Hawaii

$275+ Cheap flights from Massachusetts to Hawaii

BOS — HNL
Dec 12 — Dec 191
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Cheap flight deals from Massachusetts to Hawaii

Cheapest flights from Massachusetts to Hawaii

Sat 12/126:13 pm -
1 stop32h 10m
Fri 12/2511:59 pm -
1 stop24h 29m
Deal found 11/11$542
Tue 12/86:26 am -
1 stop14h 56m
Tue 12/1510:35 pm -
1 stop13h 20m
Deal found 11/8$566
Tue 12/86:13 pm -
2 stops26h 37m
Tue 12/154:50 pm -
2 stops19h 19m
Deal found 11/9$568
Tue 12/87:30 am -
1 stop14h 25m
Tue 12/158:30 pm -
2 stops14h 22m
Deal found 11/8$572
Thu 12/317:30 am -
1 stop17h 49m
Wed 1/69:46 pm -
1 stop13h 04m
Deal found 11/9$576
Tue 12/87:25 am -
2 stops16h 22m
Tue 12/159:44 pm -
2 stops20h 14m
Deal found 11/8$577
Thu 12/317:30 am -
1 stop17h 49m
Thu 1/79:46 pm -
2 stops16h 17m
Deal found 11/9$582
Thu 12/317:30 am -
1 stop17h 49m
Fri 1/810:59 pm -
1 stop11h 59m
Deal found 11/9$586
Tue 12/86:13 pm -
1 stop25h 03m
Tue 12/152:16 pm -
2 stops21h 53m
Deal found 11/12$594
Sat 12/126:13 pm -
2 stops27h 45m
Fri 12/2511:59 pm -
1 stop24h 29m
Deal found 11/11$598
Wed 12/96:13 pm -
1 stop23h 22m
Wed 12/1611:43 pm -
1 stop24h 45m
Deal found 11/11$599
Sat 12/121:50 pm -
1 stop13h 37m
Sat 12/1910:25 pm -
1 stop12h 13m
Deal found 11/12$600

Find flight deals from Massachusetts to Hawaii

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$542
(Alaska Airlines)

One-way from

$275
(Travelocity)

Popular in

December

Cheapest in

January

Average price

$771

Good round-trip deal

$1,815 or less

Good one-way deal

$592 or less
Provider with most accurate pricing for Boston Logan Intl-Honolulu flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Honolulu flights.
From Massachusetts to Hawaii
One-way flight from Massachusetts to Hawaii
Highest demand for flights based on searches. 6% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($28 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Massachusetts to Hawaii.
Price to beat on a one-way flight from Massachusetts to Hawaii.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Massachusetts to Hawaii that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonLihue

BOS Boston Logan Intl - LIH Lihue

BOSLIH

Boston Logan Intl

Thu 1/28

7:35 am-8:21 pm

1 stop17h 46m

Lihue

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$283

BostonKailua-Kona

BOS Boston Logan Intl - KOA Kona Intl

BOSKOA

Boston Logan Intl

Tue 12/15

6:13 pm-2:27 pm

2 stops25h 14m

Kona Intl

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$307

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Wed 1/27

7:35 am-8:19 pm

1 stop17h 44m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$317

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Wed 12/16

10:40 am-8:30 pm

1 stop14h 50m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$317

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Thu 12/10

5:45 am-5:43 pm

2 stops16h 58m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$324

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Sun 1/3

5:40 am-2:43 pm

1 stop14h 03m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$328

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Sun 1/3

5:45 am-4:51 pm

2 stops16h 06m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$334

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Sat 1/9

9:00 am-8:17 pm

2 stops16h 17m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$334

BostonLihue

BOS Boston Logan Intl - LIH Lihue

BOSLIH

Boston Logan Intl

Thu 11/26

9:30 am-10:30 pm

2 stops18h 00m

Lihue

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$336

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Fri 2/5

6:10 am-3:25 pm

1 stop14h 15m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Massachusetts to Hawaii

Have a flexible travel schedule? Discover the best time to fly to Hawaii from Massachusetts with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

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

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

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Hawaii (average of $669). Flying from Massachusetts to Hawaii in December is currently the most expensive (average of $1,004). 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.

How much does it cost to fly round-trip from Massachusetts to Hawaii?

Airfare is typical for this route at the moment.
Massachusetts to Hawaii flights typically cost between $650 and $1,017 in December.
The cheapest round-trip price found within the last 5 days was $656 on Multiple Airlines (Dec 7-Dec 14).

How far ahead should I book a flight from Massachusetts to Hawaii?

The price you pay for your flight from Massachusetts to Hawaii may vary depending on when you book. For the best chance of a lower fare, look to book 57 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Hawaii

Get a feel of what it's like to fly with Alaska Airlines,Delta, andUnited Airlines from Massachusetts to Hawaii by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Overall

7.9

Boarding

8.1

Food

7.0

Crew

8.5

Entertainment

7.0

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Related info for your journey

  • How popular is this Massachusetts to Hawaii flight route?

  • How long is the flight from Massachusetts to Hawaii?

    Airlines like Delta, United Airlines, and Alaska Airlines fly from Massachusetts to Hawaii in about 13h 53m. The time it takes to get you to your destination can typically vary by up to 3h 53m. Massachusetts and Hawaii are separated by a distance of 5083 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Massachusetts to Hawaii one-way?

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $201. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Massachusetts to Hawaii for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Hawaii 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 Massachusetts to Hawaii?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Hawaii (average of $669). Flying from Massachusetts to Hawaii in December is currently the most expensive (average of $1,004). 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

Alternative routes for Massachusetts to Hawaii

Top 5 airlines flying from Massachusetts to Hawaii

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$274Average$724FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$310Average$811FlexibilityNo cancel feeOn-time75%
JetBlueCheapest$331Average$640FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$415Average$801FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$417Average$722FlexibilityNo cancel feeOn-time69%

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