$70+ Cheap flights from Massachusetts to Grand Cayman
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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Mar 5 — Mar 121
1 adult, Economy
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Find cheap flights from Massachusetts to Grand Cayman 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
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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 Grand Cayman
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Cheapest flights from Massachusetts to Grand CaymanExplore the most affordable flight options available from Massachusetts to Grand Cayman. 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 Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Thu 2/262:49 pm
GCM
- BOS
1 stop8h 55m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$260
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.
Thu 3/196:53 am
BDL
- GCM
1 stop7h 51m
American Airlines
Tue 3/247:45 am
GCM
- BDL
1 stop15h 14m
American Airlines
Deal found 2/3![American Airlines logo]()
$281
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 3/35:00 am
BOS
- GCM
1 stop9h 45m
American Airlines
Tue 3/102:44 pm
GCM
- BOS
1 stop8h 21m
American Airlines
Deal found 2/3![American Airlines logo]()
$285
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.
Tue 9/87:31 pm
BDL
- GCM
2 stops16h 39m
American Airlines
Tue 9/151:20 pm
GCM
- BDL
2 stops21h 01m
American Airlines
Deal found 2/2![American Airlines logo]()
$286
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.
Fri 2/276:53 am
BDL
- GCM
1 stop7h 42m
American Airlines
Fri 3/63:35 pm
GCM
- BDL
1 stop18h 35m
American Airlines
Deal found 2/3![American Airlines logo]()
$288
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 3/76:00 am
BDL
- GCM
1 stop10h 35m
United Airlines
Tue 3/104:45 pm
GCM
- BDL
2 stops20h 30m
United Airlines
Deal found 2/2![United Airlines logo]()
$289
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.
Thu 3/56:53 am
BDL
- GCM
1 stop7h 42m
American Airlines
Sun 3/812:00 pm
GCM
- BDL
1 stop20h 07m
American Airlines
Deal found 2/3![American Airlines logo]()
$293
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:40 am
BOS
- GCM
1 stop8h 03m
Spirit Airlines
Sat 5/161:40 pm
GCM
- BOS
1 stop9h 19m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$299
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.
Wed 2/256:15 pm
ALB
- GCM
2 stops17h 35m
American Airlines
Tue 3/38:45 am
GCM
- ALB
2 stops15h 11m
American Airlines
Deal found 2/1![American Airlines logo]()
$302
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:28 pm
ALB
- GCM
2 stops18h 37m
American Airlines
Mon 3/92:44 pm
GCM
- ALB
1 stop20h 23m
American Airlines
Deal found 1/31![American Airlines logo]()
$308
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:45 am
BOS
- GCM
1 stop7h 35m
Spirit Airlines
Sat 3/281:15 pm
GCM
- BOS
1 stop9h 44m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$308
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 2/185:30 am
BOS
- GCM
1 stop9h 55m
American Airlines
Tue 2/243:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
Best flights from Massachusetts to Grand CaymanDiscover carefully curated flight deals from Massachusetts to Grand Cayman 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 Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. 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.
Thu 3/196:53 am
BDL
- GCM
1 stop7h 51m
American Airlines
Tue 3/247:45 am
GCM
- BDL
1 stop15h 14m
American Airlines
Deal found 2/3![American Airlines logo]()
$281
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.
Thu 3/196:00 am
BDL
- GCM
1 stop7h 45m
United Airlines
Tue 3/241:50 pm
GCM
- BDL
1 stop23h 25m
United Airlines
Deal found 2/3![United Airlines logo]()
$288
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:00 pm
BOS
- GCM
1 stop19h 30m
Air Canada
Mon 6/812:25 pm
GCM
- BOS
1 stop9h 14m
Air Canada
Deal found 2/3![Air Canada logo]()
$365
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:00 am
BDL
- GCM
1 stop8h 35m
JetBlue
Fri 3/202:40 pm
GCM
- BDL
1 stop8h 06m
JetBlue
Deal found 2/3![JetBlue logo]()
$370
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.
Sat 2/215:50 am
BOS
- GCM
1 stop8h 41m
Delta
Sat 2/282:26 pm
GCM
- BOS
1 stop8h 21m
Delta
Deal found 2/3![Delta logo]()
$420
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.
Fri 2/275:44 am
BDL
- GCM
1 stop9h 41m
American Airlines
Fri 3/68:45 am
GCM
- BDL
2 stops15h 40m
American Airlines
Deal found 2/3![American Airlines logo]()
$286
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 3/76:00 am
BDL
- GCM
1 stop10h 35m
United Airlines
Tue 3/104:45 pm
GCM
- BDL
2 stops20h 30m
United Airlines
Deal found 2/2![United Airlines logo]()
$289
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.
Thu 6/45:27 pm
BDL
- GCM
2 stops18h 33m
American Airlines
Mon 6/82:10 pm
GCM
- BDL
2 stops17h 55m
American Airlines
Deal found 2/3![American Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 1/31. 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.
Mon 3/27:30 pm
ALB
- GCM
2 stops17h 45m
United Airlines
Mon 3/94:45 pm
GCM
- ALB
2 stops21h 08m
United Airlines
Deal found 1/31![United Airlines logo]()
$302
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.
Thu 3/56:53 am
BDL
- GCM
1 stop7h 42m
American Airlines
Sun 3/812:00 pm
GCM
- BDL
1 stop20h 07m
American Airlines
Deal found 2/3![American Airlines logo]()
$293
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.
Thu 4/236:00 am
BOS
- GCM
1 stop7h 45m
United Airlines
Tue 4/281:50 pm
GCM
- BOS
2 stops19h 14m
United Airlines
Deal found 2/2![United Airlines logo]()
$326
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.
Wed 2/256:15 pm
ALB
- GCM
2 stops17h 35m
American Airlines
Tue 3/33:35 pm
GCM
- ALB
1 stop8h 21m
American Airlines
Deal found 2/1![American Airlines logo]()
$302
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.
Wed 4/226:00 am
BOS
- GCM
1 stop6h 45m
United Airlines
Wed 4/2912:55 pm
GCM
- BOS
2 stops10h 04m
United Airlines
Deal found 2/1![United Airlines logo]()
$341
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.
Wed 6/37:25 pm
ALB
- GCM
2 stops16h 35m
American Airlines
Thu 6/112:40 pm
GCM
- ALB
2 stops27h 05m
American Airlines
Deal found 2/1![American Airlines logo]()
$362
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 2/254:50 pm
ALB
- GCM
1 stop20h 55m
United Airlines
Sat 2/285:30 pm
GCM
- ALB
1 stop16h 31m
United Airlines
Deal found 2/2![United Airlines logo]()
$370
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.
Tue 5/125:25 pm
ALB
- GCM
2 stops18h 35m
American Airlines
Tue 5/1912:00 pm
GCM
- ALB
2 stops22h 34m
American Airlines
Deal found 2/1![American Airlines logo]()
$362
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.
Fri 3/66:00 am
BDL
- GCM
1 stop7h 45m
United Airlines
Wed 3/111:50 pm
GCM
- BDL
2 stops18h 42m
United Airlines
Deal found 2/3![United Airlines logo]()
$375
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 6/17:25 pm
ALB
- GCM
2 stops16h 35m
American Airlines
Tue 6/912:00 pm
GCM
- ALB
2 stops10h 27m
American Airlines
Deal found 2/1![American Airlines logo]()
$362
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 2/217:19 pm
BOS
- GCM
2 stops17h 56m
United Airlines
Thu 2/262:25 pm
GCM
- BOS
1 stop7h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$397
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.
Wed 6/37:25 pm
ALB
- GCM
2 stops16h 35m
American Airlines
Fri 6/122:10 pm
GCM
- ALB
2 stops19h 47m
American Airlines
Deal found 2/1![American Airlines logo]()
$362
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.
Sun 5/2411:47 am
ALB
- GCM
1 stop24h 33m
American Airlines
Tue 6/212:20 pm
GCM
- ALB
1 stop9h 00m
American Airlines
Deal found 2/1![American Airlines logo]()
$365
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.
Sat 2/216:25 pm
BOS
- GCM
2 stops19h 20m
United Airlines
Sat 2/285:30 pm
GCM
- BOS
2 stops17h 25m
United Airlines
Deal found 2/3![United Airlines logo]()
$428
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.
Fri 5/155:25 pm
ALB
- GCM
2 stops18h 30m
American Airlines
Sun 5/242:10 pm
GCM
- ALB
2 stops19h 47m
American Airlines
Deal found 2/1![American Airlines logo]()
$367
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 2/184:25 pm
BOS
- GCM
1 stop21h 20m
United Airlines
Mon 2/232:50 pm
GCM
- BOS
2 stops22h 03m
United Airlines
Deal found 2/2![United Airlines logo]()
$432
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 5/27:56 pm
ALB
- GCM
2 stops18h 14m
American Airlines
Sat 5/912:40 pm
GCM
- ALB
1 stop21h 06m
American Airlines
Deal found 2/1![American Airlines logo]()
$368
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.
Wed 2/185:10 pm
BDL
- GCM
2 stops27h 05m
American Airlines
Mon 2/238:45 am
GCM
- BDL
2 stops25h 59m
American Airlines
Deal found 2/2![American Airlines logo]()
$368
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.
Sun 5/2411:47 am
ALB
- GCM
1 stop24h 33m
American Airlines
Sun 5/3112:00 pm
GCM
- ALB
2 stops21h 57m
American Airlines
Deal found 2/1![American Airlines logo]()
$374
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.
Wed 5/65:25 pm
ALB
- GCM
2 stops20h 45m
American Airlines
Thu 5/142:10 pm
GCM
- ALB
2 stops32h 49m
American Airlines
Deal found 2/1![American Airlines logo]()
$378
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.
Wed 2/185:28 am
BDL
- GCM
2 stops9h 57m
American Airlines
Fri 2/204:30 pm
GCM
- BDL
2 stops17h 40m
American Airlines
Deal found 2/2![American Airlines logo]()
$390
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.
Thu 3/121:44 pm
ORH
- GCM
2 stops22h 26m
American Airlines
Fri 3/207:45 am
GCM
- ORH
2 stops28h 34m
American Airlines
Deal found 2/3![American Airlines logo]()
$518
Last-minute flights from Massachusetts to Grand CaymanDiscover last-minute flight deals from Massachusetts to Grand Cayman. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Grand Cayman. 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.
Wed 2/185:30 am
BOS
- GCM
1 stop9h 55m
American Airlines
Tue 2/243:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/3![American Airlines logo]()
$309
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Thu 2/262:49 pm
GCM
- BOS
1 stop8h 55m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$260
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 2/236:25 am
BOS
- GCM
1 stop7h 49m
American Airlines
Mon 3/23:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/1![American Airlines logo]()
$310
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.
Wed 2/256:15 pm
ALB
- GCM
2 stops17h 35m
American Airlines
Tue 3/38:45 am
GCM
- ALB
2 stops15h 11m
American Airlines
Deal found 2/1![American Airlines logo]()
$302
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 2/258:35 am
BOS
- GCM
2 stops11h 40m
American Airlines
Sun 3/13:35 pm
GCM
- BOS
1 stop8h 24m
American Airlines
Deal found 2/3![American Airlines logo]()
$320
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.
Fri 2/275:44 am
BDL
- GCM
1 stop9h 41m
American Airlines
Fri 3/68:45 am
GCM
- BDL
2 stops15h 40m
American Airlines
Deal found 2/3![American Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:28 pm
ALB
- GCM
2 stops18h 37m
American Airlines
Mon 3/92:44 pm
GCM
- ALB
1 stop20h 23m
American Airlines
Deal found 1/31![American Airlines logo]()
$308
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 3/35:00 am
BOS
- GCM
1 stop9h 45m
American Airlines
Tue 3/102:44 pm
GCM
- BOS
1 stop8h 21m
American Airlines
Deal found 2/3![American Airlines logo]()
$285
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.
Thu 3/56:53 am
BDL
- GCM
1 stop7h 42m
American Airlines
Sun 3/812:00 pm
GCM
- BDL
1 stop20h 07m
American Airlines
Deal found 2/3![American Airlines logo]()
$293
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 3/76:00 am
BDL
- GCM
1 stop10h 35m
United Airlines
Tue 3/104:45 pm
GCM
- BDL
2 stops20h 30m
United Airlines
Deal found 2/2![United Airlines logo]()
$289
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.
Thu 3/196:53 am
BDL
- GCM
1 stop7h 51m
American Airlines
Tue 3/247:45 am
GCM
- BDL
1 stop15h 14m
American Airlines
Deal found 2/3![American Airlines logo]()
$281
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:45 am
BOS
- GCM
1 stop7h 35m
Spirit Airlines
Sat 3/281:15 pm
GCM
- BOS
1 stop9h 44m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$308
One-way flights from Massachusetts to Grand CaymanSearch for one-way flight options from Massachusetts to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Massachusetts to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$70
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/125:45 am
BOS
- GCM
1 stop8h 12m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$83
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.
Sat 2/218:32 pm
BOS
- GCM
1 stop17h 11m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$91
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 3/106:00 am
ALB
- GCM
1 stop7h 45m
United Airlines
Deal found 2/2![United Airlines logo]()
$96
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 3/46:10 pm
BOS
- GCM
1 stop19h 33m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$98
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:27 am
BOS
- GCM
1 stop8h 16m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$107
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.
Fri 2/275:35 am
BOS
- GCM
1 stop6h 54m
Delta
Deal found 2/3![Delta logo]()
$110
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 3/166:52 pm
BOS
- GCM
1 stop17h 18m
American Airlines
Deal found 2/2![American Airlines logo]()
$114
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.
Fri 2/208:59 pm
BOS
- GCM
1 stop14h 40m
Delta
Deal found 2/2![Delta logo]()
$118
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:50 pm
BOS
- GCM
1 stop22h 15m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$119
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:49 pm
BOS
- GCM
1 stop20h 08m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$126
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.
Fri 2/207:19 pm
BOS
- GCM
2 stops18h 26m
United Airlines
Deal found 2/2![United Airlines logo]()
$128
Find flight deals from Massachusetts to Grand Cayman
Keep the following information in mind while searching for Massachusetts to Grand Cayman flight deals. Data was last updated February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $283 (American Airlines) |
One-way from | $70 (Cheapflightsfares) |
Popular in | December |
Cheapest in | March |
Average price | $586 |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Grand Cayman 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 Grand Cayman that are best for you.
Fly from
Massachusetts
Fly to
Grand Cayman
Route
Depart
Return
Price
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 3/19
6:53 am-1:44 pm
1 stop7h 51m
George Town Owen Roberts Intl
Tue 3/24
7:45 am-11:59 pm
1 stop15h 14m
$281
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Fri 2/27
5:44 am-3:25 pm
1 stop9h 41m
George Town Owen Roberts Intl
Fri 3/6
8:45 am-12:25 am
2 stops15h 40m
$286
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 6/4
5:27 pm-11:00 am
2 stops18h 33m
George Town Owen Roberts Intl
Mon 6/8
2:10 pm-9:05 am
2 stops17h 55m
$286
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 3/19
6:00 am-12:45 pm
1 stop7h 45m
George Town Owen Roberts Intl
Tue 3/24
1:50 pm-2:15 pm
1 stop23h 25m
$288
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 3/7
6:00 am-4:35 pm
1 stop10h 35m
George Town Owen Roberts Intl
Tue 3/10
4:45 pm-2:15 pm
2 stops20h 30m
$289
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 3/5
6:53 am-2:35 pm
1 stop7h 42m
George Town Owen Roberts Intl
Sun 3/8
12:00 pm-9:07 am
1 stop20h 07m
$293
AlbanyGeorge Town
ALB - GCM
ALBGCM
Albany Intl
Mon 3/2
7:30 pm-1:15 pm
2 stops17h 45m
George Town Owen Roberts Intl
Mon 3/9
4:45 pm-2:53 pm
2 stops21h 08m
$302
AlbanyGeorge Town
ALB - GCM
ALBGCM
Albany Intl
Wed 2/25
6:15 pm-11:50 am
2 stops17h 35m
George Town Owen Roberts Intl
Tue 3/3
3:35 pm-11:56 pm
1 stop8h 21m
$302
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 4/23
6:00 am-12:45 pm
1 stop7h 45m
George Town Owen Roberts Intl
Tue 4/28
1:50 pm-10:04 am
2 stops19h 14m
$326
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 4/22
6:00 am-11:45 am
1 stop6h 45m
George Town Owen Roberts Intl
Wed 4/29
12:55 pm-11:59 pm
2 stops10h 04m
$341
Showing 1-10 of 44 results
Best time to book a flight from Massachusetts to Grand Cayman
Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Massachusetts with our price prediction graph.
BOS-GCM
ALB-GCM
BDL-GCM
ORH-GCM
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 Grand Cayman
USMA-zzLAW
BOS-GCM
ALB-GCM
BDL-GCM
ORH-GCM
What is the cheapest month to book a flight from Massachusetts to Grand Cayman?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Grand Cayman (average of $72). Flying from Massachusetts to Grand Cayman in August is currently the most expensive (average of $404). 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.
What is the cheapest time of day to fly from MA to LAW?
Find hourly flight availability from Massachusetts to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 3, 2026.
When flying from Massachusetts to Grand Cayman, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Grand Cayman. 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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Top destinations
Alternative routes for Massachusetts to Grand Cayman
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Grand Cayman by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Grand Cayman by cabin class
Find flights from Massachusetts to Grand Cayman, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Grand Cayman flights
Browse other Massachusetts and Grand Cayman 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 Grand Cayman
Find the right flight back to Massachusetts after your stay in Grand Cayman
Massachusetts to Grand Cayman flights
Consider these flights traveling from Massachusetts to Grand Cayman.
Top 4 airlines flying from Massachusetts to Grand Cayman
Discover the top 4 airlines that operate flights from Massachusetts to Grand Cayman. 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$72 | Average$448 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$190 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$281 | Average$514 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$384 | Average$542 | FlexibilityNo cancel fee | On-time71% |