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    All listings in Chicago

    Search yacht rentals in Chicago, Illinois.

    4.9
    (4,399 Reviews)

    Page 9 of 10 • 230 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    49 Passengers - Chris-Craft Private Yacht - Free Champagne Toast!
    Events in Chicago · 49 guests

    49 Passengers - Chris-Craft Private Yacht - Free Champagne Toast!

    New
    $1,350+/hour
    Limited Availability
    Luxury 45’ Catamaran in Chicago | Up to 40 Guests
    Events in Chicago · 40 guests

    Luxury 45’ Catamaran in Chicago | Up to 40 Guests

    New
    Superowner
    Best of 2026
    $900/hour
    Instant Book
    Catch a summer vibe on the water aboard 39' Sea Ray motor yacht
    Events in Chicago · 12 guests

    Catch a summer vibe on the water aboard 39' Sea Ray motor yacht

    New
    $275/hour
    Beautiful Sea Ray 390 Express Cruiser Yacht for 12 Guests in Chicago
    Events in Chicago · 12 guests

    Beautiful Sea Ray 390 Express Cruiser Yacht for 12 Guests in Chicago

    New
    $250/hour
    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina
    Events in Chicago · 6 guests

    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina

    New
    $350+/hour
    No Tie Ups - 40ft Sea Ray Yacht lots of room for 13 at DuSable Harbor
    Events in Chicago · 13 guests

    No Tie Ups - 40ft Sea Ray Yacht lots of room for 13 at DuSable Harbor

    New
    $250/hour
    Instant Book
    Limited Availability
    Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago
    Events in Chicago · 12 guests

    Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago

    New
    $300/hour
    Limited Availability
    Charter on Lake Michigan and the Chicago River | Sea Ray 300 Sundancer Yacht
    Powerboats in Chicago · 12 guests

    Charter on Lake Michigan and the Chicago River | Sea Ray 300 Sundancer Yacht

    New
    $220+/hour
    Chicago's 43' Tiara Luxury Getaway on Lake Michigan for Groups & Family
    Events in Chicago · 12 guests

    Chicago's 43' Tiara Luxury Getaway on Lake Michigan for Groups & Family

    New
    $605/hour
    Luxury Unleashed – 40ft Sea Ray Dream Cruiser in Chicago for 12 Guests
    Events in Chicago · 12 guests

    Luxury Unleashed – 40ft Sea Ray Dream Cruiser in Chicago for 12 Guests

    New
    $350/hour
    Limited Availability
    41' Luxury Four Winns Vista Yacht Charter in Chicago | Playpen & Skyline Cruises
    Events in Chicago · 12 guests

    41' Luxury Four Winns Vista Yacht Charter in Chicago | Playpen & Skyline Cruises

    New
    $300/hour
    Your Private 50ft Sea Ray Luxury Yacht Escape in Chicago
    Events in Chicago · 12 guests

    Your Private 50ft Sea Ray Luxury Yacht Escape in Chicago

    New
    $450+/hour
    120 Passenger - 78' Power Catamaran - Perfect for Events in Chicago
    Events in Chicago · 120 guests

    120 Passenger - 78' Power Catamaran - Perfect for Events in Chicago

    New
    Superowner
    $1,600/hour
    Limited Availability
    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
    $350/hour
    Limited Availability
    The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago
    Events in Chicago · 12 guests

    The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago

    New
    $300/hour
    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests
    Events in Chicago · 12 guests

    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests

    5.0
    $350/hour
    Luxury 50’ Ocean Yacht Charter in Chicago - Captain and Crew Included
    Events in Chicago · 6 guests

    Luxury 50’ Ocean Yacht Charter in Chicago - Captain and Crew Included

    New
    $450/hour
    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends
    Events in Chicago · 12 guests

    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends

    New
    $300+/hour
    Limited Availability
    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht
    Events in Chicago · 10 guests

    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht

    New
    $275/hour
    Limited Availability
    See Chicago like no one else can! Rent Sea Ray 350 Sundancer Motor Yacht!
    Events in Chicago · 12 guests

    See Chicago like no one else can! Rent Sea Ray 350 Sundancer Motor Yacht!

    New
    $300+/hour
    2018 Luxury 52ft Azimut Fly 50 Motor Yacht Rental in Chicago, IL for 13 Guests
    Events in Chicago · 13 guests

    2018 Luxury 52ft Azimut Fly 50 Motor Yacht Rental in Chicago, IL for 13 Guests

    New
    $1,000/hour
    Chicago’s Casual Lakefront Escape On 39' Sea Ray Sundancer Yacht - 12 Guests
    Events in Chicago · 12 guests

    Chicago’s Casual Lakefront Escape On 39' Sea Ray Sundancer Yacht - 12 Guests

    New
    $250/hour
    Limited Availability
    31ft Cabin Cruiser Yacht Charter with USCG Master Captain On Lake Michigan
    Events in Chicago · 6 guests

    31ft Cabin Cruiser Yacht Charter with USCG Master Captain On Lake Michigan

    New
    $300/hour
    Flawless 2024 68ft Sunseeker Manhattan Motor Yacht in Chicago!
    Events in Chicago · 12 guests

    Flawless 2024 68ft Sunseeker Manhattan Motor Yacht in Chicago!

    New
    $1,000+/hour

    Top Destinations Nearby

    Motor Yacht Reviews in Chicago

    1. WW

      William

      Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests

      Great host with great communication, boat was clean and felt very safe

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