American Airlines flights from Chicago to Naples

Recent searches for flights from Chicago to Naples

Apr 2026
From$802*
Updated: 14 hours ago
Round tripIEconomy
May 2026
From$1,043*
Updated: 14 hours ago
Round tripIEconomy
Jun 2026
From$1,301*
Updated: 14 hours ago
Round tripIEconomy
$802
$4.9K
Displaying fares for April-2026
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    • range$802-$4,887

    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 Chicago to Naples flights

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    Chicago (ORD)to

    Naples (NAP)
    08/14/26 - 08/25/26

    Round trip

    Economy

    from
    $796Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    Naples (NAP)
    08/13/26 - 08/25/26

    Round trip

    Economy

    from
    $796Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    Naples (NAP)
    04/16/26 - 04/23/26

    Round trip

    Economy

    from
    $802Fare subject to changes
    Updated: 14 hours ago

    Chicago (ORD)to

    Naples (NAP)
    07/18/26 - 08/27/26

    Round trip

    Economy

    from
    $916Fare subject to changes
    Updated: 10 hours ago

    Chicago (ORD)to

    Naples (NAP)
    04/15/26 - 04/22/26

    Round trip

    Economy

    from
    $928Fare subject to changes
    Updated: 14 hours ago

    Chicago (ORD)to

    Naples (NAP)
    08/13/26 - 08/20/26

    Round trip

    Economy

    from
    $961Fare subject to changes
    Updated: 9 hours ago

    Chicago (ORD)to

    Naples (NAP)
    05/06/26 - 05/13/26

    Round trip

    Economy

    from
    $1,043Fare subject to changes
    Updated: 14 hours ago

    Chicago (ORD)to

    Naples (NAP)
    09/23/26 - 10/02/26

    Round trip

    Economy

    from
    $1,043Fare subject to changes
    Updated: 11 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 Chicago to Naples

    Earn up to $200 back on your next American Airlines flight plus, 40,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.