HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$218+ Cheap flights from The Big Island 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
— BOS
Mar 8 — Mar 151
Sun 3/8
Sun 3/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from The Big Island 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 The Big Island to Massachusetts

Cheapest flights from The Big Island to Massachusetts
Explore the most affordable flight options available from The Big Island to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2026.

This United Airlines deal was found by Cheapflights users on 2/3. 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 2/198:55 pm
KOA
-
BOS
1 stop11h 59m
United Airlines
Mon 2/2311:00 am
BOS
-
KOA
1 stop14h 51m
United Airlines
Deal found 2/3$520
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/198:55 pm
KOA
-
BOS
2 stops18h 16m
Delta
Mon 2/235:29 am
BOS
-
KOA
2 stops18h 01m
Delta
Deal found 2/4$531
This American Airlines deal was found by Cheapflights users on 2/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:22 pm
KOA
-
BOS
2 stops15h 50m
American Airlines
Wed 4/224:24 pm
BOS
-
KOA
1 stop28h 02m
American Airlines
Deal found 2/6$558
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1510:00 pm
KOA
-
BOS
2 stops19h 57m
Delta
Wed 4/227:37 am
BOS
-
KOA
1 stop17h 26m
Delta
Deal found 2/4$566
This United Airlines deal was found by Cheapflights users on 2/4. 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.
Fri 2/138:55 pm
KOA
-
BOS
1 stop11h 59m
United Airlines
Mon 2/167:00 am
BOS
-
KOA
1 stop14h 34m
United Airlines
Deal found 2/4$568
This United Airlines deal was found by Cheapflights users on 2/5. 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 6/1610:15 pm
KOA
-
BOS
1 stop13h 04m
United Airlines
Tue 7/149:40 am
BOS
-
KOA
2 stops16h 07m
United Airlines
Deal found 2/5$569
This American Airlines deal was found by Cheapflights users on 2/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:29 pm
KOA
-
BOS
1 stop19h 02m
American Airlines
Mon 10/195:45 pm
BOS
-
KOA
1 stop26h 13m
American Airlines
Deal found 2/5$572
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:44 pm
ITO
-
BOS
2 stops17h 40m
Multiple Airlines
Wed 3/117:00 am
BOS
-
ITO
2 stops20h 24m
Multiple Airlines
Deal found 2/2$580
This Alaska Airlines deal was found by Cheapflights users on 2/5. 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 2/266:44 pm
ITO
-
BOS
2 stops24h 15m
Multiple Airlines
Mon 3/26:24 pm
BOS
-
ITO
2 stops29h 22m
Multiple Airlines
Deal found 2/5$654
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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 stops20h 16m
Multiple Airlines
Deal found 2/6$975
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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 2/197:41 pm
ITO
-
BOS
2 stops30h 13m
Multiple Airlines
Mon 2/235:44 pm
BOS
-
ITO
2 stops32h 40m
Multiple Airlines
Deal found 2/4$1,020
This Expedia deal was found by Cheapflights users on 2/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:44 pm
ITO
-
BOS
2 stops22h 15m
Multiple Airlines
Fri 4/177:15 am
BOS
-
ITO
2 stops21h 18m
Multiple Airlines
Deal found 2/5$1,224

Find flight deals from The Big Island to Massachusetts

Keep the following information in mind while searching for The Big Island to Massachusetts flight deals. Data was last updated February 6, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$520
(United Airlines)

One-way from

$218
(Delta)
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 The Big Island to Massachusetts
Search Deals
One-way flight from The Big Island to Massachusetts
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from The Big Island 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 February 6, 2026.
Use the filters below to find and compare flights from The Big Island to Massachusetts that are best for you.

Fly from

The Big Island

Fly to

Massachusetts

Route

Depart

Return

Price

Kailua-KonaBoston

KOA - BOS

KOABOS

Kona Intl

Wed 2/18

9:55 pm-3:59 pm

1 stop13h 04m

Boston Logan Intl

Sat 2/21

7:15 am-7:39 pm

1 stop17h 24m

$520

Kailua-KonaBoston

KOA - BOS

KOABOS

Kona Intl

Thu 2/19

8:55 pm-1:54 pm

1 stop11h 59m

Boston Logan Intl

Mon 2/23

11:00 am-8:51 pm

1 stop14h 51m

$520

Kailua-KonaBoston

KOA - BOS

KOABOS

Kona Intl

Thu 2/19

6:30 pm-1:46 pm

1 stop14h 16m

Boston Logan Intl

Mon 2/23

5:30 am-3:30 pm

1 stop15h 00m

$520

Kailua-KonaBoston

KOA - BOS

KOABOS

Kona Intl

Sun 3/1

9:55 pm-3:59 pm

1 stop13h 04m

Boston Logan Intl

Thu 3/5

7:15 am-7:39 pm

1 stop17h 24m

$520

Kailua-KonaBoston

KOA - BOS

KOABOS

Kona Intl

Sun 3/1

10:40 pm-4:30 pm

1 stop12h 50m

Boston Logan Intl

Thu 3/5

5:49 am-6:59 pm

2 stops18h 10m

$526

Kailua-KonaBoston

KOA - BOS

KOABOS

Kona Intl

Wed 2/18

8:55 pm-3:35 pm

1 stop13h 40m

Boston Logan Intl

Sat 2/21

9:45 am-9:18 pm

2 stops16h 33m

$526

Kailua-KonaBoston

KOA - BOS

KOABOS

Kona Intl

Thu 2/19

8:55 pm-8:11 pm

2 stops18h 16m

Boston Logan Intl

Mon 2/23

6:10 am-3:51 pm

1 stop14h 41m

$526

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Wed 3/4

6:44 pm-5:24 pm

2 stops17h 40m

Boston Logan Intl

Wed 3/11

7:00 am-9:24 pm

2 stops20h 24m

$580

HiloBoston

ITO - BOS

ITOBOS

Hilo Intl

Thu 2/26

6:44 pm-11:59 pm

2 stops24h 15m

Boston Logan Intl

Mon 3/2

6:24 pm-6:46 pm

2 stops29h 22m

$654

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

$975

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/5

Showing 1-10 of 28 results
1
2
3

Best time to book a flight from The Big Island to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from The Big Island 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 The Big Island to Massachusetts
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated February 6, 2026.
See what other customers who have flown with Alaska Airlines, Delta, and United Airlines from The Big Island to Massachusetts have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,848 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,848 reviews
Alaska Airlines
8.0
Very good
11,848 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Delta
7.9
Good
8,162 reviews
Alaska Airlines
8.0
Very good
11,848 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,245 reviews
Alaska Airlines
8.0
Very good
11,848 reviews

Overall

8.0

Comfort

7.8

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Related info for your journey

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

  • How long is the flight from The Big Island to Massachusetts?

    Airlines like Delta, United Airlines, and American Airlines fly from The Big Island to Massachusetts in about 11h 59m. The time it takes to get you to your destination can typically vary by up to 2h 17m. There are 5059 mi between The Big Island and Massachusetts. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from The Big Island to Massachusetts one-way?

    The cheapest airline one-way is Hawaiian Airlines, with whom users have recently found tickets for as low as $210. However, be on the lookout for offers from Alaska Airlines and American Airlines, as they are both options that can get you from The Big Island to Massachusetts for a low price.

  • Can I find deals for flights from The Big Island to Massachusetts that include hotel bookings?

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

  • How can I find direct flights from The Big Island to Massachusetts?

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

  • Can I find deals for business class flights from The Big Island to Massachusetts?

    Yes. Cheapflights offers flight deals from The Big Island 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.

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 The Big Island 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 Salt Lake City flights
Kahului to Seattle flights
Honolulu to John F Kennedy Intl flights
Honolulu to Kahului flights
Honolulu to Kailua-Kona flights
Honolulu to Portland flights
Honolulu to San Diego flights
Kahului to Orlando flights
Honolulu to Minneapolis flights
Honolulu to Hilo flights
Honolulu to Oakland flights
Honolulu to San Jose flights
Kahului to Las Vegas flights
Honolulu to Dallas/Fort Worth flights
Honolulu to Denver flights
Honolulu to Lihue flights
Honolulu to Atlanta flights
Lihue to Los Angeles flights
Honolulu to Dulles Intl flights
Honolulu to Sacramento flights
Kailua-Kona to Seattle flights
Honolulu to Orlando flights
Kailua-Kona to Orlando flights
Honolulu to Detroit flights
Honolulu to Newark flights
Kahului to Los Angeles flights
Honolulu to Boston flights
Kailua-Kona to Honolulu flights
Honolulu to Long Beach flights
Honolulu to Hobby flights
Honolulu to O'Hare Intl flights
Honolulu to Baltimore flights
Kahului to Honolulu flights
Kahului to San Jose flights
Honolulu to Ontario flights
Honolulu to LaGuardia flights
Kahului to San Francisco flights
Honolulu to George Bush Intcntl flights
Kailua-Kona to Las Vegas flights
Honolulu to Reno flights
Honolulu to San Antonio flights
Kahului to Sky Harbor Intl flights
Kahului to San Diego flights
Honolulu to Reagan-National flights
Lihue to Honolulu 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.