BOS

$245 Find Cheap Flights from Maui to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Maui to Boston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maui to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Maui to Boston

Wed, Sep 16 - Thu, Sep 24
United Airlines Logo
7:40 pm - 1:47 pm
OGG
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BOS
12h 07m
1 stop
United Airlines Logo
11:10 am - 7:00 pm
BOS
-
OGG
13h 50m
1 stop
$490United Airlines
Wed, Sep 16 - Thu, Sep 17
Multiple Airlines Logo
6:00 am - 5:49 am
OGG
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BOS
17h 49m
2 stops
Multiple Airlines Logo
7:40 am - 9:41 pm
BOS
-
OGG
20h 01m
2 stops
$495Multiple Airlines
Wed, Sep 16 - Thu, Sep 24
United Airlines Logo
1:10 pm - 9:23 am
OGG
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BOS
14h 13m
2 stops
United Airlines Logo
11:10 am - 7:00 pm
BOS
-
OGG
13h 50m
1 stop
$496United Airlines
Wed, Sep 16 - Thu, Sep 24
Multiple Airlines Logo
6:00 am - 5:49 am
OGG
-
BOS
17h 49m
2 stops
Multiple Airlines Logo
7:40 am - 9:41 pm
BOS
-
OGG
20h 01m
2 stops
$501Multiple Airlines
Wed, Sep 16 - Thu, Sep 24
United Airlines Logo
7:40 pm - 1:47 pm
OGG
-
BOS
12h 07m
1 stop
United Airlines Logo
11:10 am - 7:00 pm
BOS
-
OGG
13h 50m
1 stop
$510United Airlines
Thu, Apr 30 - Thu, May 7
American Airlines Logo
9:48 pm - 4:40 pm
OGG
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BOS
12h 52m
1 stop
American Airlines Logo
6:00 am - 2:22 pm
BOS
-
OGG
14h 22m
1 stop
$523American Airlines
Thu, Apr 30 - Thu, May 7
American Airlines Logo
9:48 pm - 4:40 pm
OGG
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BOS
12h 52m
1 stop
American Airlines Logo
8:07 am - 7:56 pm
BOS
-
OGG
17h 49m
2 stops
$529American Airlines
Thu, Apr 30 - Thu, May 7
American Airlines Logo
3:03 pm - 11:32 am
OGG
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BOS
14h 29m
2 stops
American Airlines Logo
7:47 am - 7:56 pm
BOS
-
OGG
18h 09m
2 stops
$534American Airlines
Tue, Jul 21 - Thu, Aug 6
American Airlines Logo
9:17 pm - 11:15 pm
OGG
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BOS
19h 58m
1 stop
American Airlines Logo
9:30 am - 8:22 pm
BOS
-
OGG
16h 52m
2 stops
$554American Airlines
Thu, Aug 27 - Mon, Sep 14
Multiple Airlines Logo
6:00 am - 5:49 am
OGG
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BOS
17h 49m
2 stops
Multiple Airlines Logo
7:40 am - 9:38 pm
BOS
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OGG
19h 58m
1 stop
$562Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$245
Best time to beat the crowds with an average 14% drop in price.
Flight from Kahului to Boston

FAQs for booking flights from Maui to Boston

  • How does KAYAK find such low prices on flights from Maui to Boston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maui to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maui to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Maui is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Maui to Boston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Maui with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maui to Boston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Maui to Boston

 
Need help choosing which airline to fly with from Maui to Boston? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12207 reviews
7.0Entertainment
7.8Comfort
7.0Food
8.5Crew
8.1Boarding
Airline reviews

Pretty smooth ride!… a little tight in the back and would’ve loved to had a movie screen… couldn’t beat the price to the West Coast!

10.0 ExcellentRobin, Apr 2026
PDX - BOS
Read more Alaska Airlines reviews

Pretty smooth ride!… a little tight in the back and would’ve loved to had a movie screen… couldn’t beat the price to the West Coast!

Free WiFi was awesome. I hate the five hour delayed take off.. arrrgh!

I wasn’t aware that we needed to supply our own screens for entertainment

Overall, we had a very good experience with Alaska Airlines on our flight from Honolulu to Seattle. The First Class cabin was comfortable, boarding was smooth, and the crew was friendly and attentive. The meal service was solid and the overall flight felt well organized. One thing that stood out negatively was the drink service. I was in First Class and, while quietly watching movies and not causing any issues, I was cut off after four drinks. I understand safety policies, but the cutoff felt a bit premature given the context.

Cancelled the flight cuz they sent the WRONG plane and then they promised to rebook us and let us know within the hour what our next flight was. I have heard nothing after 12 hours and can’t get ahold of anyone.

Plane was clean, staff was professional and flight was on time. No built in tv was still ok, as programs were offered that could synch to smart phones.

J was in the ER x 3...3 protruding discs...contacted Alaska many many days prior to cancel and request a refund or a credjt.. they only gave me 50 % credit....outrageous seeing how i have a doctors letter....just plain inhuman. AI sucks!

I was in economy class and there was plenty of leg room. New interior which was nice and they served various kinds of chips and sodas on the red eye. You couldn't get a bottle of water but they instead served it in a medium paper cup from a reinforced structured paper container, environmental friendly.

There is nothing critical to complain about but I would say the snacks are pretty bad Airline staff could be aggressive the way they move through the aisles and the plane I also got hustled for a small wallet size men bag and force the consolidated with my carry on item we're talking about a wallet size bag.

I paid for WiFi but it never really worked. That was frustrating.

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

The Honolulu Hub needs 2 to 3 times the amount of things to do as well as shuttles that transport to/from gates and terminals. Arriving from OCONUS locations; transferring to CONUS locations its a miserable experience. Fetching and re-checking bags, then returning to a gate across the airport take longer than any other large airport. If youre confused by what I mean, the process goes like this: Disembark plane Walk a mile to the main terminal Walk half a mile to baggage claim Wait 40 minutes for baggage Walk a mile to re-check-in baggage Wait 20 minutes for checking in those bags Fo back through the wrong TSA line because the signage is poor Almost miss the connecting flight because your gate is across the airport.

The checking was disaster, the crew wasn't behave well. It took us two hours to check in, after that thr line at the TSA was long, we barely make the flight. Bad airline

The crew were exceptionally nice and accommodating. My wife was tired after the flight from Haneda, Tokyo. They let her sleep and served her dinner later after she woke up, before we landed in PDX.

Horrible food and crew. Crew were laughing and talking loud while people were trying to sleep

I liked the Starlink WiFi but didn't like how they said they were the only airline to offer a free meal and it turns out to be just a standalone sandwich and then charge for snacks to go with it. Rather have the free snacks like Southwest, but have the option to purchase a decent meal for a 5+ hour flight.

Delayed and cancelled flights were hard and very stressful, both ways!

Canceled my flight within 24 hours, causing me arriving home midnight. Will never book Hawaiian airlines anymore

I like Hawaiian, it was great that they had good internet connection across the Pacific Ocean, thanks to Star Link satellites. The seating was comfortable, ( I was in economy ). Maybe I missed it, but I only got offered a beverage once. It was a nonstop flight KOA to SMF. I would take it again next time I go that way.

I always love flying Hawaii and I have nothing to add

Previously flown Hawaiian Airlines on similar routes, I found Alaska Airlines to be noticeably more comfortable. The seats on Alaska Airlines provided better support and cushioning, which made a significant difference on the long flight to the islands. When you’re spending 5-6 hours in the air, seat comfort really matters, and Alaska Airlines delivered where it counts. After comparing both carriers, I’ve decided to book with Alaska Airlines for all my future Hawaii trips. The superior seat comfort alone makes it worth choosing Alaska over Hawaiian Airlines. If you’re planning a trip to Hawaii and prioritizing comfort, I’d recommend giving Alaska Airlines a try. You won’t be disappointed. Highly recommended for Hawaii travel!

Checking in united could not figure out my star alliance gold. Baggage did not get marked priority and didn't receive boarding passes. When got to SFO lounge personal fixed everything Immediately

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

This was the first flight in the morning. We boarded fine. The cabin door was closed and we were ready to go. We were notified by the Captain that ATC issued and ground stop for 40 minutes. So, without even pushing back from the gate, we were already 40 minutes late. We actually were released to push-back and taxi at 30 minutes. But, some passengers had tight connections and were not going to make their connections. Some passengers asked about the delay and the effect on the connections and were told by the cabin attendant that all flights will be delayed and so they should be OK. However, that was not true. My connecting flight was on time and I arrived at IAH with 21 minutes to make my connection. I did and I'm happy about that, but the flight crew should not have given assurances to the passengers who might have missed their connections.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

Cleared standby and gave up my seat. Terrible policy and boarding experience

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

The WiFi would not connect enough for me to do my actual work. It permaspooled, disconnected, said it was connected, then wouldn't open an email... it was frustrating. I am not a tall person, 5'4" - and I felt cramped with little room to reach into my bag under the seat in front of me. I feel sorry for anyone taller than me having to fly. the one positive thing I will add, is the overhead bins are roomy enough to manage more bags than other carriers.

Air condition was not working for long both after boarding and also after landing ; unbearably hot and suffocating

On time flight, good communication about boarding, lines didn't form unnecessarily for boarding before their group was announced (kept aisles clear), friendly flight attendants and service

Flight was extremely hot and they made us check our bags when the space was nowhere near full

Everything was excellent and I enjoyed myself. Thank for everything

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

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