Boats for sale in Chicago Illinois - BoatCrazy

1,233 boats found within 100 miles out of 14,879 Boats Found

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2026 Cruisers 50GLS OB

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Express Cruiser
- 50' / 0'
- 2026 / New
- Call for price
Seize this exclusive opportunity! The 2026 Cruisers Yachts 50 GLS OB represents the pinnacle of sport luxury boating—where bold performance, intelligent design, and handcrafted qua... View Details

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2005 Formula 34 PC

$124,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Express Cruiser
- 35' / 0'
- 2005 / Used
- $124,900
Beautiful fresh water Lake Michigan boat. Indoor heated winter storage. Flagship Imron Graphics. Experience the formula performance. Boat is available to view. View Details

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$124,900
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2024 Aviara AV32

$403,595

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 32' / 10'
- 2024 / New
- $403,595
Contact us to find out ALL available savings! Aviara has redefined the modern day boat to bring you true luxury. This is the fusion of progressive design and effortless comfort, th... View Details

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$403,595
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2016 Regal 2100 SURF

$78,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 0' / 7'
- 2016 / Used
- $78,000
New to the market is a fantastic option from Regal boats for the watersports enthusiast. This boat is loaded to the gills with just about every option you can imagine. This is a ve... View Details

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$78,000
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2023 Sea Ray 310 SLX

$324,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 31' / 0'
- 2023 / Used
- $324,900
Boat Description: This stunning boat has only 28 hours of use, making it practically brand new! Maintained with meticulous care and dealer service, it is in like-new condition. Con... View Details

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$324,900
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2026 Scout 400 LXF Li-Ion

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 40' / 0'
- 2026 / New
- Call for price
The 2026 Scout 400 LXF Li-Ion is a new model and alternative version to the current 400 LXF, complete with a lithium ion battery management system (no generator necessary). These b... View Details

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2026 Yamaha 195S

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 195S, affordable luxury features at 19-feet. High-tech features, sleek design, and top-notch performance create the ultimate affordable 19-foot boat pac... View Details

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2026 Yamaha SX195

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha SX195, built to elevate your weekends. Experience unrivaled supercharged performance, striking styling, and exceptional value in its class. Key Features... View Details

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2026 Yamaha SX190

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
A perfect welcome to the water. The 2026 Yamaha SX190 can promise hassle-free ownership with innovative features and sleek design at an afforable price. The Yamaha SX190 is easy to... View Details

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2026 Sailfish 232 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 23' / 0'
- 2026 / New
- Call for price
Center consolde spaciousness meets family-friendly versatility in the Sailfish 232 center console. With an array of features and options for fishing trips and fun-filled outings, t... View Details

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2026 Saxdor 270 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- 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 Saxdor 400 GTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 41' / 0'
- 2026 / New
- Call for price
The Saxdor 400 GTC is engineered for twin outboard rigs with their unique naval architecture, guaranteeing an unforgettable journey every time. Featuring an innovative main deck de... View Details

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2026 Saxdor 320 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 34' / 0'
- 2026 / New
- Call for price
The Saxdor 320 GTO has been Saxdor's bestselling model for many years and is a highly appreciated global success story that is irresistible across the globe. It combines phenomenal... View Details

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2026 Scout 177 XSS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- 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 Saxdor 400 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 41' / 0'
- 2026 / New
- Call for price
The Saxdor 400 GTO is a highly anticipated flagship model that embodies expcetional performance and cruising efficiency. Built on a twin-stepped hull and designed for twin outboard... View Details

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2026 Scout 195 Sport Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- 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 255 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- 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 240 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 24' / 0'
- 2026 / New
- Call for price
Scout's 2026 240 Dorado showcases their NuV3 fuel efficient hull technology which effords you tremendous savings throughout your ownership. Loaded with family-friendly fishing feat... View Details

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2026 Scout 231 XSB

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 23' / 0'
- 2026 / New
- Call for price
The 2026 231 XSB is Scout's third XS model in the bay boat/inshore line-up and compliments the already popular 231 XS and 251 XSS. This model showcases up to five removable backres... View Details

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2026 Scout 175 Sport Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- 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 Scout 188 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- 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 22 to 42 of 1,233 boats found.

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