Cheap flights from Massachusetts to The Big Island from $306

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to The Big Island departing on 6/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Massachusetts to The Big Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
7:05 am - 6:54 pm
BOS
-
KOA
16h 49m
1 stop
Delta Logo
10:45 pm - 3:54 pm
KOA
-
BOS
12h 09m
1 stop
$516Delta
Sun, Nov 1 - Wed, Nov 11
Delta Logo
7:45 am - 5:31 pm
BOS
-
KOA
15h 46m
1 stop
Delta Logo
9:03 pm - 11:59 pm
KOA
-
BOS
20h 56m
2 stops
$522Delta
Thu, Sep 24 - Tue, Sep 29
Delta Logo
6:05 am - 5:31 pm
BOS
-
KOA
17h 26m
2 stops
Delta Logo
9:03 pm - 10:13 pm
KOA
-
BOS
19h 10m
2 stops
$527Delta
Tue, Sep 8 - Tue, Sep 15
Delta Logo
8:35 pm - 7:17 pm
BOS
-
KOA
28h 42m
1 stop
Delta Logo
8:42 pm - 7:15 pm
KOA
-
BOS
16h 33m
2 stops
$539Delta
Wed, Aug 19 - Tue, Aug 25
United Airlines Logo
7:45 am - 3:43 pm
BOS
-
KOA
13h 58m
1 stop
United Airlines Logo
12:04 pm - 6:02 am
KOA
-
BOS
11h 58m
1 stop
$542United Airlines
Wed, Aug 19 - Wed, Aug 26
United Airlines Logo
7:45 am - 3:43 pm
BOS
-
KOA
13h 58m
1 stop
United Airlines Logo
8:00 pm - 4:27 pm
KOA
-
BOS
14h 27m
2 stops
$543United Airlines
Mon, Aug 17 - Mon, Aug 24
American Airlines Logo
6:52 am - 4:15 pm
BOS
-
ITO
15h 23m
2 stops
American Airlines Logo
5:31 pm - 11:28 am
ITO
-
BOS
12h 57m
2 stops
$631American Airlines
Mon, Oct 26 - Mon, Nov 2
American Airlines Logo
6:30 am - 5:27 pm
BOS
-
ITO
15h 57m
2 stops
American Airlines Logo
5:59 pm - 2:51 pm
ITO
-
BOS
15h 52m
2 stops
$673American Airlines
Tue, Nov 3 - Wed, Nov 11
Multiple Airlines Logo
6:37 pm - 3:13 pm
BOS
-
ITO
26h 36m
2 stops
Multiple Airlines Logo
6:00 am - 5:21 am
ITO
-
BOS
17h 21m
2 stops
$687Multiple Airlines
Tue, Oct 13 - Wed, Oct 21
Multiple Airlines Logo
5:45 pm - 6:17 pm
BOS
-
ITO
29h 32m
2 stops
Multiple Airlines Logo
8:45 pm - 5:30 pm
ITO
-
BOS
15h 45m
2 stops
$692Multiple Airlines
Tue, Dec 8 - Wed, Dec 9

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United Airlines flights from Massachusetts to The Big Island

Our best United Airlines deals on Massachusetts to The Big Island flight tickets
United Airlines
Aug 19
BOS7:45 amBoston Logan Intl
13h 58m
1 stop
KOA3:43 pmKona Intl
Aug 26
KOA12:04 pmKona Intl
11h 58m
1 stop
BOS6:02 amBoston Logan Intl
$542
United Airlines
Aug 17
BOS7:45 amBoston Logan Intl
13h 58m
1 stop
KOA3:43 pmKona Intl
Aug 24
KOA8:00 pmKona Intl
14h 27m
2 stops
BOS4:27 pmBoston Logan Intl
$543
United Airlines
Sep 23
BOS11:34 amBoston Logan Intl
14h 01m
1 stop
KOA7:35 pmKona Intl
Sep 30
KOA12:00 pmKona Intl
12h 11m
1 stop
BOS6:11 amBoston Logan Intl
$587

Alaska Airlines flights from Massachusetts to The Big Island

Our best Alaska Airlines deals on Massachusetts to The Big Island flight tickets
Alaska Airlines
Sep 22
BOS10:03 amBoston Logan Intl
15h 24m
1 stop
KOA7:27 pmKona Intl
Oct 2
KOA10:35 amKona Intl
13h 14m
1 stop
BOS5:49 amBoston Logan Intl
$615
Alaska Airlines
Sep 25
BOS10:03 amBoston Logan Intl
15h 24m
1 stop
KOA7:27 pmKona Intl
Oct 2
KOA10:35 amKona Intl
13h 14m
1 stop
BOS5:49 amBoston Logan Intl
$630
Alaska Airlines
Jun 23
BOS9:00 amBoston Logan Intl
16h 05m
1 stop
KOA7:05 pmKona Intl
Jun 28
KOA8:03 amKona Intl
17h 37m
1 stop
BOS7:40 amBoston Logan Intl
$726

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to The Big Island 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, momondo users made 832,500 searches. Data last updated June 20, 2026.
Use the filters below to find and compare flights from Massachusetts to The Big Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonKailua-Kona

BOS - KOA

BOSKOA

Boston Logan Intl

Sun 11/1

7:05 am-6:54 pm

1 stop16h 49m

Kona Intl

Wed 11/11

10:45 pm-3:54 pm

1 stop12h 09m

$516

BostonKailua-Kona

BOS - KOA

BOSKOA

Boston Logan Intl

Thu 9/24

7:45 am-5:31 pm

1 stop15h 46m

Kona Intl

Tue 9/29

9:03 pm-11:59 pm

2 stops20h 56m

$522

BostonKailua-Kona

BOS - KOA

BOSKOA

Boston Logan Intl

Tue 9/8

6:05 am-5:31 pm

2 stops17h 26m

Kona Intl

Tue 9/15

9:03 pm-10:13 pm

2 stops19h 10m

$527

BostonKailua-Kona

BOS - KOA

BOSKOA

Boston Logan Intl

Wed 8/19

8:35 pm-7:17 pm

1 stop28h 42m

Kona Intl

Tue 8/25

8:42 pm-7:15 pm

2 stops16h 33m

$539
Quickest round-trip

BostonKailua-Kona

BOS - KOA

BOSKOA

Boston Logan Intl

Wed 8/19

7:45 am-3:43 pm

1 stop13h 58m

Kona Intl

Wed 8/26

12:04 pm-6:02 am

1 stop11h 58m

$542

BostonKailua-Kona

BOS - KOA

BOSKOA

Boston Logan Intl

Mon 8/17

7:45 am-3:43 pm

1 stop13h 58m

Kona Intl

Mon 8/24

8:00 pm-4:27 pm

2 stops14h 27m

$543

BostonHilo

BOS - ITO

BOSITO

Boston Logan Intl

Mon 10/26

6:52 am-4:15 pm

2 stops15h 23m

Hilo Intl

Mon 11/2

5:31 pm-11:28 am

2 stops12h 57m

$631

BostonHilo

BOS - ITO

BOSITO

Boston Logan Intl

Tue 11/3

6:30 am-5:27 pm

2 stops15h 57m

Hilo Intl

Wed 11/11

5:59 pm-2:51 pm

2 stops15h 52m

$673

BostonHilo

BOS - ITO

BOSITO

Boston Logan Intl

Tue 10/13

6:37 pm-3:13 pm

2 stops26h 36m

Hilo Intl

Wed 10/21

6:00 am-5:21 am

2 stops17h 21m

$687

BostonHilo

BOS - ITO

BOSITO

Boston Logan Intl

Tue 12/8

5:45 pm-6:17 pm

2 stops29h 32m

Hilo Intl

Wed 12/9

8:45 pm-5:30 pm

2 stops15h 45m

$692

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to The Big Island from

How to get the cheapest flight ticket from Massachusetts to The Big Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

The month of September is, on average, the cheapest month to fly to The Big Island from Massachusetts, with most prices found around $224. If you’re not able to fly to The Big Island in September, then August is your next best option. Flight prices from Massachusetts to The Big Island during August average around $224.

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

You are more likely to see cheaper flights to The Big Island from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to The Big Island for around $662 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to The Big Island from Massachusetts for as low as $621 on momondo.

Can stopping save me money on Massachusetts to The Big Island flights?

No. A direct flight is the cheapest option for a flight between Massachusetts to The Big Island.

Cheap Massachusetts to The Big Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to The Big Island

Fastest flight time

12h 37m

Direct flights

None
The fastest flight from Massachusetts to The Big Island takes 12h 37m
There are no direct flights from Massachusetts to The Big Island. There are no popular flight routes from Massachusetts to The Big Island.

Frequently asked questions about flying from Massachusetts to The Big Island

  • When did momondo last update prices for flights from Massachusetts to The Big Island?

    Prices for flights from Massachusetts to The Big Island are refreshed on a daily basis.

  • How many operators does momondo search for flights from Massachusetts to The Big Island?

  • How old do you have to be to fly from Massachusetts to The Big Island?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to The Big Island.

  • What documentation or ID do you need to fly to The Big Island?

    The necessary travel and health documents for your The Big Island trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Massachusetts to The Big Island?

Best airlines flying from Massachusetts to The Big Island

Compare and see reviews for airlines that fly from Massachusetts to The Big Island with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $248Free CancellationRating
7.1
2,987 reviews
Search JetBlue flights
DeltaPriceFrom $293Free CancellationRating
7.8
8,417 reviews
Search Delta flights
Alaska AirlinesPriceFrom $295Free CancellationRating
7.9
12,544 reviews
Search Alaska Airlines flights
Hawaiian AirlinesPriceFrom $364Free CancellationRating
7.8
2,827 reviews
Search Hawaiian Airlines flights
American AirlinesPriceFrom $415Free CancellationRating
7.1
11,705 reviews
Search American Airlines flights
United AirlinesPriceFrom $450Free CancellationRating
7.4
9,866 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to The Big Island?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Massachusetts to The Big Island for you.

Can I find flights from Massachusetts to The Big Island with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to The Big Island from Massachusetts with this policy.

How can momondo help me find flights from Massachusetts to The Big Island?

Once all potential Massachusetts to The Big Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Massachusetts to The Big Island right now. Can momondo alert me if prices change?

If you are simply researching potential flights to The Big Island, momondo offers a useful price alert feature which will track prices for flights to The Big Island from Massachusetts and alert you when they change.

An easier way to manage your The Big Island trip

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1 adult
Mon 7/20
Mon 7/27

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