Boats for sale in Chicago Illinois - BoatCrazy

1,171 boats found within 100 miles out of 14,788 Boats Found

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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 Sea Ray SLX 260 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 29' / 0'
- 2026 / New
- Call for price
Discover the Sea Ray SLX 260 Outboard - An Award-Winning Masterpiece Step aboard the Sea Ray SLX 260 Outboard and prepare to be amazed. Winner of the 2023 Miami Innovation Award in... View Details

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2026 Sea Ray Sundancer 320 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 35' / 0'
- 2026 / New
- Call for price
The value of a cruiser and a sport-combined. Introducing the 2026 Sea Ray Sundancer 320 Outboard. Combining the values of a cruiser and a sport-boat/bowrider in a brilliant package... 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 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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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

$47,900

Fox Lake, IL
- Fox Lake, IL
- Pontoon
- 23' / 0'
- 2022 / Used
- $47,900
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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$47,900
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2015 Crownline 19SS

$19,995

Antioch, IL
- Antioch, IL
- Bowrider
- 19' / 0'
- 2015 / Used
- $19,995
Sale Price: $24,500 Come check out this great 19' boat to hit the water with the family!< br> Trades considered. View Details

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$19,995
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2023 Yamaha 190 AR

$34,900

Antioch, IL
- Antioch, IL
- Jet boat
- 19' / 0'
- 2023 / Used
- $34,900
Designed with the family in mind to do more on the water. 8 person capacity! Used less than 10 times in clean Michigan Lakes. Powered by the Yamaha 1.8L 180HP motor. Trades conside... View Details

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$34,900
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2021 Boston Whaler 420 OUTRAGE

$849,000

Antioch, IL
- Antioch, IL
- Yacht
- 42' / 13'
- 2021 / Used
- $849,000
This one owner 2021 Boston Whaler 420 Outrage is fully equipped, SeaKeeper stabilized and powered by quad Mercury 450R's with only 252 fresh water hours. She has been Captain maint... View Details

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$849,000
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2022 Sylvan L3PF

$45,995

Antioch, IL
- Antioch, IL
- Pontoon
- 24' / 0'
- 2022 / Used
- $45,995
Lightly used! The Sylvan party Fish pontoon is great as a family friendly fishing boat. Equipped with a dedicated fishing station, remote powered MinnKota deckhand electric anchor,... View Details

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$45,995
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2006 Crownline 180BR

$9,995

Antioch, IL
- Antioch, IL
- Bowrider
- 18' / 0'
- 2006 / Used
- $9,995
Sale Price: $12,900Have a blast over the summer on this 18' Crownline! Easy to trailer and always stored indoors for the winter. We offer financing! 880 hours. Trades considered. View Details

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$9,995
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2023 Mastercraft XT23

$149,995

Antioch, IL
- Antioch, IL
- Ski & Wake
- 23' / 9'
- 2023 / New
- $149,995
Contact us to find out ALL available savings! Take advantage of limited-time savings on in-stock boats!All Sale and/or Clearance Prices include all rebates and incentives.Thanks to... View Details

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$149,995
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Showing 190 to 210 of 1,171 boats found.

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