Flights from United States to the Cayman Islands from $ 293*

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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)
    05/30/26 - 06/06/26
    from
    $ 407
    Viewed: 3 hours ago
    Roundtrip
    Economy

    Los Angeles (LAX)to

    Grand Cayman (GCM)
    05/30/26 - 06/06/26
    from
    $ 479
    Viewed: 2 hours ago
    Roundtrip
    Economy

    San Francisco (SFO)to

    Grand Cayman (GCM)
    05/26/26 - 06/02/26
    from
    $ 663
    Viewed: 50 minutes ago
    Roundtrip
    Economy

    Boston (BOS)to

    Grand Cayman (GCM)
    05/30/26 - 06/06/26
    from
    $ 293
    Viewed: 4 hours ago
    Roundtrip
    Economy

  • Austin (AUS)to

    Grand Cayman (GCM)
    05/06/26 - 05/13/26
    from
    $ 379
    Viewed: 4 hours ago
    Roundtrip
    Economy

    Hartford (BDL)to

    Grand Cayman (GCM)
    05/29/26 - 06/02/26
    from
    $ 326
    Viewed: 23 hours ago
    Roundtrip
    Economy

    Cleveland (CLE)to

    Grand Cayman (GCM)
    05/26/26 - 06/02/26
    from
    $ 638
    Viewed: 4 hours ago
    Roundtrip
    Economy

    Dallas (DFW)to

    Grand Cayman (GCM)
    06/02/26 - 06/09/26
    from
    $ 811
    Viewed: 3 hours ago
    Roundtrip
    Economy

  • Milwaukee (MKE)to

    Grand Cayman (GCM)
    05/26/26 - 06/02/26
    from
    $ 467
    Viewed: 22 hours ago
    Roundtrip
    Economy

    Philadelphia (PHL)to

    Grand Cayman (GCM)
    05/30/26 - 06/06/26
    from
    $ 321
    Viewed: 22 hours ago
    Roundtrip
    Economy

    Tulsa (TUL)to

    Grand Cayman (GCM)
    05/26/26 - 06/02/26
    from
    $ 650
    Viewed: 23 minutes ago
    Roundtrip
    Economy

    Baltimore (BWI)to

    Grand Cayman (GCM)
    05/16/26 - 05/23/26
    from
    $ 335
    Viewed: 23 hours ago
    Roundtrip
    Economy

  • Las Vegas (LAS)to

    Grand Cayman (GCM)
    05/30/26 - 06/13/26
    from
    $ 485
    Viewed: 22 hours ago
    Roundtrip
    Economy

    Minneapolis (MSP)to

    Grand Cayman (GCM)
    06/02/26 - 06/06/26
    from
    $ 947
    Viewed: 2 hours ago
    Roundtrip
    Economy

    Orlando (MCO)to

    Grand Cayman (GCM)
    05/26/26 - 06/02/26
    from
    $ 547
    Viewed: 2 hours ago
    Roundtrip
    Economy

    Washington, D.C. (DCA)to

    Grand Cayman (GCM)
    05/27/26 - 06/03/26
    from
    $ 421
    Viewed: 22 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

$

Houston (IAH)to

Grand Cayman (GCM)
05/30/26 - 06/04/26

Roundtrip

Business

from
$ 1,169
Viewed: 15 hours ago

Newark/New York (EWR)to

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

Roundtrip

Business

from
$ 1,259
Viewed: 18 hours ago

Chicago (ORD)to

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

Roundtrip

Business

from
$ 1,241
Viewed: 17 hours ago

Denver (DEN)to

Grand Cayman (GCM)
03/10/27 - 03/17/27

Roundtrip

Business

from
$ 1,243
Viewed: 14 hours ago

Washington, D.C. (IAD)to

Grand Cayman (GCM)
12/05/26 - 12/12/26

Roundtrip

Business

from
$ 1,361
Viewed: 18 hours ago

Los Angeles (LAX)to

Grand Cayman (GCM)
07/08/26 - 07/14/26

Roundtrip

Business

from
$ 2,544
Viewed: 9 hours ago

San Francisco (SFO)to

Grand Cayman (GCM)
06/29/26 - 07/04/26

Roundtrip

Business

from
$ 1,635
Viewed: 2 hours ago

Boston (BOS)to

Grand Cayman (GCM)
01/20/27 - 02/01/27

Roundtrip

Business

from
$ 1,371
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