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Boats for sale in Chicago Illinois

There are 1635 new and used boats for sale in Chicago, Illinois. Browse Outboard Motors, Fishing, Center Console, Cruiser, Pontoon, and Runabout from brands like Mercury, Scout, Honda, Sea Ray, Yamaha, and Barletta on BoatCrazy. View a wide selection of boats from $300 to $2,549,000.
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  • Boats
  • Within 100 Miles Of
    Chicago, Illinois
1,635 boats found within 100 miles from Chicago, Illinois
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  • 2026 Galeon 440 FLY

    2026 Galeon 440 FLY

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Yacht
    • 46'
    • 2026 / New
    • Call for price

    Galeon has leverage all of its storied boatbuilding experience to create the 440 FLY, a medium-sized motoryacht packed with intelligent innovations and a fresh approach to onboard... View Details

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  • 2026 Galeon 410 HTC

    2026 Galeon 410 HTC

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Yacht
    • 41'
    • 2026 / New
    • Call for price

    Galeon's 2026 410 HTC has the same, tried-and-true hull as the builder's popular 400 FLY model, but in a sleek and sporty coupe package. The 410 combines a mega-yacht-quality inter... View Details

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  • 2026 Galeon 470 SKY

    2026 Galeon 470 SKY

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Yacht
    • 47'
    • 2026 / New
    • Call for price

    The Galeon 470 SKY is a versatile cruiser that handles with grace and verve. She features a top deck with incredible viwes and a helm station will impress any captain. This cessel... View Details

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  • 2026 Aquila 28 Molokai Cuddy

    2026 Aquila 28 Molokai Cuddy

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Pilothouse
    • 31'
    • 2026 / New
    • Call for price

    Born from the Pacific. Built for wherever "Out There" takes you. All-weather protection. Offshore performance. Profession capability. The 2026 Aquila 28 Molokai Cuddy merges intell... View Details

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  • 2026 Cruisers 46 Cantius

    2026 Cruisers 46 Cantius

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 47'
    • 2026 / New
    • Call for price

    Step aboard the pinnacle of maritime luxury where tranquility and timelessness converge seamlessly. From the expansive master suite to the gorgeous VIP stateroom, every corner of t... View Details

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  • 2026 Scout 261 XSS

    2026 Scout 261 XSS

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    Winthrop Harbor, IL

    The 261 XSS is an inshore/offshore crossover and is loaded with notable features such as the large casting fore and rear deck; port and starboard aerated baitwells; ample rod stora... View Details

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  • 2026 Galeon 400 FLY

    2026 Galeon 400 FLY

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Yacht
    • 41'
    • 2026 / New
    • Call for price

    The 2026 Galeon 400 FLY provides unrivaled entertainment space for a yacht in its class. Innovative side balconies on either side of the cockpit fold out to create massive amounts... View Details

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  • 2026 Cruisers 50GLS OB

    2026 Cruisers 50GLS OB

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    Winthrop Harbor, IL

    Seize this exclusive opportunity! The 2026 Cruisers Yachts 50 GLS OB represents the pinnacle of sport luxury boating—where bold performance, intelligent design, and handcrafted qua... View Details

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  • 2026 Tiara 48LS

    2026 Tiara 48LS

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    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Cruiser
    • 48'
    • 2026 / New
    • Call for price

    Seize this exclusive opportunity! 2025 Tiara 48LS: Redefining Luxury on the Water Embark on the ultimate boating adventure with the stunning 2025 Tiara 48LS. This vessel encapsulat... View Details

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  • 2020 Cobalt 200S

    2020 Cobalt 200S

    $39,990
    Fox Lake, IL
    • Fox Lake, IL
    • Bowrider
    • 19'
    • 2020 / Used
    • $39,990

    Price includes limited extended warranty! Where top-shelf design, construction and performance were once reserved for larger boats, the 200S changes the game. This unique 20-footer... View Details

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    $39,990
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  • Price Drop 2001 Cobalt 263

    2001 Cobalt 263

    $17,990
    Fox Lake, IL

    Experience timeless Cobalt craftsmanship with this well-kept 2001 Cobalt 263 — a spacious, performance-driven bowrider that blends classic style with power and practicality. This b... View Details

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    $17,990
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  • 1979 Chris Craft Catalina 33

    1979 Chris Craft Catalina 33

    $28,000
    New Buffalo, MI
    • New Buffalo, MI
    • Yacht
    • 33'
    • 1979 / Used
    • $28,000

    Stock #492836 This is a new advertisement, on the market just this week (May 28th). Always accepting offers! Catalina 33 powered by Twin, 350HP engines dual helm (flybridge )Salo... View Details

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    $28,000
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  • 2019 Nitro 219 SPORT

    2019 Nitro 219 SPORT

    $32,821
    Antioch, IL
    • Antioch, IL
    • Fishing
    • 21'
    • 2019 / Used
    • $32,821

    Introducing the 2019 Nitro 219 SPORT—your gateway to thrilling days on the Chain O’Lakes right here in Antioch, Illinois. Powered by a responsive Mercury 150hp outboard engine, thi... View Details

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    $32,821
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  • 2026 Starcraft SVX 171 OB

    2026 Starcraft SVX 171 OB

    $44,820
    Antioch, IL
    • Antioch, IL
    • Deck Boat
    • 17'
    • 2026 / New
    • $44,820

    Act fast on this limited-time offer! In the SVX 171 OB deckboat by Starcraft, there’s something for everyone — whether you love cruising, watersports or simply hanging out at the s... View Details

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    $44,820
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  • 2026 Starcraft EXS-3 R DH

    2026 Starcraft EXS-3 R DH

    $63,420
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 23'
    • 2026 / New
    • $63,420

    Act fast on this limited-time offer! 2026 Starcraft EXS-3 R DH Discover the epitome of elegance and performance with the stunning 2026 Starcraft EXS-3 R DH, now available at Skippe... View Details

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    $63,420
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  • 2026 Starcraft SVX 191 OB

    2026 Starcraft SVX 191 OB

    $51,491
    Antioch, IL
    • Antioch, IL
    • Deck Boat
    • 18'
    • 2026 / New
    • $51,491

    Act fast on this limited-time offer! Starcraft's SVX 191 OB fiberglass sport boat is tailored for family adventures, offering a thrilling combination of speed and comfort on the wa... View Details

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    $51,491
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  • 2026 Sylvan L3

    2026 Sylvan L3

    $75,333
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 24'
    • 2026 / New
    • $75,333

    Act fast on this limited-time offer! The Sylvan L3 RLZ epitomizes the essence of a family-friendly pontoon, boasting two convenient flip-back rear lounges that flip for forward or... View Details

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    $75,333
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  • 2026 Sylvan Mirage X3 CLZ DH

    2026 Sylvan Mirage X3 CLZ DH

    $72,900
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 23'
    • 2026 / New
    • $72,900

    Act fast on this limited-time offer! The Sylvan Mirage X3 CLZ DH, featuring side-by-side captain chairs, redefines the concept of family-friendly performance pontoons, merging luxu... View Details

    View 13 Photos and Details Contact Seller
    $72,900
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  • 2026 Barletta Lusso 25 UC

    2026 Barletta Lusso 25 UC

    $147,948
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 27'
    • 2026 / New
    • $147,948

    Act fast on this limited-time offer! 2026 Barletta LUSSO25UC Experience the epitome of luxury on water with the stunning 2026 Barletta LUSSO25UC. This elegant vessel combines cutti... View Details

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    $147,948
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  • 2026 Barletta Aria 22 UC

    2026 Barletta Aria 22 UC

    $68,738
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 21'
    • 2026 / New
    • $68,738

    Act fast on this limited-time offer! Elevate Your Experience on Water Discover the allure of the open water with the 2026 Barletta ARIA22UC, a boat designed to deliver unrivaled pe... View Details

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    $68,738
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  • 2026 Barletta Cabrio 22 UC

    2026 Barletta Cabrio 22 UC

    $86,500
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 23'
    • 2026 / New
    • $86,500

    Act fast on this limited-time offer! 2026 Barletta CABRIO22UC Experience the epitome of aquatic luxury with the 2026 Barletta CABRIO22UC, now available at SkipperBud's Madison in M... View Details

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    $86,500
    VIEW DETAILS
Showing 211 to 231 of 1,635 boats found.
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