Boats for sale in Chicago Illinois - BoatCrazy

766 boats found within 100 miles from Chicago, Illinois

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2026 Galeon 450 HTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46'
- 2026 / New
- Call for price
Created for those who are active on the water, the Galeon 450 HTC includes all the essentials for fun and more. This stunning 45'8" state-of-the-art model, crafted in collaboration... View Details

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2026 Aquila 36 Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Catamaran
- 36'
- 2026 / New
- Call for price
Make everyday a weekend. The award-winning Aquila 36 Sport power catamaran empowers those who see perfect weather as a call to action, delivering an exhilarating platform for spont... View Details

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2026 Galeon 470 SKY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 47'
- 2026 / New
- Call for price
The Galeon 470 SKY is a versatile cruiser that handles with grace and verve. She features a top deck with incredible viwes and a helm station will impress any captain. This cessel... View Details

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2026 Galeon 425 HTS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 44'
- 2026 / New
- Call for price
The 2026 Galeon 425 HTS is a 44-foot, classic express-style cruiser with options usually seen on much larger vessels. Specificall, the salon and cockpit can convert into a single,... View Details

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2026 Scout 357 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 35'
- 2026 / New
- Call for price
The 357 LXF S-Class will surpass all of your expectations. When you step abpard and experience the extended space designed into this model, coupled with the performance, innovation... View Details

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2026 Galeon 440 FLY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46'
- 2026 / New
- Call for price
Galeon has leverage all of its storied boatbuilding experience to create the 440 FLY, a medium-sized motoryacht packed with intelligent innovations and a fresh approach to onboard... View Details

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2026 Aquila 47 Molokai

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 49'
- 2026 / New
- Call for price
Some chase fish. Others chase freedom. With the Aquila 47 Molokai power catamaran, you don't have to choose. The 2026 Aquila 47 Molokai is the first catamaran of its kind. Until no... View Details

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2026 Aquila 28 Molokai

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 31'
- 2026 / New
- Call for price
Born from the Pacific. Built for wherever "Out There" takes you. The Aquila 28 Molokai merges professional-grade fishing capability with practical versatility, extending your horiz... View Details

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2026 Aquila 28 Molokai Cuddy

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pilothouse
- 31'
- 2026 / New
- Call for price
Born from the Pacific. Built for wherever "Out There" takes you. All-weather protection. Offshore performance. Profession capability. The 2026 Aquila 28 Molokai Cuddy merges intell... View Details

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2026 Scout 377 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 38'
- 2026 / New
- Call for price
The 377 LXF is built as the ideal blend of performance, luxury and stylie. Loaded with Scout innovation, this model has a lithium ion bettery with battery management system (no gen... View Details

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2026 Aquila 32 Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Catamaran
- 32'
- 2026 / New
- Call for price
Make everyday a weekend. The 2026 Aquila 32 Sport power catamaran answers the horizon's call with nimble performance and dayboating intelligence wrapped in a perfectly sized packag... View Details

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2026 Scout 425 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 42'
- 2026 / New
- Call for price
The 425 LXF offers superior structural stability, strength and a Class-A finish creating unsurpassed performance. With a standard Seakeeper gyro stabilizer, second row seating, and... View Details

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2026 Scout 400 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 40'
- 2026 / New
- Call for price
The revolutionary 2026 Scout 400 LXF, a true masterpiece of innovation in the world of boating. This stunning model combines exceptional technology, unmatched performance, and luxu... View Details

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2026 Scout 400 LXF Li-Ion

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 40'
- 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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2002 Sea Ray 310 SUNDANCER

$44,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33'
- 2002 / Used
- $44,900
***FRESH WATER!!!*** ***GENERATOR!!*** ***6.2L BRAVO 3 I/Os!!!*** Whether you're seeking your first sport cruiser or are an experienced operator, this is an opportunity to get on t... View Details

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$44,900
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2027 Sea Ray SLX 280

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 28'
- 2027 / New
- Call for price
Step up to confidence, comfort, and power with the 2027 Sea Ray SLX 280 (Stock #223209). Outfitted with a 430hp Mercury engine and luxury features throughout, this versatile 28-foo... View Details

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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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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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2018 Crownline 264 CR

$52,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 26'
- 2018 / Used
- $52,000
Trailer Included! Priced to sell! Great opprotunity! Powered by a MerCruiser 6.2L MPI 300 HP V8 with a Bravo III dual-prop drive, the 264 CR delivers smooth handling, strong perfor... View Details

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$52,000
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Showing 22 to 42 of 766 boats found.

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