Boats for sale in Chicago Illinois - BoatCrazy

1,752 boats found within 100 miles from Chicago, Illinois

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2026 Barletta Reserve Leggera 23 UCA

$268,360

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2026 / New
- $268,360
Act fast on this limited-time offer! Experience Unmatched Luxury Introducing the 2026 Barletta RESERVELEGGERA23UCA, a pinnacle of marine sophistication. Crafted for those who seek... View Details

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$268,360
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2026 Barletta Lusso 23 QCSS

$153,042

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2026 / New
- $153,042
Act fast on this limited-time offer! Experience the Exhilaration The 2026 Barletta LUSSO23QCSS is more than just a boat; it's your ticket to unforgettable adventures on the water.... View Details

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$153,042
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2026 Barletta Lusso 25 U

$151,055

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 27' / 0'
- 2026 / New
- $151,055
Act fast on this limited-time offer! Discover the Elegance of Luxury Experience the pinnacle of aquatic opulence with the 2026 Barletta LUSSO25U, now available at SkipperBud's Pewa... View Details

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$151,055
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2026 Barletta Lusso 23 UC

$145,080

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2026 / New
- $145,080
Act fast on this limited-time offer! Introducing the 2026 Barletta LUSSO23UC Embark on unparalleled adventures with the stunning 2026 Barletta LUSSO23UC, where luxury meets perform... View Details

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$145,080
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2019 Tige R 20

$59,900

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2019 / Used
- $59,900
2019 Tige R 20 View Details

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$59,900
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2026 Barletta Cabrio 22 UC

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- Call for price
Is the Cabrio right for you? Spend time with family on the water in the price concious Cabrio. The same fit and finish, innovation, performance and superior construction that Barle... View Details

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2026 Barletta Lusso 23 QCSS

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 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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2022 Mastercraft X22

$149,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22' / 0'
- 2022 / Used
- $149,995
The 2022 MasterCraft X22 is a high-performance wake boat that delivers premium features and serious on-the-water fun—without the full cost of buying new. As a late-model, used boat... View Details

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$149,995
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2026 Barletta Cabrio 24 U

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2026 / New
- Call for price
Is the Cabrio right for you? Spend time with family on the water in the price concious Cabrio. The same fit and finish, innovation, performance and superior construction that Barle... View Details

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2026 Barletta Corsa 25 UE

$135,163

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2026 / New
- $135,163
Act fast on this limited-time offer! Discover the 2026 Barletta CORSA25UE Experience the pinnacle of luxurious boating with the 2026 Barletta CORSA25UE, available now at SkipperBud... View Details

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$135,163
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2026 Barletta S22QC

$71,967

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 22' / 0'
- 2026 / New
- $71,967
Experience Unmatched Luxury The 2026 Barletta SANZA22QC is the epitome of luxury on water, designed for those who appreciate the finer things in life. Crafted with meticulous atten... View Details

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$71,967
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2026 Barletta Lusso 23 QCSS

$142,136

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2026 / New
- $142,136
Act fast on this limited-time offer! 2026 Barletta LUSSO23QCSS Experience the epitome of luxury on the water with the 2026 Barletta LUSSO23QCSS, now available at SkipperBud's Pewau... View Details

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$142,136
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2026 Barletta Corsa 23 UCA

$139,759

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $139,759
Act fast on this limited-time offer! Experience the Adventure Introducing the 2026 Barletta CORSA23UCA, where every outing transforms into an exhilarating journey. Embrace the thri... View Details

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$139,759
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2022 Sea Ray 250 SDX

$119,500

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 25' / 0'
- 2022 / Used
- $119,500
The 2022 Sea Ray 250 SDX is the perfect blend of luxury, performance, and versatility. Whether you’re looking for a high-performance boat for watersports or a comfortable vessel fo... View Details

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$119,500
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2026 Scout 175 Sport Dorado

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 17' / 0'
- 2026 / New
- Call for price
Whether the day calls for a run out to your favorite fishing spot, tubing with the kids or just an evening cruise through the back country, the 175 Sport Dorado is up for the adven... View Details

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2026 Saxdor 270 GTO

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 0' / 0'
- 2026 / New
- Call for price
Experience the epitome of luxury and performance with the Saxdor 270 GTO. Designed for those who demand the best on the water, this sleek vessel embodies sophistication and style.... View Details

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2026 Scout 255 Dorado

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 26' / 0'
- 2026 / New
- Call for price
The 255 Dorado us a dual console family-friendly sportfishing model ideal for fishing, cruising, entertaining, and watersports. One of the unique innovations onboard the model is a... View Details

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2026 Scout 281 XSS

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 28' / 0'
- 2026 / New
- Call for price
Introducing Scout's newest flagship Bay Boat model, the 281 XSS. They sesigned this model to be like no other bay boat or inshore/offshore crossover on the market, thanks to its ad... View Details

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2026 Scout 195 Sport Dorado

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 19' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Scout 195 Sport Dorado - the perfect fusion of sportiness and versatility, designed to make your boating experience thrilling and unforgettable. This remarkabl... View Details

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2026 Scout 177 XSS

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 18' / 0'
- 2026 / New
- Call for price
Introducing the sleek and sporty 2026 Scout 177 XSS; perfectly blending style and performance, this versatile boat is designed to enhance your on-water adventures. Its compact yet... View Details

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2026 Scout 188 Sportfish

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 19' / 0'
- 2026 / New
- Call for price
From the company that has brough many firsts to the coastal fishin boat segment, they introduce their new 188 Sportfish. This model sets a new bar by incorporating many features no... View Details

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Showing 1555 to 1575 of 1,752 boats found.

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