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
$1,290Fare subject to changes
Updated: 2 hours ago

Miami (MIA)to

Grand Cayman (GCM)
07/05/25 - 07/13/25

Round trip

Business / First

from
$812Fare subject to changes
Updated: 1 hour ago

Charlotte (CLT)to

Grand Cayman (GCM)
09/11/25 - 09/15/25

Round trip

Business / First

from
$1,350Fare subject to changes
Updated: 37 minutes ago

Chicago (ORD)to

Grand Cayman (GCM)
08/13/25 - 08/17/25

Round trip

Business / First

from
$1,375Fare subject to changes
Updated: 16 hours ago

Philadelphia (PHL)to

Grand Cayman (GCM)
07/09/25 - 07/15/25

Round trip

Business / First

from
$1,674Fare subject to changes
Updated: 15 minutes ago

Boston (BOS)to

Grand Cayman (GCM)
07/23/25 - 07/30/25

Round trip

Business / First

from
$1,582Fare subject to changes
Updated: 42 minutes ago

New York (NYC)to

Grand Cayman (GCM)
07/28/25 - 08/04/25

Round trip

Business / First

from
$972Fare subject to changes
Updated: 8 hours ago

Pittsburgh (PIT)to

Grand Cayman (GCM)
08/21/25 - 08/26/25

Round trip

Business / First

from
$1,428Fare subject to changes
Updated: 12 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)
12/23/25 - 12/30/25

Round trip

Economy

from
$610Fare subject to changes
Updated: 14 hours ago

Miami (MIA)to

Grand Cayman (GCM)
11/19/25 - 11/26/25

Round trip

Economy

from
$325Fare subject to changes
Updated: 1 hour ago

Charlotte (CLT)to

Grand Cayman (GCM)
03/16/26 - 03/20/26

Round trip

Economy

from
$559Fare subject to changes
Updated: 34 minutes ago

Chicago (ORD)to

Grand Cayman (GCM)
02/21/26 - 02/28/26

Round trip

Economy

from
$545Fare subject to changes
Updated: 17 hours ago

Philadelphia (PHL)to

Grand Cayman (GCM)
05/13/26 - 05/22/26

Round trip

Economy

from
$610Fare subject to changes
Updated: 1 hour ago

Boston (BOS)to

Grand Cayman (GCM)
02/27/26 - 03/02/26

Round trip

Economy

from
$400Fare subject to changes
Updated: 17 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