$129+ Cheap flights from Boston (BOS) 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Aug 20 — Aug 271
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Grand Cayman with Cheapflights
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Best
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Cheapest flights from Boston to Grand CaymanExplore the most affordable flight options available from Boston to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 21, 2026.
Explore the most affordable flight options available from Boston to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 21, 2026.
This Delta deal was found by Cheapflights users on 7/16. 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.
Sat 8/295:30 am
BOS
- GCM
1 stop7h 09m
Delta
Mon 8/311:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 7/16![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 7/16. 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 8/218:31 pm
BOS
- GCM
2 stops16h 54m
United Airlines
Sat 8/291:35 pm
GCM
- BOS
1 stop9h 03m
United Airlines
Deal found 7/16![United Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am
BOS
- GCM
2 stops10h 20m
United Airlines
Thu 11/125:45 pm
GCM
- BOS
2 stops16h 38m
United Airlines
Deal found 7/20![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 7/15. 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.
Sat 10/316:00 am
BOS
- GCM
2 stops10h 00m
United Airlines
Sun 11/85:45 pm
GCM
- BOS
2 stops16h 38m
United Airlines
Deal found 7/15![United Airlines logo]()
$372
This United Airlines deal was found by Cheapflights users on 7/15. 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.
Fri 12/46:00 am
BOS
- GCM
2 stops10h 30m
United Airlines
Mon 12/75:45 pm
GCM
- BOS
1 stop23h 12m
United Airlines
Deal found 7/15![United Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 7/16. 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 12/16:00 am
BOS
- GCM
2 stops10h 30m
United Airlines
Tue 12/85:45 pm
GCM
- BOS
1 stop18h 50m
United Airlines
Deal found 7/16![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 7/17. 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 12/87:40 am
BOS
- GCM
1 stop8h 50m
United Airlines
Tue 12/155:45 pm
GCM
- BOS
1 stop20h 43m
United Airlines
Deal found 7/17![United Airlines logo]()
$400
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:35 pm
BOS
- GCM
1 stop19h 55m
United Airlines
Sat 7/251:50 pm
GCM
- BOS
1 stop8h 31m
United Airlines
Deal found 7/20![United Airlines logo]()
$403
This Expedia deal was found by Cheapflights users on 7/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:35 pm
BOS
- GCM
2 stops44h 50m
Air Canada
Sat 9/1910:40 am
GCM
- BOS
1 stop22h 15m
Air Canada
Deal found 7/19![Air Canada logo]()
$404
This Travelocity deal was found by Cheapflights users on 7/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:50 pm
BOS
- GCM
2 stops39h 55m
Air Canada
Mon 9/1412:25 pm
GCM
- BOS
1 stop20h 30m
Air Canada
Deal found 7/16![Air Canada logo]()
$405
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am
BOS
- GCM
1 stop7h 45m
United Airlines
Sat 11/142:50 pm
GCM
- BOS
1 stop10h 16m
United Airlines
Deal found 7/20![United Airlines logo]()
$407
Best flights from Boston to Grand CaymanDiscover carefully curated flight deals from Boston to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 21, 2026.
Discover carefully curated flight deals from Boston to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 21, 2026.
This Delta deal was found by Cheapflights users on 7/17. 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.
Sun 8/238:45 pm
BOS
- GCM
1 stop15h 54m
Delta
Fri 8/281:04 pm
GCM
- BOS
1 stop8h 21m
Delta
Deal found 7/17![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 7/17. 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.
Fri 8/285:30 am
BOS
- GCM
1 stop7h 09m
Delta
Mon 8/311:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 7/17![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 7/17. 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 8/248:45 pm
BOS
- GCM
1 stop15h 54m
Delta
Fri 8/281:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 7/17![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 7/18. 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.
Sat 8/295:30 am
BOS
- GCM
1 stop7h 09m
Delta
Mon 8/311:04 pm
GCM
- BOS
1 stop7h 26m
Delta
Deal found 7/18![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 7/17. 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 8/248:45 pm
BOS
- GCM
1 stop15h 54m
Delta
Thu 8/271:04 pm
GCM
- BOS
1 stop8h 21m
Delta
Deal found 7/17![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 7/18. 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 8/147:20 pm
BOS
- GCM
1 stop17h 19m
Delta
Thu 8/201:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 7/18![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 7/17. 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.
Sat 8/225:30 am
BOS
- GCM
1 stop7h 09m
Delta
Fri 8/281:04 pm
GCM
- BOS
1 stop7h 26m
Delta
Deal found 7/17![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 7/19. 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.
Sat 9/125:30 am
BOS
- GCM
1 stop7h 10m
Delta
Sat 9/191:05 pm
GCM
- BOS
1 stop8h 28m
Delta
Deal found 7/19![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 7/18. 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.
Tue 8/255:30 am
BOS
- GCM
1 stop7h 09m
Delta
Sat 8/291:04 pm
GCM
- BOS
1 stop7h 26m
Delta
Deal found 7/18![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 7/17. 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.
Thu 9/105:30 am
BOS
- GCM
1 stop7h 10m
Delta
Mon 9/141:00 pm
GCM
- BOS
1 stop9h 31m
Delta
Deal found 7/17![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 7/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:30 am
BOS
- GCM
1 stop7h 09m
Delta
Sat 8/291:04 pm
GCM
- BOS
1 stop7h 26m
Delta
Deal found 7/15![Delta logo]()
$475
Last-minute flights from Boston to Grand CaymanDiscover last-minute flight deals from Boston to Grand Cayman. Data last updated July 21, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Grand Cayman. Data last updated July 21, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:05 pm
BOS
- GCM
2 stops19h 25m
United Airlines
Sat 7/251:50 pm
GCM
- BOS
1 stop10h 24m
United Airlines
Deal found 7/20![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 7/16. 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.
Wed 7/225:47 am
BOS
- GCM
1 stop7h 43m
United Airlines
Sat 7/254:45 pm
GCM
- BOS
2 stops15h 44m
United Airlines
Deal found 7/16![United Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 7/18. 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.
Thu 8/135:30 am
BOS
- GCM
1 stop7h 09m
Delta
Thu 8/201:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 7/18![Delta logo]()
$499
This Delta deal was found by Cheapflights users on 7/18. 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.
Sat 8/157:00 pm
BOS
- GCM
1 stop17h 39m
Delta
Mon 8/241:04 pm
GCM
- BOS
1 stop8h 21m
Delta
Deal found 7/18![Delta logo]()
$490
This Delta deal was found by Cheapflights users on 7/16. 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 8/168:45 pm
BOS
- GCM
1 stop15h 54m
Delta
Wed 8/191:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 7/16![Delta logo]()
$502
This United Airlines deal was found by Cheapflights users on 7/16. 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 8/218:31 pm
BOS
- GCM
2 stops16h 54m
United Airlines
Sat 8/291:35 pm
GCM
- BOS
1 stop9h 03m
United Airlines
Deal found 7/16![United Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 7/17. 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.
Sat 8/225:30 am
BOS
- GCM
1 stop7h 09m
Delta
Fri 8/281:04 pm
GCM
- BOS
1 stop7h 26m
Delta
Deal found 7/17![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 7/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:30 am
BOS
- GCM
1 stop7h 09m
Delta
Sat 8/291:04 pm
GCM
- BOS
1 stop7h 26m
Delta
Deal found 7/15![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 7/16. 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.
Sat 8/295:30 am
BOS
- GCM
1 stop7h 09m
Delta
Mon 8/311:04 pm
GCM
- BOS
1 stop9h 37m
Delta
Deal found 7/16![Delta logo]()
$363
One-way flights from Boston to Grand CaymanSearch for one-way flight options from Boston to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated July 21, 2026.
Search for one-way flight options from Boston to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated July 21, 2026.
This Delta deal was found by Cheapflights users on 7/16. 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.
Sat 8/295:30 am
BOS
- GCM
1 stop7h 09m
Delta
Deal found 7/16![Delta logo]()
$129
This United Airlines deal was found by Cheapflights users on 7/16. 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 8/155:45 am
BOS
- GCM
1 stop10h 25m
United Airlines
Deal found 7/16![United Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 7/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:31 pm
BOS
- GCM
2 stops16h 54m
United Airlines
Deal found 7/19![United Airlines logo]()
$135
This United Airlines deal was found by Cheapflights users on 7/17. 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.
Thu 10/158:31 pm
BOS
- GCM
2 stops40h 54m
United Airlines
Deal found 7/17![United Airlines logo]()
$150
This Expedia deal was found by Cheapflights users on 7/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:50 am
BOS
- GCM
1 stop23h 55m
Air Canada
Deal found 7/19![Air Canada logo]()
$151
This Expedia deal was found by Cheapflights users on 7/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:30 pm
BOS
- GCM
1 stop23h 55m
Air Canada
Deal found 7/16![Air Canada logo]()
$152
This Expedia deal was found by Cheapflights users on 7/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:40 am
BOS
- GCM
2 stops48h 05m
Air Canada
Deal found 7/18![Air Canada logo]()
$154
This Expedia deal was found by Cheapflights users on 7/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:50 pm
BOS
- GCM
2 stops41h 35m
Air Canada
Deal found 7/16![Air Canada logo]()
$155
This United Airlines deal was found by Cheapflights users on 7/18. 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.
Sat 8/86:00 am
BOS
- GCM
1 stop8h 30m
United Airlines
Deal found 7/18![United Airlines logo]()
$162
This Air Canada deal was found by Cheapflights users on 7/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:55 pm
BOS
- GCM
1 stop17h 30m
Air Canada
Deal found 7/19![Air Canada logo]()
$174
This Air Canada deal was found by Cheapflights users on 7/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1310:50 am
BOS
- GCM
1 stop25h 35m
Air Canada
Deal found 7/16![Air Canada logo]()
$175
Find flight deals from Boston to Grand Cayman
Keep the following information in mind while searching for Boston to Grand Cayman flight deals. Data was last updated July 21, 2026.
Round-trip from | $363 (Delta) |
|---|---|
One-way from | $129 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $537 |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston 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 July 21, 2026.
Use the filters below to find and compare flights from Boston to Grand Cayman that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sun 8/23
8:45 pm-11:39 am
1 stop15h 54m
George Town Owen Roberts Intl
Fri 8/28
1:04 pm-10:25 pm
1 stop8h 21m
$363
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Fri 8/28
5:30 am-11:39 am
1 stop7h 09m
George Town Owen Roberts Intl
Mon 8/31
1:04 pm-11:41 pm
1 stop9h 37m
$363
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 8/24
8:45 pm-11:39 am
1 stop15h 54m
George Town Owen Roberts Intl
Fri 8/28
1:04 pm-11:41 pm
1 stop9h 37m
$363
Quickest round-trip
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 8/29
5:30 am-11:39 am
1 stop7h 09m
George Town Owen Roberts Intl
Mon 8/31
1:04 pm-9:30 pm
1 stop7h 26m
$363
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 8/24
8:45 pm-11:39 am
1 stop15h 54m
George Town Owen Roberts Intl
Thu 8/27
1:04 pm-10:25 pm
1 stop8h 21m
$363
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Fri 8/14
7:20 pm-11:39 am
1 stop17h 19m
George Town Owen Roberts Intl
Thu 8/20
1:04 pm-11:41 pm
1 stop9h 37m
$419
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 8/22
5:30 am-11:39 am
1 stop7h 09m
George Town Owen Roberts Intl
Fri 8/28
1:04 pm-9:30 pm
1 stop7h 26m
$419
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 9/12
5:30 am-11:40 am
1 stop7h 10m
George Town Owen Roberts Intl
Sat 9/19
1:05 pm-10:33 pm
1 stop8h 28m
$419
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Tue 8/25
5:30 am-11:39 am
1 stop7h 09m
George Town Owen Roberts Intl
Sat 8/29
1:04 pm-9:30 pm
1 stop7h 26m
$419
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 9/10
5:30 am-11:40 am
1 stop7h 10m
George Town Owen Roberts Intl
Mon 9/14
1:00 pm-11:31 pm
1 stop9h 31m
$419
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Boston to Grand Cayman
Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Boston with our price prediction graph.
BOS-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 Boston to Grand Cayman
BOS-zzLAW
BOS-GCM
What is the cheapest month to book a flight from Boston to Grand Cayman?
Currently, January is the cheapest month in which you can book a flight from Boston to Grand Cayman (average of $345). Flying from Boston to Grand Cayman in December is currently the most expensive (average of $663). 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 far ahead should I book a flight from Boston to Grand Cayman?
The price you pay for your flight from Boston to Grand Cayman may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Grand Cayman
Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated July 21, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Boston to Grand Cayman have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Comfort
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodCidalia,Aug 2023
BOS - MIA
Related info for your journey
Find useful and relevant information for your journey from Boston to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Boston and Grand Cayman flights
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Top 4 airlines flying from Boston to Grand Cayman
Discover the top 4 airlines that operate flights from Boston 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 July 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$506 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$389 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$315 | Average$535 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$330 | Average$552 | FlexibilityNo cancel fee | On-time71% |