Flights to Cayman Islands with American Airlines

Popular flights with American Airlines

  • Charlotte (CLT)to

    Grand Cayman (GCM)
    04/12/26 - 04/16/26
    from
    $529Fare subject to changes
    Updated: 12 hours ago
    Round trip
    Economy

    Charlotte (CLT)to

    Grand Cayman (GCM)
    04/13/26 - 04/17/26
    from
    $529Fare subject to changes
    Updated: 12 hours ago
    Round trip
    Economy

    Chicago (ORD)to

    Grand Cayman (GCM)
    04/25/26 - 05/02/26
    from
    $583Fare subject to changes
    Updated: 10 hours ago
    Round trip
    Economy

    Chicago (ORD)to

    Grand Cayman (GCM)
    04/20/26 - 05/04/26
    from
    $583Fare subject to changes
    Updated: 12 hours ago
    Round trip
    Economy

  • Miami (MIA)to

    Grand Cayman (GCM)
    03/23/26 - 03/27/26
    from
    $277Fare subject to changes
    Updated: 13 hours ago
    Round trip
    Economy

    Miami (MIA)to

    Grand Cayman (GCM)
    03/09/26 - 03/10/26
    from
    $277Fare subject to changes
    Updated: 10 hours ago
    Round trip
    Economy

    Boston (BOS)to

    Grand Cayman (GCM)
    05/05/26 - 05/24/26
    from
    $330Fare subject to changes
    Updated: 3 minutes ago
    Round trip
    Economy

    Boston (BOS)to

    Grand Cayman (GCM)
    05/07/26 - 05/24/26
    from
    $370Fare subject to changes
    Updated: 7 minutes ago
    Round trip
    Economy

  • Raleigh (RDU)to

    Grand Cayman (GCM)
    04/24/26 - 04/27/26
    from
    $304Fare subject to changes
    Updated: 13 hours ago
    Round trip
    Economy

    Tulsa (TUL)to

    Grand Cayman (GCM)
    04/16/26 - 04/20/26
    from
    $584Fare subject to changes
    Updated: 6 hours ago
    Round trip
    Economy

    Phoenix (PHX)to

    Grand Cayman (GCM)
    02/25/26 - 02/27/26
    from
    $757Fare subject to changes
    Updated: 19 minutes ago
    Round trip
    Economy

    New York (NYC)to

    Grand Cayman (GCM)
    02/16/26 - 02/21/26
    from
    $517Fare subject to changes
    Updated: 15 hours ago
    Round trip
    Economy

  • Saint Louis (STL)to

    Grand Cayman (GCM)
    04/25/26 - 05/02/26
    from
    $387Fare subject to changes
    Updated: 10 hours ago
    Round trip
    Economy

    Saint Louis (STL)to

    Grand Cayman (GCM)
    03/22/26 - 03/29/26
    from
    $461Fare subject to changes
    Updated: 3 hours ago
    Round trip
    Economy

    Detroit (DTW)to

    Grand Cayman (GCM)
    04/04/26 - 04/11/26
    from
    $950Fare subject to changes
    Updated: 14 hours ago
    Round trip
    Economy

    Minneapolis (MSP)to

    Grand Cayman (GCM)
    04/26/26 - 05/03/26
    from
    $772Fare subject to changes
    Updated: 1 hour ago
    Round trip
    Economy

*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 

Philadelphia (PHL)to

Grand Cayman (GCM)
03/17/26 - 03/24/26

Round trip

Business / First

from
$1,261Fare subject to changes
Updated: 6 hours ago

Dallas (DFW)to

Grand Cayman (GCM)
06/08/26 - 06/11/26

Round trip

Business / First

from
$1,267Fare subject to changes
Updated: 8 hours ago

Charlotte (CLT)to

Grand Cayman (GCM)
06/06/26 - 06/13/26

Round trip

Business / First

from
$1,356Fare subject to changes
Updated: 10 hours ago

Chicago (ORD)to

Grand Cayman (GCM)
04/25/26 - 05/02/26

Round trip

Business / First

from
$1,119Fare subject to changes
Updated: 10 hours ago

Miami (MIA)to

Grand Cayman (GCM)
05/23/26 - 05/26/26

Round trip

Business / First

from
$884Fare subject to changes
Updated: 10 hours ago

Boston (BOS)to

Grand Cayman (GCM)
06/06/26 - 06/20/26

Round trip

Business / First

from
$1,063Fare subject to changes
Updated: 3 hours ago

Raleigh (RDU)to

Grand Cayman (GCM)
04/24/26 - 04/27/26

Round trip

Business / First

from
$982Fare subject to changes
Updated: 13 hours ago

Tulsa (TUL)to

Grand Cayman (GCM)
05/29/26 - 06/05/26

Round trip

Business / First

from
$1,203Fare subject to changes
Updated: 2 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

Philadelphia (PHL)to

Grand Cayman (GCM)
11/14/26 - 11/21/26

Round trip

Economy

from
$297Fare subject to changes
Updated: 14 hours ago

Dallas (DFW)to

Grand Cayman (GCM)
06/15/26 - 06/19/26

Round trip

Economy

from
$617Fare subject to changes
Updated: 12 hours ago

Charlotte (CLT)to

Grand Cayman (GCM)
10/10/26 - 10/16/26

Round trip

Economy

from
$571Fare subject to changes
Updated: 9 hours ago

Chicago (ORD)to

Grand Cayman (GCM)
06/17/26 - 06/24/26

Round trip

Economy

from
$551Fare subject to changes
Updated: 1 hour ago

Miami (MIA)to

Grand Cayman (GCM)
10/08/26 - 10/13/26

Round trip

Economy

from
$326Fare subject to changes
Updated: 11 hours ago

Boston (BOS)to

Grand Cayman (GCM)
08/04/26 - 08/18/26

Round trip

Economy

from
$300Fare 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. 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.

Earn up to $250 back on your next American Airlines flight plus, 40,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.

Discover best flight deals to Cayman Islands