Boats for sale in Chicago Illinois - BoatCrazy

1,171 boats found within 100 miles out of 14,788 Boats Found

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2023 Chaparral 23 SSi

$75,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 23' / 8'
- 2023 / Used
- $75,900
Summer isn't over yet with this 2023 Chaparral 23 SSI ! Fully loaded and ready to go, this like new Chaparral comes with a professionally installed Rockford Fosgate sound system th... View Details

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$75,900
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2017 Chaparral 257 SSX

$79,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 25' / 8'
- 2017 / Used
- $79,900
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

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$79,900
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1998 Sea Ray Sundancer 370

$74,900

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 37' / 12'
- 1998 / Used
- $74,900
Take a look at this never salted, fresh water only 1998 Sea Ray 370 Sundancer, a stunning express cruiser that embodies elegance and performance. Powered by twin MerCruiser 454 MA... View Details

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$74,900
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2001 Regal Commodore 2660

$36,900

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 29' / 8'
- 2001 / Used
- $36,900
Tandem Axle Trailer included! Twin Volvo V-6's. Luxurious, sporty and spacious, this Regal 2660 Commodore also features the option of trailering to your summer destinations! The co... View Details

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$36,900
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1996 Cruisers 3375 Rogue

$45,000

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 33' / 0'
- 1996 / Used
- $45,000
Stock #457168 Reason for selling is "Bought another boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Two Berths, Slip and Storage Prepaid t... View Details

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$45,000
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2014 Chaparral 287 SSX

$79,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 28' / 9'
- 2014 / Used
- $79,900
Sharp, powerful Chaparral 287 SSX. Includes Volvo Penta 430 HP V-8 with DTS. Just 260 engine hours. Don’t miss out on this nicely maintained Chaparral 287 SSX. This 9-foot beam bo... View Details

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$79,900
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2021 Chaparral 307 SSX

$149,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 30' / 9'
- 2021 / Used
- $149,900
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

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$149,900
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2017 Cobalt R3 Surf

$69,490

Fontana, WI
- Fontana, WI
- Bowrider
- 23' / 8'
- 2017 / Used
- $69,490
Powered by a forward-facing Volvo V8 & 300hp engine, engineered to give you the ride of a lifetime. Seamlessly switch from serene cruising to exhilarating surfing with ease.Dressed... View Details

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$69,490
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2017 Nautique Super Air Nautique G23

$89,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23' / 102'
- 2017 / Used
- $89,990
Powered by the PCM ZZ6 450hp direct-injection engine, this boat delivers the torque, precision, and responsiveness serious riders demand—along with the legendary reliability Nautiq... View Details

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$89,990
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2024 Cobalt R8

$189,990

Fontana, WI
- Fontana, WI
- Bowrider
- 27' / 8'
- 2024 / Used
- $189,990
Powered by a commanding Volvo V8 380hp engine, this beauty propels you across the water with breathtaking speed and unmatched performance. The dual props provide precise control an... View Details

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$189,990
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2018 Malibu 22 VLX

$72,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 22' / 0'
- 2018 / Used
- $72,990
Take your boating experience to the next level with this 2018 Malibu 22VLX, a high-performance wake and surf boat built for endless fun. Powered by a robust 430hp Monsoon M6 engine... View Details

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$72,990
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2025 Cobalt R6

$189,990

Fontana, WI
- Fontana, WI
- Bowrider
- 25' / 8'
- 2025 / Used
- $189,990
This almost new 2025 Cobalt R6, a perfect blend of striking design, luxury appointments, and exhilarating performance. Powered by the Volvo V8-380CE DP, this R6 delivers smooth, re... View Details

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$189,990
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2024 Cobalt R4

$119,990

Fontana, WI
- Fontana, WI
- Bowrider
- 24' / 8'
- 2024 / Used
- $119,990
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

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$119,990
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2022 Cobalt R8 Surf

$197,900

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27' / 8'
- 2022 / Used
- $197,900
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

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$197,900
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2023 Cobalt R30

$219,990

Fontana, WI
- Fontana, WI
- Bowrider
- 30' / 9'
- 2023 / Used
- $219,990
Turn heads and own the water with this pristine, gently used 2023 Cobalt R30, powered by twin Mercury 6.2L 350hp engines. With just 143 hours, this boat has been meticulously maint... View Details

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$219,990
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2019 Mastercraft XT23

$139,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23' / 102'
- 2019 / Used
- $139,990
This 2019 MasterCraft XT23 is the ultimate crossover surf and wake machine—with an incredible low 27 hours on the clock and loaded with premium upgrades. Whether you’re chasing the... View Details

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$139,990
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2023 ATX Surf Boats 20 Type-S

$73,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 20' / 102'
- 2023 / Used
- $73,990
Unleash the power of adventure with the 2023 ATX 20 Type S - a dynamic fusion of performance, style, and innovation. With only 45 hours on the clock, this pristine beauty is practi... View Details

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$73,990
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2025 Axis A245

$155,480

Fontana, WI
- Fontana, WI
- Ski & Wake
- 0' / 0'
- 2025 / New
- $155,480
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

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$155,480
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2025 Axis T220

$133,064

Fontana, WI
- Fontana, WI
- Ski & Wake
- 0' / 0'
- 2025 / New
- $133,064
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

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$133,064
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2024 Axis T220-R

$79,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21' / 8'
- 2024 / New
- $79,990
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

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$79,990
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2025 Axis T235

$138,551

Fontana, WI
- Fontana, WI
- Ski & Wake
- 0' / 0'
- 2025 / New
- $138,551
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

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$138,551
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Showing 547 to 567 of 1,171 boats found.

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