Filter Boats By

Filters

from

Boat Type / Category

Filter

Available Boats for sale in Chicago Illinois

  • Act fast on this limited-time offer! 2026 Barletta CABRIO22Q: Experience Luxury on the Water Unleash your adventurous spirit with the 2026 Barletta CABRIO22Q, a masterpiece of naut... View Details

    $82,844
    VIEW DETAILS
  • Is the Cabrio right for you? Spend time with family on the water in the price concious Cabrio. The same fit and finish, innovation, performance and superior construction that Barle... View Details

    $86,877
    VIEW DETAILS
  • Act fast on this limited-time offer! 2026 Barletta CABRIO24UE: A New Standard in Luxury Step aboard the 2026 Barletta CABRIO24UE and experience the epitome of luxury on water. This... View Details

    $109,624
    VIEW DETAILS
  • Is the Cabrio right for you? Spend time with family on the water in the price concious Cabrio. The same fit and finish, innovation, performance and superior construction that Barle... View Details

    $89,134
    VIEW DETAILS
  • 🚤 Brokerage Listing: 2011 Trophy Pro 2152 WA – Exceptionally Equipped, Freshwater Walkaround 🚤 This 2011 Trophy Pro 2152 WA is a highly capable, turn-key walkaround built for ser... View Details

    $21,995
    VIEW DETAILS
  • 2004 Sea Ray 225 WEEKENDER View Details

    $18,995
    VIEW DETAILS
  • Introducing the 2026 Sea Ray SDX 270 Outboard. Outboard power and Sea Ray style. Category-leadign space, plush seating and Sea Ray's legendary attention to detail make the SDX 270... View Details

    Call for price
    VIEW DETAILS
  • Pre-owned 24ft pontoon powered by a Mercury 60HP. Trades considered. View Details

    $11,995
    VIEW DETAILS
  • 2023 Nautic Star 203DC 20' Deck Boat, Mercury 115hp ProXS O/B, Single Axle Trailer w/spare tire & swing tongue, ext engine warranty until 12/27/2027 (buyer pays to transfer) wa... View Details

    $43,900
    VIEW DETAILS
  • Introducing the VR4, the latest addition to our highly acclaimed VR Series of bowriders. Designed for ease of towing, launching, and storage, this boat guarantees you an exhilarati... View Details

    Call for price
    VIEW DETAILS
  • Introducing the SLX 260 Surf. Discover the SLX 260 Surf, where luxury meets innovation in wakesurfing technology. This exceptional boat combines the elegance of the SLX 260 with cu... View Details

    Call for price
    VIEW DETAILS
  • Introducing the 2025 Sea Ray Sundancer 370 Outboard Experience the perfect blend of luxury and performance with the 2026 Sea Ray Sundancer 370 Outboard. This stunning cruiser boast... View Details

    Call for price
    VIEW DETAILS
  • Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

    Call for price
    VIEW DETAILS
  • Discover the Sea Ray SLX 260 Outboard - An Award-Winning Masterpiece Step aboard the Sea Ray SLX 260 Outboard and prepare to be amazed. Winner of the 2023 Miami Innovation Award in... View Details

    Call for price
    VIEW DETAILS
  • The value of a cruiser and a sport-combined. Introducing the 2026 Sea Ray Sundancer 320 Outboard. Combining the values of a cruiser and a sport-boat/bowrider in a brilliant package... View Details

    Call for price
    VIEW DETAILS
  • 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

    Call for price
    VIEW DETAILS
  • The 2026 Cruisers Yachts 38 GLS Outboard combines the unmatched performance and entertainment capabilities of the 38 GLS with powerful, easy-to-maintain outboards. Expand your swim... View Details

    Call for price
    VIEW DETAILS
  • The 2026 Cruisers Yachts 34 GLS Outboard for sale near you offers all of the excitement of the 34 GLS I/O with the unsurpassed ease of maintenance of outboard engines. THe 34 GLS'... View Details

    Call for price
    VIEW DETAILS
  • If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

    Call for price
    VIEW DETAILS
  • Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

    Call for price
    VIEW DETAILS
  • Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details

    Call for price
    VIEW DETAILS
Showing 400 to 420 of 1,635 boats found.