$215+ Cheap flights from Massachusetts to Hawaii
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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HNL
Jun 30 — Jul 71
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Massachusetts to Hawaii with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Massachusetts to Hawaii
Cheapest
Best
Last-minute
One-way
Cheapest flights from Massachusetts to HawaiiExplore the most affordable flight options available from Massachusetts to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 31, 2026.
Explore the most affordable flight options available from Massachusetts to Hawaii. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 31, 2026.
This Delta deal was found by Cheapflights users on 5/26. 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 12/17:05 am
BOS
- KOA
1 stop16h 49m
Delta
Mon 12/710:45 pm
KOA
- BOS
1 stop12h 09m
Delta
Deal found 5/26![Delta logo]()
$496
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:00 am
BOS
- KOA
2 stops15h 13m
Multiple Airlines
Mon 9/1410:35 am
KOA
- BOS
1 stop13h 14m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:00 am
BOS
- KOA
2 stops15h 13m
Multiple Airlines
Mon 8/3110:35 am
KOA
- BOS
1 stop13h 14m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$501
This American Airlines deal was found by Cheapflights users on 5/27. 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 11/36:05 am
BOS
- KOA
1 stop14h 39m
American Airlines
Mon 11/99:45 pm
KOA
- BOS
2 stops14h 17m
American Airlines
Deal found 5/27![American Airlines logo]()
$502
This Delta deal was found by Cheapflights users on 5/26. 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 11/36:00 am
BOS
- KOA
2 stops17h 54m
Delta
Mon 11/910:45 pm
KOA
- BOS
2 stops18h 41m
Delta
Deal found 5/26![Delta logo]()
$507
This United Airlines deal was found by Cheapflights users on 5/26. 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 9/87:45 am
BOS
- OGG
1 stop13h 20m
United Airlines
Tue 9/228:00 pm
OGG
- BOS
1 stop11h 47m
United Airlines
Deal found 5/26![United Airlines logo]()
$510
This Delta deal was found by Cheapflights users on 5/27. 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 8/2610:50 am
BOS
- KOA
1 stop14h 29m
Delta
Tue 9/159:03 pm
KOA
- BOS
1 stop12h 57m
Delta
Deal found 5/27![Delta logo]()
$516
This United Airlines deal was found by Cheapflights users on 5/26. 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 8/257:45 am
BOS
- OGG
1 stop13h 20m
United Airlines
Mon 8/318:00 pm
OGG
- BOS
2 stops14h 27m
United Airlines
Deal found 5/26![United Airlines logo]()
$516
This Orbitz deal was found by Cheapflights users on 5/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:07 pm
BOS
- KOA
1 stop26h 39m
Multiple Airlines
Wed 11/117:10 pm
KOA
- BOS
2 stops17h 12m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 5/26. 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 8/255:30 am
BOS
- OGG
2 stops18h 22m
Delta
Mon 8/318:08 pm
OGG
- BOS
2 stops17h 51m
Delta
Deal found 5/26![Delta logo]()
$521
This Delta deal was found by Cheapflights users on 5/28. 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 9/88:15 am
BOS
- KOA
2 stops16h 19m
Delta
Tue 9/159:03 pm
KOA
- BOS
1 stop12h 57m
Delta
Deal found 5/28![Delta logo]()
$522
This Delta deal was found by Cheapflights users on 5/30. 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 11/38:15 pm
BOS
- OGG
1 stop20h 38m
Delta
Wed 11/1110:10 pm
OGG
- BOS
1 stop17h 13m
Delta
Deal found 5/30![Delta logo]()
$528
Best flights from Massachusetts to HawaiiDiscover carefully curated flight deals from Massachusetts to Hawaii that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 31, 2026.
Discover carefully curated flight deals from Massachusetts to Hawaii that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 31, 2026.
This Delta deal was found by Cheapflights users on 5/26. 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 11/36:00 am
BOS
- KOA
2 stops17h 54m
Delta
Mon 11/910:45 pm
KOA
- BOS
2 stops18h 41m
Delta
Deal found 5/26![Delta logo]()
$507
This United Airlines deal was found by Cheapflights users on 5/26. 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 11/311:10 am
BOS
- KOA
1 stop14h 26m
United Airlines
Mon 11/92:20 pm
KOA
- BOS
1 stop11h 58m
United Airlines
Deal found 5/26![United Airlines logo]()
$534
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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.
Mon 11/95:54 pm
BOS
- OGG
1 stop26h 18m
Multiple Airlines
Mon 11/1610:52 am
OGG
- BOS
2 stops13h 55m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$623
This Alaska Airlines deal was found by Cheapflights users on 5/29. 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.
Sat 11/75:54 pm
BOS
- HNL
1 stop26h 27m
Alaska Airlines
Fri 11/1311:09 pm
HNL
- BOS
1 stop12h 33m
Alaska Airlines
Deal found 5/29![Alaska Airlines logo]()
$702
This American Airlines deal was found by Cheapflights users on 5/30. 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 7/76:04 am
BDL
- KOA
2 stops16h 06m
American Airlines
Thu 7/233:36 pm
KOA
- BDL
2 stops14h 52m
American Airlines
Deal found 5/30![American Airlines logo]()
$829
This Delta deal was found by Cheapflights users on 5/30. 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 9/87:05 am
BOS
- KOA
1 stop16h 46m
Delta
Tue 9/159:03 pm
KOA
- BOS
2 stops19h 10m
Delta
Deal found 5/30![Delta logo]()
$522
This United Airlines deal was found by Cheapflights users on 5/30. 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 9/17:45 am
BOS
- LIH
1 stop13h 55m
United Airlines
Thu 9/107:35 pm
LIH
- BOS
1 stop14h 21m
United Airlines
Deal found 5/30![United Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 5/27. 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 9/168:15 am
BOS
- KOA
2 stops17h 08m
Delta
Tue 9/229:03 pm
KOA
- BOS
2 stops20h 56m
Delta
Deal found 5/27![Delta logo]()
$527
This Alaska Airlines deal was found by Cheapflights users on 5/26. 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 11/179:00 am
BOS
- LIH
1 stop18h 19m
Multiple Airlines
Tue 11/2410:34 am
LIH
- BOS
2 stops15h 57m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$629
This United Airlines deal was found by Cheapflights users on 5/31. 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.
Sat 8/2912:15 pm
BOS
- KOA
1 stop13h 50m
United Airlines
Sat 9/1212:04 pm
KOA
- BOS
1 stop11h 58m
United Airlines
Deal found 5/31![United Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 5/26. 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 8/266:45 am
BOS
- KOA
2 stops18h 34m
Delta
Tue 9/159:03 pm
KOA
- BOS
2 stops19h 10m
Delta
Deal found 5/26![Delta logo]()
$527
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 9/59:33 am
BOS
- HNL
2 stops19h 23m
Multiple Airlines
Mon 9/147:00 am
HNL
- BOS
2 stops16h 49m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$643
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 8/2912:15 pm
BOS
- LIH
1 stop13h 59m
United Airlines
Fri 9/41:15 pm
LIH
- BOS
1 stop12h 59m
United Airlines
Deal found 5/27![United Airlines logo]()
$594
This Delta deal was found by Cheapflights users on 5/29. 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.
Thu 8/276:05 am
BOS
- OGG
2 stops17h 47m
Delta
Thu 9/310:05 pm
OGG
- BOS
2 stops19h 54m
Delta
Deal found 5/29![Delta logo]()
$541
This Delta deal was found by Cheapflights users on 5/29. 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.
Thu 9/105:30 am
BOS
- LIH
2 stops19h 50m
Delta
Tue 9/229:50 pm
LIH
- BOS
2 stops20h 01m
Delta
Deal found 5/29![Delta logo]()
$546
This Alaska Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 7/49:00 am
BOS
- HNL
1 stop16h 16m
Alaska Airlines
Thu 7/169:55 pm
HNL
- BOS
1 stop25h 45m
Alaska Airlines
Deal found 5/28![Alaska Airlines logo]()
$800
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Mon 9/218:00 am
ALB
- HNL
1 stop13h 16m
United Airlines
Fri 9/251:00 pm
HNL
- ALB
2 stops15h 13m
United Airlines
Deal found 5/28![United Airlines logo]()
$608
This Alaska Airlines deal was found by Cheapflights users on 5/28. 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.
Sat 9/129:33 am
BOS
- HNL
2 stops19h 23m
Multiple Airlines
Sun 9/208:30 am
HNL
- BOS
2 stops15h 19m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$700
This Delta deal was found by Cheapflights users on 5/31. 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.
Mon 9/287:05 am
BOS
- LIH
2 stops16h 35m
Delta
Mon 10/58:32 pm
LIH
- BOS
1 stop16h 59m
Delta
Deal found 5/31![Delta logo]()
$551
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Wed 8/198:00 am
ALB
- HNL
1 stop13h 16m
United Airlines
Thu 8/272:48 pm
HNL
- ALB
2 stops13h 36m
United Airlines
Deal found 5/28![United Airlines logo]()
$608
This American Airlines deal was found by Cheapflights users on 5/26. 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.
Wed 6/107:00 am
BDL
- KOA
2 stops15h 00m
American Airlines
Sun 6/143:31 pm
KOA
- BDL
2 stops19h 04m
American Airlines
Deal found 5/26![American Airlines logo]()
$925
This Alaska Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 9/199:33 am
BOS
- HNL
2 stops19h 23m
Multiple Airlines
Sat 9/2612:15 pm
HNL
- BOS
1 stop11h 54m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$727
This Delta deal was found by Cheapflights users on 5/29. 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 8/1811:20 am
BOS
- LIH
1 stop13h 47m
Delta
Tue 8/259:38 pm
LIH
- BOS
2 stops19h 09m
Delta
Deal found 5/29![Delta logo]()
$554
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Fri 6/1212:36 pm
BOS
- ITO
2 stops33h 39m
American Airlines
Thu 6/256:49 pm
ITO
- BOS
2 stops22h 25m
American Airlines
Deal found 5/30![American Airlines logo]()
$926
This United Airlines deal was found by Cheapflights users on 5/30. 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 9/87:45 am
BDL
- LIH
1 stop13h 55m
United Airlines
Wed 9/161:03 pm
LIH
- BDL
2 stops14h 34m
United Airlines
Deal found 5/30![United Airlines logo]()
$665
This Alaska Airlines deal was found by Cheapflights users on 5/31. 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 9/98:00 am
BOS
- ITO
2 stops15h 26m
Multiple Airlines
Mon 9/147:44 pm
ITO
- BOS
2 stops22h 10m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$741
This Delta deal was found by Cheapflights users on 5/31. 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 8/257:45 am
BOS
- OGG
1 stop16h 07m
Delta
Wed 9/99:10 pm
OGG
- BOS
1 stop12h 50m
Delta
Deal found 5/31![Delta logo]()
$557
This Delta deal was found by Cheapflights users on 5/31. 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.
Thu 8/2010:50 am
BOS
- KOA
1 stop14h 29m
Delta
Thu 9/38:37 pm
KOA
- BOS
1 stop17h 06m
Delta
Deal found 5/31![Delta logo]()
$558
This Alaska Airlines deal was found by Cheapflights users on 5/29. 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 9/228:00 am
BOS
- ITO
2 stops18h 13m
Multiple Airlines
Wed 9/237:35 am
ITO
- BOS
2 stops16h 34m
Multiple Airlines
Deal found 5/29![Multiple Airlines logo]()
$747
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Mon 8/176:00 am
ALB
- HNL
1 stop13h 28m
United Airlines
Sun 8/231:00 pm
HNL
- ALB
2 stops15h 24m
United Airlines
Deal found 5/27![United Airlines logo]()
$699
Last-minute flights from Massachusetts to HawaiiDiscover last-minute flight deals from Massachusetts to Hawaii. Data last updated May 31, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Hawaii. Data last updated May 31, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/27. 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 5/2811:35 am
BOS
- KOA
1 stop13h 56m
United Airlines
Thu 6/410:15 pm
KOA
- BOS
1 stop13h 05m
United Airlines
Deal found 5/27![United Airlines logo]()
$580
This American Airlines deal was found by Cheapflights users on 5/27. 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 5/286:00 am
BOS
- KOA
2 stops16h 58m
American Airlines
Thu 6/49:45 pm
KOA
- BOS
2 stops15h 20m
American Airlines
Deal found 5/27![American Airlines logo]()
$591
This Delta deal was found by Cheapflights users on 5/26. 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.
Mon 6/110:55 am
BOS
- OGG
1 stop14h 40m
Delta
Wed 6/109:13 pm
OGG
- BOS
1 stop16h 23m
Delta
Deal found 5/26![Delta logo]()
$598
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Mon 6/17:28 am
BOS
- OGG
1 stop15h 08m
United Airlines
Wed 6/31:49 pm
OGG
- BOS
1 stop12h 12m
United Airlines
Deal found 5/28![United Airlines logo]()
$614
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Wed 6/37:28 am
BOS
- OGG
1 stop15h 08m
United Airlines
Tue 6/98:00 pm
OGG
- BOS
1 stop11h 49m
United Airlines
Deal found 5/27![United Airlines logo]()
$594
This United Airlines deal was found by Cheapflights users on 5/28. 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 6/911:35 am
BOS
- LIH
1 stop14h 07m
United Airlines
Mon 6/157:35 pm
LIH
- BOS
1 stop14h 09m
United Airlines
Deal found 5/28![United Airlines logo]()
$618
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/910:52 am
BOS
- LIH
2 stops15h 29m
American Airlines
Mon 6/159:51 pm
LIH
- BOS
2 stops14h 10m
American Airlines
Deal found 5/28![American Airlines logo]()
$629
This United Airlines deal was found by Cheapflights users on 5/30. 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.
Sun 6/146:00 am
BOS
- KOA
1 stop12h 37m
United Airlines
Thu 6/1810:15 pm
KOA
- BOS
1 stop13h 05m
United Airlines
Deal found 5/30![United Airlines logo]()
$615
This Delta deal was found by Cheapflights users on 5/28. 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.
Mon 6/157:45 am
BOS
- LIH
1 stop17h 17m
Delta
Mon 6/228:35 pm
LIH
- BOS
2 stops19h 44m
Delta
Deal found 5/28![Delta logo]()
$622
This Delta deal was found by Cheapflights users on 5/30. 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 6/167:45 am
BOS
- OGG
1 stop16h 06m
Delta
Mon 6/298:05 pm
OGG
- BOS
2 stops17h 40m
Delta
Deal found 5/30![Delta logo]()
$580
This Delta deal was found by Cheapflights users on 5/28. 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.
Thu 6/255:55 am
BOS
- LIH
2 stops17h 44m
Delta
Tue 8/259:38 pm
LIH
- BOS
2 stops19h 09m
Delta
Deal found 5/28![Delta logo]()
$627
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Mon 6/2911:35 am
BOS
- LIH
1 stop14h 07m
United Airlines
Mon 7/1310:00 pm
LIH
- BOS
1 stop13h 20m
United Airlines
Deal found 5/27![United Airlines logo]()
$545
One-way flights from Massachusetts to HawaiiSearch for one-way flight options from Massachusetts to Hawaii. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
Search for one-way flight options from Massachusetts to Hawaii. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
This Delta deal was found by Cheapflights users on 5/30. 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 8/196:25 am
BOS
- HNL
1 stop16h 18m
Delta
Deal found 5/30![Delta logo]()
$215
This Southwest deal was found by Cheapflights users on 5/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:05 am
BOS
- HNL
1 stop18h 15m
Southwest
Deal found 5/29![Southwest logo]()
$238
This Southwest deal was found by Cheapflights users on 5/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:45 am
BDL
- HNL
2 stops19h 30m
Southwest
Deal found 5/28![Southwest logo]()
$244
This American Airlines deal was found by Cheapflights users on 5/26. 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 9/16:30 am
BOS
- KOA
1 stop13h 28m
American Airlines
Deal found 5/26![American Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:00 am
BOS
- KOA
2 stops16h 17m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$253
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Wed 9/3011:30 am
BOS
- OGG
1 stop13h 35m
United Airlines
Deal found 5/27![United Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 5/30. 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 8/186:30 am
BOS
- KOA
1 stop13h 28m
American Airlines
Deal found 5/30![American Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:00 am
BOS
- KOA
2 stops17h 32m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 5/28. 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 10/276:07 pm
BOS
- LIH
1 stop23h 20m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 5/29. 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 8/185:30 am
BOS
- KOA
2 stops18h 05m
Delta
Deal found 5/29![Delta logo]()
$264
This Delta deal was found by Cheapflights users on 5/29. 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.
Mon 8/246:25 am
BOS
- HNL
1 stop16h 18m
Delta
Deal found 5/29![Delta logo]()
$265
This American Airlines deal was found by Cheapflights users on 5/30. 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 8/206:30 am
BOS
- OGG
1 stop13h 49m
American Airlines
Deal found 5/30![American Airlines logo]()
$265
Find flight deals from Massachusetts to Hawaii
Keep the following information in mind while searching for Massachusetts to Hawaii flight deals. Data was last updated May 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $496 (United Airlines) |
One-way from | $215 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $824 |
Good round-trip deal | $1,080 or less |
Good one-way deal | $565 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Hawaii 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 May 31, 2026.
Use the filters below to find and compare flights from Massachusetts to Hawaii that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonKailua-Kona
BOS - KOA
BOSKOA
Boston Logan Intl
Tue 11/3
6:00 am-6:54 pm
2 stops17h 54m
Kona Intl
Mon 11/9
10:45 pm-10:26 pm
2 stops18h 41m
$507
BostonKailua-Kona
BOS - KOA
BOSKOA
Boston Logan Intl
Tue 9/8
7:05 am-5:51 pm
1 stop16h 46m
Kona Intl
Tue 9/15
9:03 pm-10:13 pm
2 stops19h 10m
$522
BostonKailua-Kona
BOS - KOA
BOSKOA
Boston Logan Intl
Wed 9/16
8:15 am-7:23 pm
2 stops17h 08m
Kona Intl
Tue 9/22
9:03 pm-11:59 pm
2 stops20h 56m
$527
BostonKailua-Kona
BOS - KOA
BOSKOA
Boston Logan Intl
Wed 8/26
6:45 am-7:19 pm
2 stops18h 34m
Kona Intl
Tue 9/15
9:03 pm-10:13 pm
2 stops19h 10m
$527
BostonKailua-Kona
BOS - KOA
BOSKOA
Boston Logan Intl
Tue 11/3
11:10 am-8:36 pm
1 stop14h 26m
Kona Intl
Mon 11/9
2:20 pm-7:18 am
1 stop11h 58m
$534
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Thu 8/27
6:05 am-5:52 pm
2 stops17h 47m
Kahului
Thu 9/3
10:05 pm-11:59 pm
2 stops19h 54m
$541
BostonLihue
BOS - LIH
BOSLIH
Boston Logan Intl
Thu 9/10
5:30 am-7:20 pm
2 stops19h 50m
Lihue
Tue 9/22
9:50 pm-11:51 pm
2 stops20h 01m
$546
BostonLihue
BOS - LIH
BOSLIH
Boston Logan Intl
Mon 9/28
7:05 am-5:40 pm
2 stops16h 35m
Lihue
Mon 10/5
8:32 pm-7:31 pm
1 stop16h 59m
$551
BostonLihue
BOS - LIH
BOSLIH
Boston Logan Intl
Tue 8/18
11:20 am-7:07 pm
1 stop13h 47m
Lihue
Tue 8/25
9:38 pm-10:47 pm
2 stops19h 09m
$554
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Tue 8/25
7:45 am-5:52 pm
1 stop16h 07m
Kahului
Wed 9/9
9:10 pm-4:00 pm
1 stop12h 50m
$557
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Hawaii
Have a flexible travel schedule? Discover the best time to fly to Hawaii from Massachusetts with our price prediction graph.
BOS-KOA
BOS-OGG
BOS-HNL
BDL-HNL
BOS-LIH
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 Massachusetts to Hawaii
USMA-USHI
BOS-KOA
BOS-OGG
BOS-HNL
BDL-HNL
What is the cheapest month to book a flight from Massachusetts to Hawaii?
Currently, October is the cheapest month in which you can book a flight from Massachusetts to Hawaii (average of $222). Flying from Massachusetts to Hawaii in June is currently the most expensive (average of $3,167). 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 much does it cost to fly round-trip from Massachusetts to Hawaii?
How far ahead should I book a flight from Massachusetts to Hawaii?
The price you pay for your flight from Massachusetts to Hawaii may vary depending on when you book. For the best chance of a lower fare, look to book 77 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Hawaii
Get insights into the airlines that provide service to Hawaii. 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 Hawaii. Reviews last updated May 31, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Delta, andHawaiian Airlines from Massachusetts to Hawaii by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.1
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.1
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.1
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.1
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.1
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Food
7.1
Boarding
8.1
Crew
8.5
Overall
7.9
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Hawaii. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
Alternative routes for Massachusetts to Hawaii
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Hawaii by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Hawaii by cabin class
Find flights from Massachusetts to Hawaii, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Hawaii flights
Browse other Massachusetts and Hawaii flight options. Last updated on May 31, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Hawaii
Find the right flight back to Massachusetts after your stay in Hawaii
Massachusetts to Hawaii flights
Consider these flights traveling from Massachusetts to Hawaii.
Top 6 airlines flying from Massachusetts to Hawaii
Discover the top 6 airlines that operate flights from Massachusetts to Hawaii. 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 May 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$247 | Average$641 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$255 | Average$791 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$256 | Average$677 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$789 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$417 | Average$707 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$430 | Average$762 | FlexibilityNo cancel fee | On-time71% |