$216+ Cheap flights from Massachusetts to Hawaii
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — HNL
Oct 20 — Oct 271
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 September 20, 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 September 20, 2026.
This Expedia deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:03 am -
1 stop19h 46m
Tue 11/1711:37 pm -
1 stop12h 04m
Deal found 9/15![Alaska Airlines logo]()
$451
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 10/287:51 am -
1 stop20h 08m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/17![Alaska Airlines logo]()
$452
This Expedia deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:03 am -
1 stop19h 46m
Tue 11/1711:37 pm -
1 stop12h 04m
Deal found 9/17![Alaska Airlines logo]()
$461
This Expedia deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:03 am -
1 stop19h 46m
Thu 12/1011:43 pm -
1 stop12h 25m
Deal found 9/15![Alaska Airlines logo]()
$463
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 12/86:13 pm -
1 stop32h 10m
Wed 12/911:43 pm -
1 stop12h 25m
Deal found 9/16![Alaska Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/296:36 am -
1 stop13h 44m
Mon 11/910:30 pm -
2 stops16h 55m
Deal found 9/16![American Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/266:00 am -
1 stop13h 57m
Fri 10/303:55 pm -
1 stop12h 32m
Deal found 9/17![United Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 9/16. 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 12/26:18 am -
2 stops16h 53m
Tue 12/89:50 pm -
2 stops15h 51m
Deal found 9/16![American Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 9/17. 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 10/275:23 am -
1 stop14h 30m
Mon 11/94:15 pm -
1 stop11h 37m
Deal found 9/17![Delta logo]()
$488
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/238:01 am -
2 stops18h 21m
Mon 11/27:00 pm -
1 stop11h 28m
Deal found 9/16![American Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/276:00 am -
2 stops17h 04m
Mon 11/94:55 pm -
1 stop12h 48m
Deal found 9/17![United Airlines logo]()
$494
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 11/27:03 am -
1 stop19h 46m
Thu 11/1211:37 pm -
1 stop25h 09m
Deal found 9/16![Alaska Airlines logo]()
$495
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 September 20, 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 September 20, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 12/86:13 pm -
1 stop32h 10m
Wed 12/911:43 pm -
1 stop12h 25m
Deal found 9/16![Alaska Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/106:02 am -
2 stops16h 41m
Mon 12/215:05 pm -
1 stop12h 45m
Deal found 9/16![United Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 9/17. 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 10/275:23 am -
1 stop14h 30m
Tue 11/38:30 pm -
1 stop12h 23m
Deal found 9/17![Delta logo]()
$488
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 11/37:03 am -
1 stop19h 46m
Sat 11/146:00 am -
2 stops18h 46m
Deal found 9/16![Multiple Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/66:36 am -
1 stop14h 34m
Fri 11/1310:35 pm -
2 stops15h 18m
Deal found 9/16![American Airlines logo]()
$618
This Southwest deal was found by Cheapflights users on 9/15. 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.
Thu 10/159:45 pm -
2 stops20h 50m
Thu 10/228:45 pm -
2 stops15h 05m
Deal found 9/15![Southwest logo]()
$733
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 11/27:03 am -
1 stop19h 46m
Thu 11/1211:37 pm -
1 stop25h 09m
Deal found 9/15![Alaska Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/106:02 am -
2 stops15h 35m
Sun 12/205:05 pm -
1 stop12h 45m
Deal found 9/16![United Airlines logo]()
$518
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/87:35 am -
1 stop13h 53m
Sat 11/142:25 pm -
2 stops15h 18m
Deal found 9/16![United Airlines logo]()
$524
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/206:40 pm -
2 stops24h 28m
Thu 10/2910:59 pm -
1 stop12h 08m
Deal found 9/15![Multiple Airlines logo]()
$583
This Delta deal was found by Cheapflights users on 9/16. 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.
Sun 11/85:23 am -
2 stops20h 25m
Sat 11/141:59 pm -
2 stops17h 13m
Deal found 9/16![Delta logo]()
$599
This Delta deal was found by Cheapflights users on 9/16. 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.
Sun 10/256:00 am -
2 stops17h 36m
Thu 11/59:45 pm -
2 stops16h 21m
Deal found 9/16![Delta logo]()
$601
This Alaska Airlines deal was found by Cheapflights users on 9/19. 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 12/77:00 am -
1 stop13h 50m
Wed 12/911:32 pm -
1 stop12h 47m
Deal found 9/19![Alaska Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 9/18. 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.
Mon 2/86:00 am -
2 stops16h 40m
Fri 2/1210:15 pm -
2 stops13h 33m
Deal found 9/18![American Airlines logo]()
$687
This Alaska Airlines deal was found by Cheapflights users on 9/19. 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 2/27:00 am -
2 stops17h 09m
Tue 2/29:00 pm -
2 stops13h 53m
Deal found 9/19![Multiple Airlines logo]()
$663
This Delta deal was found by Cheapflights users on 9/17. 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 10/145:39 am -
2 stops19h 35m
Thu 11/199:45 pm -
1 stop13h 15m
Deal found 9/17![Delta logo]()
$609
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/97:35 am -
1 stop14h 20m
Thu 11/128:30 pm -
1 stop14h 26m
Deal found 9/16![United Airlines logo]()
$616
This Southwest deal was found by Cheapflights users on 9/20. 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.
Thu 10/159:45 pm -
2 stops20h 50m
Mon 10/198:45 pm -
2 stops14h 00m
Deal found 9/20![Southwest logo]()
$800
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 10/287:51 am -
2 stops20h 06m
Mon 11/26:19 pm -
2 stops17h 22m
Deal found 9/17![Multiple Airlines logo]()
$666
This Delta deal was found by Cheapflights users on 9/18. 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.
Fri 10/169:10 am -
2 stops16h 04m
Fri 10/239:53 pm -
2 stops19h 15m
Deal found 9/18![Delta logo]()
$623
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/2011:30 am -
1 stop13h 40m
Thu 10/297:35 pm -
1 stop12h 07m
Deal found 9/18![United Airlines logo]()
$626
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/225:17 am -
2 stops17h 02m
Mon 10/264:51 pm -
2 stops17h 46m
Deal found 9/20![American Airlines logo]()
$770
This Delta deal was found by Cheapflights users on 9/17. 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 12/146:00 am -
2 stops19h 58m
Mon 12/2111:38 pm -
2 stops18h 51m
Deal found 9/17![Delta logo]()
$631
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/107:35 am -
1 stop14h 02m
Wed 11/112:29 pm -
2 stops14h 12m
Deal found 9/16![United Airlines logo]()
$632
This American Airlines deal was found by Cheapflights users on 9/20. 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.
Sun 12/1310:00 am -
2 stops15h 12m
Mon 12/213:54 pm -
2 stops15h 57m
Deal found 9/20![American Airlines logo]()
$770
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 10/287:51 am -
2 stops20h 06m
Wed 11/42:54 pm -
2 stops20h 47m
Deal found 9/17![Multiple Airlines logo]()
$701
This Delta deal was found by Cheapflights users on 9/19. 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 11/26:05 am -
1 stop13h 58m
Thu 11/121:07 pm -
2 stops16h 51m
Deal found 9/19![Delta logo]()
$632
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/209:20 am -
1 stop13h 15m
Wed 10/282:15 pm -
2 stops14h 03m
Deal found 9/18![United Airlines logo]()
$632
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 10/267:51 am -
2 stops29h 13m
Mon 11/26:51 pm -
2 stops16h 50m
Deal found 9/17![Multiple Airlines logo]()
$715
This Delta deal was found by Cheapflights users on 9/19. 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.
Fri 11/139:15 am -
2 stops16h 04m
Wed 11/1810:17 pm -
1 stop16h 44m
Deal found 9/19![Delta logo]()
$634
Last-minute flights from Massachusetts to HawaiiDiscover last-minute flight deals from Massachusetts to Hawaii. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Hawaii. Data last updated September 20, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/238:01 am -
2 stops18h 21m
Mon 11/27:00 pm -
1 stop11h 28m
Deal found 9/17![American Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/236:00 am -
2 stops16h 25m
Mon 10/268:25 pm -
1 stop13h 31m
Deal found 9/16![United Airlines logo]()
$500
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/238:03 am -
2 stops18h 19m
Mon 10/262:06 pm -
2 stops15h 36m
Deal found 9/16![American Airlines logo]()
$505
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/246:00 am -
1 stop13h 50m
Sun 11/14:55 pm -
1 stop12h 32m
Deal found 9/16![United Airlines logo]()
$500
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/2410:33 am -
2 stops15h 30m
Sun 11/14:55 pm -
1 stop12h 48m
Deal found 9/16![United Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 10/2410:01 am -
2 stops16h 21m
Sun 11/110:33 pm -
2 stops14h 13m
Deal found 9/16![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/266:00 am -
1 stop13h 57m
Fri 10/303:55 pm -
1 stop12h 32m
Deal found 9/17![United Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 9/16. 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 10/275:23 am -
1 stop14h 30m
Tue 11/38:30 pm -
1 stop12h 23m
Deal found 9/16![Delta logo]()
$488
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/276:00 am -
2 stops17h 04m
Mon 11/94:55 pm -
1 stop12h 48m
Deal found 9/17![United Airlines logo]()
$494
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 10/287:51 am -
1 stop20h 08m
Fri 11/611:37 pm -
1 stop25h 09m
Deal found 9/17![Alaska Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/296:36 am -
1 stop13h 44m
Mon 11/910:30 pm -
2 stops16h 55m
Deal found 9/16![American Airlines logo]()
$482
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/296:00 am -
2 stops16h 42m
Mon 11/92:29 pm -
2 stops14h 12m
Deal found 9/16![United Airlines logo]()
$487
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 September 20, 2026.
Search for one-way flight options from Massachusetts to Hawaii. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 11/166:09 pm -
1 stop23h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$216
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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.
Sun 11/156:09 pm -
1 stop23h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$226
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 10/277:51 am -
1 stop20h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Alaska Airlines logo]()
$226
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 12/56:13 pm -
1 stop32h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$232
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:14 pm -
1 stop25h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Alaska Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/37:09 am -
1 stop13h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$244
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/116:14 pm -
1 stop23h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$245
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/39:37 am -
2 stops16h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$250
This Expedia deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:03 am -
2 stops21h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 9/16. 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 2/196:00 am -
2 stops18h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$256
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 11/177:03 am -
2 stops31h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$271
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 11/27:03 am -
1 stop19h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Alaska Airlines logo]()
$274
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 September 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $451 (Expedia) |
One-way from | $216 (Alaska Airlines) |
Popular in | December |
Cheapest in | November |
Average price | $697 |
Good round-trip deal | $980 or less |
Good one-way deal | $592 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 7,457,451 searches. Data last updated September 20, 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
HartfordKahului
BDL Hartford Bradley Intl - OGG Kahului
BDLOGG
Hartford Bradley Intl
Fri 1/8
7:00 am-5:40 pm
1 stop15h 40m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$250
HartfordHonolulu
BDL Hartford Bradley Intl - HNL Honolulu
BDLHNL
Hartford Bradley Intl
Sun 1/10
5:48 am-3:15 pm
1 stop14h 27m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$250
HartfordHonolulu
BDL Hartford Bradley Intl - HNL Honolulu
BDLHNL
Hartford Bradley Intl
Tue 11/3
9:37 am-8:56 pm
2 stops16h 19m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$250
HartfordHonolulu
BDL Hartford Bradley Intl - HNL Honolulu
BDLHNL
Hartford Bradley Intl
Wed 11/4
8:15 am-10:02 pm
2 stops18h 47m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$250
BostonLihue
BOS Boston Logan Intl - LIH Lihue
BOSLIH
Boston Logan Intl
Thu 1/28
7:45 am-6:20 pm
1 stop15h 35m
Lihue
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$278
BostonLihue
BOS Boston Logan Intl - LIH Lihue
BOSLIH
Boston Logan Intl
Wed 10/21
10:50 am-7:14 pm
1 stop14h 24m
Lihue
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$278
BostonKahului
BOS Boston Logan Intl - OGG Kahului
BOSOGG
Boston Logan Intl
Mon 11/2
7:03 am-9:49 pm
1 stop19h 46m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$279
BostonLihue
BOS Boston Logan Intl - LIH Lihue
BOSLIH
Boston Logan Intl
Wed 10/28
5:50 am-7:14 pm
2 stops19h 24m
Lihue
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$284
BostonKahului
BOS Boston Logan Intl - OGG Kahului
BOSOGG
Boston Logan Intl
Tue 10/27
6:14 pm-8:10 pm
2 stops31h 56m
Kahului
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$293
Quickest round-trip
HartfordHonolulu
BDL Hartford Bradley Intl - HNL Honolulu
BDLHNL
Hartford Bradley Intl
Wed 11/4
6:00 am-2:27 pm
1 stop13h 27m
Honolulu
Wed 12/31
12:00 am-5:00 am
Nonstop0h 00m
$294
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.
BDL-OGG
BDL-HNL
BOS-OGG
BOS-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
BDL-OGG
BDL-HNL
BOS-OGG
BOS-HNL
What is the cheapest month to book a flight from Massachusetts to Hawaii?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Hawaii (average of $645). Flying from Massachusetts to Hawaii in December is currently the most expensive (average of $1,037). 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?
Airfare is below average for this route at the moment.
Massachusetts to Hawaii flights typically cost between $662 and $844 in October.The cheapest round-trip price found within the last 5 days was $645 on Multiple Airlines (Oct 21-Oct 28).
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 September 20, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Delta, andUnited 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.
Boarding
8.1
Overall
7.9
Crew
8.5
Food
7.0
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
2.0
MediocreChris,Aug 2026
GEG - SFO
Boarding
8.1
Overall
7.9
Crew
8.5
Food
7.0
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
2.0
MediocreChris,Aug 2026
GEG - SFO
Boarding
8.1
Overall
7.9
Crew
8.5
Food
7.0
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
2.0
MediocreChris,Aug 2026
GEG - SFO
Boarding
8.1
Overall
7.9
Crew
8.5
Food
7.0
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
2.0
MediocreChris,Aug 2026
GEG - SFO
Boarding
8.1
Overall
7.9
Crew
8.5
Food
7.0
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
2.0
MediocreChris,Aug 2026
GEG - SFO
Boarding
8.1
Overall
7.9
Crew
8.5
Food
7.0
Comfort
7.8
Entertainment
7.0
Reviews
1 / 20
2.0
MediocreChris,Aug 2026
GEG - SFO
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 September 20, 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 7,457,451 searches. Data last updated September 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$274 | Average$708 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$331 | Average$803 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$389 | Average$841 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$415 | Average$791 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$417 | Average$713 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$577 | Average$668 | FlexibilityNo cancel fee | On-time85% |