American Airlines flights from Grand Cayman to Chicago

Recent searches for flights from Grand Cayman to Chicago

Aug 2026
FromUSD717*
Updated: 9 hours ago
Round tripIEconomy
Sep 2026
FromUSD672*
Updated: 9 hours ago
Round tripIEconomy
Oct 2026
FromUSD647*
Updated: 23 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label USD672
cmp-daily-histogram-bars-legend-max-price-aria-label USD1.2K
Displaying fares for August-2026
  • GCM–ORD, 05/08/2026 – 12/08/2026: From USD1,197
    05

    We

    AUG

  • GCM–ORD, 06/08/2026 – 13/08/2026: From USD1,192
    06

    Th

  • GCM–ORD, 07/08/2026 – 14/08/2026: From USD992
    07

    Fr

  • GCM–ORD, 08/08/2026 – 15/08/2026: From USD1,012
    08

    Sa

  • GCM–ORD, 09/08/2026 – 16/08/2026: From USD997
    09

    Su

  • GCM–ORD, 10/08/2026 – 17/08/2026: From USD992
    10

    Mo

  • GCM–ORD, 11/08/2026 – 18/08/2026: From USD897
    11

    Tu

  • GCM–ORD, 12/08/2026 – 19/08/2026: From USD902
    12

    We

  • GCM–ORD, 13/08/2026 – 20/08/2026: From USD897
    13

    Th

  • GCM–ORD, 14/08/2026 – 21/08/2026: From USD897
    14

    Fr

  • GCM–ORD, 15/08/2026 – 22/08/2026: From USD897
    15

    Sa

  • GCM–ORD, 16/08/2026 – 23/08/2026: From USD902
    16

    Su

  • GCM–ORD, 17/08/2026 – 24/08/2026: From USD897
    17

    Mo

  • GCM–ORD, 18/08/2026 – 25/08/2026: From USD807
    18

    Tu

  • GCM–ORD, 19/08/2026 – 26/08/2026: From USD812
    19

    We

  • GCM–ORD, 20/08/2026 – 27/08/2026: From USD807
    20

    Th

  • GCM–ORD, 21/08/2026 – 28/08/2026: From USD807
    21

    Fr

  • GCM–ORD, 22/08/2026 – 29/08/2026: From USD807
    22

    Sa

  • GCM–ORD, 23/08/2026 – 30/08/2026: From USD812
    23

    Su

  • GCM–ORD, 24/08/2026 – 31/08/2026: From USD807
    24

    Mo

  • GCM–ORD, 25/08/2026 – 01/09/2026: From USD717
    25

    Tu

  • GCM–ORD, 26/08/2026 – 02/09/2026: From USD722
    26

    We

  • GCM–ORD, 27/08/2026 – 03/09/2026: From USD717
    27

    Th

  • GCM–ORD, 28/08/2026 – 04/09/2026: From USD717
    28

    Fr

  • GCM–ORD, 29/08/2026 – 05/09/2026: From USD717
    29

    Sa

  • GCM–ORD, 30/08/2026 – 06/09/2026: From USD722
    30

    Su

  • GCM–ORD, 31/08/2026 – 07/09/2026: From USD717
    31

    Mo

  • GCM–ORD, 01/09/2026 – 08/09/2026: From USD672
    01

    Tu

    SEP

  • GCM–ORD, 02/09/2026 – 09/09/2026: From USD677
    02

    We

  • GCM–ORD, 03/09/2026 – 10/09/2026: From USD672
    03

    Th

  • GCM–ORD, 04/09/2026 – 11/09/2026: From USD672
    04

    Fr

    • rangeUSD672-USD1,197

    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 Grand Cayman to Chicago flights

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    Find deals on Grand Cayman to Chicago flights
    From
    To
    Fare type
    Travel dates
    Price
    Grand Cayman (GCM)Chicago (ORD)Round trip
    I
    Economy    		29/05/2027 - 05/06/2027

    from

    USD672Fare subject to changes

    Updated: 13 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.

    American Airlines flights from Grand Cayman to Chicago

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