Boats for sale in Chicago Illinois - BoatCrazy

1,168 boats found within 100 miles out of 14,864 Boats Found

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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 Sea Ray Sundancer 320

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33' / 0'
- 2026 / New
- Call for price
Luxurious and practical, introducing the 2026 Sea Ray Sundancer 320. Experience the difference that comes from design that's equal parts luxurious and practical. From the spacious... 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 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 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 Tiara EX54

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser Yacht
- 54' / 0'
- 2025 / New
- Call for price
Embark on Unforgettable Adventures The 2025 Tiara EX54 redefines luxury on the water, offering an exceptional blend of performance and sophistication. This stunning vessel, equippe... View Details

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2001 Cobalt 263

$19,990

Fox Lake, IL
- Fox Lake, IL
- Cuddy Cabin
- 26' / 8'
- 2001 / Used
- $19,990
Experience timeless Cobalt craftsmanship with this well-kept 2001 Cobalt 263 — a spacious, performance-driven bowrider that blends classic style with power and practicality. This b... View Details

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$19,990
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2020 Cobalt 200S

$39,990

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 19' / 8'
- 2020 / Used
- $39,990
Price includes limited extended warranty! Where top-shelf design, construction and performance were once reserved for larger boats, the 200S changes the game. This unique 20-footer... View Details

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$39,990
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2022 Crest 220 Classic LX Fish

$43,900

Fox Lake, IL
- Fox Lake, IL
- Pontoon
- 23' / 0'
- 2022 / Used
- $43,900
Beautiful 2022 Crest 220 CPT Classic LX Fish Tritoon/Pontoon powered by a 150 HP outboard from Mercury Marine. OPTIONAL TURNKEY OPPORTUNITY – Same Slip and Boat Lift rental... View Details

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$43,900
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2025 Sylvan MIRAGE X3

$59,190

Antioch, IL
- Antioch, IL
- Other / Not Classified
- 23' / 0'
- 2025 / New
- $59,190
Unleash the Adventure Introducing the 2025 Sylvan MIRAGE X3, a stunning embodiment of luxury and exhilaration. This new vessel invites you to experience endless adventures on the w... View Details

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$59,190
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2026 Barletta Lusso 23 UC

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Antioch, IL
- Antioch, IL
- Other / Not Classified
- 25' / 0'
- 2026 / New
- Call for price
2026 Barletta LUSSO23UC Unleash the joy of modern luxury with the 2026 Barletta LUSSO23UC, a stunning vessel designed for those who seek adventure on the water without compromising... View Details

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2025 Barletta ARIA20QC

$44,643

Antioch, IL
- Antioch, IL
- Pontoon
- 20' / 0'
- 2025 / New
- $44,643
Act fast on this limited-time offer! BARLETTA ARIA 20 QC Everything you love about the Barletta DNA with a price conscious approach. Is the Aria right for you? Designed to be obtai... View Details

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$44,643
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2025 Barletta LUSSO25UE

$137,311

Antioch, IL
- Antioch, IL
- Pontoon
- 25' / 0'
- 2025 / New
- $137,311
Act fast on this limited-time offer! BARLETTA LUSSO 25 UE Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer somethin... View Details

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$137,311
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2025 Barletta CORSA23M

$125,020

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2025 / New
- $125,020
Act fast on this limited-time offer! BARLETTA CORSA 23 M Is the Corsa right for you? Built for those who want everything that makes Barletta great, with a sporty, aggressive stance... View Details

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$125,020
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2025 Barletta ARIA22F

$57,474

Antioch, IL
- Antioch, IL
- Pontoon
- 22' / 0'
- 2025 / New
- $57,474
Act fast on this limited-time offer! BARLETTA ARIA 22 F Everything you love about the Barletta DNA with a price conscious approach. Is the Aria right for you? Designed to be obtain... View Details

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$57,474
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2025 Barletta LUSSO23UC

$134,485

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2025 / New
- $134,485
Act fast on this limited-time offer! BARLETTA LUSSO 23 UC Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer somethin... View Details

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$134,485
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2025 Barletta LUSSO25UC

$137,288

Antioch, IL
- Antioch, IL
- Pontoon
- 25' / 0'
- 2025 / New
- $137,288
Act fast on this limited-time offer! BARLETTA LUSSO 25 UC Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer somethin... View Details

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$137,288
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2025 Barletta ARIA20QC

$45,253

Antioch, IL
- Antioch, IL
- Pontoon
- 20' / 0'
- 2025 / New
- $45,253
Act fast on this limited-time offer! BARLETTA ARIA 20 QC Everything you love about the Barletta DNA with a price conscious approach. Is the Aria right for you? Designed to be obtai... View Details

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$45,253
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Showing 190 to 210 of 1,168 boats found.

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