Maui

$269+ Cheap flights from Boston (BOS) to Maui

BOS — OGG
Oct 10 — Oct 171
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Cheap flight deals from Boston to Maui

Cheapest flights from Boston to Maui

Tue 10/276:14 pm -
1 stop33h 45m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/8$536
Wed 10/287:51 am -
1 stop20h 08m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/8$537
Sat 10/246:14 pm -
1 stop33h 45m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/8$546
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
Thu 11/511:37 pm -
1 stop25h 09m
Deal found 9/8$548
Wed 10/287:51 am -
1 stop20h 08m
Wed 11/411:37 pm -
1 stop25h 09m
Deal found 9/9$549
Sat 10/247:03 am -
2 stops32h 18m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/5$556
Sat 10/246:14 pm -
1 stop33h 45m
Wed 11/411:37 pm -
1 stop25h 09m
Deal found 9/8$558
Tue 10/276:14 pm -
1 stop33h 45m
Mon 11/211:37 pm -
1 stop12h 04m
Deal found 9/8$571
Tue 11/37:13 am -
2 stops19h 36m
Fri 11/1311:37 pm -
1 stop25h 09m
Deal found 9/7$572
Sat 10/317:51 am -
1 stop20h 08m
Fri 11/1311:37 pm -
1 stop25h 09m
Deal found 9/10$573
Wed 10/287:51 am -
2 stops39h 24m
Wed 11/47:10 am -
2 stops41h 36m
Deal found 9/9$920

Find flight deals from Boston to Maui

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$536
(Alaska Airlines)

One-way from

$269
(Priceline)

Popular in

June

Cheapest in

January

Average price

$676
Provider with most accurate pricing for Boston Logan Intl-Kahului flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Kahului flights.
From Boston Logan Intl to Maui
One-way flight from Boston Logan Intl to Maui
Highest demand for flights based on searches. 12% potential increase in price ($102 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in September 2026

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Thu 11/5

9:12 am-8:22 pm

2 stops16h 10m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$309
Quickest round-trip

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Fri 11/6

7:15 am-4:37 pm

1 stop14h 22m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$315

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

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Fri 11/6

7:13 am-8:09 pm

2 stops17h 56m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$355

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Wed 10/7

7:22 am-4:35 pm

2 stops15h 13m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$390

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Sun 11/8

5:30 am-8:22 pm

3 stops19h 52m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$391

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Mon 11/9

5:30 am-8:22 pm

3 stops19h 52m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$399

BostonKahului

BOS Boston Logan Intl - OGG Kahului

BOSOGG

Boston Logan Intl

Tue 3/9

6:00 am-8:18 pm

3 stops19h 18m

Kahului

Wed 12/31

12:00 am-5:00 am

Nonstop0h 00m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 27 resultsSorted by cheapest first
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Best time to book a flight from Boston to Maui

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

Cheapflights Insights

Everything you need to know about your flight from Boston to Maui

What is the cheapest month to book a flight from Boston to Maui?

Currently, January is the cheapest month in which you can book a flight from Boston to Maui (average of $575). Flying from Boston to Maui in June is currently the most expensive (average of $904). 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 far ahead should I book a flight from Boston to Maui?

The best time to book flights from Boston to Maui is 56 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Maui

Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andUnited Airlines from Boston to Maui to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Boarding

8.1

Crew

8.5

Overall

7.9

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.

Food

7.0

Boarding

8.1

Crew

8.5

Overall

7.9

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.

Food

7.0

Boarding

8.1

Crew

8.5

Overall

7.9

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.

Food

7.0

Boarding

8.1

Crew

8.5

Overall

7.9

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.

Food

7.0

Boarding

8.1

Crew

8.5

Overall

7.9

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.

Food

7.0

Boarding

8.1

Crew

8.5

Overall

7.9

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

  • What airport do you fly from for flights from Boston to Maui?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Boston to Maui.

  • How long is the flight from Boston to Maui?

    A quick flight from Boston to Maui can take about 13h 53m. Alaska Airlines provides one of the quickest options available for as low as $606. The distance from Boston to Maui is about 5027 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 Boston to Maui one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $234. Users have also found prices from $244 and $255 on Delta and American Airlines, respectively.

  • What are the most popular routes from Boston to Maui?

  • Can I find deals for flights from Boston to Maui that include hotel bookings?

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

  • How can I find direct flights from Boston to Maui?

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

  • Can I find deals for business class flights from Boston to Maui?

    Yes. Cheapflights offers flight deals from Boston to Maui 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 Boston to Maui?

    Currently, January is the cheapest month in which you can book a flight from Boston to Maui (average of $575). Flying from Boston to Maui in June is currently the most expensive (average of $904). 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

Top 6 airlines flying from Boston to Maui

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$291Average$674FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$331Average$515FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$458Average$654FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$459Average$787FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$520Average$946FlexibilityNo cancel feeOn-time85%
Alaska AirlinesCheapest$522Average$771FlexibilityNo cancel feeOn-time75%

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