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Fly from
Route
Depart
Return
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 12/4
5:30 am-4:30 pm
2 stops11h 00m
George Town Owen Roberts Intl
Mon 12/8
5:45 pm-12:21 pm
1 stop18h 36m
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 11/12
5:30 am-4:30 pm
2 stops11h 00m
George Town Owen Roberts Intl
Wed 11/19
5:45 pm-12:28 pm
2 stops18h 43m
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Fri 11/28
7:09 pm-11:34 am
1 stop16h 25m
George Town Owen Roberts Intl
Thu 12/4
1:25 pm-12:59 am
1 stop11h 34m
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Sat 12/13
5:45 am-12:01 pm
1 stop6h 16m
George Town Owen Roberts Intl
Sat 12/20
3:15 pm-9:57 am
1 stop18h 42m
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sat 11/8
10:35 am-2:31 pm
Nonstop3h 56m
George Town Owen Roberts Intl
Fri 11/14
3:45 pm-7:32 pm
Nonstop3h 47m
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Wed 2/18
8:30 pm-12:35 pm
1 stop16h 05m
George Town Owen Roberts Intl
Wed 2/25
2:00 pm-10:41 pm
1 stop8h 41m
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Fri 12/12
10:35 am-2:31 pm
Nonstop3h 56m
George Town Owen Roberts Intl
Wed 12/24
3:40 pm-7:29 pm
Nonstop3h 49m
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Mon 11/17
10:00 am-2:00 pm
Nonstop4h 00m
George Town Owen Roberts Intl
Wed 11/26
5:10 pm-9:00 pm
Nonstop3h 50m
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Thu 12/11
10:00 am-2:00 pm
Nonstop4h 00m
George Town Owen Roberts Intl
Sun 12/21
5:10 pm-9:00 pm
Nonstop3h 50m
BostonGeorge Town
BOS - GCM
BOSGCM
Boston Logan Intl
Thu 10/30
5:40 am-11:40 am
1 stop7h 00m
George Town Owen Roberts Intl
Mon 11/10
1:50 pm-1:30 am
1 stop11h 40m
Best One-Way Price | $88 |
|---|---|
Best Round-Trip Price | $270 |
Fastest flight time | 3h 56m |
When visiting Seven Mile Beach in George Town, the closest airport is George Town Airport.
Of the 8 airlines that fly to Cayman Islands, American Airlines, United Airlines and Cayman Airways happen to be the most favored based on our user data. American Airlines is the most popular among the three airlines, with 53% of users choosing them for their travels to Cayman Islands.
If you’re unsure where to fly to in Cayman Islands, we recommend booking a flight that arrives at the popular George Town Owen Roberts Intl airport, which services George Town and its surrounding areas. In the last 12 months, 98% of momondo travelers booking flights to Cayman Islands chose to fly into George Town Owen Roberts Intl.
The cheapest flight to Cayman Islands recently found on momondo was $86. If you’re unable to find a flight deal this cheap, keep in mind that anything less than $411 is considered a good price for flights to Cayman Islands. $492 is the average cost to fly to Cayman Islands, while $2,508 is the most expensive.
Flying to Cayman Islands on a Wednesday or Sunday is your best option since this is when flight prices tend to be at their lowest for the week. The most expensive day of the week to fly to Cayman Islands is on a Saturday.
If you're headed to Cayman Islands, consider flying into George Town Owen Roberts Intl airport in George Town for the best deals, with an average airfare of $86. Alternatively, Cayman Brac Gerrard-Smith airport in Cayman Brac is a close second for cheapest flights to Cayman Islands with an average airfare of $308.
Prices for flights to Cayman Islands refresh daily.
As of October 2025, there are 10 operators available to choose from for flights to Cayman Islands.
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Cayman Islands.
The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
Finding the right flight to Cayman Islands is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. These options can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cayman Islands quick and easy, saving you time and money.
Yes. All flights to Cayman Islands on momondo can be compared and filtered by various policies on offer, including flexible booking.
momondo helps you find the best flight to Cayman Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
Yes momondo offers price alerts on flights to Cayman Islands. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.