Boats for sale in Chicago Illinois - BoatCrazy

789 boats found within 100 miles from Chicago, Illinois

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2023 Malibu Response TXi

$87,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21'
- 2023 / Used
- $87,990
Step into world-class waterskiing performance with this very gently used 2023 Malibu Response TXi, complete with a matching trailer. Known as the pinnacle of precision in the water... View Details

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$87,990
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2026 Cobalt R6 Surf

$273,153

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25'
- 2026 / New
- $273,153
Finished in a bold Graphite Gray, Ebony, and White exterior, this R6 Surf carries an unmistakable presence on the water. Step aboard and you’re welcomed by a refined Summit/Frost i... View Details

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$273,153
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2026 Cobalt R8

$260,622

Fontana, WI
- Fontana, WI
- Bowrider
- 27'
- 2026 / New
- $260,622
Stretching nearly 28 feet with a deep, confident profile, the R8 is designed to feel larger, more refined, and more capable than anything else in its class. Its spacious layout, hi... View Details

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$260,622
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2026 Malibu 23LSV

$194,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23'
- 2026 / New
- $194,990
At the heart of the 23LSV is Malibu’s proven Monsoon M5Di engine, delivering smooth, confident torque and precision control whether you’re dialing in a competition-level surf wave... View Details

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$194,990
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2026 Cobalt R8 Surf

$338,985

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27'
- 2026 / New
- $338,985
At the heart of this R8 Surf is the Volvo V8-430CE forward-facing engine, delivering next-level performance with deep reserves of torque and precision control. Whether you’re build... View Details

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$338,985
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2026 Cobalt R8 Surf

$328,535

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27'
- 2026 / New
- $328,535
From the moment you step aboard, the R8 Surf showcases the meticulous attention to detail that has made Cobalt one of the most respected names in boating. Rich wood interior accent... View Details

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$328,535
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2026 Malibu M230

$281,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23'
- 2026 / New
- $281,990
Eye-catching Maya Blue exterior with a beautifully appointed Cool Sepia Brown and Maya Blue interior, this M230 delivers the perfect balance of luxury, innovation, and legendary Ma... View Details

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$281,990
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2026 Other 245

$170,454

Fontana, WI
- Fontana, WI
- Pontoon
- 25'
- 2026 / New
- $170,454
Flamingo Rove 245, a premium pontoon that redefines what a day on the water can be. Blending sophisticated styling, cutting-edge technology, and exhilarating performance, this Rove... View Details

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$170,454
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2000 Cobalt 190

$9,490

Fontana, WI
- Fontana, WI
- Bowrider
- 18'
- 2000 / Used
- $9,490
Powered by a dependable 260 HP Mercury V8 with just 580 hours, this well-maintained sport boat delivers the smooth ride, responsive performance, and premium fit and finish that hav... View Details

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$9,490
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2026 Malibu 23LSV

$197,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23'
- 2026 / New
- $197,990
2026 Malibu 23 LSV is powered by the proven Malibu Monsoon M5Di 360HP engine and includes a matching custom trailer. Engineered to create championship-caliber waves, this 23 LSV c... View Details

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$197,990
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2013 Centurion Enzo SV244

$48,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 24'
- 2013 / Used
- $48,990
The Enzo SV244 is known for its impressive size, spacious layout, and wake-surfing capabilities, making it an excellent choice for families and watersports enthusiasts. Whether you... View Details

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$48,990
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2026 Cruisers 42 GLS

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Walworth, WI
- Walworth, WI
- Cruiser
- 43'
- 2026 / New
- Call for price
Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

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2026 Cruisers 38 GLS Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 38'
- 2026 / New
- Call for price
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

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2026 Cruisers 38 GLS

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Walworth, WI
- Walworth, WI
- Cruiser
- 37'
- 2026 / New
- Call for price
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

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2026 Cruisers 42 Cantius

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Walworth, WI
- Walworth, WI
- Yacht
- 43'
- 2026 / New
- Call for price
Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details

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2026 Cruisers 46 Cantius

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Walworth, WI
- Walworth, WI
- Yacht
- 47'
- 2026 / New
- Call for price
Step aboard the pinnacle of maritime luxury where tranquility and timelessness converge seamlessly. From the expansive master suite to the gorgeous VIP stateroom, every corner of t... View Details

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2026 Cruisers 42 GLS Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 44'
- 2026 / New
- Call for price
If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

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2025 Bayliner Element E16

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Walworth, WI
- Walworth, WI
- Runabout
- 16'
- 2025 / New
- Call for price
2025 Bayliner Element E16 Introducing the stunning 2025 Bayliner Element E16, designed for those who crave adventure on the open water. This new luxury vessel guarantees superior p... View Details

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2025 Bayliner Element E18

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Walworth, WI
- Walworth, WI
- Runabout
- 18'
- 2025 / New
- Call for price
2025 Bayliner Element E18 Experience the ultimate aquatic adventure with the stunning 2025 Bayliner Element E18. This luxury vessel combines exceptional performance with exquisite... View Details

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2025 Bayliner VR6

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Walworth, WI
- Walworth, WI
- Runabout
- 22'
- 2025 / New
- Call for price
A larger version of our new VR5, the VR6 is also all about space and unparalleled roominess. It combines Bayliner’s category-leading BeamForward™ design and new AftAdvantage™ conce... View Details

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2026 Cruisers 34 GLS Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 36'
- 2026 / New
- Call for price
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

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