When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 18 days in advance, which can save you up to 7% on flights from Massachusetts to Grand Cayman compared to booking the week you need them. Waiting 18 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $360. For sooner than that we have options available in the next 3 days from $360.
Flights from Massachusetts to Grand Cayman lean towards being more expensive in April. Prices are generally better when you fly from Massachusetts to Grand Cayman in September, with the cheapest ticket starting at $291.
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.
Fly from
Fly to
Budget
$378 - $491
Route
Depart
Return
Price
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 5/8
1 stop6h 41m
George Town Owen Roberts Intl
Wed 5/15
1 stop11h 43m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 6/3
2 stops17h 05m
George Town Owen Roberts Intl
Fri 6/7
2 stops10h 42m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Tue 6/11
2 stops16h 16m
George Town Owen Roberts Intl
Sat 6/15
1 stop10h 17m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 5/11
1 stop6h 35m
George Town Owen Roberts Intl
Sat 5/18
1 stop7h 10m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 5/11
1 stop7h 42m
George Town Owen Roberts Intl
Sat 5/18
1 stop10h 20m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Fri 5/10
1 stop6h 41m
George Town Owen Roberts Intl
Tue 5/21
1 stop11h 43m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Mon 5/13
1 stop20h 40m
George Town Owen Roberts Intl
Fri 5/17
1 stop25h 29m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 5/8
2 stops21h 25m
George Town Owen Roberts Intl
Sun 5/19
1 stop16h 43m
Boston Logan IntlGeorge Town Owen Roberts Intl
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 5/15
2 stops21h 25m
George Town Owen Roberts Intl
Tue 5/21
2 stops21h 34m
No data available for this route at this time. Please check back soon.
Comfort
Overall
Food
Boarding
Entertainment
Crew
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Overall
Food
Boarding
Entertainment
Crew
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Overall
Food
Boarding
Entertainment
Crew
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Overall
Food
Boarding
Entertainment
Crew
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Overall
Food
Boarding
Entertainment
Crew
Reviews
Terrible flight crew that skipped our row for service multiple times.
Comfort
Overall
Food
Boarding
Entertainment
Crew
Reviews
Terrible flight crew that skipped our row for service multiple times.
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