Flights from Chicago to Montego Bay with American Airlines

Recent searches for flights from Chicago to Montego Bay

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$728
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  • range$410-$728

    Popular flights with American Airlines

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    *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.

    Earn up to a $200 statement credit + 40,000 bonus miles. Plus, first checked bag is free on domestic American Airlines itineraries. Terms apply. Opens in a new browser. 

    Flights from Chicago to Montego Bay with American Airlines

    Find deals on Chicago to Montego Bay flights

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    Chicago (ORD)to

    Montego Bay (MBJ)
    03/25/26 - 05/06/26

    Round trip

    Economy

    from
    $476Fare subject to changes
    Updated: 11 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    02/21/26 - 02/25/26

    Round trip

    Economy

    from
    $481Fare subject to changes
    Updated: 22 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    04/22/26 - 04/27/26

    Round trip

    Economy

    from
    $501Fare subject to changes
    Updated: 19 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    05/18/26 - 05/23/26

    Round trip

    Economy

    from
    $501Fare subject to changes
    Updated: 11 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    02/01/26 - 02/08/26

    Round trip

    Economy

    from
    $506Fare subject to changes
    Updated: 15 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    01/31/26 - 02/07/26

    Round trip

    Economy

    from
    $506Fare subject to changes
    Updated: 21 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    02/28/26 - 03/07/26

    Round trip

    Economy

    from
    $506Fare subject to changes
    Updated: 16 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    02/21/26 - 02/28/26

    Round trip

    Economy

    from
    $506Fare subject to changes
    Updated: 16 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    05/14/26 - 05/19/26

    Round trip

    Economy

    from
    $516Fare subject to changes
    Updated: 14 hours ago

    Chicago (ORD)to

    Montego Bay (MBJ)
    04/23/26 - 04/27/26

    Round trip

    Economy

    from
    $526Fare subject to changes
    Updated: 20 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.