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    All listings in Illinois

    Awesome motor yacht charters in Illinois, United States.

    4.9
    (4,296 Reviews)

    Page 6 of 10 • 227 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam
    Events in Chicago · 20 guests

    Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam

    4.8
    $1,500/hour
    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago
    Events in Chicago · 12 guests

    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago

    5.0
    Superowner
    Best of 2026
    $325+/hour
    Instant Book
    Limited Availability
    Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests
    Powerboats in Chicago · 44 guests

    Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests

    5.0
    $999/hour
    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago
    Events in Chicago · 12 guests

    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

    5.0
    $600/hour
    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout
    Events in Chicago · 13 guests

    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout

    5.0
    $500/hour
    32ft SeaRay Sundancer for Charter in Chicago
    Events in Chicago · 6 guests

    32ft SeaRay Sundancer for Charter in Chicago

    5.0
    $300/hour
    Limited Availability
    46' Sunseeker Portofino Yacht in Chicago for Parties & Events
    Events in Chicago · 12 guests

    46' Sunseeker Portofino Yacht in Chicago for Parties & Events

    4.7
    $250/hour
    36' Wellcraft Grand Sport Luxury Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    36' Wellcraft Grand Sport Luxury Yacht Rental in Chicago, Illinois

    5.0
    $250/hour
    Limited Availability
    55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand
    Events in Chicago · 12 guests

    55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand

    5.0
    $375+/hour
    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago

    4.8
    $245/hour
    Instant Book
    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!
    Events in Chicago · 120 guests

    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!

    5.0
    $1,500/hour
    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Yacht
    Events in Chicago · 10 guests

    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Yacht

    5.0
    $275/hour
    Captained 8 Passengers, 27' Bayliner Ciera Motor Yacht Charter in Chicago
    Powerboats in Chicago · 8 guests

    Captained 8 Passengers, 27' Bayliner Ciera Motor Yacht Charter in Chicago

    New
    $248/hour
    Limited Availability
    One of the most unique charter yacht ever to arrive in Chicago - 46' Rio Coupe
    Events in Chicago · 12 guests

    One of the most unique charter yacht ever to arrive in Chicago - 46' Rio Coupe

    New
    $400/hour
    Limited Availability
    Enjoy Chicago in this 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!
    Events in Chicago · 12 guests

    Enjoy Chicago in this 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!

    4.9
    Superowner
    Best of 2026
    $400/hour
    Instant Book
    50ft Searay 400 Yacht - Lake Michigan Chicago - Up to 13 Guests
    Events in Chicago · 13 guests

    50ft Searay 400 Yacht - Lake Michigan Chicago - Up to 13 Guests

    New
    $300/hour
    Private 44ft Cruiser 4450 Express Yacht Experience on Lake Michigan – Chicago
    Events in Chicago · 12 guests

    Private 44ft Cruiser 4450 Express Yacht Experience on Lake Michigan – Chicago

    5.0
    $325/hour
    Limited Availability
    See the Chicago’s Stunning Lakefront Aboard 46ft Sea Ray Sundancer Motor Yacht
    Events in Chicago · 13 guests

    See the Chicago’s Stunning Lakefront Aboard 46ft Sea Ray Sundancer Motor Yacht

    5.0
    Superowner
    Best of 2026
    $300/hour
    Instant Book
    34' of Lakefront Fun! Music Lights and a Great time!!!
    Events in Chicago · 12 guests

    34' of Lakefront Fun! Music Lights and a Great time!!!

    New
    $300/hour
    Spacious Thunderbird Cruiser with Stunning Chicago Skyline Views
    Events in Chicago · 12 guests

    Spacious Thunderbird Cruiser with Stunning Chicago Skyline Views

    New
    $450/hour
    Limited Availability
    Luxury Yacht, Playpen, River cruises up to 13 people. Captain included!
    Events in Chicago · 11 guests

    Luxury Yacht, Playpen, River cruises up to 13 people. Captain included!

    5.0
    $300/hour
    Limited Availability
    Charter on Lake Michigan and the Chicago River | Sea Ray 300 Sundancer
    Powerboats in Chicago · 12 guests

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

    New
    $220+/hour
    Stunning 105ft Denison Party Yacht in Chicago
    Events in Chicago · 30 guests

    Stunning 105ft Denison Party Yacht in Chicago

    4.7
    $1,450+/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

    5.0
    $350/hour

    Top Destinations Nearby

    Motor Yacht Reviews in Illinois

    1. Kristin

      Kristin

      Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests

      Incredible experience for my best friend’s bachelorette. The crew is so kind and served us drinks/food etc the entire time so we could focus on having fun! Great sound system as well! We felt very taken care of and highly recommend for an unforgettable experience!

    2. HB

      Holly

      Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests

      Such a fabulous crew! Everything went perfectly. One of the best graduation parties we have ever thrown. So happy we were able to book on this boat with this crew!

    3. SJ

      Sam

      See the Chicago’s Stunning Lakefront Aboard 46ft Sea Ray Sundancer Motor Yacht

      Kevin was professional, friendly, and - most importantly - fun. He and captain William were pro navigators and never did anything risky. They're solid guys with a great boat and I wouldn't hesitate to rent from these guys again.

    4. BG

      Britney

      Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests

      Chris and his team were great to work with! I booked with them to celebrate a birthday and they were very accommodating, communicative, and made the experience so fun!

    5. Lynnae

      Lynnae

      Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam

      Great service great crew great experience! Michael was a very helpful and very nice deckhand! Captain Natalia was very experienced informative and thorough making sure we all made it back safe. Can’t stop hearing “3 points of contact!” in my head lol love it! Will be booking again soon.

    6. KW

      Kierra

      41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout

      Mr Bennett boat was beautiful! He’s very communicative, very kind, and welcoming. The entire process from booking to trip end was seamless. The boat was very clean and spacious. I hosted a summer celebration, my friends and I and had an amazing time! I will only be booking with Norman going forward! 🎉

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