Boats for sale in Chicago Illinois - BoatCrazy

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2026 Sea Ray SDX 290 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 31' / 0'
- 2026 / New
- Call for price
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

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2026 Sea Ray SDX 270

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 27' / 0'
- 2026 / New
- Call for price
Experience Luxury and Performance with the 2026 Sea Ray SDX 270. Introducing the all-new magnificent 2026 Sea Ray SDX 270, setting the standard for style and performance on the wat... View Details

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2026 Sea Ray SPX 230 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26' / 0'
- 2026 / New
- Call for price
Powerful performance, agile handling. The 2026 Sea Ray SPX 230 Outboard is built to thrill. It combines the powerful performance and agile handling you'd expect from a world-class... View Details

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2026 Sea Ray SPX 210

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22' / 0'
- 2026 / New
- Call for price
Designed to be noticed. The sporty 2026 Sea Ray SPX 210, is powered for effortless performance and well-equipped with upscale amenities and innovative technologies for all-day thri... View Details

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2026 Sea Ray SPX 210 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 24' / 0'
- 2026 / New
- Call for price
Performance and fun. The reimagined 2026 Sea Ray SPX 210 Outboard is designed to be noticed, and delivers the next level of fun, perfect for hosting friends, sharing a casual cruis... View Details

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1982 Ericson 36 Ron Holland Edition

$26,500

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Sailboat
- 36' / 0'
- 1982 / Used
- $26,500
Stock #477838 Reason for selling is "Not using it enough.". This Ericson Yachts has now been on the market more than a month. Please submit your offer today! 1982 Ericson 36 Sai... View Details

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$26,500
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2026 Sea Ray Sundancer 320

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33' / 0'
- 2026 / New
- Call for price
Luxurious and practical, introducing the 2026 Sea Ray Sundancer 320. Experience the difference that comes from design that's equal parts luxurious and practical. From the spacious... View Details

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2026 Cruisers 50 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Express Cruiser
- 50' / 0'
- 2026 / New
- Call for price
Seize this exclusive opportunity! The 2026 Cruisers Yachts 50 GLS OB represents the pinnacle of sport luxury boating—where bold performance, intelligent design, and handcrafted qua... View Details

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2016 Cruisers 380 EXPRESS

$279,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38' / 0'
- 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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2022 Crest 220 Classic LX Fish

$43,900

Fox Lake, IL
- Fox Lake, IL
- Pontoon
- 23' / 0'
- 2022 / Used
- $43,900
Beautiful 2022 Crest 220 CPT Classic LX Fish Tritoon/Pontoon powered by a 150 HP outboard from Mercury Marine. OPTIONAL TURNKEY OPPORTUNITY – Same Slip and Boat Lift rental... View Details

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$43,900
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2020 Cobalt 200S

$39,990

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 19' / 8'
- 2020 / Used
- $39,990
Price includes limited extended warranty! Where top-shelf design, construction and performance were once reserved for larger boats, the 200S changes the game. This unique 20-footer... View Details

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$39,990
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2001 Cobalt 263

$19,990

Fox Lake, IL
- Fox Lake, IL
- Cuddy Cabin
- 26' / 8'
- 2001 / Used
- $19,990
Experience timeless Cobalt craftsmanship with this well-kept 2001 Cobalt 263 — a spacious, performance-driven bowrider that blends classic style with power and practicality. This b... View Details

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$19,990
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2025 Harris Grand Mariner 250

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Antioch, IL
- Antioch, IL
- Pontoon
- 28' / 9'
- 2025 / New
- Call for price
Contact us to find out ALL available savings! Show your friends the true meaning of "luxury" aboard the gorgeously styled Grand Mariner. Spectacular power and smooth performance in... View Details

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2025 Harris 250 Cruiser

$73,327

Antioch, IL
- Antioch, IL
- Pontoon
- 26' / 9'
- 2025 / New
- $73,327
Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

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$73,327
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2025 Harris 230 Sunliner

$78,501

Antioch, IL
- Antioch, IL
- Pontoon
- 25' / 0'
- 2025 / New
- $78,501
Contact us to find out ALL available savings! With flexible seating arrangements and easy style, Sunliner is the pontoon built to fit your family. The all-new Sunliner delivers the... View Details

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$78,501
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2025 Harris 210 Cruiser

$42,340

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2025 / New
- $42,340
Contact us to find out ALL available savings! HARRIS 210 CRUISERS SL Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a lin... View Details

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$42,340
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2025 Harris 230 Cruiser

$48,540

Antioch, IL
- Antioch, IL
- Pontoon
- 25' / 0'
- 2025 / New
- $48,540
Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

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$48,540
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2025 Harris 210 Cruiser

$42,437

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2025 / New
- $42,437
Contact us to find out ALL available savings! HARRIS 210 CRUISERS CS Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a lin... View Details

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$42,437
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2025 Harris 230 Cruiser

$49,504

Antioch, IL
- Antioch, IL
- Pontoon
- 25' / 0'
- 2025 / New
- $49,504
Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

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$49,504
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2025 Harris 210 Cruiser

$42,339

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2025 / New
- $42,339
Contact us to find out ALL available savings! HARRIS 210 CRUISER CWDH Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a li... View Details

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$42,339
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2025 Harris 210 Cruiser

$41,538

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2025 / New
- $41,538
Contact us to find out ALL available savings! HARRIS210 CRUISER CWDH Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a lin... View Details

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$41,538
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Showing 232 to 252 of 1,568 boats found.

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