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    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (4,826 Reviews)

    Page 9 of 11 • 248 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    39' Formula Motor Yacht - Great for Playpen!
    Powerboats in Chicago · 13 guests

    39' Formula Motor Yacht - Great for Playpen!

    New
    $300/hour
    44 foot Cabin Cruiser for rent in Chicago $250/hr
    Events in Chicago · 12 guests

    44 foot Cabin Cruiser for rent in Chicago $250/hr

    New
    $350/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
    Best of 2025
    $275+/hour
    Instant Book
    39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
    Events in Chicago · 12 guests

    39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

    New
    Superowner
    $300/hour
    Tiki-Chic Yacht, 40-120 people, one deck option. Beverage package included!
    Events in Chicago · 120 guests

    Tiki-Chic Yacht, 40-120 people, one deck option. Beverage package included!

    New
    $1,133/hour
    46' luxury yacht for up to 12 people - DUSABLE Harbor
    Events in Chicago · 12 guests

    46' luxury yacht for up to 12 people - DUSABLE Harbor

    New
    $280/hour
    Instant Book
    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
    $350/hour
    49 Passenger 57' Power Catamaran - Perfect For Events!
    Events in Chicago · 49 guests

    49 Passenger 57' Power Catamaran - Perfect For Events!

    New
    Superowner
    $1,000/hour
    Yamaha AR220 Jetboat
    Powerboats in Chicago · 9 guests

    Yamaha AR220 Jetboat

    New
    $175/hour
    Chicago Luxury Boat Rental
    Events in Chicago · 10 guests

    Chicago Luxury Boat Rental

    New
    $225/hour
    36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois

    New
    $275/hour
    Instant Book
    Riverwalk Luxury Cruise in Chicago onboard the SeaRay 390 Express Cruiser
    Powerboats in Chicago · 10 guests

    Riverwalk Luxury Cruise in Chicago onboard the SeaRay 390 Express Cruiser

    1.0
    $250/hour
    Instant Book
    Party Chicago Fun Lake River | 27ft Xperience Tritoon
    Powerboats in Chicago · 8 guests

    Party Chicago Fun Lake River | 27ft Xperience Tritoon

    New
    $250/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
    51ft Sea Ray Sundancer Yacht at Diversey Harbor!
    Events in Chicago · 12 guests

    51ft Sea Ray Sundancer Yacht at Diversey Harbor!

    New
    $600/hour
    Honalee in Chicago - 43' Tiara
    Events in Chicago · 12 guests

    Honalee in Chicago - 43' Tiara

    New
    $587/hour
    SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago
    Events in Chicago · 12 guests

    SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

    New
    $375/hour
    No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA
    Events in Chicago · 36 guests

    No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA

    New
    $735/hour
    Explore the Waves with Ease! Rent Your Dream Boat Today!
    Events in Chicago · 11 guests

    Explore the Waves with Ease! Rent Your Dream Boat Today!

    New
    $250/hour
    42' Sea Ray Sundancer Luxury Yacht - Great for outings!
    Events in Chicago · 12 guests

    42' Sea Ray Sundancer Luxury Yacht - Great for outings!

    New
    $275/hour
    Instant Book
    44FT Regal Commodore in Chicago
    Events in Chicago · 13 guests

    44FT Regal Commodore in Chicago

    New
    $275/hour
    37' Luxury Carver Multi-Level Yacht w/ Premium Sound
    Events in Chicago · 12 guests

    37' Luxury Carver Multi-Level Yacht w/ Premium Sound

    New
    $275/hour
    49 Passenger 72' Chris Craft - Perfect for Events!
    Events in Chicago · 49 guests

    49 Passenger 72' Chris Craft - Perfect for Events!

    New
    Superowner
    $1,500/hour
    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience
    Events in Chicago · 12 guests

    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

    New
    $350/hour

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