Flights from the United States to the Cayman Islands from $ 301*

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Best prices for United flights from United States to Cayman Islands

$
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  • Denver (DEN)to

    Grand Cayman (GCM)
    06/15/26 - 06/19/26
    from
    $ 581
    Viewed: 1 day ago
    Roundtrip
    Economy

    Austin (AUS)to

    Grand Cayman (GCM)
    05/30/26 - 06/06/26
    from
    $ 301
    Viewed: 21 hours ago
    Roundtrip
    Economy

    Portland, OR (PDX)to

    Grand Cayman (GCM)
    06/17/26 - 06/24/26
    from
    $ 789
    Viewed: 23 hours ago
    Roundtrip
    Economy

    San Antonio (SAT)to

    Grand Cayman (GCM)
    06/15/26 - 06/19/26
    from
    $ 579
    Viewed: 22 hours ago
    Roundtrip
    Economy

  • Indianapolis (IND)to

    Grand Cayman (GCM)
    05/30/26 - 06/06/26
    from
    $ 301
    Viewed: 20 hours ago
    Roundtrip
    Economy

    Los Angeles (LAX)to

    Grand Cayman (GCM)
    06/16/26 - 06/20/26
    from
    $ 509
    Viewed: 1 day ago
    Roundtrip
    Economy

    San Francisco (SFO)to

    Grand Cayman (GCM)
    06/20/26 - 06/27/26
    from
    $ 663
    Viewed: 22 hours ago
    Roundtrip
    Economy

    Newark/New York (LGA)to

    Grand Cayman (GCM)
    06/01/26 - 06/15/26
    from
    $ 331
    Viewed: 20 hours ago
    Roundtrip
    Economy

  • Baltimore (BWI)to

    Grand Cayman (GCM)
    06/22/26 - 06/24/26
    from
    $ 321
    Viewed: 15 hours ago
    Roundtrip
    Economy

    Columbus (CMH)to

    Grand Cayman (GCM)
    05/29/26 - 06/05/26
    from
    $ 301
    Viewed: 20 hours ago
    Roundtrip
    Economy

    Las Vegas (LAS)to

    Grand Cayman (GCM)
    06/17/26 - 06/21/26
    from
    $ 485
    Viewed: 20 hours ago
    Roundtrip
    Economy

    Raleigh (RDU)to

    Grand Cayman (GCM)
    05/30/26 - 06/06/26
    from
    $ 321
    Viewed: 20 hours ago
    Roundtrip
    Economy

  • Sacramento (SMF)to

    Grand Cayman (GCM)
    06/13/26 - 06/20/26
    from
    $ 677
    Viewed: 22 hours ago
    Roundtrip
    Economy

    Milwaukee (MKE)to

    Grand Cayman (GCM)
    05/30/26 - 06/13/26
    from
    $ 541
    Viewed: 19 hours ago
    Roundtrip
    Economy

    Minneapolis (MSP)to

    Grand Cayman (GCM)
    06/23/26 - 07/07/26
    from
    $ 947
    Viewed: 23 hours ago
    Roundtrip
    Economy

    Philadelphia (PHL)to

    Grand Cayman (GCM)
    06/06/26 - 06/13/26
    from
    $ 321
    Viewed: 19 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)
08/01/26 - 08/08/26

Roundtrip

Business

from
$ 1,390
Viewed: 16 hours ago

Houston (IAH)to

Grand Cayman (GCM)
06/18/26 - 06/22/26

Roundtrip

Business

from
$ 1,165
Viewed: 16 hours ago

Chicago (ORD)to

Grand Cayman (GCM)
07/27/26 - 07/31/26

Roundtrip

Business

from
$ 1,316
Viewed: 15 hours ago

Washington, D.C. (IAD)to

Grand Cayman (GCM)
10/31/26 - 11/07/26

Roundtrip

Business

from
$ 1,224
Viewed: 19 hours ago

Denver (DEN)to

Grand Cayman (GCM)
02/13/27 - 02/20/27

Roundtrip

Business

from
$ 2,176
Viewed: 15 hours ago

Austin (AUS)to

Grand Cayman (GCM)
05/30/26 - 06/06/26

Roundtrip

Business

from
$ 921
Viewed: 21 hours ago

Indianapolis (IND)to

Grand Cayman (GCM)
02/06/27 - 02/13/27

Roundtrip

Business

from
$ 1,787
Viewed: 10 hours ago

Philadelphia (PHL)to

Grand Cayman (GCM)
01/27/27 - 01/31/27

Roundtrip

Business

from
$ 2,327
Viewed: 23 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 the United States to the Cayman Islands