To save on the cost of your flight from Massachusetts to Cayman Islands, book at least 33 days before your planned departure. Booking around this time can save you about 34% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $332 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $360.
The best pricing can be found in the month of September. Prices to Cayman Islands from Massachusetts average $493. You can even find prices in September for less than $493, as users have found deals to Cayman Islands from as low as $291. The month of April appears to be one of the more expensive times to travel to Cayman Islands from Massachusetts. Flying in the targeted month can save you up to 34%.
When flying from Massachusetts to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$377 - $472
Route
Depart
Return
Price
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 6/12
1 stop7h 06m
George Town Owen Roberts Intl
Wed 6/19
1 stop11h 38m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 6/20
1 stop15h 36m
George Town Owen Roberts Intl
Tue 6/25
1 stop7h 47m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 8/14
2 stops16h 52m
George Town Owen Roberts Intl
Tue 8/20
2 stops10h 36m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 6/20
2 stops16h 16m
George Town Owen Roberts Intl
Wed 6/26
1 stop10h 20m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 7/4
1 stop20h 55m
George Town Owen Roberts Intl
Mon 7/8
1 stop6h 43m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 6/19
1 stop28h 25m
George Town Owen Roberts Intl
Mon 7/1
1 stop11h 34m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 5/29
1 stop19h 55m
George Town Owen Roberts Intl
Sun 6/9
1 stop16h 43m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 8/12
1 stop6h 03m
George Town Owen Roberts Intl
Sun 8/18
1 stop7h 56m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 5/29
3 stops28h 55m
George Town Owen Roberts Intl
Sun 6/2
2 stops40h 53m
No data available for this route at this time. Please check back soon.
Crew
Overall
Boarding
Food
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Boarding
Food
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Boarding
Food
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Boarding
Food
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Boarding
Food
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Boarding
Food
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Deals for Massachusetts to Cayman Islands flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
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Certainly. Search results for flights to Cayman Islands from Massachusetts shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
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