Antique and Classic Boats for Sale in Chicago

Antique and Classic boats in Chicago offer a unique opportunity to own a piece of maritime history on Lake Michigan. Whether you're seeking meticulously restored classics or new reproductions, our listings feature both new and used options perfect for cruising or showing off at Chicago’s prestigious boat shows. Popular models sell quickly, especially as summer approaches, so act fast to secure your dream vessel. If you don’t find the perfect boat in Chicago, consider nearby cities like Evanston or Oak Brook for additional inventory. Don’t miss your chance to own a stunning classic before peak season hits.