Boats for sale in Chicago Illinois - BoatCrazy

1,753 boats found within 100 miles out of 15,393 Boats Found

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2026 Harris Grand Mariner 250

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Walworth, WI
- Walworth, WI
- Pontoon
- 28' / 0'
- 2026 / New
- Call for price
Innovative, powerful, and sleek-the 2026 Harris Grand Mariner 250. Show your friends the true meaning of "luxury" aboard the gorgeously styled Grand Mariner. Spectacular power and... View Details

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2026 Harris Grand Mariner 230

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Walworth, WI
- Walworth, WI
- Pontoon
- 28' / 0'
- 2026 / New
- Call for price
Innovative, powerful, and sleek-the 2026 Harris Grand Mariner 230. Show your friends the true meaning of "luxury" aboard the gorgeously styled Grand Mariner. Spectacular power and... View Details

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2026 Harris Grand Mariner 270

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Walworth, WI
- Walworth, WI
- Pontoon
- 29' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Grand Mariner 270. Innovative, powerful, and sleek. Show your friends the true meaning of "luxury" aboard the gorgeously styled Grand Mariner. Spectacul... View Details

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2026 Yamaha 255 FSH Sport E

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Walworth, WI
- Walworth, WI
- Fishing Center Console
- 0' / 0'
- 2026 / New
- Call for price
Go where the fish are 2026 Yamaha 255 FSH Sport E. Equipped with twin 1.8L supercharged engines delivering a combined 500 horsepower, the 255 FSH Sport E promises exceptional perfo... View Details

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2026 Yamaha 252 FSH Sport

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Walworth, WI
- Walworth, WI
- Fishing Center Console
- 0' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 252 FSH Sport, built to unleash your adventure. The 252 FSH Sport is built to tackle big waves, big fish, and your biggest aspirations, providing the pe... View Details

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2026 Yamaha 255 FSH Sport H

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Walworth, WI
- Walworth, WI
- Fishing Center Console
- 0' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 255 FSH Sport H, iconic design with dock-assisting technology. The 255 FSH Sport H comes equipped with Yamaha's Helm Master EX joystick control. This ad... View Details

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2026 Mastercraft ProStar

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 20' / 0'
- 2026 / New
- Call for price
The 2026 MasterCraft Prostar is a purpose-obsession wakeski boat-refined for today's skiers and ready for the next generation. With perfected ergonomics, a meticulously designed hu... View Details

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2026 Harris Crowne 250

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Walworth, WI
- Walworth, WI
- Pontoon
- 29' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Crowne 250, luxury redefined. User-friendly boating technology is standard on the Crowne. You'll enjoy dual Simrad NSX12 screens and live-data connectiv... View Details

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2026 Mastercraft NXT22

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 22' / 0'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT 22. Fresh style and proven performance in one dialed-in package-that's the NXT22. SurfStar and ample ballast mean you get clean, consistent wav... View Details

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2026 Yamaha 222 FSH Sport E

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Walworth, WI
- Walworth, WI
- Fishing Center Console
- 0' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 222 FSH Sport E, built with value and versatility. The 222 FSH Sport E redefines excellence in 22-foot center console boats with its powerful twin-engin... View Details

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2026 Harris Solstice 250

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Walworth, WI
- Walworth, WI
- Pontoon
- 26' / 0'
- 2026 / New
- Call for price
Pursue adventure with the 2026 Harris Solistice 250. Reimagined and ready for action, the Solstice has more power, more luxury comfort and more standard features than ever before.... View Details

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2026 Mastercraft NXT23

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 23' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Mastercraft NXT23. Built to keep things simple-without sacrificing an ounce of performance. With SurfStar and ample ballast, the NXT23 delivers clean, consiste... View Details

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2026 Mastercraft NXT24

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 24' / 0'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT24. It is the biggest and boldest in the NXT family, now with standout style and thoughtful upgrades throughout. Premium vinyl pleating, powder-... View Details

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2026 Harris Solstice 230

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Walworth, WI
- Walworth, WI
- Pontoon
- 24' / 0'
- 2026 / New
- Call for price
Pursue adventure with the 2026 Harris Solistice 230. Reimagined and ready for action, the Solstice has more power, more luxury comfort and more standard features than ever before.... View Details

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2026 Sea Ray SDX 270

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Walworth, WI
- Walworth, WI
- Deck Boat
- 27' / 0'
- 2026 / New
- Call for price
Act fast on this limited-time offer! Experience Elegance on Water Introducing the stunning 2026 Sea Ray 270SD, where luxury meets performance. Designed for those who cherish the th... View Details

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2026 Barletta Lusso 25 U

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Walworth, WI
- Walworth, WI
- Pontoon
- 27' / 0'
- 2026 / New
- Call for price
Is the Lusso right for you? Designed wth you and your on-water experience in mind, the Barletta Lusso models offer something for everyone. A classic and Stylish Rail-set, Ultra-sof... View Details

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2019 Tige RZX2

$88,936

Walworth, WI
- Walworth, WI
- Ski & Wake
- 22' / 0'
- 2019 / Used
- $88,936
The Boating Industry has spoken. The Tige RZX2 is the award winner for the top product on the water. The RZX2 flexes a list of features that has the most complete, versatile and fo... View Details

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$88,936
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2004 Chaparral 280 SSi

$44,000

Waterford, WI
- Waterford, WI
- Bowrider
- 28' / 0'
- 2004 / Used
- $44,000
Stock #487201 Reason for selling is "Buying a smaller boat". This is a new advertisement, on the market just this week (Apr 20th). Always accepting offers! Large bowrider with t... View Details

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$44,000
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1995 Gibson 44 Classic

$79,900

Saint Joseph, MI
- Saint Joseph, MI
- Houseboat
- 44' / 0'
- 1995 / Used
- $79,900
See this well-loved and well-cared-for Gibson 44. "Lou's Yourself" has always been boated in fresh water, is beautifully decored and loaded with accessories. Twin Crusader 454's, W... View Details

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$79,900
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1999 Trojan 360 Express

$68,900

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 36' / 0'
- 1999 / Used
- $68,900
Spacious and Sporty, this Trojan (by Carver) 360 Express is the perfect family boat for cruising and enjoying the water! It is equipped with a Kohler generator for those hot summer... View Details

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$68,900
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1998 Cherokee 270 Sportsman

$24,900

Saint Joseph, MI
- Saint Joseph, MI
- Pilothouse
- 27' / 0'
- 1998 / Used
- $24,900
Step aboard a piece of Great Lakes craftsmanship—this 1998 Cherokee 270 Sportsman is the kind of boat that rarely hits the market. Built right here in Michigan, the Cherokee line... View Details

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$24,900
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Showing 1345 to 1365 of 1,753 boats found.

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