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$185+ Cheap flights from Maui 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — BOS
Feb 6 — Feb 131
Fri 2/6
Fri 2/13
1 adult, Economy
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Cheap flight deals from Maui to Massachusetts

Keep the following information in mind while searching for Maui to Massachusetts flight deals. Data was last updated January 7, 2026.

Round-trip from

$464
(American Airlines)

One-way from

$185
(American Airlines)
From Maui to Massachusetts
Search Deals
One-way flight from Maui to Massachusetts
Search Deals

Find flight deals from Maui to Massachusetts

Cheapest flights from Maui to Massachusetts
Explore the most affordable flight options available from Maui to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 7, 2026.

This American Airlines deal was found by Cheapflights users on 1/7. 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 1/2210:59 pmOGG - BOS
1 stop13h 01mAmerican Airlines
Mon 1/266:00 amBOS - OGG
1 stop14h 14mAmerican Airlines
Deal found 1/7$464
This Expedia deal was found by Cheapflights users on 1/7. 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.
Thu 1/2210:29 pmOGG - BOS
1 stop11h 51mMultiple Airlines
Mon 1/264:20 pmBOS - OGG
2 stops27h 11mMultiple Airlines
Deal found 1/7$469
This American Airlines deal was found by Cheapflights users on 1/6. 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.
Tue 9/812:23 pmOGG - BOS
1 stop12h 54mAmerican Airlines
Thu 9/106:00 amBOS - OGG
1 stop14h 00mAmerican Airlines
Deal found 1/6$470
This Alaska Airlines deal was found by Cheapflights users on 1/6. 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 9/810:20 amOGG - BOS
2 stops15h 11mMultiple Airlines
Thu 9/107:20 amBOS - OGG
2 stops17h 58mMultiple Airlines
Deal found 1/6$521
This Delta deal was found by Cheapflights users on 1/7. 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 7/299:10 pmOGG - BOS
1 stop12h 50mDelta
Thu 8/66:00 amBOS - OGG
2 stops20h 45mDelta
Deal found 1/7$526
This United Airlines deal was found by Cheapflights users on 1/7. 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 1/88:50 pmOGG - BOS
1 stop12h 12mUnited Airlines
Thu 1/156:00 amBOS - OGG
1 stop13h 44mUnited Airlines
Deal found 1/7$558
This Alaska Airlines deal was found by Cheapflights users on 1/7. 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.
Wed 1/74:05 pmOGG - BOS
2 stops19h 15mMultiple Airlines
Sun 1/115:20 pmBOS - OGG
1 stop23h 11mMultiple Airlines
Deal found 1/7$564
This Alaska Airlines deal was found by Cheapflights users on 1/5. 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 1/1511:59 pmOGG - BOS
1 stop12h 40mMultiple Airlines
Sun 1/187:00 amBOS - OGG
2 stops15h 33mMultiple Airlines
Deal found 1/5$566
This United Airlines deal was found by Cheapflights users on 1/5. 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.
Thu 1/292:25 pmOGG - ALB
2 stops14h 40mUnited Airlines
Mon 2/26:00 amALB - OGG
1 stop13h 44mUnited Airlines
Deal found 1/5$642
This American Airlines deal was found by Cheapflights users on 1/5. 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.
Tue 1/207:00 pmOGG - ALB
2 stops15h 20mAmerican Airlines
Sat 1/243:48 pmALB - OGG
2 stops25h 58mAmerican Airlines
Deal found 1/5$751
This United Airlines deal was found by Cheapflights users on 1/5. 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 1/138:50 pmOGG - ALB
2 stops17h 07mUnited Airlines
Wed 1/219:50 amALB - OGG
2 stops15h 56mUnited Airlines
Deal found 1/5$814
This Delta deal was found by Cheapflights users on 1/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/202:02 pmOGG - ALB
2 stops16h 53mDelta
Sat 1/246:00 amALB - OGG
1 stop14h 37mDelta
Deal found 1/5$819

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maui 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 January 7, 2026.
Use the filters below to find and compare flights from Maui to Massachusetts that are best for you.

Fly from

Maui

Fly to

Massachusetts

Route

Depart

Return

Price

KahuluiBoston

OGG - BOS

OGGBOS

Kahului

Thu 1/22

10:59 pm-5:00 pm

1 stop13h 01m

Boston Logan Intl

Mon 1/26

6:00 am-3:14 pm

1 stop14h 14m

$464

KahuluiBoston

OGG - BOS

OGGBOS

Kahului

Thu 1/22

6:36 pm-3:20 pm

2 stops15h 44m

Boston Logan Intl

Mon 1/26

4:20 pm-2:31 pm

2 stops27h 11m

$474

KahuluiBoston

OGG - BOS

OGGBOS

Kahului

Thu 4/16

10:15 pm-8:38 pm

2 stops16h 23m

Boston Logan Intl

Wed 4/22

7:20 am-5:36 pm

1 stop16h 16m

$573

KahuluiBoston

OGG - BOS

OGGBOS

Kahului

Thu 4/16

12:40 pm-9:01 am

2 stops14h 21m

Boston Logan Intl

Mon 4/20

7:20 am-5:36 pm

1 stop16h 16m

$573

KahuluiBoston

OGG - BOS

OGGBOS

Kahului

Thu 2/5

7:00 pm-11:31 am

1 stop11h 31m

Boston Logan Intl

Sat 2/14

7:00 am-7:23 pm

2 stops17h 23m

$578

KahuluiBoston

OGG - BOS

OGGBOS

Kahului

Fri 4/17

8:05 pm-7:23 pm

2 stops17h 18m

Boston Logan Intl

Tue 4/21

7:20 am-5:36 pm

1 stop16h 16m

$607

KahuluiBoston

OGG - BOS

OGGBOS

Kahului

Fri 4/17

10:15 pm-7:43 pm

1 stop15h 28m

Boston Logan Intl

Wed 4/22

7:20 am-5:36 pm

1 stop16h 16m

$630

KahuluiAlbany

OGG - ALB

OGGALB

Kahului

Thu 1/29

2:25 pm-10:05 am

2 stops14h 40m

Albany Intl

Mon 2/2

6:00 am-2:44 pm

1 stop13h 44m

$642

KahuluiAlbany

OGG - ALB

OGGALB

Kahului

Tue 1/20

7:00 pm-3:20 pm

2 stops15h 20m

Albany Intl

Sat 1/24

3:48 pm-12:46 pm

2 stops25h 58m

$751

KahuluiAlbany

OGG - ALB

OGGALB

Kahului

Tue 1/20

2:02 pm-11:55 am

2 stops16h 53m

Albany Intl

Sat 1/24

6:00 am-3:37 pm

1 stop14h 37m

$819

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 23 results
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Best time to book a flight from Maui to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Maui 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 Maui to Massachusetts

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

Currently, February is the cheapest month in which you can book a flight from Maui to Massachusetts (average of $278). Flying from Maui to Massachusetts in July is currently the most expensive (average of $537). 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.

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 January 7, 2026.
See what other customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from Maui 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
11,661 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,661 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,025 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Hawaiian Airlines
7.8
Good
2,824 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
United Airlines
7.4
Good
9,139 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
American Airlines
7.2
Good
11,095 reviews
Alaska Airlines
8.0
Very good
11,661 reviews

Crew

8.5

Overall

8.0

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

Related info for your journey

Find useful and relevant information for your journey from Maui 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 Maui to Massachusetts?

    For as low as $464, American Airlines can have you in Massachusetts from Maui in 13h 01m. Maui and Massachusetts are separated by a distance of 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 Maui to Massachusetts one-way?

    To fly one-way, consider booking your trip with Hawaiian Airlines, which is currently one of the cheapest options available, starting at $197. Alaska Airlines flights start at $226 while deals on United Airlines start at $234 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maui 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.

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

    Currently, February is the cheapest month in which you can book a flight from Maui to Massachusetts (average of $278). Flying from Maui to Massachusetts in July is currently the most expensive (average of $537). 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.

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Alternative routes for Maui to Massachusetts

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Top 5 airlines flying from Maui to Massachusetts

Discover the top 5 airlines that operate flights from Maui to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$491FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$419Average$635FlexibilityNo cancel feeOn-time75%
Hawaiian AirlinesCheapest$421Average$622FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$431Average$733FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$466Average$739FlexibilityNo cancel feeOn-time71%

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