Boats for sale in Chicago Illinois

Introducing the 2025 Sea Ray Sundancer 370 Outboard Experience the perfect blend of luxury and performance with the 2025 Sea Ray Sundancer 370 Outboard. This stunning cruiser boast... View Details

Experience Luxury and Performance with the SDX 290® Outboard Step aboard the SDX 290® Outboard and immerse yourself in the epitome of luxury and performance. This yacht-certified b... View Details

The 2025 Sea Ray Sundancer 320: Step aboard the 2025 Sea Ray Sundancer 320 and elevate your boating experience to new heights. This exceptional cruiser combines elegance and innova... 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

Discover the New SLX 260Experience the ultimate blend of luxury and performance with the all-new SLX 260 boat. Crafted with precision and attention to detail, this vessel is design... View Details

Calling all water enthusiasts! Sea Ray has the answer to your boating dreams with the dynamic and affordable SPX 190. Designed for those who crave a premium on-water experience wit... View Details

Escape the ordinary and dive into adventure with the remarkable SPX 190 Outboard from Sea Ray's prestigious SPX series. This sleek and versatile vessel offers a premium boating exp... View Details

Stock #457168 Reason for selling is "Bought another boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Two Berths, Slip and Storage Prepaid t... View Details

Sharp, powerful Chaparral 287 SSX. Includes Volvo Penta 6.2L, 430 HP with DTS. Just 260 engine hours. Don’t miss out on this nicely maintained Chaparral 287 SSX. This 9-foot beam... View Details

This classically-styled Trojan Hardtop is sure to turn heads in every harbor. With a fully sheltered helm and canvassed aft deck, there's plenty of room for family and friends to v... View Details

One-Owner, Fresh-Water, rack-stored Chaparral 307 SSX. Plushness and Performance! Loaded with all of Chaparral's best features, with an abundance of passenger space, the 307 SSX is... View Details

Introducing the Regal Commodore 3860, a stunning cruiser that promises an exceptional boating experience. With an overall length of 40 feet, this vessel boasts a sleek design, ensu... View Details

See This stunning 2024 Cobalt R8 Outboard, a remarkable bowrider that combines elegance with performance. Measuring an impressive 27.83 feet in overall length, this vessel is craft... View Details

On Display Now, see this superbly equipped Robalo R250 Center Console. Featuring Robalo's latest design elements, the R250 is truly a big-water boat, with a nine-foot two-inch beam... View Details

Classically-designed fresh-water motoryacht, now available! Three staterooms, three heads, split walk-in engine rooms, plus comfortable luxury in every direction. Gorgeous teak woo... View Details

In Stock! Gorgeous lines, updated to Robalo's latest styling design. Abundant passenger comfort with versatile seating and casting areas, fore and aft. Enclosed privacy compartment... View Details

If you are looking for a sporty, great performing, hot looking express cruiser, look no further! This Formula 330 Sun Sport is the perfect fit for your family's summer fun! Nicely... View Details

Now on Display, see this superbly equipped Robalo 226 Cayman! Powered by a 250 HP Mercury Four Stroke with Digital Throttle and Shift and matched with the most desirable options. I... View Details

See this well-loved and well-cared-for Gibson 44. "Lou's Yourself" has always been boated in fresh water, is beautifully decored and loaded with accessories. Twin Crusader 454's, W... View Details

On Display Now, see this Robalo R180 Center Console -- Loaded with our favorite factory options! Packed with features, durable quality and paired with Yamaha dependability.  Enjoy... View Details

Robalo's R202 Explorer offers the convenience of a center console layout and ease of maintenance, plus expanded seating comfort for a full day of on-water family fun. Well-padded f... View Details