Boats for sale in Chicago Illinois

Meet your next on-the-water obsession: the 2016 Chaparral 307 SSX  a head turning mix of luxury, performance, and pure boating bliss! At 30 feet, she delivers a ride as smooth as s... View Details

If you are looking for a small family cruiser with all the amenities you just found it! This Chaparral Signature 300 has all the creature comforts including Air Conditioning, Fusio... View Details

Preliminary Listing!! More details to come!! This 2006 Chaparral 310 Signature is a sleek and luxurious cruiser designed for thosewho appreciate both performance and comfort on th... View Details

Nicely maintained fresh-water Sea Ray 400 Express. Twin Merc 454's with 537 engine hours, original. This classic express cruiser helped usher in the new era mid-'90's Sea Ray desig... View Details

Stock #445784 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Working Steel-Hull Commercial Dive Boat, Strong... 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

This 3060 Regal Commodore is the perfect small cruiser for your family adventures! Powered by twin 270 hp 5.0 GXi Volvo-Penta engines she is both a great performer and economical t... 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

Stock #091225 Video of this vessel available at www [dot] popsells [dot] com/view/91225 Reason for selling is "Not using much anymore". ANY and ALL offers will be put in front o... View Details

One owner and loaded with extras. Dual Batteries, Mercruiser 350 Magnum With Bravo 3 Twin Ss Propller, Blue Led Cockpit Lighting, Oversize Enclosed Head With Pump Out Porta Potti,... View Details

Stored Off Site, Shown By Appointment ONLY please! Most cruisers in this size range require you to wake up and disassemble the forward berth if you want to use the dinette for an... View Details

Stock #433350 Video of this vessel available at www [dot] popsells [dot] com/view/433350 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller... View Details

Stock #471094 Video of this vessel available at www [dot] popsells [dot] com/view/471094 Reason for selling is "Has not used enough". This Sea Ray has recently been added to mar... View Details

Here is a great opportunity to take the helm at a new business venture or add to your existing fleet! This 2008 Sea Rocket 33 just renewed its Certificate of Inspection with the U... View Details

Custom Built Houseboat Immerse yourself in stylish and comfortable houseboat living with this newly built 2023 Hadley Houseboat, only the third one built, the other two have b... View Details

The ultimate in fun. Discover the water like never before with the 2026 Sea Ray SPX 190 Outboard. Combining sleek aesthetics with advanced technology, this model redefins the moder... 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... View Details

Your companion for endless fun. Discover the epitome of sporty sophistication with the new 2026 Sea Ray SPX 190. Designed to deliver exhilarating thrills and timeless style, this a... View Details

Built for fun, introducing the 2026 Sea Ray SDX 290. When an active family loves water sports, they generall want to share their good times with friends. That's where the SDX 290 c... 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

Elegant design and superior performance. The SDX 270 Surf belongs in a class all its own With the capability to pursue full-day adventures, this exquisite surf-ready model takes fu... View Details