Boats for sale in Chicago Illinois - BoatCrazy

1,736 boats found within 100 miles from Chicago, Illinois

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2002 Crownline 215 CCR

$15,495

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cuddy Cabin
- 22' / 0'
- 2002 / Used
- $15,495
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$15,495
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2025 Sea Ray SLX 310

$349,152

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 31' / 0'
- 2025 / New
- $349,152
Contact us to find out ALL available savings! The SLX 310 demands everyone's full attention. And by everyone we mean not only the abundance of people who can lounge comfortably onb... View Details

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$349,152
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1984 Hatteras 60 CONTERTIBLE

$324,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Sportfish / Convertible
- 60' / 0'
- 1984 / Used
- $324,900
A Flagship Hatteras with a rich history, and way too many upgrades to list. The 2nd owner bought the boat in 1988, and brought it to Southern Wisconsin. It was pampered and service... View Details

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$324,900
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2026 Galeon 335 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33' / 0'
- 2026 / New
- Call for price
2026 Galeon 335 GTO Experience the ultimate in luxury with the 2026 Galeon 335 GTO, where performance meets sophistication. This stunning vessel is powered by two Mercury Verado 35... View Details

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2026 Azimut Verve 48

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 49' / 0'
- 2026 / New
- Call for price
A phenomenon of performance and the sea born of immersive DNA, the Verve 48 favors the most authentic emotions and superior comfort. With the power to travel over the water up to 5... View Details

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2026 Azimut Atlantis 45

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 48' / 0'
- 2026 / New
- Call for price
Full of athletic splendor with a chic design appeal, the 2026 Azimut Atlantis 45 is optimized for peak performance, top comfort and effortless elegance. Well-organized living space... 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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2026 Sea Ray SLX 260

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26' / 0'
- 2026 / New
- Call for price
Your companion for endless fun. Experience an escape from the day-to-day in a model that steals the spotlight with sophisticated style, luxury details and easy-to-use amenities. Th... View Details

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2026 Sea Ray Sundancer 370

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38' / 0'
- 2026 / New
- Call for price
Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

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2026 Cruisers 42 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 42' / 0'
- 2026 / New
- Call for price
Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

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2026 Cruisers 42 GLS Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 44' / 0'
- 2026 / New
- Call for price
If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

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2026 Cruisers 42 Cantius

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 43' / 0'
- 2026 / New
- Call for price
Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details

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2026 Cruisers 34 GLS Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 36' / 0'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 34 GLS Outboard for sale near you offers all of the excitement of the 34 GLS I/O with the unsurpassed ease of maintenance of outboard engines. THe 34 GLS'... View Details

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2026 Cruisers 38 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Cruisers Yachts 38 GLS. With a drop-down beach door, hydraulic swim platform, and spacious bow lounge, the 38 GLS I/O for sale near you brings your day boating... View Details

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2026 Sea Ray Sundancer 370 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 40' / 0'
- 2026 / New
- Call for price
Introducing the 2025 Sea Ray Sundancer 370 Outboard Experience the perfect blend of luxury and performance with the 2026 Sea Ray Sundancer 370 Outboard. This stunning cruiser boast... View Details

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2026 Cruisers 38 GLS Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 38' / 0'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 38 GLS Outboard combines the unmatched performance and entertainment capabilities of the 38 GLS with powerful, easy-to-maintain outboards. Expand your swim... View Details

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2026 Cruisers 34 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37' / 0'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 34 GLS inboard includes open bow seating, a spacious cockpit with galley, and joystick piloting allowing you to navigate at speeds up to 47 mph. Feel the p... View Details

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2025 Scout 277 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28' / 0'
- 2025 / New
- Call for price
Experience Luxury with the 2025 Scout 277 Dorado Step into a world of opulence with the Scout 277 Dorado, a masterpiece of marine engineering that promises unmatched performance an... View Details

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2025 Aviara AV28S

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury on the Water with the 2025 Aviara AV28S Step aboard the Aviara AV28S and elevate your boating adventures to new levels of luxury and performance. Crafted with pre... View Details

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2025 Aviara AV28 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV28 Outboard Experience luxury and performance like never before with the Aviara AV28 Outboard. This sleek beauty combines style, power, and precision... View Details

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2025 Aviara AV28

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV28 Step into luxury and performance with the sleek and sophisticated 2025 Aviara AV28. This breathtaking vessel combines style and power for the ultim... View Details

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Showing 22 to 42 of 1,736 boats found.

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