Boats for sale in Chicago Illinois

733 boats found within 100 miles out of 11,593 Boats Found

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1999 Silverton 322AFTCABIN

$39,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 32'
- 1999 / Used
- $39,900
Great opportunity to own a fresh water, 32' Silverton aft cabin. 460 hours on upgraded 454 EFI Crusaders. Newer canvas and radar/plotter, and fantastic staterooms, and salon/galley... View Details

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$39,900
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2008 Cruisers 390 SPORTS COUPE

$189,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 40'
- 2008 / Used
- $189,900
The Cruisers 390 Sports Coupe is a luxury-class express with more going for her than styling alone. One of the first builders of the era to combine a modern hardtop styling with an... View Details

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$189,900
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2026 Scout 188 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19'
- 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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2026 Scout 195 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19'
- 2026 / New
- Call for price
This 19-footer measures 19'5" in length with a wide beam of 8'6" offering vast space to not only move around freely onboard but to also land the big catch of the day. Standard swim... View Details

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2027 Tiara EX60

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 60'
- 2027 / New
- Call for price
2027 Tiara EX60 (Stock #222103) sets the benchmark for luxury, performance, and advanced cruising features in its class. Designed for extended adventures and effortless entertainin... View Details

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2026 Sea Ray SDX 290

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 29'
- 2026 / New
- Call for price
Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any participating SkipperBud's locati... View Details

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2027 Azimut Fly 53

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 53'
- 2027 / New
- Call for price
2027 Azimut Fly 53 (Stock #218099) blends Italian style, advanced engineering, and luxurious comfort for exceptional on-water living. Designed for cruising and entertaining, this 5... View Details

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2026 Scout 175 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 17'
- 2026 / New
- Call for price
Take home a piece of engineering genius: the 2026 Scout 175 Sportfish. This stylishly-polished model delivers a vast array of fishing features, including a 94-quart removable coole... View Details

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2026 Saxdor 340 GTWA

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Performance
- 34'
- 2026 / New
- Call for price
Just landed and ready to make waves! 2026 Saxdor 340 GTWA (Stock #218345) delivers bold style, thrilling outboard power, and versatile luxury for adventure seekers. With innovative... View Details

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2022 Cruisers 338 SOUTH BEACH

$314,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 32'
- 2022 / Used
- $314,995
2022 Cruisers Yachts 338 South Beach – Luxury, Performance & Style, ONLY 63 HOURS ON THE ENGINES Turn heads wherever you go in this stunning 2022 Cruisers Yachts 338 South Beac... View Details

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$314,995
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2025 Scout 277 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28'
- 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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2026 Azimut 48 Verve

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 48'
- 2026 / New
- Call for price
Seize this exclusive opportunity! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any part... View Details

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1996 Maxum 2300 SC

$11,900

Portage, IN
- Portage, IN
- Cuddy Cabin
- 23'
- 1996 / Used
- $11,900
Stock #438734 Reason for selling is "Buying a Bigger EC for the Big Lake". ANY and ALL offers will be put in front of our seller! Submit your offer today! PRICED AT 57% of BucVa... View Details

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$11,900
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2011 Four Winns V305

$72,500

Portage, IN
- Portage, IN
- Express Cruiser
- 30'
- 2011 / Used
- $72,500
Stock #500622 This is a new advertisement, on the market just this week (Aug 25th). Always accepting offers! Well maintained 2011 Four Winns V305 with only 300 hours! If you are... View Details

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$72,500
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2027 Cobalt R4 Surf

$220,294

Fox Lake, IL
- Fox Lake, IL
- Ski & Wake
- 25'
- 2027 / New
- $220,294
Powered by a Volvo Penta V8 300 HP Forward Drive engine, this premium surf boat delivers powerful performance, exceptional handling, and the legendary craftsmanship that has made C... View Details

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$220,294
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2012 Nautique Sport Nautique 200 TE

$39,990

Fox Lake, IL
- Fox Lake, IL
- Ski & Wake
- 20'
- 2012 / Used
- $39,990
If you're looking for a legendary ski boat that delivers world-class performance, exceptional handling, and lasting value, this 2012 Nautique Sport 200 Team Edition is ready for it... View Details

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$39,990
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2020 Cobalt 200S

$34,990

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 19'
- 2020 / Used
- $34,990
Powered by a reliable Volvo Penta V6 240 HP DuoProp engine, this Cobalt delivers the smooth ride, responsive handling, and premium performance that have made the brand an industry... View Details

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$34,990
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2017 Nautique Super Air Nautique G23

$79,990

Fox Lake, IL
- Fox Lake, IL
- Ski & Wake
- 23'
- 2017 / Used
- $79,990
Powered by the PCM ZZ6 450hp direct-injection engine, this boat delivers the torque, precision, and responsiveness serious riders demand—along with the legendary reliability Nautiq... View Details

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$79,990
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2026 Cobalt R8

$270,942

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 27'
- 2026 / New
- $270,942
Cobalt R8 sets the standard for premium bowriders, combining Volvo V8-430HP performance with Cobalt’s legendary craftsmanship. Smooth, powerful, and responsive, this R8 delivers a... View Details

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$270,942
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2026 Cobalt R6

$210,242

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 25'
- 2026 / New
- $210,242
The perfect balance of luxury and performance, finished in a stunning Deep Teal exterior paired with a rich Summit/Cocoa interior that feels both modern and timeless. It’s the kind... View Details

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$210,242
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2008 Sea Ray 240 SunDeck

$18,990

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 26'
- 2008 / Used
- $18,990
2008 Sea Ray 240 Sundeck – Spacious, Stylish, and Built for Fun Enjoy the best days on the water aboard this 2008 Sea Ray 240 Sundeck—a perfect blend of sporty performance and fam... View Details

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$18,990
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