$224 Find Cheap Flights from Massachusetts to Hawaii

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Low seasonJanuary
High seasonJuly
Cheapest flight$224
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Boston to Kailua-Kona

FAQs for booking flights from Massachusetts to Hawaii

  • How does KAYAK find such low prices on flights from Massachusetts to Hawaii?

    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 Massachusetts to Hawaii.

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

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

    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 Massachusetts to Hawaii 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 Massachusetts to Hawaii?

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

  • Which is the cheapest airport to fly into in Hawaii?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Hawaii is Honolulu Airport (HNL), with an average flight price of $407.

  • What is the cheapest day to fly to Hawaii?

    Based on KAYAK data, the cheapest day to fly to Hawaii is Tuesday where round-trip tickets can be as cheap as $598. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $714 on average.

  • What is the cheapest time of day to fly to Hawaii?

    The cheapest time of day to fly to Hawaii is generally in the afternoon, when round-trip flights cost $439 on average. Morning departures are around 38% more expensive than evening flights, on average. The most expensive time of day to fly to Hawaii is generally in the morning, which is peak travel time and where the average cost of a ticket is $656.

  • What is the cheapest flight to Hawaii?

    The cheapest ticket to Hawaii from Massachusetts found in the last 72 hours was to Honolulu, at $559 round-trip. The most popular route is Boston (BOS) to Honolulu (HNL) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $559.

  • What is the cheapest month to fly from Massachusetts to Hawaii?

    The cheapest month for flights from Massachusetts to Hawaii is August, when tickets cost $621 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,302 and $1,279 respectively.

  • How far in advance should I book a flight from Massachusetts to Hawaii?

    To get a below average price on the flight from Massachusetts to Hawaii, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

  • How long is the flight to Hawaii?

    An average nonstop flight from Massachusetts to Hawaii takes 21h 17m, covering a distance of 5001 miles. The shortest route is Boston (BOS) to Honolulu (HNL) with an average flight time of 11h 05m.

  • What are the most popular destinations in Hawaii?

    Based on KAYAK flight searches, the most popular destination is Honolulu (63% of total searches to Hawaii). The next most popular destinations are Kahului (17%) and Kailua-Kona (9%). Searches for flights to Hilo (6%), to Lihue (4%) and to Kapalua (0%) are also popular.

Reviews of the top 5 airlines serving from Massachusetts to Hawaii

 
Need help choosing which airline to fly with from Massachusetts to Hawaii? 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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Entertainment
8.1Boarding
7.8Comfort
8.5Crew
7.1Food
Airline reviews

Our flight time was drastically changed which caused us to lose a day of vacation

6.0 GoodAnonymous, Jul 2025SAN - LIH
Read more Alaska Airlines reviews

Our flight time was drastically changed which caused us to lose a day of vacation

Wonderful respectful staff for a short flight late at night...lots of considerations all met!

Flight was delayed which led to missed connection, but rebooked on a more direct flight at the last minute and arrived in Juneau on time with all our luggage. Little stressful and our family seating got split, but it all worked out in the end.

Only issue was the 2 hr delay after an 8 hr layover. Very long day.

Very bad, terrible food and late by 2 hours. Then no to open aircraft doors

Flying on Hawaiian Airlines was good. But, getting a boarding pass was a hassle. I booked what I thought was an Alaska Airlines flight that was actually a Hawaiian Airlines flight. I couldn't check in online. I had to wait for the Hawaiian Airlines counter to open so I could get my boarding pass which was a requirement for me to get in The Club or the Centurion Lounge. (I had no check in luggage so I didn't expect to have to physically check in.) The Alaska Airlines staff blamed the FAA for the problem.

Terrible check in experience, and they ended up losing our bag.

they didn't fix a plane and we were delayed travelling an extra 12 hours.

This flight was how a flight should be. The flight from Hawaii to Seattle was terrible

Our big luggage never made it to Boston. Very crucial to get it ASAP as heart medication is in there.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

Usually we have a pleasant trip on HA. Not this time! All stewards were unpleasant, rude, rushed, condescending. First step onto the plane, WE greeted the crew with an “Hello!”. They greeted us with a terse smile then ignored us. Not a good start. Even over the PA announcements, they were rushed and unpleasant. One Stewart even berated a passenger in front of us when all they asked is if the purchase cart had vodka to purchase. The steward said “LIKE WE SAID OVER THE PA, THIS ONLY HAS FOOD OR BEVERAGE!” Vodka is a beverage! It was a legitimate question. Not sure why she treated the passenger this way. Taking trash was even unpleasant, No “Thank you” or at least a smile. I work in CS. I know good CS can make or break your trip. There was absolutely no “aloha” on this trip. All clearly did not want to be on this plane and felt strongly that they did not want to provide a premium service to their clients. This might be our last HA and cancellation of my HA-MC if we are treated the same way going home. We are typically treated with kindness and warmth in the past with HA. This trip was unacceptable.

Overall it was a good flight, but the food should be looked at. No options. The seat was also uncomfortable and very tight.

It’s great, I’ve always fly & ride with Hawaiian Airlines going Inter island or to the mainland.

Nothing. Fare didn’t allow seat allocations. So we were stuck in the middle . Not good for 77 to 80 year olds. I was stick on plane. Taken off the plane before take off and ground staff told me to google where a hospital was to get a clearance to travel again. Left on own at airport ti fend for our selves. Also was charged for baggage, also I was not aware. I think booking through a third party, such as yourselves, doesn’t allow any for considerations when allocating seats.

Check in process was a mess. Long lines, equipment malfuctioning. One line for baggage tags then a second line for bag checkin.

It was very pleasant. The staff and crew are very polite.

Hawaiian Airlines staff is always professional & quick & easy check in & boarding process

Customer service by Susan of Alaskan Air was outstanding. We missed our flight out of JFK. She got us rebooked the following day. Way to go Susan.

Bar code for checking luggage and boarding pass didn't work. Had to stand in long customer service line. Passengers at Oahu should be aware the Terminal for Hawaiian Air requires travel by shuttle. Budget an extra 20-30 minutes to get from the main terminal to the remote terminal.

Checking baggage at Honolulu was a real mess. No signs directing where to go.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Overall it was good. I missed my connection but I was put on another flight.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The woman gate agent in Phoenix was none too sympathetic about my check-in process as I am relatively new with using apps. I almost did not get on because she said I did not check-in. I thought I had via Kayak where I purchased a very expensive ticket. Lesson learned but to be told I may not get on as a matter of factly was difficult to hear.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

Boarded plane and then delayed 1.5 hours while on the plane

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

AA re-routed flight from HNL to LAX due to delay. My group of 3 with reserved seats in row 9 was broken up, with one assigned to a middle seat, another in the last row of the plane. Not happy. No explanation to the delay. No apologies. No compensation. Would have been nice to be offered an Admiral Club admission or a voucher for the extra 3 hours of layover in LAX. Could not hear the boarding gate announcements in LAX. Adjacent gate was boarding at the same time. Loud speakers were competing against each other. Barely made my boarding group.

Boarding gate in Honolulu was staffed with a great clerk with a soothing voice despite the flight delay of over an hour. Flight attendants in the plane were all grumpy, not pleasant looking bunch. Their sour attitude showed throughout the flight. Inly able to get a select few movies started. Most of the movie links in the “free entertainment” did not work.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

The flight delay in Dallas created a domino effect that impacted all connecting flights, leading to an increase in the number of connections. As a result, I missed my flight from Casablanca to Marrakech due to the tight turnaround when landing in Casablanca. CMN Airport was understaffed; only one employee was available to assist passengers while others just stood by and watched. It was an extremely frustrating situation. Many passengers were crying and banging their hands on the counter while talking to customer service representative Allabough. Unfortunately, Allabough couldn’t change my flight in the system. At the same time, I was on the phone with an American Airlines customer service representative named Solomon, who said he couldn’t make the change either. So, I decided to take an ONYA Voyages train from Casablanca to Marrakech to reach my destination on Friday, June 26. It turned out to be an unpredictable trip.

Book cheap flights from Massachusetts to Hawaii

Recent round-trip flight deals

11/3Mon
1 stopAlaska Airlines
14h 01mBOS-OGG
11/17Mon
1 stopAlaska Airlines
18h 57mOGG-BOS
$442
9/26Fri
1 stopAlaska Airlines
20h 18mBOS-OGG
10/6Mon
1 stopAlaska Airlines
18h 00mOGG-BOS
$446
10/17Fri
1 stopDelta
16h 39mBOS-KOA
10/26Sun
1 stopDelta
12h 09mKOA-BOS
$449
10/31Fri
1 stopDelta
16h 41mBOS-OGG
11/11Tue
1 stopDelta
12h 44mOGG-BOS
$449
11/14Fri
1 stopAmerican Airlines
14h 42mBOS-OGG
11/24Mon
2 stopsAmerican Airlines
14h 07mOGG-BOS
$454
9/5Fri
2 stopsAmerican Airlines
15h 25mBOS-KOA
9/8Mon
1 stopAmerican Airlines
13h 13mKOA-BOS
$455
12/2Tue
1 stopUnited Airlines
14h 21mBOS-OGG
12/9Tue
1 stopUnited Airlines
12h 16mOGG-BOS
$502
12/2Tue
1 stopUnited Airlines
14h 21mBOS-OGG
12/9Tue
2 stopsUnited Airlines
14h 03mOGG-BOS
$508
8/26Tue
1 stopHawaiian Airlines
19h 10mBOS-HNL
9/2Tue
1 stopHawaiian Airlines
14h 14mHNL-BOS
$554
9/1Mon
1 stopHawaiian Airlines
19h 10mBOS-HNL
9/14Sun
nonstopHawaiian Airlines
9h 45mHNL-BOS
$557

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Recent one-way flight deals

9/1Mon
1 stopAmerican Airlines
13h 49mBOS-KOA
$224
9/2Tue
1 stopAmerican Airlines
12h 40mBOS-OGG
$224
11/1Sat
1 stopDelta
16h 20mBOS-KOA
$225
8/18Mon
2 stopsUnited Airlines
16h 58mBOS-KOA
$230
8/13Wed
1 stopAlaska Airlines
19h 19mBOS-OGG
$246
8/13Wed
1 stopAlaska Airlines
24h 35mBOS-KOA
$250
9/4Thu
1 stopDelta
20h 18mBOS-HNL
$270
9/11Thu
1 stopHawaiian Airlines
13h 55mBOS-HNL
$283
8/30Sat
2 stopsHawaiian Airlines
21h 49mBOS-LIH
$292
8/13Wed
2 stopsUnited Airlines
16h 04mBOS-HNL
$314

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Last minute flights from Massachusetts to Hawaii

Last minute flight, train and bus deals

7/17Thu
multi-stopDelta
15h 43mBOS-OGG
7/24Thu
multi-stopDelta
26h 55mOGG-BOS
$573
7/17Thu
multi-stopDelta
15h 43mBOS-OGG
7/22Tue
multi-stopDelta
20h 30mOGG-BOS
$574
7/15Tue
multi-stopAmerican Airlines
17h 36mBOS-OGG
7/24Thu
multi-stopAmerican Airlines
14h 18mOGG-BOS
$702
7/19Sat
multi-stopUnited Airlines
14h 42mBOS-OGG
7/22Tue
multi-stopUnited Airlines
14h 25mOGG-BOS
$716
7/19Sat
multi-stopUnited Airlines
16h 52mBOS-OGG
7/21Mon
multi-stopUnited Airlines
14h 09mOGG-BOS
$722
7/18Fri
multi-stopAlaska Airlines
14h 18mBOS-LIH
7/28Mon
multi-stopAlaska Airlines
26h 36mLIH-BOS
$738
7/15Tue
multi-stopAmerican Airlines
15h 44mBOS-OGG
7/24Thu
multi-stopAmerican Airlines
17h 05mOGG-BOS
$755
7/17Thu
nonstopAlaska Airlines
11h 05mBOS-HNL
8/17Sun
multi-stopAlaska Airlines
26h 25mHNL-BOS
$786
7/16Wed
multi-stopHawaiian Airlines
14h 25mBOS-HNL
7/30Wed
multi-stopHawaiian Airlines
12h 21mHNL-BOS
$830
7/15Tue
nonstopHawaiian Airlines
11h 05mBOS-HNL
7/27Sun
nonstopHawaiian Airlines
9h 45mHNL-BOS
$856

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Everything you need to know for your flight to Hawaii

Cabin class types available on flights to Massachusetts

Cabin classes available on flights to Massachusetts. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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