Boats for sale in Chicago Illinois - BoatCrazy

1,207 boats found within 100 miles out of 14,768 Boats Found

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2026 Galeon 435 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 45' / 0'
- 2026 / New
- Call for price
Galeon's new 2026 Galeon 435 GTO is the yacht that can do everything you ask of her and more. This no-compromise model benefits from an entertainment-friendly layout, including a p... View Details

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2026 Galeon 375 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 38' / 0'
- 2026 / New
- Call for price
Whether you like to race around in open water at 50 mph or raft up on a lazy Sunday afternoon, the 2026 Galeon 375 GTO is the boat for you. This sleek, sporty, and versatile cruise... View Details

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2026 Aquila 47 Molokai

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 49' / 0'
- 2026 / New
- Call for price
Some chase fish. Others chase freedom. With the Aquila 47 Molokai power catamaran, you don't have to choose. The 2026 Aquila 47 Molokai is the first catamaran of its kind. Until no... View Details

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2026 Aquila 42 Yacht

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Catamaran
- 42' / 0'
- 2026 / New
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This is the life the award-winning Aquila 42 Yacht power catamaran is made forL accessible luxury, effortless entertaining, and those special moments when intelligent design transf... View Details

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2026 Galeon 450 HTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46' / 0'
- 2026 / New
- Call for price
Created for those who are active on the water, the Galeon 450 HTC includes all the essentials for fun and more. This stunning 45'8" state-of-the-art model, crafted in collaboration... View Details

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2026 Scout 400 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 40' / 0'
- 2026 / New
- Call for price
The revolutionary 2026 Scout 400 LXF, a true masterpiece of innovation in the world of boating. This stunning model combines exceptional technology, unmatched performance, and luxu... View Details

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2026 Scout 377 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 38' / 0'
- 2026 / New
- Call for price
The 377 LXF is built as the ideal blend of performance, luxury and stylie. Loaded with Scout innovation, this model has a lithium ion bettery with battery management system (no gen... View Details

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2026 Aquila 28 Molokai

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 31' / 0'
- 2026 / New
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Born from the Pacific. Built for wherever "Out There" takes you. The Aquila 28 Molokai merges professional-grade fishing capability with practical versatility, extending your horiz... View Details

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2026 Aquila 36 Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Catamaran
- 36' / 0'
- 2026 / New
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Make everyday a weekend. The award-winning Aquila 36 Sport power catamaran empowers those who see perfect weather as a call to action, delivering an exhilarating platform for spont... View Details

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2026 Mastercraft NXT23

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 23' / 0'
- 2026 / New
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Introducing the 2026 Mastercraft NXT23. Built to keep things simple-without sacrificing an ounce of performance. With SurfStar and ample ballast, the NXT23 delivers clean, consiste... View Details

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2026 Yamaha 252SE

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 252SE a premium boating experience. The 252SE, equipped with Yamaha E-Series features, redefined modern style, technology, and convenience. Key Features... View Details

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2026 Yamaha 252S

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
Luxury, Technology, and premium refinements all define the 2026 Yamaha 252S. Combining luxury and technology with premium refinements in a timeless design, the 252S turns heads and... View Details

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2026 Yamaha 222XD

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Jet boat
- 21' / 0'
- 2026 / New
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The 2026 Yamaha 222XD, where wakesurf fun meets advanced technology. The 222XD is a powerhouse of versatility and performance, delivering exhilarating wakesurfing experiences and u... View Details

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2026 Mastercraft NXT20

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 20' / 0'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT24-big, bold, and built to deliver-waves, comfort, and style all in one serious package. At 24 feet, it's the largest in the XT lineip with room... View Details

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2026 Mastercraft NXT22

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 22' / 0'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT 22. Fresh style and proven performance in one dialed-in package-that's the NXT22. SurfStar and ample ballast mean you get clean, consistent wav... View Details

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2026 Yamaha 252XE

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 252XE, made with superior design meets function. The 252XE, with its combined 400 horsepower, seamlessly integrates top watersports features with advanc... View Details

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2026 Mastercraft XT20

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 20' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Mastercraft XT20. At 20 feet, the XT20 is compact and garage-friendly-but still delivers everything you'd expect from a MasterCraft: SurfStar performance, prem... View Details

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2026 Mastercraft X24

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 24' / 0'
- 2026 / New
- Call for price
The Mastercraft X24: Experience the epitome of adrenaline-fueled excitement and aquatic thrills with the Mastercraft X24. A powerhouse vessel designed to create unforgettable momen... View Details

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2026 Yamaha 255XE

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
Unleashed power, wake technology, and style-all decribe the 2026 Yamaha 255XE. The 255XE, with a combined 500 horsepower, showcases advanced technology for exceptional wakesurf per... View Details

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2026 Yamaha 190 FSH Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19' / 0'
- 2026 / New
- Call for price
Yamaha's most affordable center console boat, the 2026 Yamaha 190 FSH Sport. Enjoy all your favorite features combined in one, making this the most budget-friendly center console b... View Details

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2026 Yamaha 255XD

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 255XD, the ultimate jet-powered wakesurfer. The 255XD, with its combined 500 horsepower, features cutting-edge DRiVE X technology, exceptional wakesurf... View Details

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Showing 64 to 84 of 1,207 boats found.

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