Hilo (ITO) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
ITO — BOS
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hilo to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Hilo to Massachusetts

Cheapest flights from Hilo to Massachusetts
Explore the most affordable flight options available from Hilo to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:44 pm
ITO
-
BOS
2 stops17h 55m
Multiple Airlines
Mon 2/24:20 pm
BOS
-
ITO
2 stops34h 04m
Multiple Airlines
Deal found 1/25$870
This Alaska Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:38 am
ITO
-
BOS
2 stops17h 02m
Multiple Airlines
Wed 7/227:40 am
BOS
-
ITO
2 stops18h 40m
Multiple Airlines
Deal found 1/27$969
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/113:02 pm
ITO
-
BOS
2 stops16h 44m
United Airlines
Sun 2/156:00 am
BOS
-
ITO
2 stops16h 29m
United Airlines
Deal found 1/27$1,141
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/298:24 am
ITO
-
BOS
3 stops23h 22m
United Airlines
Mon 2/26:00 am
BOS
-
ITO
2 stops18h 59m
United Airlines
Deal found 1/27$1,148
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/103:02 pm
ITO
-
BOS
2 stops20h 50m
United Airlines
Sat 2/146:07 pm
BOS
-
ITO
2 stops29h 27m
United Airlines
Deal found 1/26$1,183
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:44 am
ITO
-
BOS
2 stops14h 34m
United Airlines
Wed 7/226:00 am
BOS
-
ITO
3 stops21h 56m
United Airlines
Deal found 1/26$1,228

Find flight deals from Hilo to Massachusetts

Keep the following information in mind while searching for Hilo to Massachusetts flight deals. Data was last updated January 28, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$969
(Alaska Airlines)

One-way from

$385
(Kiwi.com)
Provider with most accurate pricing for Hilo Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilo Intl-Boston Logan Intl flights.
Search Deals
From Hilo Intl to Massachusetts
Search Deals
One-way flight from Hilo Intl to Massachusetts
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilo to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 28, 2026.
Use the filters below to find and compare flights from Hilo to Massachusetts that are best for you.

Fly from

Hilo

Fly to

Massachusetts

Route

Depart

Return

Price

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Tue 6/23

8:38 am-7:40 am

2 stops17h 02m

Boston Logan Intl

Wed 7/22

7:40 am-8:20 pm

2 stops18h 40m

$969

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Wed 2/11

3:02 pm-12:46 pm

2 stops16h 44m

Boston Logan Intl

Sun 2/15

6:00 am-5:29 pm

2 stops16h 29m

$1,141

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Tue 2/10

3:02 pm-4:52 pm

2 stops20h 50m

Boston Logan Intl

Sat 2/14

6:07 pm-6:34 pm

2 stops29h 27m

$1,183

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Tue 6/23

10:44 am-7:18 am

2 stops14h 34m

Boston Logan Intl

Wed 7/22

6:00 am-9:56 pm

3 stops21h 56m

$1,228

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Tue 2/17

7:41 pm-1:13 am

3 stops48h 32m

$385

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Tue 2/17

6:00 am-10:36 am

2 stops23h 36m

$410

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Thu 4/16

1:46 pm-10:46 am

2 stops15h 00m

$452

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Sun 2/15

7:42 am-7:58 am

2 stops19h 16m

$480

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Sun 2/15

7:42 am-6:50 am

2 stops18h 08m

$502

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Thu 4/16

4:45 pm-5:53 am

2 stops31h 08m

$504

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 11 results
1
2

Best time to book a flight from Hilo to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Hilo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hilo to Massachusetts

What is the cheapest month to book a flight from Hilo to Massachusetts?

Currently, December is the cheapest month in which you can book a flight from Hilo to Massachusetts (average of $275). Flying from Hilo to Massachusetts in June is currently the most expensive (average of $699). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Hilo to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilo to Massachusetts?

    Hilo Intl (ITO) is the airport you will fly out of if you book a flight from Hilo to Massachusetts. It is only a 3.0 mi journey to Hilo Intl (ITO) from Hilo’s city center.

  • How long is the flight from Hilo to Massachusetts?

    There are many flights that can get you from Hilo to Massachusetts in 16h 44m. Fly via United Airlines to get the fastest option. The distance from Hilo to Massachusetts is about 5010 mi.

  • Can I find deals for flights from Hilo to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Hilo to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilo to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilo to Massachusetts.

  • Can I find deals for business class flights from Hilo to Massachusetts?

    Yes. Cheapflights offers flight deals from Hilo to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hilo to Massachusetts?

    Currently, December is the cheapest month in which you can book a flight from Hilo to Massachusetts (average of $275). Flying from Hilo to Massachusetts in June is currently the most expensive (average of $699). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hilo to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
Honolulu to Las Vegas flights
Honolulu to Seattle flights
Honolulu to Los Angeles flights
Honolulu to Sky Harbor Intl flights
Honolulu to San Francisco flights
Honolulu to John F Kennedy Intl flights
Honolulu to Kailua-Kona flights
Honolulu to Portland flights
Honolulu to Kahului flights
Kahului to Las Vegas flights
Honolulu to San Diego flights
Kahului to Seattle flights
Honolulu to Denver flights
Honolulu to Lihue flights
Honolulu to Hilo flights
Honolulu to Salt Lake City flights
Honolulu to Oakland flights
Honolulu to San Jose flights
Kailua-Kona to Seattle flights
Honolulu to Dulles Intl flights
Honolulu to Minneapolis flights
Honolulu to Ontario flights
Kahului to Los Angeles flights
Honolulu to Dallas/Fort Worth flights
Honolulu to Newark flights
Honolulu to Orlando flights
Honolulu to Long Beach flights
Kailua-Kona to Las Vegas flights
Honolulu to Sacramento flights
Kahului to Honolulu flights
Honolulu to Detroit flights
Honolulu to San Antonio flights
Honolulu to Atlanta flights
Honolulu to O'Hare Intl flights
Kahului to Kailua-Kona flights
Kahului to Sky Harbor Intl flights
Kahului to San Francisco flights
Kailua-Kona to Honolulu flights
Honolulu to LaGuardia flights
Lihue to Los Angeles flights
Lihue to Seattle flights
Kahului to San Diego flights
Honolulu to Boston flights
Honolulu to Hobby flights
Lihue to Honolulu flights
Kailua-Kona to Los Angeles flights
Honolulu to Reagan-National flights
Kahului to Oakland flights
Kahului to Lihue flights
Honolulu to George Bush Intcntl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
Cookie settings©2026 Cheapflights