Boats for sale in Chicago Illinois - BoatCrazy

1,752 boats found within 100 miles out of 16,410 Boats Found

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2026 Starcraft EXS 3 Q DH

$61,722

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $61,722
Act fast on this limited-time offer! 2026 Starcraft EXS3QDH Transform your weekends into unforgettable adventures with the stunning 2026 Starcraft EXS3QDH. This luxury boat, locate... View Details

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$61,722
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2026 Barletta Aria 22 QC

$61,384

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 21' / 0'
- 2026 / New
- $61,384
Act fast on this limited-time offer! Unleash Your Adventure Introducing the 2026 Barletta ARIA22QC – a refined fusion of luxury and performance, designed for those who seek the ext... View Details

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$61,384
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2026 Barletta Cabrio 22 QC

$84,068

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $84,068
Act fast on this limited-time offer! Experience Luxury on Water Introducing the 2026 Barletta CABRIO22QC, a stunning embodiment of craftsmanship and performance that will elevate y... View Details

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$84,068
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2026 Starcraft EXS 3 Q DH

$61,722

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $61,722
Act fast on this limited-time offer! Experience Luxury on the Water Introducing the 2026 Starcraft EXS3QDH, a masterpiece designed for those who seek adventure and elegance on the... View Details

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$61,722
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2026 Barletta Cabrio 22 UC

$88,301

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $88,301
Act fast on this limited-time offer! 2026 Barletta CABRIO22UC: The Ultimate Watercraft Experience Step aboard the 2026 Barletta CABRIO22UC and immerse yourself in a world of luxury... View Details

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$88,301
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2026 Barletta Cabrio 22 UC

$86,877

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $86,877
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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$86,877
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2026 Starcraft SVX 171 OB

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Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 17' / 0'
- 2026 / New
- Call for price
In the SVX 171 OB deckboat by Starcraft, there’s something for everyone — whether you love cruising, watersports or simply hanging out at the sand bar. This is a great deckboat at... View Details

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2026 Starcraft SLS 3 Q DH

$88,922

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $88,922
Elevate Your Water Experience Discover the pinnacle of luxury with the 2026 Starcraft SLS-3 Q DH, available exclusively at SkipperBud's Pewaukee in Pewaukee, WI. This new vessel is... View Details

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$88,922
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2026 Starcraft SLS 3 DL

$88,581

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $88,581
Experience Unmatched Luxury Introducing the stunning 2026 Starcraft SLS-3 DL, where innovation meets elegance. This luxury vessel redefines your boating experience, inviting you to... View Details

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$88,581
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2026 Barletta Cabrio 22 UC

$86,500

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $86,500
Act fast on this limited-time offer! 2026 Barletta CABRIO22UC Experience the ultimate in luxury and performance with the stunning 2026 Barletta CABRIO22UC. Nestled in the picturesq... View Details

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$86,500
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2026 Starcraft VX 24 FD

$48,161

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 24' / 0'
- 2026 / New
- $48,161
Experience Exhilaration on the Water The 2026 Starcraft VX 24 FD is a stunning masterpiece that redefines luxury boating. Engineered for adrenaline-fueled adventures and serene get... View Details

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$48,161
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2026 Starcraft VX 22 Q DH

$47,434

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 22' / 0'
- 2026 / New
- $47,434
Introducing the 2026 Starcraft VX 22 Q DH Experience the perfect blend of luxury and performance with the stunning 2026 Starcraft VX 22 Q DH, available exclusively at SkipperBud's... View Details

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$47,434
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2026 Yamaha AR250

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
Experience total wakesports excitement with the 2026 Yamaha AR250. Experience unparalleled value for its size with the AR250. Its stylish watersports design, powered by robust 1.9L... View Details

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2026 Yamaha SX250

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
Exceed your expectations with the 2026 Yamaha SX250. With 400 horsepower, an innovative hull design, ample storage, and a functional layout, this boat is an unbeatable value. Key F... View Details

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2026 Yamaha 222SD

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 21' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 222SD, in a league of its own. Featuring award-winning handling technology and Yamaha's premium features, the 222SD is in a league of its own. Key Featu... View Details

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2026 Yamaha AR190

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
The 2026 Yamaha AR190, watersports ready. Effortless ownership meets advanced features and stylish design at a great value. Watersports-ready, the AR190 is easy to own and apprecia... View Details

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2026 Sailfish 316 DC

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 33' / 0'
- 2026 / New
- Call for price
The new 316 dual console is a versatile family fishing boat that checks all the boxes: comfort, safety, quality and reliability. Well-equipped for a range of activities, the 316 DC... View Details

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2026 Sailfish 276 DC

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 29' / 0'
- 2026 / New
- Call for price
Incredible versatility and comfort are hallmarks of the 276 dual console. A 6th-generation VDS hull ensures a soft, dry ride, while the spacious, ergonomic deck design and an array... View Details

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2026 Sailfish 360 CC

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 39' / 0'
- 2026 / New
- Call for price
The flagship 360 center console combines unsurpassed quality and state-of-the-art technology with a layout and features designed for maximum versatility. Fish, play, cruise or ente... View Details

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2026 Yamaha 275SD

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 27' / 0'
- 2026 / New
- Call for price
Attainable luxury, technology, and performance-meet the 2026 Yamaha 275SD. The 275SD redefines what's possible in a 27-foot jet boat, offering attainable luxury, cutting-edge techn... View Details

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2026 Sailfish 245 DC

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 24' / 0'
- 2026 / New
- Call for price
With comfortable seating for 12, a spacious step-down head and an optiona cockpit galley, the 245 dual console is designed for active families as well as serious offshore anglers.... View Details

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Showing 1597 to 1617 of 1,752 boats found.

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