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    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (5,748 Reviews)

    Page 10 of 12 • 278 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    40 feet of Lights, Music, and Fun!!!
    Powerboats in Chicago · 12 guests

    40 feet of Lights, Music, and Fun!!!

    New
    Superowner
    $250/hour
    Beautiful 31ft Sports Craft Boat With All The Amenities Down Below
    Fishing in Chicago · 6 guests

    Beautiful 31ft Sports Craft Boat With All The Amenities Down Below

    New
    Superowner
    $200/hour
    Luxury 43ft Azimut Atlantis Yacht Charter in Chicago, Illinois
    Events in Chicago · 12 guests

    Luxury 43ft Azimut Atlantis Yacht Charter in Chicago, Illinois

    New
    $500+/hour
    Have a Chicago Lakefront Summer Adventure!
    Powerboats in Chicago · 6 guests

    Have a Chicago Lakefront Summer Adventure!

    New
    $250/hour
    See Chicago like no one else can
    Events in Chicago · 12 guests

    See Chicago like no one else can

    New
    $300+/hour
    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee - 12 Guests
    Powerboats in Chicago · 12 guests

    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee - 12 Guests

    New
    Superowner
    Best of 2026
    $210/hour
    New 40 ft Regal luxury Yacht Sept promotion $250 hr
    Events in Chicago · 12 guests

    New 40 ft Regal luxury Yacht Sept promotion $250 hr

    New
    $260+/hour
    Beautiful 40ft Sea Ray Yacht
    Events in Chicago · 12 guests

    Beautiful 40ft Sea Ray Yacht

    New
    $250/hour
    44ft Premium Luxury Chris Craft Yacht
    Events in Chicago · 12 guests

    44ft Premium Luxury Chris Craft Yacht

    New
    $278/hour
    Beautiful 37' Sea Ray Sundancer Perfect for ANY Occasion!
    Events in Chicago · 12 guests

    Beautiful 37' Sea Ray Sundancer Perfect for ANY Occasion!

    New
    $300/hour
    Sail away in Luxury | 30’ Bayliner Yacht | 12 Passenger
    Events in Chicago · 12 guests

    Sail away in Luxury | 30’ Bayliner Yacht | 12 Passenger

    New
    $350/hour
    Your Private 50ft Luxury Yacht Escape
    Events in Chicago · 12 guests

    Your Private 50ft Luxury Yacht Escape

    New
    $275+/hour
    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago Illinois
    Events in Chicago · 12 guests

    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago Illinois

    New
    $325/hour
    Polynesian Party Boat, up to 6 people, captain and drink package included!
    Powerboats in Chicago · 6 guests

    Polynesian Party Boat, up to 6 people, captain and drink package included!

    New
    $250/hour
    Chicago’s Casual Lakefront Escape
    Events in Chicago · 12 guests

    Chicago’s Casual Lakefront Escape

    New
    $425/hour
    26’ Sea Ray 240 Sundeck
    Powerboats in Chicago · 10 guests

    26’ Sea Ray 240 Sundeck

    1.0
    $225/hour
    Capt. Included - 10 Passengers - 27' Bayliner Ciera Charter Boat
    Powerboats in Chicago · 10 guests

    Capt. Included - 10 Passengers - 27' Bayliner Ciera Charter Boat

    New
    $248/hour
    Honalee in Chicago - 43' Tiara
    Events in Chicago · 12 guests

    Honalee in Chicago - 43' Tiara

    New
    $587/hour
    56' Sea Ray Sundancer • Luxury Yacht
    Events in Chicago · 12 guests

    56' Sea Ray Sundancer • Luxury Yacht

    New
    Superowner
    $400/hour
    49 Passenger 72' Chris Craft - Perfect for Events!
    Events in Chicago · 49 guests

    49 Passenger 72' Chris Craft - Perfect for Events!

    New
    Superowner
    $1,350/hour
    Luxury Private Boat Rental – Chicago River, Skyline & Playpen Fun
    Powerboats in Chicago · 6 guests

    Luxury Private Boat Rental – Chicago River, Skyline & Playpen Fun

    New
    $200/hour
    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat
    Powerboats in Chicago · 12 guests

    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat

    New
    $250/hour
    Sea Ray 400 Express Cruiser 46ft
    Events in Chicago · 12 guests

    Sea Ray 400 Express Cruiser 46ft

    New
    $250/hour
    Party on the Lake – 40ft Sea Ray Express Yacht for You & 12 Friends
    Powerboats in Chicago · 12 guests

    Party on the Lake – 40ft Sea Ray Express Yacht for You & 12 Friends

    New
    $350+/hour

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