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
$333 - $519
Route
Depart
Return
Price
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Sun 10/27
1 stop7h 50m
George Town Owen Roberts Intl
Sun 11/3
2 stops23h 38m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 6/8
2 stops21h 25m
George Town Owen Roberts Intl
Sun 6/16
2 stops21h 53m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 6/5
1 stop7h 39m
George Town Owen Roberts Intl
Sun 6/9
1 stop9h 38m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 8/8
1 stop6h 30m
George Town Owen Roberts Intl
Sun 8/18
1 stop11h 24m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 9/18
1 stop6h 06m
George Town Owen Roberts Intl
Wed 9/25
2 stops16h 17m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 8/14
1 stop25h 35m
George Town Owen Roberts Intl
Fri 8/16
1 stop8h 25m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Sun 10/27
1 stop7h 15m
George Town Owen Roberts Intl
Sun 11/3
1 stop29h 45m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Tue 8/13
1 stop6h 10m
George Town Owen Roberts Intl
Wed 8/14
1 stop7h 37m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 8/12
2 stops21h 44m
George Town Owen Roberts Intl
Sun 8/18
1 stop16h 44m
No data available for this route at this time. Please check back soon.
Boarding
Comfort
Crew
Food
Entertainment
Overall
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.
Boarding
Comfort
Crew
Food
Entertainment
Overall
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.
Boarding
Comfort
Crew
Food
Entertainment
Overall
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.
Boarding
Comfort
Crew
Food
Entertainment
Overall
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.
Boarding
Comfort
Crew
Food
Entertainment
Overall
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.
Boarding
Comfort
Crew
Food
Entertainment
Overall
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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