Boats for sale in Chicago Illinois - BoatCrazy

1,174 boats found within 100 miles out of 13,526 Boats Found

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2026 Sailfish 241 CC

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 24'
- 2026 / New
- Call for price
With its sleek, dynamic profile and 6th generation VDS hull, combined with a highly functional layout and long-lasting Sailtech Construction, the 241 center console is a powerful f... View Details

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2026 Saxdor 400 GTO

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 41'
- 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 Saxdor 320 GTO

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 34'
- 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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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 18'
- 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 Sailfish 232 CC

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 23'
- 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 Scout 215 Dorado

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 22'
- 2026 / New
- Call for price
Looking for a dual console with a beautiful frameless wrap around windshield that further adds to the sleekness of the boat? Then you've found it within Scout's 215 Dorado. Loaded... View Details

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2026 Scout 281 XSS

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 28'
- 2026 / New
- Call for price
Introducing Scout's newest flagship Bay Boat model, the 281 XSS. They sesigned this model to be like no other bay boat or inshore/offshore crossover on the market, thanks to its ad... View Details

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2026 Saxdor 400 GTC

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 41'
- 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 Scout 231 XSB

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 23'
- 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 Sportfish

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Pewaukee, WI
- Pewaukee, WI
- 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 Scout 195 Sport Dorado

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 19'
- 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 188 Sportfish

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Pewaukee, WI
- Pewaukee, WI
- 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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2025 Sea Ray SDX 270

$182,584

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 27'
- 2025 / New
- $182,584
Contact us to find out ALL available savings! Act fast on this limited-time offer! The SDX 270 delivers on maximum capability to make a full day on the water easy to enjoy. With pl... View Details

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$182,584
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2024 Starcraft LX 16 R

$23,800

Leesburg, IN
- Leesburg, IN
- Pontoon
- 17'
- 2024 / New
- $23,800
Kick back and enjoy summer sun with our LX series of versatile and affordable pontoons. Available in floorplans from 16' to 22', LX cruising models come with upgraded sea weave flo... View Details

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$23,800
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2025 Yamaha VF115XB

$12,874

Leesburg, IN
- Leesburg, IN
- Outboard Motors
- 0'
- 2025 / New
- $12,874
WE HAVE A NEW YAMAHA VF115XB AVAILABLE FOR REPOWER. Engine Type: In-Line Bore x Stroke: Bore: 3.19 in. (81 mm); Stroke: 3.5 in. (88.9 mm) Displacement: 111.8 cu. in. (1832 cc) Star... View Details

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$12,874
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2016 Hobie Cat Pro Angler 12

$2,695

Leesburg, IN
- Leesburg, IN
- Canoe / Kayak / Paddle
- 0'
- 2016 / Used
- $2,695
2016 HOBIE CAT PRO ANGLER 12' WITH WHEELS, GRAB BAR, COVER, FOOT PEDALS. View Details

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$2,695
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2026 Starcraft EXS 3 R DH

$82,995

Leesburg, IN
- Leesburg, IN
- Pontoon
- 23'
- 2026 / New
- $82,995
THIS 2026 STARCRAFT EXS 3 R DH IS POWERED BY A HONDA 250HP WITH iST CONTROLS AND SHOW WITH THE FOLLOWING OPTIONS. FULL TEAK WEAVE FLOORING, WET SOUDS RADIO WREAR SPACING SPEAKERS,... View Details

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$82,995
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2026 ATX Surf Boats 22 Type S

$160,763

Leesburg, IN
- Leesburg, IN
- Wakeboard
- 22'
- 2026 / New
- $160,763
2026 ATX Surf Boats 22 Type-S – Fully Redesigned. Built to Perform. Ready to Ride. Experience the next generation of surf performance with the all-new 2026 ATX 22 Type-S. Completel... View Details

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$160,763
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2005 Stingray 180RX

$9,995

Leesburg, IN
- Leesburg, IN
- Runabout
- 18'
- 2005 / Used
- $9,995
2005 STNGRAY 180RX 2005 STINGRAY 180RX WITH A 175 HP MERCRUISER MOTOR, IN GOOD CONDITION WITH TENNESSEE TRAILER INCLUDED View Details

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$9,995
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2022 Tahoe T18

$31,495

Leesburg, IN
- Leesburg, IN
- Bowrider
- 18'
- 2022 / Used
- $31,495
2022 Mercury 115 ELPT 4S PRO XS, 2022 TRAILSTAR TRAILER Max HP: 115 HP Length Overall: 18 ft. 5 in. (5.61 m) Beam: 7 ft. 10 in. (2.39 m) Draft: 25 in. (63.5 cm) Dry Weight: 1580 lb... View Details

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$31,495
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2023 Starcraft SVX 171 OB

$36,995

Leesburg, IN
- Leesburg, IN
- Deck Boat
- 17'
- 2023 / New
- $36,995
THIS SVX 171 WAS ORDERED WITH THE FOLLOWING OPTIONS: MERCURY 115 ELPT 4S CT EFI. UPGRADED COLOR PACKAGE - BLUEBERRY, HYDRAULIC STEERING, SKI TOW RACK, DOCK L.IGHTS, TABLE KIT, STAI... View Details

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$36,995
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Showing 1135 to 1155 of 1,174 boats found.

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