$235+ Cheap flights from Massachusetts to Maui
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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — OGG
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Massachusetts to Maui 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 Maui
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Cheapest flights from Massachusetts to MauiExplore the most affordable flight options available from Massachusetts to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Massachusetts to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/2311:00 am
BOS
- OGG
2 stops16h 25m
American Airlines
Mon 3/211:16 pm
OGG
- BOS
2 stops13h 53m
American Airlines
Deal found 2/2![American Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 2/2. 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 2/235:35 am
BOS
- OGG
1 stop15h 02m
Delta
Mon 3/25:10 pm
OGG
- BOS
1 stop11h 52m
Delta
Deal found 2/2![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 2/2. 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 2/247:30 am
BOS
- OGG
1 stop33h 58m
Delta
Fri 3/610:00 pm
OGG
- BOS
1 stop12h 59m
Delta
Deal found 2/2![Delta logo]()
$447
This Delta deal was found by Cheapflights users on 2/1. 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 3/109:55 am
BOS
- OGG
1 stop14h 30m
Delta
Wed 3/1812:59 pm
OGG
- BOS
2 stops14h 16m
Delta
Deal found 2/1![Delta logo]()
$450
This Delta deal was found by Cheapflights users on 2/2. 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 2/235:50 am
BOS
- OGG
2 stops18h 01m
Delta
Thu 3/55:10 pm
OGG
- BOS
2 stops16h 03m
Delta
Deal found 2/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 2/1. 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 3/115:59 pm
BOS
- OGG
1 stop23h 31m
Delta
Mon 3/169:09 pm
OGG
- BOS
1 stop12h 34m
Delta
Deal found 2/1![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 2/1. 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 4/75:35 am
BOS
- OGG
1 stop15h 38m
Delta
Tue 4/1410:30 pm
OGG
- BOS
1 stop14h 46m
Delta
Deal found 2/1![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 2/1. 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 3/115:59 pm
BOS
- OGG
1 stop23h 31m
Delta
Tue 3/1712:59 pm
OGG
- BOS
2 stops16h 29m
Delta
Deal found 2/1![Delta logo]()
$465
This United Airlines deal was found by Cheapflights users on 2/2. 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 9/157:30 am
BOS
- OGG
1 stop15h 00m
United Airlines
Thu 9/2412:14 pm
OGG
- BOS
1 stop12h 04m
United Airlines
Deal found 2/2![United Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 2/2. 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 2/237:15 am
BOS
- OGG
1 stop16h 36m
Delta
Fri 3/610:00 pm
OGG
- BOS
1 stop12h 59m
Delta
Deal found 2/2![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 2/2. 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 2/227:30 am
BOS
- OGG
1 stop33h 58m
Delta
Mon 3/25:10 pm
OGG
- BOS
1 stop11h 52m
Delta
Deal found 2/2![Delta logo]()
$468
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/2410:10 am
ALB
- OGG
2 stops15h 38m
United Airlines
Wed 2/255:50 pm
OGG
- ALB
1 stop11h 44m
United Airlines
Deal found 2/2![United Airlines logo]()
$610
Best flights from Massachusetts to MauiDiscover carefully curated flight deals from Massachusetts to Maui that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Massachusetts to Maui that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 2/2. 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 2/235:35 am
BOS
- OGG
1 stop15h 02m
Delta
Tue 3/310:00 pm
OGG
- BOS
1 stop12h 59m
Delta
Deal found 2/2![Delta logo]()
$444
This United Airlines deal was found by Cheapflights users on 2/1. 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 2/2410:10 am
ALB
- OGG
2 stops15h 38m
United Airlines
Wed 2/255:50 pm
OGG
- ALB
1 stop11h 44m
United Airlines
Deal found 2/1![United Airlines logo]()
$610
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/176:07 am
ALB
- OGG
2 stops18h 16m
American Airlines
Fri 2/272:46 pm
OGG
- ALB
2 stops16h 06m
American Airlines
Deal found 2/3![American Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 2/2. 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 2/235:35 am
BOS
- OGG
1 stop15h 02m
Delta
Mon 3/25:10 pm
OGG
- BOS
1 stop11h 52m
Delta
Deal found 2/2![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 2/1. 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 3/109:55 am
BOS
- OGG
1 stop14h 30m
Delta
Mon 3/169:09 pm
OGG
- BOS
1 stop12h 34m
Delta
Deal found 2/1![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 2/2. 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 4/276:15 am
BOS
- OGG
2 stops19h 17m
Delta
Thu 5/710:00 pm
OGG
- BOS
2 stops15h 59m
Delta
Deal found 2/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 2/2. 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 2/235:50 am
BOS
- OGG
2 stops18h 01m
Delta
Wed 3/41:53 pm
OGG
- BOS
2 stops14h 23m
Delta
Deal found 2/2![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 2/1. 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 3/115:59 pm
BOS
- OGG
1 stop23h 31m
Delta
Tue 3/1712:59 pm
OGG
- BOS
2 stops16h 29m
Delta
Deal found 2/1![Delta logo]()
$465
This United Airlines deal was found by Cheapflights users on 2/3. 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 3/37:35 am
BDL
- OGG
1 stop14h 21m
United Airlines
Tue 3/107:45 pm
OGG
- BDL
1 stop13h 57m
United Airlines
Deal found 2/3![United Airlines logo]()
$710
This eDestinos deal was found by Cheapflights users on 2/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:44 pm
BOS
- HNM
2 stops51h 49m
Multiple Airlines
Tue 2/178:55 am
HNM
- BOS
2 stops40h 59m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$1,436
This Delta deal was found by Cheapflights users on 2/1. 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 5/17:37 am
BOS
- OGG
1 stop15h 59m
Delta
Mon 5/119:00 pm
OGG
- BOS
1 stop12h 49m
Delta
Deal found 2/1![Delta logo]()
$467
This United Airlines deal was found by Cheapflights users on 2/1. 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 2/246:00 am
BDL
- OGG
2 stops19h 48m
United Airlines
Wed 2/252:25 pm
OGG
- BDL
2 stops28h 24m
United Airlines
Deal found 2/1![United Airlines logo]()
$713
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/286:07 am
ALB
- OGG
2 stops18h 16m
American Airlines
Sat 3/72:46 pm
OGG
- ALB
2 stops15h 21m
American Airlines
Deal found 2/2![American Airlines logo]()
$789
This Delta deal was found by Cheapflights users on 2/1. 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 2/236:10 am
BOS
- OGG
1 stop18h 05m
Delta
Thu 2/2610:00 pm
OGG
- BOS
1 stop12h 59m
Delta
Deal found 2/1![Delta logo]()
$470
This American Airlines deal was found by Cheapflights users on 2/2. 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 7/137:44 am
BDL
- OGG
2 stops19h 33m
American Airlines
Mon 7/1310:47 pm
OGG
- BDL
2 stops16h 30m
American Airlines
Deal found 2/2![American Airlines logo]()
$820
This Delta deal was found by Cheapflights users on 2/1. 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 3/87:10 am
BOS
- OGG
1 stop16h 10m
Delta
Tue 3/1712:59 pm
OGG
- BOS
2 stops17h 49m
Delta
Deal found 2/1![Delta logo]()
$473
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/116:45 am
BDL
- OGG
2 stops19h 11m
American Airlines
Mon 4/209:59 pm
OGG
- BDL
2 stops14h 59m
American Airlines
Deal found 2/1![American Airlines logo]()
$828
This Delta deal was found by Cheapflights users on 2/2. 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 4/206:15 am
BOS
- OGG
2 stops19h 17m
Delta
Thu 4/309:15 pm
OGG
- BOS
1 stop12h 27m
Delta
Deal found 2/2![Delta logo]()
$488
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/1710:10 am
ALB
- OGG
1 stop33h 33m
United Airlines
Fri 2/275:50 pm
OGG
- ALB
2 stops15h 16m
United Airlines
Deal found 2/2![United Airlines logo]()
$911
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/286:00 am
ALB
- OGG
1 stop13h 43m
United Airlines
Sat 3/77:45 pm
OGG
- ALB
2 stops21h 59m
United Airlines
Deal found 2/2![United Airlines logo]()
$956
This Delta deal was found by Cheapflights users on 2/3. 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 3/35:30 am
BDL
- OGG
2 stops18h 21m
Delta
Tue 3/104:00 pm
OGG
- BDL
1 stop12h 44m
Delta
Deal found 2/3![Delta logo]()
$703
This Delta deal was found by Cheapflights users on 2/2. 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 7/138:00 am
BDL
- OGG
2 stops18h 45m
Delta
Thu 7/3011:30 pm
OGG
- BDL
2 stops18h 23m
Delta
Deal found 2/2![Delta logo]()
$854
Last-minute flights from Massachusetts to MauiDiscover last-minute flight deals from Massachusetts to Maui. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Maui. Data last updated February 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/176:07 am
ALB
- OGG
2 stops18h 16m
American Airlines
Fri 2/272:46 pm
OGG
- ALB
2 stops16h 06m
American Airlines
Deal found 2/3![American Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 2/2. 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 2/227:30 am
BOS
- OGG
1 stop33h 58m
Delta
Mon 3/25:10 pm
OGG
- BOS
1 stop11h 52m
Delta
Deal found 2/2![Delta logo]()
$468
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/2310:24 am
BOS
- OGG
2 stops17h 01m
American Airlines
Mon 3/27:00 pm
OGG
- BOS
2 stops13h 45m
American Airlines
Deal found 2/1![American Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 2/2. 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 2/235:35 am
BOS
- OGG
1 stop15h 02m
Delta
Mon 3/25:10 pm
OGG
- BOS
1 stop11h 52m
Delta
Deal found 2/2![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 2/2. 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 2/237:15 am
BOS
- OGG
1 stop16h 36m
Delta
Fri 3/610:00 pm
OGG
- BOS
1 stop12h 59m
Delta
Deal found 2/2![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 2/2. 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 2/236:10 am
BOS
- OGG
1 stop18h 05m
Delta
Thu 2/2610:00 pm
OGG
- BOS
1 stop12h 59m
Delta
Deal found 2/2![Delta logo]()
$470
This Alaska Airlines deal was found by Cheapflights users on 2/3. 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 2/234:36 pm
BOS
- OGG
2 stops24h 52m
Multiple Airlines
Thu 2/2611:54 pm
OGG
- BOS
1 stop12h 30m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 2/2. 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 2/247:30 am
BOS
- OGG
1 stop33h 58m
Delta
Fri 3/610:00 pm
OGG
- BOS
1 stop12h 59m
Delta
Deal found 2/2![Delta logo]()
$447
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/2410:10 am
ALB
- OGG
2 stops15h 38m
United Airlines
Wed 2/255:50 pm
OGG
- ALB
1 stop11h 44m
United Airlines
Deal found 2/2![United Airlines logo]()
$610
This Delta deal was found by Cheapflights users on 2/1. 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 3/109:55 am
BOS
- OGG
1 stop14h 30m
Delta
Wed 3/1812:59 pm
OGG
- BOS
2 stops14h 16m
Delta
Deal found 2/1![Delta logo]()
$450
This Delta deal was found by Cheapflights users on 2/1. 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 3/115:59 pm
BOS
- OGG
1 stop23h 31m
Delta
Mon 3/169:09 pm
OGG
- BOS
1 stop12h 34m
Delta
Deal found 2/1![Delta logo]()
$460
This Delta deal was found by Cheapflights users on 2/1. 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 3/115:59 pm
BOS
- OGG
1 stop23h 31m
Delta
Wed 3/1812:59 pm
OGG
- BOS
2 stops14h 16m
Delta
Deal found 2/1![Delta logo]()
$465
One-way flights from Massachusetts to MauiSearch for one-way flight options from Massachusetts to Maui. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Massachusetts to Maui. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/3. 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 5/410:00 am
BOS
- OGG
1 stop15h 56m
American Airlines
Deal found 2/3![American Airlines logo]()
$235
This American Airlines deal was found by Cheapflights users on 2/3. 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 3/119:59 am
BOS
- OGG
2 stops17h 13m
American Airlines
Deal found 2/3![American Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/84:23 pm
BOS
- OGG
3 stops43h 53m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 4/75:45 am
BOS
- OGG
3 stops54h 31m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$254
This United Airlines deal was found by Cheapflights users on 2/2. 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 4/86:00 am
BOS
- OGG
1 stop13h 28m
United Airlines
Deal found 2/2![United Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/2410:00 am
BOS
- OGG
1 stop15h 56m
American Airlines
Deal found 2/2![American Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 2/2. 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 4/266:15 am
BOS
- OGG
2 stops19h 17m
Delta
Deal found 2/2![Delta logo]()
$271
This Alaska Airlines deal was found by Cheapflights users on 2/2. 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 3/115:44 pm
BOS
- OGG
1 stop35h 02m
Alaska Airlines
Deal found 2/2![Alaska Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 2/2. 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 5/46:00 am
BDL
- OGG
2 stops19h 32m
Delta
Deal found 2/2![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 2/1. 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 2/156:10 am
BOS
- OGG
1 stop18h 05m
Delta
Deal found 2/1![Delta logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/186:00 am
BOS
- OGG
2 stops34h 32m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 2/2. 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 2/85:35 am
BOS
- OGG
2 stops18h 40m
Delta
Deal found 2/2![Delta logo]()
$297
Find flight deals from Massachusetts to Maui
Keep the following information in mind while searching for Massachusetts to Maui flight deals. Data was last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $441 (American Airlines) |
One-way from | $235 (American Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $542 |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Maui 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 February 3, 2026.
Use the filters below to find and compare flights from Massachusetts to Maui that are best for you.
Fly from
Massachusetts
Fly to
Maui
Route
Depart
Return
Price
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Mon 2/23
5:35 am-3:37 pm
1 stop15h 02m
Kahului
Tue 3/3
10:00 pm-3:59 pm
1 stop12h 59m
$444
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Mon 2/23
5:35 am-3:37 pm
1 stop15h 02m
Kahului
Mon 3/2
5:10 pm-10:02 am
1 stop11h 52m
$444
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Tue 3/10
9:55 am-6:25 pm
1 stop14h 30m
Kahului
Mon 3/16
9:09 pm-3:43 pm
1 stop12h 34m
$444
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Mon 4/27
6:15 am-7:32 pm
2 stops19h 17m
Kahului
Thu 5/7
10:00 pm-7:59 pm
2 stops15h 59m
$455
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Mon 2/23
5:50 am-6:51 pm
2 stops18h 01m
Kahului
Wed 3/4
1:53 pm-9:16 am
2 stops14h 23m
$455
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Wed 3/11
5:59 pm-11:30 am
1 stop23h 31m
Kahului
Tue 3/17
12:59 pm-11:28 am
2 stops16h 29m
$465
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Fri 5/1
7:37 am-5:36 pm
1 stop15h 59m
Kahului
Mon 5/11
9:00 pm-3:49 pm
1 stop12h 49m
$467
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Mon 2/23
6:10 am-7:15 pm
1 stop18h 05m
Kahului
Thu 2/26
10:00 pm-3:59 pm
1 stop12h 59m
$470
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Sun 3/8
7:10 am-5:20 pm
1 stop16h 10m
Kahului
Tue 3/17
12:59 pm-12:48 pm
2 stops17h 49m
$473
BostonKahului
BOS - OGG
BOSOGG
Boston Logan Intl
Mon 4/20
6:15 am-7:32 pm
2 stops19h 17m
Kahului
Thu 4/30
9:15 pm-3:42 pm
1 stop12h 27m
$488
Showing 1-10 of 41 results
Best time to book a flight from Massachusetts to Maui
Have a flexible travel schedule? Discover the best time to fly to Maui from Massachusetts with our price prediction graph.
BOS-OGG
ALB-OGG
BDL-OGG
BOS-HNM
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 Maui
USMA-zzFUK
BOS-OGG
ALB-OGG
BDL-OGG
BOS-HNM
What is the cheapest month to book a flight from Massachusetts to Maui?
Currently, June is the cheapest month in which you can book a flight from Massachusetts to Maui (average of $244). Flying from Massachusetts to Maui in May is currently the most expensive (average of $443). 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.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Maui. 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.
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Alternative routes for Massachusetts to Maui
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Maui by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Maui by cabin class
Find flights from Massachusetts to Maui, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Maui flights
Browse other Massachusetts and Maui flight options. Last updated on February 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Maui
Find the right flight back to Massachusetts after your stay in Maui
Massachusetts to Maui flights
Consider these flights traveling from Massachusetts to Maui.
Top 6 airlines flying from Massachusetts to Maui
Discover the top 6 airlines that operate flights from Massachusetts to Maui. 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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$463 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$256 | Average$624 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$301 | Average$736 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$414 | Average$612 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$437 | Average$646 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$444 | Average$735 | FlexibilityNo cancel fee | On-time71% |