Cruisers Boats for Sale in Chicago

Cruisers boats in Chicago, IL, offer the perfect way to explore Lake Michigan’s stunning shoreline and vibrant boating scene. Whether you're seeking new or used cruisers, our listings feature top models ready for immediate purchase. With peak season approaching, popular boats sell fast—act now to secure your ideal vessel for weekend getaways or lakefront entertaining. If you don’t find the perfect match in Chicago, check nearby cities like Evanston or Naperville for additional options. Don’t miss out on your chance to own a quality cruiser and enjoy Chicago’s waters like never before.

Currently, there are 23 boats available for sale for cruisers boats in Chicago , Illinois. Prices range from $6,000 to $200,000, with an average listing price of $53,335. All 23 listings are used boats. The fleet is comprised of 23 sailboats. 5 boats have been added to the marketplace in the past month. Popular boat types include Cruisers, Antique and Classic, and Racer/Cruiser. Top manufacturers represented include Hunter, Catalina, and Beneteau.