Boats for sale in Chicago Illinois

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

Introducing the 2026 Cruisers Yachts 38 GLS. With a drop-down beach door, hydraulic swim platform, and spacious bow lounge, the 38 GLS I/O for sale near you brings your day boating... 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

The 2026 Cruisers Yachts 34 GLS inboard includes open bow seating, a spacious cockpit with galley, and joystick piloting allowing you to navigate at speeds up to 47 mph. Feel the p... View Details

2002 Crownline 215 CCR View Details

Beautiful fresh water Lake Michigan boat. Very low hours and dealer maintained with Indoor heated winter storage since new. This boat was loved with meticulous care. A MUST See! View Details

Introducing the 2025 Tiara Yachts EX60, a flagship masterpiece that redefines luxury on the water. This pampered, single-owner vessel, with under 200 hours, is the only used EX60 a... View Details

A Flagship Hatteras with a rich history, and way too many upgrades to list. The 2nd owner bought the boat in 1988, and brought it to Southern Wisconsin. It was pampered and service... View Details

2026 Galeon 335 GTO Experience the ultimate in luxury with the 2026 Galeon 335 GTO, where performance meets sophistication. This stunning vessel is powered by two Mercury Verado 35... View Details

Introducing the 2025 Tiara Yachts LE 43! Experience luxury redefined on the water with this stunning vessel. From the pristine craftsmanship to the top-notch performance, the Tiara... View Details

Rebellious energy and excitement come to life in the Verve 42. Forward-facing and adrenalinic, this performance-driven outboard yacht incorporates a fast and compact nature, while... View Details

Discover the Sea Ray SPX 210 Embark on thrilling aquatic adventures with the Sea Ray SPX 210, a vessel designed for pure excitement and unforgettable experiences on the water. This... 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

Introducing the 2025 Sea Ray SDX 270 Outboard: Step aboard the all-new Sea Ray SDX 270 Outboard and elevate your boating experience to new heights. This 27-foot deck boat is a luxu... View Details

A phenomenon of performance and the sea born of immersive DNA, the Verve 48 favors the most authentic emotions and superior comfort. With the power to travel over the water up to 5... View Details

Full of athletic splendor with a chic design appeal, the 2026 Azimut Atlantis 45 is optimized for peak performance, top comfort and effortless elegance. Well-organized living space... View Details

Act fast on this limited-time offer! Complete with walk-around capabilities, outdoor galley and convertible sun pad, the 34 LS continues to define luxury day yachting. Captain and... View Details

For sale: A stunning 1998 Viking Yachts 52 Flybridge (VSC 52 Flybridge), a rare gem and precursor to today’s Princess Yachts. Powered by robust CAT C12 engines with their 2,000-hou... View Details

!00% Fresh water, with 515 hours on pampered Merc 300 HP Verado JPO engines (joystick operated) It has a Garmin 7610 GPS plotter, shore power, heat and air in the cabin, vacuflush... View Details

The ultimate family or entertainer's day boat! This stunning 2022 Cruisers Yachts 38 GLS is perfect for those who love to spend time on the water, offering luxurious amenities and... View Details

2025 Aviara AV40 Outboard Experience the epitome of luxury and performance with the 2025 Aviara AV40 Outboard. Crafted with meticulous attention to detail, this stunning vessel is... View Details