Boats for sale in Chicago Illinois - BoatCrazy

1,217 boats found within 100 miles from Chicago, Illinois

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2008 Trident 5012

$248,000

Chicago, IL
- Chicago, IL
- Commercial
- 50'
- 2008 / Used
- $248,000
Stock #481515 This Trident has now been on the market a couple months. Looking for any offers! Excellent condition Trident 5012! Custom built for your next business venture! If... View Details

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$248,000
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2017 Formula 350 CBR

$249,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 35'
- 2017 / Used
- $249,900
100% Fresh water, with 515 hours on 3 pampered Merc 350 HP Verado JPO engines (joystick operated) It has a Garmin 7610 GPS plotter, shore power, heat and air in the cabin, vacuflus... View Details

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$249,900
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1998 Viking 52 FLYBRIDGE

$249,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 51'
- 1998 / Used
- $249,900
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 3196TA engines with their 2,000-... View Details

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$249,900
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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 Barletta Reserve Leggera 23 UCA

$268,360

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $268,360
Act fast on this limited-time offer! Experience Unmatched Luxury Introducing the 2026 Barletta RESERVELEGGERA23UCA, a pinnacle of marine sophistication. Crafted for those who seek... View Details

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$268,360
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2026 Barletta Reserve Leggera 23 MA

$270,139

Antioch, IL
- Antioch, IL
- Pontoon
- 25'
- 2026 / New
- $270,139
Act fast on this limited-time offer! 2026 Barletta RESERVELEGGERA23MA - A Premier Luxury Vessel Step aboard the 2026 Barletta RESERVELEGGERA23MA and experience the pinnacle of luxu... View Details

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$270,139
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2026 Cobalt R8

$270,942

Fontana, WI
- Fontana, WI
- Bowrider
- 27'
- 2026 / New
- $270,942
Cobalt R8 sets the standard for premium bowriders, combining Volvo V8-430HP performance with Cobalt’s legendary craftsmanship. Smooth, powerful, and responsive, this R8 delivers a... View Details

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$270,942
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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

$277,599

Fontana, WI
- Fontana, WI
- Bowrider
- 27'
- 2026 / New
- $277,599
Step into the next generation of luxury boating with this 2026 Cobalt R8, powered by the impressive Volvo V8 430hp engine. Known for its refined performance, quiet power delivery,... View Details

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$277,599
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2016 Cruisers 380 EXPRESS

$279,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38'
- 2016 / Used
- $279,900
Just listed: Fresh water since new, low hours (under 320!), Axius joystick w/SkyHook & more!!! A leader in-class for a decade, Cruisers Yachts set a high bar with their 380 Exp... View Details

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$279,900
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2026 Cobalt R6 Surf

$286,130

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25'
- 2026 / New
- $286,130
The 2026 Cobalt R6 Surf — a boat designed for those who expect flawless craftsmanship, effortless power, and unforgettable days on the water.From the moment you step aboard, the R6... View Details

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$286,130
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2000 Bayliner 5288 PILOTHOUSE MOTORHOUSE

$299,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 52'
- 2000 / Used
- $299,995
The "Live Aboard Lifestyle" simply does not get any better than this. Exclusively used in Fresh Water since new, this one owner Bayliner 5288 has been meticulously maintained since... View Details

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$299,995
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2026 Cobalt R8 Surf

$310,123

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27'
- 2026 / New
- $310,123
At its core is the upgraded Volvo V8-380CE forward-facing engine, delivering exhilarating performance with the smooth, confident handling Cobalt is known for. Whether you’re dialin... View Details

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$310,123
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2026 Cobalt R8 Surf

$321,502

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27'
- 2026 / New
- $321,502
Designed for those who expect flagship-level refinement, the R8 Surf immediately commands attention with its striking Slate and Ebony surf exterior, accented by satin black Cobalt... View Details

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$321,502
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2019 Formula 350 Crossover Bowrider

$325,000

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 35'
- 2019 / Used
- $325,000
See this Gorgeous fresh-water Formula 350 CBR with just 140 engine hours! Recent price reduction. Ready to go boating now. The 350 CBR offers an ideal combination of luxurious cock... View Details

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$325,000
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2026 Cobalt R8 Surf

$328,535

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27'
- 2026 / New
- $328,535
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$328,535
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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 Malibu M230

$351,507

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23'
- 2026 / New
- $351,507
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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$351,507
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2025 Mastercraft XSTAR

$355,553

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2025 / New
- $355,553
Act fast on this limited-time offer! Experience Unmatched Performance Introducing the 2025 Mastercraft XSTAR, where cutting-edge engineering meets exhilarating performance. This st... View Details

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$355,553
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2024 Aviara AV32

$369,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 32'
- 2024 / New
- $369,000
Contact us to find out ALL available savings! Aviara has redefined the modern day boat to bring you true luxury. This is the fusion of progressive design and effortless comfort, th... View Details

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$369,000
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2018 Carver C37

$389,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 37'
- 2018 / Used
- $389,995
2018 Carver 37 Coupe – Freshwater Kept |Two-Owner Vessel This 2018 Carver 37 Coupe offers an exceptional opportunity to enjoy the popular coupe-style cruising experience at a very... View Details

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$389,995
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Showing 400 to 420 of 1,217 boats found.

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