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    Rent a Boat or Yacht in Chicago, Illinois

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    Page 12 of 12 • 270 listings

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    Brand New 35' Sportsman located in River North, Chicago
    Powerboats in Chicago · 12 guests

    Brand New 35' Sportsman located in River North, Chicago

    New
    Snoozed - Active 02 Nov 2025
    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun
    Powerboats in Hammond · 10 guests

    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun

    New
    Snoozed - Active 02 Nov 2025
    Flawless 2024 68' Sunseeker Manhattan
    Events in Chicago · 12 guests

    Flawless 2024 68' Sunseeker Manhattan

    New
    Snoozed - Active 02 Jan 2026
    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
    Events in Chicago · 12 guests

    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

    New
    Snoozed - Active 02 Nov 2025
    Azimut 62s Motor Yacht In Chicago, Illinois
    Events in Chicago · 12 guests

    Azimut 62s Motor Yacht In Chicago, Illinois

    New
    Snoozed - Active 02 Jan 2026
    SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois

    New
    Snoozed - Active 02 Jan 2026

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