Boats for sale in Chicago Illinois

1,187 boats found within 100 miles out of 13,653 Boats Found

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2026 Chaparral SSX 4

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Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 24'
- 2026 / New
- Call for price
The SSX 4 packs more elegance, performance, and innovation than boaters have ever experienced at this widely popular length. Its stylish lines, meticulous attention to detail, and... View Details

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2026 Chaparral SSX 6

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Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 26'
- 2026 / New
- Call for price
Look no further-the SSX 6 is breaking barriers and setting the standard for on-water comfort and performance. Equipped with a state-of-the-art oversized touchscreen display, the he... View Details

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2018 Lund LX220 Pontoon

$37,500

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 23'
- 2018 / Used
- $37,500
Meet your ticket to endless summer fun on this 2018 Lund LX220 Tritoon. This Lund brings the perfect blend of power, comfort, and pure on-the-water fun. Powered by a 200HP Mercury... View Details

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$37,500
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2014 Chaparral 287 SSX

$74,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 28'
- 2014 / Used
- $74,900
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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$74,900
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2004 Bayliner 245

$23,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 24'
- 2004 / Used
- $23,900
Bayliner's 245 Cruiser sports a comfortable cockpit and convenient cabin arrangement. The cockpit area includes a reversible portside companion seat -- converting from a forward fa... View Details

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$23,900
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2007 Sweetwater SW 1986 RE-3 Gate

$10,900

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 19'
- 2007 / Used
- $10,900
Trailer Included! See this 2007 Sweetwater SW 1986 RE-3 Gate, an affordable pontoon boat that combines comfort and functionality. With an overall length of approximately 19.17 fee... View Details

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$10,900
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2019 Chaparral 210 Suncoast

$48,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 20'
- 2019 / Used
- $48,900
Chaparral 210 Suncoast, boating's best combination of deck boat luxury, performance, quality and value. The 210 is truly "over-sized", providing an abundance of passenger space, se... View Details

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$48,900
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2016 Lowe SF 212 Sport Fish

$22,900

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 21'
- 2016 / Used
- $22,900
2016 Lowe SF212 Tritoon | Mercury 115HP | Trailer Included Ready for summer fun on Lake Michigan and inland waters alike, this 2016 Lowe SF212 Tritoon delivers the perfect blend o... View Details

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$22,900
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1996 Monterey 276

$24,000

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 27'
- 1996 / Used
- $24,000
Stock #494642 This is a new advertisement, on the market just this week (Jun 16th). Always accepting offers! Featuring new seats and flooring in aft. Boat has a double bimini wit... View Details

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$24,000
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2022 Other Nepallo 22 QL

$29,900

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 22'
- 2022 / Used
- $29,900
Hit the water now with this 2022 Nepallo 22QL tritoon, the perfect blend of performance, comfort, and style. Powered with a 115HP Suzuki for smooth cruising and equipped with a tri... View Details

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$29,900
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1997 Bayliner 2655 Ciera

$18,800

Harvard, IL
- Harvard, IL
- Express Cruiser
- 26'
- 1997 / Used
- $18,800
Stock #365912 Video of this vessel available at www [dot] popsells [dot] com/view/365912 ANY and ALL offers will be put in front of our seller! Submit your offer today! FRESH WA... View Details

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$18,800
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2024 Sea Doo 47RC SWITCH SPORT COMPACT

$26,500

Harvard, IL
- Harvard, IL
- Jet boat
- 13'
- 2024 / Used
- $26,500
Stock #485985 Reason for selling is "Not able to use it enough.". This Sea-Doo has recently been added to market (May 26th). Submit your offer today! 2024 SEA DOO 47RC SWITCH SP... View Details

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$26,500
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2020 Scout 195 Sportfish

$39,000

Benton Harbor, MI
- Benton Harbor, MI
- Fishing
- 19'
- 2020 / Used
- $39,000
(ORIGINAL OWNER) NICELY EQUIPPED THIS 2020 SCOUT 195 SPORTFISH CENTER CONSOLE OFFERS AN EXCELLENT CONSIDERATION -- PLEASE SEE FULL SPECS FOR COMPLETE LISTING DETAILS. Freshwater/... View Details

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$39,000
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1988 Sea Ray 230

$7,500

Benton Harbor, MI
- Benton Harbor, MI
- Cuddy Cabin
- 23'
- 1988 / Used
- $7,500
Stock #494622 This is a new advertisement, on the market just this week (Jun 15th). Always accepting offers! Added options are Garmin, spotlight, Porta potty with deck pump out,... View Details

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$7,500
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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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2026 Malibu 26 LSV

$355,207

Fontana, WI
- Fontana, WI
- Ski & Wake
- 26'
- 2026 / New
- $355,207
Powered by the legendary Monsoon LT4 607HP supercharged engine and paired with a matching tandem-axle trailer, this flagship Malibu combines breathtaking performance, world-class s... View Details

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$355,207
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2008 Sea Ray 240 SunDeck

$19,990

Fontana, WI
- Fontana, WI
- Bowrider
- 26'
- 2008 / Used
- $19,990
2008 Sea Ray 240 Sundeck – Spacious, Stylish, and Built for Fun Enjoy the best days on the water aboard this 2008 Sea Ray 240 Sundeck—a perfect blend of sporty performance and fam... View Details

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$19,990
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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

$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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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

$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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