Flights to Cayman Islands with American Airlines

Popular flights with American Airlines

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Flights to the Cayman Islands with American Airlines

Business Class flights to Cayman Islands 

Dallas (DFW)to

Grand Cayman (GCM)
09/07/25 - 09/12/25

Round trip

Business / First

from
$1,278Fare subject to changes
Updated: 7 hours ago

Charlotte (CLT)to

Grand Cayman (GCM)
10/03/25 - 10/17/25

Round trip

Business / First

from
$1,390Fare subject to changes
Updated: 15 hours ago

Chicago (ORD)to

Grand Cayman (GCM)
09/16/25 - 09/23/25

Round trip

Business / First

from
$3,566Fare subject to changes
Updated: 11 hours ago

Miami (MIA)to

Grand Cayman (GCM)
11/24/25 - 11/28/25

Round trip

Business / First

from
$1,339Fare subject to changes
Updated: 3 hours ago

Boston (BOS)to

Grand Cayman (GCM)
12/21/25 - 12/29/25

Round trip

Business / First

from
$1,549Fare subject to changes
Updated: 4 hours ago

Austin (AUS)to

Grand Cayman (GCM)
11/11/25 - 11/18/25

Round trip

Business / First

from
$1,054Fare subject to changes
Updated: 2 hours ago

Orlando (MCO)to

Grand Cayman (GCM)
10/15/25 - 10/21/25

Round trip

Business / First

from
$2,131Fare subject to changes
Updated: 5 hours ago

Baltimore (BWI)to

Grand Cayman (GCM)
10/29/25 - 11/05/25

Round trip

Business / First

from
$1,264Fare subject to changes
Updated: 7 hours ago

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Find deals on flights to Cayman Islands

Dallas (DFW)to

Grand Cayman (GCM)
01/05/26 - 01/09/26

Round trip

Economy

from
$595Fare subject to changes
Updated: 16 hours ago

Charlotte (CLT)to

Grand Cayman (GCM)
01/29/26 - 02/05/26

Round trip

Economy

from
$560Fare subject to changes
Updated: 7 minutes ago

Philadelphia (PHL)to

Grand Cayman (GCM)
07/11/26 - 07/18/26

Round trip

Economy

from
$945Fare subject to changes
Updated: 5 hours ago

Chicago (ORD)to

Grand Cayman (GCM)
03/22/26 - 03/28/26

Round trip

Economy

from
$865Fare subject to changes
Updated: 2 hours ago

Miami (MIA)to

Grand Cayman (GCM)
01/25/26 - 02/07/26

Round trip

Economy

from
$325Fare subject to changes
Updated: 5 hours ago

Boston (BOS)to

Grand Cayman (GCM)
02/26/26 - 03/03/26

Round trip

Economy

from
$440Fare subject to changes
Updated: 7 hours ago

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Discover best flight deals to Cayman Islands