Flights from United States to the Cayman Islands from $ 256*

Promotion Code

Changed bag rules and optional services         Cruise Packages

Best prices for United flights from United States to Cayman Islands

$
keyboard_arrow_down

  • Denver (DEN)to

    Grand Cayman (GCM)
    12/29/25 - 12/31/25
    from
    $ 376
    Viewed: 13 hours ago
    Roundtrip
    Economy

    San Francisco (SFO)to

    Grand Cayman (GCM)
    12/31/25 - 01/14/26
    from
    $ 532
    Viewed: 16 hours ago
    Roundtrip
    Economy

    Austin (AUS)to

    Grand Cayman (GCM)
    12/12/25 - 12/16/25
    from
    $ 340
    Viewed: 12 hours ago
    Roundtrip
    Economy

    Washington, D.C. (DCA)to

    Grand Cayman (GCM)
    12/30/25 - 01/13/26
    from
    $ 310
    Viewed: 14 hours ago
    Roundtrip
    Economy

  • Phoenix (PHX)to

    Grand Cayman (GCM)
    12/21/25 - 12/25/25
    from
    $ 596
    Viewed: 17 hours ago
    Roundtrip
    Economy

    Cincinnati (CVG)to

    Grand Cayman (GCM)
    12/10/25 - 12/24/25
    from
    $ 456
    Viewed: 14 hours ago
    Roundtrip
    Economy

    Columbus (CMH)to

    Grand Cayman (GCM)
    12/24/25 - 12/31/25
    from
    $ 360
    Viewed: 14 hours ago
    Roundtrip
    Economy

    Omaha (OMA)to

    Grand Cayman (GCM)
    12/16/25 - 12/30/25
    from
    $ 412
    Viewed: 13 hours ago
    Roundtrip
    Economy

  • Saint Louis (STL)to

    Grand Cayman (GCM)
    12/11/25 - 12/25/25
    from
    $ 376
    Viewed: 9 hours ago
    Roundtrip
    Economy

    Sacramento (SMF)to

    Grand Cayman (GCM)
    01/01/26 - 01/15/26
    from
    $ 518
    Viewed: 16 hours ago
    Roundtrip
    Economy

    Tampa (TPA)to

    Grand Cayman (GCM)
    12/09/25 - 12/13/25
    from
    $ 430
    Viewed: 12 hours ago
    Roundtrip
    Economy

    Nashville (BNA)to

    Grand Cayman (GCM)
    01/01/26 - 01/08/26
    from
    $ 415
    Viewed: 14 hours ago
    Roundtrip
    Economy

  • Dallas (DFW)to

    Grand Cayman (GCM)
    12/22/25 - 12/26/25
    from
    $ 422
    Viewed: 16 hours ago
    Roundtrip
    Economy

    San Antonio (SAT)to

    Grand Cayman (GCM)
    12/14/25 - 12/18/25
    from
    $ 376
    Viewed: 16 hours ago
    Roundtrip
    Economy

    Minneapolis (MSP)to

    Grand Cayman (GCM)
    12/24/25 - 01/07/26
    from
    $ 632
    Viewed: 17 hours ago
    Roundtrip
    Economy

    Indianapolis (IND)to

    Grand Cayman (GCM)
    12/15/25 - 12/19/25
    from
    $ 376
    Viewed: 14 hours ago
    Roundtrip
    Economy

*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply. Schedules are subject to change without notice.

Best business class fares from United States to the Cayman Islands

$

Newark/New York (EWR)to

Grand Cayman (GCM)
03/03/26 - 03/10/26

Roundtrip

Business

from
$ 1,226
Viewed: 11 hours ago

Chicago (ORD)to

Grand Cayman (GCM)
12/29/25 - 12/31/25

Roundtrip

Business

from
$ 988
Viewed: 13 hours ago

Houston (IAH)to

Grand Cayman (GCM)
02/23/26 - 03/09/26

Roundtrip

Business

from
$ 1,225
Viewed: 9 hours ago

Washington, D.C. (IAD)to

Grand Cayman (GCM)
12/24/25 - 12/28/25

Roundtrip

Business

from
$ 906
Viewed: 15 hours ago

Denver (DEN)to

Grand Cayman (GCM)
12/29/25 - 12/31/25

Roundtrip

Business

from
$ 986
Viewed: 13 hours ago

Los Angeles (LAX)to

Grand Cayman (GCM)
04/27/26 - 07/22/26

Roundtrip

Business

from
$ 1,632
Viewed: 14 hours ago

San Francisco (SFO)to

Grand Cayman (GCM)
01/01/26 - 01/08/26

Roundtrip

Business

from
$ 1,246
Viewed: 11 hours ago

Boston (BOS)to

Grand Cayman (GCM)
01/22/26 - 01/31/26

Roundtrip

Business

from
$ 885
Viewed: 1 hour ago

*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply. Schedules are subject to change without notice.

Explore more United flights from United States to the Cayman Islands