Hawaii

$268+ Cheap flights from Massachusetts to Hawaii

BOS — HNL
Oct 9 — Oct 161
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Cheap flight deals from Massachusetts to Hawaii

Cheapest flights from Massachusetts to Hawaii

Thu 10/227:03 am -
2 stops16h 55m
Sat 10/319:00 am -
2 stops17h 25m
Deal found 9/4$522
Thu 10/227:03 am -
2 stops16h 18m
Sat 10/3110:29 am -
2 stops15h 56m
Deal found 9/4$534
Tue 11/36:36 am -
1 stop14h 34m
Thu 11/1210:35 pm -
1 stop13h 10m
Deal found 9/9$536
Tue 10/276:14 pm -
1 stop33h 45m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/8$536
Thu 10/296:30 am -
1 stop14h 21m
Thu 11/1210:35 pm -
1 stop13h 10m
Deal found 9/5$537
Wed 10/287:51 am -
1 stop20h 08m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/8$537
Tue 11/176:36 am -
1 stop15h 43m
Tue 11/242:53 pm -
2 stops14h 29m
Deal found 9/5$540
Sat 10/246:14 pm -
1 stop33h 45m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/8$546
Tue 11/37:13 am -
2 stops18h 00m
Thu 11/123:46 pm -
2 stops20h 31m
Deal found 9/7$547
Wed 10/217:51 am -
1 stop20h 08m
Wed 10/2810:59 pm -
1 stop24h 29m
Deal found 9/9$547
Tue 10/277:51 am -
1 stop36h 22m
Wed 11/411:37 pm -
1 stop25h 09m
Deal found 9/8$548
Wed 10/287:51 am -
1 stop20h 08m
Thu 11/511:37 pm -
1 stop25h 09m
Deal found 9/8$549

Find flight deals from Massachusetts to Hawaii

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$522
(eDestinos)

One-way from

$268
(Alaska Airlines)

Popular in

December

Cheapest in

November

Average price

$677

Good round-trip deal

$980 or less

Good one-way deal

$615 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. 1% potential increase in price ($14 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 September 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 11/5

10:50 am-8:14 pm

1 stop14h 24m

Lihue

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$268
Quickest round-trip

HartfordHonolulu

BDL Hartford Bradley Intl - HNL Honolulu

BDLHNL

Hartford Bradley Intl

Wed 12/30

6:00 am-2:33 pm

1 stop13h 33m

Honolulu

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$288

BostonLihue

BOS Boston Logan Intl - LIH Lihue

BOSLIH

Boston Logan Intl

Wed 10/21

6:00 am-7:14 pm

2 stops19h 14m

Lihue

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$289

BostonKailua-Kona

BOS Boston Logan Intl - KOA Kona Intl

BOSKOA

Boston Logan Intl

Tue 10/20

5:17 am-3:17 pm

2 stops16h 00m

Kona Intl

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$304

BostonKailua-Kona

BOS Boston Logan Intl - KOA Kona Intl

BOSKOA

Boston Logan Intl

Wed 10/21

6:00 am-3:17 pm

2 stops15h 17m

Kona Intl

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$304

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Sat 10/31

7:03 am-5:12 pm

1 stop16h 09m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$305

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Wed 10/7

7:55 am-5:59 pm

1 stop16h 04m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$305

BostonKailua-Kona

BOS Boston Logan Intl - KOA Kona Intl

BOSKOA

Boston Logan Intl

Sat 11/28

7:50 am-7:25 pm

1 stop16h 35m

Kona Intl

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$319

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Sun 11/15

7:31 am-5:42 pm

2 stops15h 11m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$321

BostonHilo

BOS Boston Logan Intl - ITO Hilo Intl

BOSITO

Boston Logan Intl

Tue 11/3

7:03 am-3:22 pm

2 stops37h 19m

Hilo Intl

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/8

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 $642). Flying from Massachusetts to Hawaii in December is currently the most expensive (average of $1,038). 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 below average for this route at the moment.
Massachusetts to Hawaii flights typically cost between $648 and $770 in October.
The cheapest round-trip price found within the last 5 days was $642 on Multiple Airlines (Oct 31-Nov 13).

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.

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.0

Boarding

8.1

Overall

7.9

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.

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.0

Boarding

8.1

Overall

7.9

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.

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.0

Boarding

8.1

Overall

7.9

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.

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.0

Boarding

8.1

Overall

7.9

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.

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.0

Boarding

8.1

Overall

7.9

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.

Comfort

7.8

Entertainment

7.0

Crew

8.5

Food

7.0

Boarding

8.1

Overall

7.9

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, American Airlines, and United Airlines fly from Massachusetts to Hawaii in about 13h 30m. The time it takes to get you to your destination can typically vary by up to 2h 48m. Massachusetts and Hawaii are separated by a distance of 4938 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 United Airlines, with whom users have recently found tickets for as low as $234. 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 $642). Flying from Massachusetts to Hawaii in December is currently the most expensive (average of $1,038). 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 6 airlines flying from Massachusetts to Hawaii

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$274Average$706FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$288Average$802FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$310Average$843FlexibilityNo cancel feeOn-time75%
JetBlueCheapest$331Average$797FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$415Average$796FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$417Average$709FlexibilityNo cancel feeOn-time69%

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