Boats for sale in Chicago Illinois

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

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

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

Step onboard the sensational 257 SSX and experience the perfect mix of performance, styling, comfort and fun! You will enjoy Great performance from Mercury's 6.2L 350 HP with Bravo... View Details

This Cape Horn 17' Center Console is a straight up all purpose utility boat capable of serious fishing or family duty! Cape Horn has a reputation for building a very solid fibergla... 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

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

2024 Cobalt R4. Adorned in a striking Navy & Cabernet exterior, complemented by a luxurious Carmel & Carbo interior, this vessel is the epitome of sophistication on the water. Powe... View Details

Introducing the ultimate water sports machine - the 2023 Malibu 21 LX with M5Di engine and tandem axle trailer! This stunning boat is a true masterpiece of design, boasting a beaut... View Details

Turn heads and elevate every set behind the wheel of this 2013 Super Air Nautique G25—a true flagship wake boat built for serious riders and unforgettable days on the water. Powere... View Details

Experience luxury, performance, and surf-ready innovation with this exceptionally maintained 2022 Cobalt R8 Surf — showing just 70 hours of freshwater use. Combining Cobalt’s renow... View Details

Experience the thrill of the water like never before with the 2025 Axis A245, designed for watersports enthusiasts who crave top-tier performance, comfort, and style. Powered by th... View Details

Complete with matching tandem axle trailer, this setup is perfect for wakeboarding, surfing, & creating unforgettable memories on the water.Powerful Performance: Equipped with the... View Details

Prepare for unparalleled excitement on the water with the 2024 Axis T220-r – a masterfully crafted vessel designed to elevate your watersport adventures to new heights. Packed with... View Details

Powered by the Malibu Monsoon M5Di engine, this 23.5-foot wake machine delivers the power, precision, and reliability you need to create massive, clean wakes and surf waves. Plus,... View Details

2025 Axis T250 with Matching Trailer – Zephyr Blue & WhiteTake your watersports experience to the next level with the all-new 2025 Axis T250, a 25-foot powerhouse designed for thos... View Details

Experience luxury, performance, and versatility with the 2025 Balise Horizon 24C Pontoon, designed for unforgettable days on the water. Powered by the robust Mercury 350 V10 Verado... View Details