$265 Find Cheap Flights from Boston to Maui

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Maui departing on 8/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Maui

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Maui.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Maui.
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Cheap Flights from Boston to Maui

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kahului
Kahului1 stop$510
Kapalua
Kapalua2 stops$1,405
Kahului
Kahului1 stop$510
Kapalua
Kapalua2 stops$1,405

Book Cheap Boston to Maui Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Maui 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 Boston to Maui

Mon, Nov 2 - Thu, Nov 12
United Airlines Logo
7:30 am - 4:37 pm
BOS
-
OGG
14h 07m
1 stop
United Airlines Logo
8:00 am - 1:05 am
OGG
-
BOS
12h 05m
1 stop
$510United Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
6:30 am - 2:19 pm
BOS
-
OGG
13h 49m
1 stop
American Airlines Logo
1:16 pm - 9:32 am
OGG
-
BOS
14h 16m
2 stops
$516American Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
10:12 am - 9:19 pm
BOS
-
OGG
17h 07m
2 stops
American Airlines Logo
1:16 pm - 9:32 am
OGG
-
BOS
14h 16m
2 stops
$521American Airlines
Mon, Oct 26 - Tue, Nov 3
Delta Logo
7:05 am - 5:46 pm
BOS
-
OGG
16h 41m
1 stop
Delta Logo
12:45 pm - 5:59 am
OGG
-
BOS
12h 14m
1 stop
$530Delta
Mon, Oct 26 - Thu, Nov 5
Delta Logo
7:05 am - 5:46 pm
BOS
-
OGG
16h 41m
1 stop
Delta Logo
9:12 pm - 6:27 pm
OGG
-
BOS
16h 15m
2 stops
$536Delta
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
9:31 am - 9:19 pm
BOS
-
OGG
17h 48m
2 stops
American Airlines Logo
1:16 pm - 9:32 am
OGG
-
BOS
14h 16m
2 stops
$541American Airlines
Wed, Nov 11 - Sun, Nov 15
American Airlines Logo
6:30 am - 3:55 pm
BOS
-
OGG
14h 25m
1 stop
American Airlines Logo
11:00 pm - 4:18 pm
OGG
-
BOS
12h 18m
1 stop
$560American Airlines
Wed, Aug 26 - Wed, Sep 2
Delta Logo
7:45 am - 5:52 pm
BOS
-
OGG
16h 07m
1 stop
Delta Logo
10:05 pm - 11:58 pm
OGG
-
BOS
19h 53m
2 stops
$563Delta
Wed, Nov 11 - Sun, Nov 15
Multiple Airlines Logo
7:02 am - 9:23 pm
BOS
-
OGG
19h 21m
1 stop
Multiple Airlines Logo
8:15 am - 5:47 am
OGG
-
BOS
16h 32m
2 stops
$566Multiple Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
6:30 am - 2:19 pm
BOS
-
OGG
13h 49m
1 stop
American Airlines Logo
10:00 pm - 11:24 pm
OGG
-
BOS
19h 24m
1 stop
$568American Airlines
Booking Insights

KAYAK's insights & trends for Boston to Maui flights

Get data-powered insights and trends into flights from Boston to Maui to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Boston to Maui?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $507, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Boston to Maui?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Maui, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Maui is October, when tickets cost $222 (return) on average. On the other hand, the most expensive months are May and February, when the average cost of round-trip tickets is $430 and $358 respectively.

How far in advance should I book a flight from Boston to Maui?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Maui, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Maui, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$265
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Boston to Kahului

FAQs - booking Maui flights

  • Are there hotels near Kahului Airport (OGG)?

    Yes, there are several hotels near Kahului Airport and located within a few miles. Many of these hotels include a complimentary shuttle service, so be sure to check with the front desk as you make your reservations to determine whether that service is offered. If not, you can still opt for a taxi or rideshare to the airport.

  • What Airline has a hub at Kahului Airport (OGG)?

    Both Hawaiian Airlines and Island Air use Kahului Airport (OGG), which is located on the island of Maui in the Hawaiian region, as the main hub for commercial operations. There are a variety of extra airlines that provide service to and from OGG. Some of these airlines include Air Canada, Alaska Airlines, American Airlines, Delta Air Lines, and United Airlines.

  • Are there direct flights from Boston to Maui?

    There are no direct flights from Logan International Airport (BOS) to Kahului Airport (OGG) in Maui. However, there are several airlines that offer one-stop flights at different locations. Delta and Alaska Airlines offer a layover at Seattle, American Airlines has a layover at Phoenix and Hawaiian Airlines has a layover at Honolulu.

  • Are there kids playing areas at Logan International Airport (BOS)?

    If you are going on a trip with kids, you definitely want to check out the play facilities at Boston Logan Airport (BOS), which are collectively referred to as Kidport. The Kidport play facilities provide a location that is full of fun for young passengers. The play areas are located at Terminal post-security at Gate 18, Terminal B post-security in the commercial corridor in the path leading to Gates B30 and B36, and Terminal C post-security in the region before Gate 25.

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

    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 Boston to Maui.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston to 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 Boston to Maui?

    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 from Boston to Maui with an airline and back with another airline.

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

    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 from Boston to Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Maui

  • If you are looking for a place to rest and unwind before boarding a plane to Maui from Boston Logan International Airport (BOS) in Boston, you can check in at The Lounge located at Terminal C just past the security check for a round of drinks and food.
  • If you depart from Logan International Airport (BOS) in Boston, aboard American Airlines, United Airlines, or Hawaiian Airlines you will arrive in Maui from Boston with only one layover.
  • In Terminal A, there are nurseries available at Boston Logan International Airport (BOS) before and after security. The changing table, washbasin, and fold-down seat are all included in the nursery rooms. There are nurseries in Terminal B at Gate B37 and Terminal C close to Gate C20, both after a security check.
  • If you are departing from Boston Logan International Airport and planning to fly to the Hawaiian island of Maui, the airport that you will most likely arrive at is Kahului Airport (OGG). In addition, the island of Maui is serviced by several other airports, such as Hana Airport (HNM) and Kapalua Airport (JNM).
  • If you are looking to get downtown from Kahalui Aiport, you can take a line bus, a taxi, a shuttle bus, or a Towncar. The fast means to get downtown is via taxi which will take you approximately 7 minutes over a distance of 3.2 km under ideal traffic conditions.

Reviews of the top 5 airlines serving from Boston to Maui

 
See real verified KAYAK customer reviews for airlines flying from Boston to Maui. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Maui? 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 12437 reviews
8.1Boarding
7.8Comfort
7.0Entertainment
7.1Food
8.5Crew
Airline reviews

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

10.0 ExcellentAnonymous, May 2026
SEA - LIH
Read more Alaska Airlines reviews

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

The crew seem untrained and uncertain no one ever checked up on us in our first class cabin. I had to ask for water four times and the lady kept saying she was busy when they weren't really doing anything. Had to walk to the back of the plane to get water for myself. Crew seem new and unexperience. You can tell this by the fumbling they kept making trying to fight. (I miss Hawaiian air.)

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

The merging of Kayak & the airline’s website was not always clear. Both on their own provided adequate Information about the flight. I had some challenges retrieving the boarding pass. I relied on the agent & may have paid the baggage fee twice.

Hello, Our flight arrived late, and the flight we were to connect to the departure time was moved up. At first our flight was scheduled to arrive at 10:40, but it arrived at 10:56. Our connecting flight was scheduled to leave at 11:25, and it was moved to 11:20. Also the terminal was moved from N to S. N would have been in the same terminal as the one we arrived in-- to get to S we had to take 3 trains to get to. And when we arrived at the gate, around 11:15, they said the gate was closed and would not open it. We had come from a funeral in Boston, and the person that helped us get new tickets said, "did you come from a girsl trip?" No, we did not. We were coming from a funeral. This experience was not what we expected/wanted. My friend, because she had to run to S, got a migraine and turned pale. In addition, I paid an extra $70 for an aisle seat that was more upfront, to make sure I can get off the plane faster and make the connecting flight. The fact that the plane not only did not wait, but left earlier, is absolutely unacceptable. This was a terrible experience, and I hope that I can be refunded for this horrible experience.

You can standby to get on earlier flight if the seat is open.

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

Generally very good. Waiting (due to de-icing and traffic) in plane to take off was a put-off. But it's not the airline's fault. I find Airbus more comfortable than Boeing.

Smooth flight, on time despite Captain’s forecast of troublesome weather conditions.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

Omg the disaster at the security was on another level! “Go to this end, sorry closed now, go to that end”. Ridiculous! This took over an hour! As far as the airline was concerned although I booked nearly a year ago I couldn’t get my bag tag - stand in another 15 minute line or my seat on Hawaiian Airlines- 5 more minutes! Then my TSA status was denied. Like what the heck! Makes a person not want to travel with this amount of incompetence

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

The crew at Hawaiian Airlines was fantastic. Kind and hard working. The pilots were great with giving us all the updates to make sure we were informed.

Very good. Nice plane and we sat in economy plus - bigger seats, more room. They served a meal and snacks, and the meal was an apple stuffed pancake that was very good! The snack for us was a hummus sandwich - also very good. The flight attendants were helpful and nice. They have plenty of movies and shows to watch. My only negative -- they changed our flights around and did not adjust the layovers, so we ended up with a very long and unnecessary layover in Honolulu.

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I always love flying Hawaii and I have nothing to add

Everything was great and smooth. Given the short flight there was no entertainment but the rating does not give this option. My first flight with Hawaiian was a success all around.

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

Everything you need to know for your flight to Maui

Information on your arrival and departure airports