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Boats for sale in Chicago Illinois

There are 424 new and used boats for sale in Chicago, Illinois. Browse Pontoon, Bowrider, Ski & Wake, Cruiser, Express Cruiser, and Deck Boat from brands like Starcraft, Other, Barletta, Cobalt, Bayliner, and Mastercraft on BoatCrazy. View a wide selection of boats from $100 to $2,349,495.
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  • Boats
  • Within 100 Miles Of
    Chicago, Illinois
424 boats found within 100 miles out of 10,865 Boats Found
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  • 1988 Four Winns 200 HORIZON

    1988 Four Winns 200 HORIZON

    $500
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 20'
    • 1988 / Used
    • $500

    1988 Four Winns 200 Horizon – DIY Project Opportunity with titles! A classic bowrider with restoration potential, this 1988 Four Winns 200 Horizon is ideal for hands-on boaters lo... View Details

    View 10 Photos and Details Contact Seller
    $500
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  • Price Drop 2026 Viaggio LAGO V 20S TRITOON

    2026 Viaggio LAGO V 20S TRITOON

    $49,998
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 20'
    • 2026 / New
    • $49,998

    New Viaggio Lago V20S Swingback Bed Tri-Toon with BF 140 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. The Viaggio Lago V20S Swing-Back Tri-toon delivers premium co... View Details

    View 15 Photos and Details Contact Seller
    $49,998
    VIEW DETAILS
  • 2007 Bayliner 195BR

    2007 Bayliner 195BR

    $9,500
    La Porte, IN
    • La Porte, IN
    • Bowrider
    • 0'
    • 2007 / Used
    • $9,500

    2007 Bayliner 195 Bowrider – Clean, Versatile, and Ready for the Water This 2007 Bayliner 195 BR is a solid, family-friendly bowrider with the power and layout to handle everythin... View Details

    View 18 Photos and Details Contact Seller
    $9,500
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  • 2004 Yamaha Waverunner XLT 800

    2004 Yamaha Waverunner XLT 800

    $4,999
    La Porte, IN

    Pre-owned 2004 Yamaha WaveRunner XLT 800 — a clean, stable, 3-seat personal watercraft powered by Yamaha’s proven 800cc 2-stroke marine engine. Ideal for recreational lake riding,... View Details

    View 10 Photos and Details Contact Seller
    $4,999
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  • Price Drop 2026 Yamaha Waverunner GP1800A-CB

    2026 Yamaha Waverunner GP1800A-CB

    $17,499
    La Porte, IN

    New Yamaha GP SVHO – Supercharged Race Performance with 3-Person Seating and R.i.D.E. and more! MSRP $17,999 ON SALE $17,499 LAST ONE! SAVE $500, Sale Ends 9/30/2026 Dominate... View Details

    View 8 Photos and Details Contact Seller
    $17,499
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  • 2025 Yamaha Waverunner VX1050G-B

    2025 Yamaha Waverunner VX1050G-B

    $9,999
    La Porte, IN

    Experience the Yamaha VX C at Fay's Marina, La Porte, IN. High-performance, comfort, and cutting-edge tech. Perfect for long days on the water. Limited stock! New VX-C #VX1050G-B... View Details

    View 7 Photos and Details Contact Seller
    $9,999
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  • Price Drop 2026 Yamaha Waverunner VX1050C-CA

    2026 Yamaha Waverunner VX1050C-CA

    $13,499
    La Porte, IN

    The New Yamaha VX Cruiser delivers the perfect balance of comfort, performance, and value—making it one of the most popular WaveRunners in Yamaha’s lineup. Finished in Deepwater Bl... View Details

    View 9 Photos and Details Contact Seller
    $13,499
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  • Price Drop 2026 Yamaha Waverunner VX1050B-CA

    2026 Yamaha Waverunner VX1050B-CA

    $14,099
    La Porte, IN

    New Yamaha VX Cruiser with Audio in Deepwater Blue for sale at Fay's Marina in La Porte Indiana 46350. MSRP $14,599 ON SALE $14,099 LAST ONE! SAVE $500, Sale Ends 9/30/2026 Co... View Details

    View 10 Photos and Details Contact Seller
    $14,099
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  • 2025 Yamaha Waverunner VX1050D-BB

    2025 Yamaha Waverunner VX1050D-BB

    $12,999
    La Porte, IN

    Experience the Yamaha VX Cruiser with Audio at Fay's Marina, La Porte, IN. High-performance, comfort, and cutting-edge tech. Perfect for long days on the water. Limited stock! VX... View Details

    View 6 Photos and Details Contact Seller
    $12,999
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  • 2025 Yamaha Waverunner VX1050F-B

    2025 Yamaha Waverunner VX1050F-B

    $10,999
    La Porte, IN

    New Yamaha Waverunner VX 3-Person Watercraft with R.i.D.E On Sale at Fay's Marina, La Porte Indiana MSRP $11,799 ON SALE $10,999 + frt, prep, tax, title LAST ONE! SAVE $800, Sa... View Details

    View 1 Photo and Details Contact Seller
    $10,999
    VIEW DETAILS
  • 2025 Yamaha Waverunner VX1050B-BB

    2025 Yamaha Waverunner VX1050B-BB

    $12,499
    La Porte, IN

    Discover the top-rated Yamaha WaveRunner VX Cruiser with Audio at Fays Marina. Enjoy top performance, durability, and innovation. Shop now for the best price and exclusive deals.... View Details

    View 2 Photos and Details Contact Seller
    $12,499
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  • 2024 Yamaha Waverunner VX1050C-AA

    2024 Yamaha Waverunner VX1050C-AA

    $11,099
    La Porte, IN

    Experience the Yamaha Waverunner VX Cruiser 3-Person Watercraft in Deepwater Blue, at Fays Marina, La Porte, IN. MSRP $12,799 ON SALE $11,099 LAST ONE! SAVE $1,700, Sale Ends... View Details

    View 1 Photo and Details Contact Seller
    $11,099
    VIEW DETAILS
  • 2027 Bayliner VR4OB

    2027 Bayliner VR4OB

    $39,880
    La Porte, IN
    • La Porte, IN
    • Runabout
    • 0'
    • 2027 / New
    • $39,880

    View Details

    View 1 Photo and Details Contact Seller
    $39,880
    VIEW DETAILS
  • 2027 Bayliner 170EL

    2027 Bayliner 170EL

    $36,177
    La Porte, IN
    • La Porte, IN
    • Runabout
    • 0'
    • 2027 / New
    • $36,177

    View Details

    View 1 Photo and Details Contact Seller
    $36,177
    VIEW DETAILS
  • 2026 Barletta Cabrio 24 UE

    2026 Barletta Cabrio 24 UE

    $96,451
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 25'
    • 2026 / New
    • $96,451

    Act fast on this limited-time offer!2026 Barletta CABRIO24UE: A New Standard in Luxury Step aboard the 2026 Barletta CABRIO24UE and experience the epitome of luxury on water. This... View Details

    View 15 Photos and Details Contact Seller
    $96,451
    VIEW DETAILS
  • 2024 Tracker BB18

    2024 Tracker BB18

    $28,900
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 18'
    • 2024 / Used
    • $28,900

    2024 Suntracker BB18 - Luxury Redefined Experience the thrill of the open water with the stunning 2024 Suntracker BB18, designed for those who cherish the essence of luxury boating... View Details

    View 27 Photos and Details Contact Seller
    $28,900
    VIEW DETAILS
  • 2015 Rinker CAPTIVA 276BR

    2015 Rinker CAPTIVA 276BR

    $49,900
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 28'
    • 2015 / Used
    • $49,900

    Listing Title: 2015 Rinker CAPTIVA 276BR Performance: Experience thrilling adventures on the water with the 2015 Rinker CAPTIVA 276BR, powered by a single MerCruiser 350 MAG engine... View Details

    View 36 Photos and Details Contact Seller
    $49,900
    VIEW DETAILS
  • Price Drop 2024 Scarab 165 ID

    2024 Scarab 165 ID

    $29,900
    Antioch, IL
    • Antioch, IL
    • Jet boat
    • 15'
    • 2024 / Used
    • $29,900

    Experience the excitement and style that Scarab jet boats are known for with this 2024 Scarab 165 ID. Compact, sporty, and incredibly fun to drive, this jet boat delivers thrilling... View Details

    View 31 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • 2019 Crownline 205 SS

    2019 Crownline 205 SS

    $29,900
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 21'
    • 2019 / Used
    • $29,900

    Take to the water in style with this exceptionally maintained 2019 Crownline 205 SS, powered by a MerCruiser 4.5L 200HP engine with only approximately 125 engine hours! This sporty... View Details

    View 40 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • 2024 Harris CRUISER 210

    2024 Harris CRUISER 210

    $34,999
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 21'
    • 2024 / Used
    • $34,999

    This is a Skipperbud's Certified Pre-Owned Vessel. Every Skipperbud's Certified Pre-Owned boat undergoes a 360° bow-to-stern inspection by Skipperbud's Certified technicians, and i... View Details

    View 26 Photos and Details Contact Seller
    $34,999
    VIEW DETAILS
  • 2026 Harris Cruiser 190

    2026 Harris Cruiser 190

    $40,773
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 20'
    • 2026 / New
    • $40,773

    Act fast on this limited-time offer!2026 Harris Cruiser 190 Discover an unmatched experience on the water with the luxurious 2026 Harris Cruiser 190. This stunning vessel blends pe... View Details

    View 52 Photos and Details Contact Seller
    $40,773
    VIEW DETAILS
Showing 64 to 84 of 424 boats found.
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