American Airlines flights from Portland, ME to Grand Cayman

Recent searches for flights from Portland, ME to Grand Cayman

Aug 2026
From$431*
Updated: 9 hours ago
Round tripIEconomy
Sep 2026
From$382*
Updated: 9 hours ago
Round tripIEconomy
Oct 2026
From$377*
Updated: 9 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $382
cmp-daily-histogram-bars-legend-max-price-aria-label $1.2K
Displaying fares for August-2026
  • PWM–GCM, 08/26/26 – 09/02/26: From $441
    26

    We

    AUG

  • PWM–GCM, 08/27/26 – 09/03/26: From $648
    27

    Th

  • PWM–GCM, 08/28/26 – 09/04/26: From $445
    28

    Fr

  • PWM–GCM, 08/29/26 – 09/05/26: From $431
    29

    Sa

  • PWM–GCM, 08/30/26 – 09/06/26: From $441
    30

    Su

  • PWM–GCM, 08/31/26 – 09/07/26: From $1,096
    31

    Mo

  • PWM–GCM, 09/01/26 – 09/08/26: From $479
    01

    Tu

    SEP

  • PWM–GCM, 09/02/26 – 09/09/26: From $1,191
    02

    We

  • PWM–GCM, 09/03/26 – 09/10/26: From $718
    03

    Th

  • PWM–GCM, 09/04/26 – 09/11/26: From $409
    04

    Fr

  • PWM–GCM, 09/05/26 – 09/12/26: From $409
    05

    Sa

  • PWM–GCM, 09/06/26 – 09/13/26: From $414
    06

    Su

  • PWM–GCM, 09/07/26 – 09/14/26: From $621
    07

    Mo

  • PWM–GCM, 09/08/26 – 09/15/26: From $452
    08

    Tu

  • PWM–GCM, 09/09/26 – 09/16/26: From $387
    09

    We

  • PWM–GCM, 09/10/26 – 09/17/26: From $423
    10

    Th

  • PWM–GCM, 09/11/26 – 09/18/26: From $382
    11

    Fr

  • PWM–GCM, 09/12/26 – 09/19/26: From $382
    12

    Sa

  • PWM–GCM, 09/13/26 – 09/20/26: From $549
    13

    Su

  • PWM–GCM, 09/14/26 – 09/21/26: From $479
    14

    Mo

  • PWM–GCM, 09/15/26 – 09/22/26: From $535
    15

    Tu

  • PWM–GCM, 09/16/26 – 09/23/26: From $387
    16

    We

  • PWM–GCM, 09/17/26 – 09/24/26: From $479
    17

    Th

  • PWM–GCM, 09/18/26 – 09/25/26: From $382
    18

    Fr

  • PWM–GCM, 09/19/26 – 09/26/26: From $452
    19

    Sa

  • PWM–GCM, 09/20/26 – 09/27/26: From $696
    20

    Su

  • PWM–GCM, 09/21/26 – 09/28/26: From $621
    21

    Mo

  • PWM–GCM, 09/22/26 – 09/29/26: From $520
    22

    Tu

  • PWM–GCM, 09/23/26 – 09/30/26: From $457
    23

    We

  • PWM–GCM, 09/24/26 – 10/01/26: From $423
    24

    Th

  • PWM–GCM, 09/25/26 – 10/02/26: From $382
    25

    Fr

    • range$382-$1,191

    DisclaimerFares 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. Fares listed may be Basic Economy, which class is subject to additional terms and conditions. Additional baggage fees and charges for optional products and services may apply.

    Find deals on Portland, ME to Grand Cayman flights

    $
    keyboard_arrow_down

    Portland, ME (PWM)to

    Grand Cayman (GCM)
    10/29/26 - 11/05/26

    Round trip

    Economy

    from
    $377Fare subject to changes
    Updated: 9 hours ago

    Portland, ME (PWM)to

    Grand Cayman (GCM)
    10/26/26 - 11/02/26

    Round trip

    Economy

    from
    $377Fare subject to changes
    Updated: 9 hours ago

    Portland, ME (PWM)to

    Grand Cayman (GCM)
    10/22/26 - 10/29/26

    Round trip

    Economy

    from
    $377Fare subject to changes
    Updated: 9 hours ago

    Portland, ME (PWM)to

    Grand Cayman (GCM)
    12/11/26 - 12/18/26

    Round trip

    Economy

    from
    $377Fare subject to changes
    Updated: 9 hours ago

    Portland, ME (PWM)to

    Grand Cayman (GCM)
    10/01/26 - 10/08/26

    Round trip

    Economy

    from
    $382Fare subject to changes
    Updated: 9 hours ago

    Portland, ME (PWM)to

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

    Round trip

    Economy

    from
    $382Fare subject to changes
    Updated: 9 hours ago

    Portland, ME (PWM)to

    Grand Cayman (GCM)
    10/16/26 - 10/23/26

    Round trip

    Economy

    from
    $382Fare subject to changes
    Updated: 9 hours ago

    Portland, ME (PWM)to

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

    Round trip

    Economy

    from
    $382Fare subject to changes
    Updated: 9 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.

    Finding cheap flights from Portland, ME to Grand Cayman

    Looking for lower fares on your trip from Portland, ME to Grand Cayman? Here are a few ways to save.

    • Book early: Booking 1 to 3 months ahead can help you find lower fares
    • Be flexible with dates: Midweek travel, like Tuesdays and Wednesdays, can be more affordable
    • Travel during less busy periods: Flying outside peak travel times can help find lower fares and avoid crowds

    Earn up to $500 back on your next American Airlines flight plus, 30,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.

    Upgrade your flight with Main Cabin Extra

    Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

    • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
    • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
    • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Portland, ME to Grand Cayman