Boats for sale in Chicago Illinois

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

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2025 Cobalt R6

$176,900

Fontana, WI
- Fontana, WI
- Bowrider
- 25'
- 2025 / Used
- $176,900
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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$176,900
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2026 Harris Grand Mariner 270

$179,589

Antioch, IL
- Antioch, IL
- Pontoon
- 29'
- 2026 / New
- $179,589
Act fast on this limited-time offer! 2026 Harris 270GM Experience the ultimate in luxury with the 2026 Harris 270GM, now available at SkipperBud’s Antioch in Antioch, IL. This magn... View Details

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$179,589
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2025 Sea Ray SDX 270

$182,584

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 27'
- 2025 / New
- $182,584
Contact us to find out ALL available savings! Act fast on this limited-time offer! The SDX 270 delivers on maximum capability to make a full day on the water easy to enjoy. With pl... View Details

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$182,584
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2025 Mastercraft XT23

$184,295

Antioch, IL
- Antioch, IL
- Ski & Wake
- 23'
- 2025 / New
- $184,295
Contact us to find out ALL available savings! Thanks to a unique hull design paired with MasterCraft's integrated SurfStar system, the XT23 leads the industry in the performance of... View Details

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$184,295
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2026 Malibu 21LX

$184,885

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21'
- 2026 / New
- $184,885
Step aboard the 2026 Malibu 21LX, a precision-engineered wake boat that transforms every outing into a full-throttle lifestyle experience. Powered by the robust Monsoon M5Di engine... View Details

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$184,885
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2026 Malibu 21LX

$186,282

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21'
- 2026 / New
- $186,282
Turn every summer into a highlight reel with this 2026 Malibu 21 LX, finished in a clean, modern Arctic White & Vapor Blue exterior that looks incredible on the dock and even bette... View Details

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$186,282
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2024 Robalo R250 Center Console

$186,446

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 25'
- 2024 / New
- $186,446
On Display Now, see this superbly equipped Robalo R250 Center Console. Featuring Robalo's latest design elements, the R250 is truly a big-water boat, with a nine-foot two-inch beam... View Details

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$186,446
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2024 Cobalt R8

$189,990

Fontana, WI
- Fontana, WI
- Bowrider
- 27'
- 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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2017 Chaparral 330 Signature

$194,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 33'
- 2017 / Used
- $194,900
Now available, see this 2017 Chaparral 330 Signature. Always fresh-water, with just 243 engine hours. Designed for summer adventures and weekend getaways, the Chaparral 330 Signatu... View Details

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$194,900
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2024 Sea Ray SLX 260 Surf

$196,370

Walworth, WI
- Walworth, WI
- Bowrider
- 26'
- 2024 / New
- $196,370
Contact us to find out ALL available savings! All Sale and/or Clearance Prices include all rebates and incentives.Discover a carefree escape from the ordinary in a boat that shines... View Details

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$196,370
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1999 Sea Ray 500 Sundancer

$199,000

South Haven, MI
- South Haven, MI
- Express Cruiser
- 50'
- 1999 / Used
- $199,000
Stock #471094 Video of this vessel available at www [dot] popsells [dot] com/view/471094 Reason for selling is "Has not used enough". ANY and ALL offers will be put in front of... View Details

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$199,000
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2005 Regal COMMODORE 4260

$199,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 45'
- 2005 / Used
- $199,900
Regal's beloved 4260 Commodore! The lay out was one of Regal's best, and package with this boat with rebuilt Yanmars with less than 250 hours since rebuild, it will be perfect for... View Details

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$199,900
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2024 Cobalt R8 Outboard

$199,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 27'
- 2024 / Used
- $199,900
See This stunning 2024 Cobalt R8 Outboard, a remarkable bowrider that combines elegance with performance. Measuring an impressive 27.83 feet in overall length, this vessel is craft... View Details

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$199,900
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2024 Mastercraft X24

$204,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24'
- 2024 / New
- $204,995
Contact us to find out ALL available savings! All Sale and/or Clearance Prices include all rebates and incentives. Command the surf with the machine that was named most innovative... View Details

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$204,995
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2000 Sea Ray 460 SUNDANCER

$209,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 46'
- 2000 / Used
- $209,900
2000 Sea Ray 460 SUNDANCER View Details

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$209,900
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2026 Cobalt R6

$210,242

Fontana, WI
- Fontana, WI
- Bowrider
- 25'
- 2026 / New
- $210,242
The perfect balance of luxury and performance, finished in a stunning Deep Teal exterior paired with a rich Summit/Cocoa interior that feels both modern and timeless. It’s the kind... View Details

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$210,242
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2026 Malibu 22LSV

$222,898

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21'
- 2026 / New
- $222,898
Finished in a bold Ebony and Arctic White exterior with refined Wakesetter graphics, this 22LSV delivers unmistakable presence from every angle. Step onboard and you’re welcomed by... View Details

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$222,898
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2025 Mastercraft X22

$231,815

Antioch, IL
- Antioch, IL
- Ski & Wake
- 22'
- 2025 / New
- $231,815
Contact us to find out ALL available savings! MSRP: $327,542 Sale Price: $289,270 All Sale and/or Clearance Prices include all rebates and incentives. Now is the time and luxury pe... View Details

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$231,815
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2022 Cobalt R30

$231,990

Fontana, WI
- Fontana, WI
- Bowrider
- 30'
- 2022 / Used
- $231,990
From its sleek Knockout Red and Rich Ebony exterior to its refined Geneva interior, this R30 embodies the craftsmanship and attention to detail that make Cobalt one of the most adm... View Details

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$231,990
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2026 Tige Z3

$232,073

Leesburg, IN
- Leesburg, IN
- Wakeboard
- 23'
- 2026 / New
- $232,073
MSRP: $232,073Contact us today for exclusive pricing and availability. Prepare to make waves with the 2026 TIGE Z3—a marvel in the world of performance wakeboarding and surfing bo... View Details

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$232,073
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2026 Malibu 23LSV

$243,493

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23'
- 2026 / New
- $243,493
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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$243,493
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