Flights from United States to the Cayman Islands from $ 281*

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Best prices for United flights from United States to Cayman Islands

$
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  • Washington, D.C. (IAD)to

    Grand Cayman (GCM)
    02/07/26 - 02/14/26
    from
    $ 297
    Viewed: 10 hours ago
    Roundtrip
    Economy

    Boston (BOS)to

    Grand Cayman (GCM)
    01/23/26 - 01/30/26
    from
    $ 321
    Viewed: 23 hours ago
    Roundtrip
    Economy

    Austin (AUS)to

    Grand Cayman (GCM)
    02/01/26 - 02/05/26
    from
    $ 301
    Viewed: 1 day ago
    Roundtrip
    Economy

    Los Angeles (LAX)to

    Grand Cayman (GCM)
    02/01/26 - 02/08/26
    from
    $ 389
    Viewed: 22 hours ago
    Roundtrip
    Economy

  • San Francisco (SFO)to

    Grand Cayman (GCM)
    02/04/26 - 02/08/26
    from
    $ 533
    Viewed: 20 hours ago
    Roundtrip
    Economy

    Pittsburgh (PIT)to

    Grand Cayman (GCM)
    02/06/26 - 02/13/26
    from
    $ 297
    Viewed: 17 hours ago
    Roundtrip
    Economy

    Indianapolis (IND)to

    Grand Cayman (GCM)
    02/08/26 - 02/12/26
    from
    $ 409
    Viewed: 18 hours ago
    Roundtrip
    Economy

    Baltimore (BWI)to

    Grand Cayman (GCM)
    02/03/26 - 02/07/26
    from
    $ 311
    Viewed: 18 hours ago
    Roundtrip
    Economy

  • Sacramento (SMF)to

    Grand Cayman (GCM)
    02/05/26 - 02/19/26
    from
    $ 467
    Viewed: 20 hours ago
    Roundtrip
    Economy

    Cleveland (CLE)to

    Grand Cayman (GCM)
    02/05/26 - 02/09/26
    from
    $ 555
    Viewed: 23 hours ago
    Roundtrip
    Economy

    Washington, D.C. (DCA)to

    Grand Cayman (GCM)
    02/05/26 - 02/19/26
    from
    $ 311
    Viewed: 18 hours ago
    Roundtrip
    Economy

    Detroit (DTW)to

    Grand Cayman (GCM)
    02/02/26 - 02/06/26
    from
    $ 533
    Viewed: 23 hours ago
    Roundtrip
    Economy

  • Minneapolis (MSP)to

    Grand Cayman (GCM)
    02/07/26 - 02/11/26
    from
    $ 837
    Viewed: 22 hours ago
    Roundtrip
    Economy

    Dallas (DFW)to

    Grand Cayman (GCM)
    02/09/26 - 02/13/26
    from
    $ 517
    Viewed: 22 hours ago
    Roundtrip
    Economy

    Newark/New York (LGA)to

    Grand Cayman (GCM)
    02/09/26 - 02/23/26
    from
    $ 325
    Viewed: 18 hours ago
    Roundtrip
    Economy

    Omaha (OMA)to

    Grand Cayman (GCM)
    02/02/26 - 02/06/26
    from
    $ 471
    Viewed: 17 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)
01/31/26 - 02/04/26

Roundtrip

Business

from
$ 975
Viewed: 12 hours ago

Houston (IAH)to

Grand Cayman (GCM)
03/20/26 - 03/24/26

Roundtrip

Business

from
$ 1,247
Viewed: 13 hours ago

Chicago (ORD)to

Grand Cayman (GCM)
02/20/26 - 02/23/26

Roundtrip

Business

from
$ 973
Viewed: 9 hours ago

Washington, D.C. (IAD)to

Grand Cayman (GCM)
02/07/26 - 02/14/26

Roundtrip

Business

from
$ 933
Viewed: 10 hours ago

Denver (DEN)to

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

Roundtrip

Business

from
$ 1,230
Viewed: 9 hours ago

Boston (BOS)to

Grand Cayman (GCM)
05/23/26 - 05/30/26

Roundtrip

Business

from
$ 1,562
Viewed: 9 hours ago

San Francisco (SFO)to

Grand Cayman (GCM)
06/26/26 - 07/04/26

Roundtrip

Business

from
$ 1,926
Viewed: 3 hours ago

Indianapolis (IND)to

Grand Cayman (GCM)
03/18/26 - 03/25/26

Roundtrip

Business

from
$ 1,229
Viewed: 19 hours 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