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Boats for sale in Chicago Illinois

There are 415 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, Bayliner, Mastercraft, and Yamaha 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
415 boats found within 100 miles out of 10,348 Boats Found
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  • 1996 Bayliner Ciera 2655

    1996 Bayliner Ciera 2655

    $21,250
    Wilmington, IL

    Stock #304401 Reason for selling is "Downsizing". ANY and ALL offers will be put in front of our seller! Submit your offer today! Very Clean Ciera 2655 Sunbridge .Full enclosure... View Details

    View 10 Photos and Details Contact Seller
    $21,250
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  • 2027 Cobalt R4 Surf

    2027 Cobalt R4 Surf

    $220,294
    Fox Lake, IL

    Powered by a Volvo Penta V8 300 HP Forward Drive engine, this premium surf boat delivers powerful performance, exceptional handling, and the legendary craftsmanship that has made C... View Details

    View 18 Photos and Details Contact Seller
    $220,294
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  • Price Drop 2008 Sea Ray 240 SunDeck

    2008 Sea Ray 240 SunDeck

    $18,990
    Fox Lake, IL
    • Fox Lake, IL
    • Bowrider
    • 26'
    • 2008 / Used
    • $18,990

    2008 Sea Ray 240 Sundeck – Spacious, Stylish, and Built for Fun Enjoy the best days on the water aboard this 2008 Sea Ray 240 Sundeck—a perfect blend of sporty performance and fam... View Details

    View 28 Photos and Details Contact Seller
    $18,990
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  • Price Drop 2020 Cobalt 200S

    2020 Cobalt 200S

    $34,990
    Fox Lake, IL
    • Fox Lake, IL
    • Bowrider
    • 19'
    • 2020 / Used
    • $34,990

    Powered by a reliable Volvo Penta V6 240 HP DuoProp engine, this Cobalt delivers the smooth ride, responsive handling, and premium performance that have made the brand an industry... View Details

    View 33 Photos and Details Contact Seller
    $34,990
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  • 2026 Cobalt R8

    2026 Cobalt R8

    $270,942
    Fox Lake, IL
    • Fox Lake, IL
    • Bowrider
    • 27'
    • 2026 / New
    • $270,942

    Cobalt R8 sets the standard for premium bowriders, combining Volvo V8-430HP performance with Cobalt’s legendary craftsmanship. Smooth, powerful, and responsive, this R8 delivers a... View Details

    View 44 Photos and Details Contact Seller
    $270,942
    VIEW DETAILS
  • Price Drop 2017 Nautique Super Air Nautique G23

    2017 Nautique Super Air Nautique G23

    $79,990
    Fox Lake, IL

    Powered by the PCM ZZ6 450hp direct-injection engine, this boat delivers the torque, precision, and responsiveness serious riders demand—along with the legendary reliability Nautiq... View Details

    View 18 Photos and Details Contact Seller
    $79,990
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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
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  • 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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  • 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
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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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  • 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
    VIEW DETAILS
  • 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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  • 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 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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  • 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
    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
    VIEW DETAILS
  • 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
  • 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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  • 2026 Viaggio LAGO X 22Q TRITOON

    2026 Viaggio LAGO X 22Q TRITOON

    $51,939
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $51,939

    New 2026 Viaggio Lago X 22Q Quad Lounger Tri-toon with BF 140 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. MSRP $67,921 | $51,939 Last Call of Summer - Make Room f... View Details

    View 33 Photos and Details Contact Seller
    $51,939
    VIEW DETAILS
  • 2026 Viaggio LAGO Z 22U TRITOON

    2026 Viaggio LAGO Z 22U TRITOON

    $68,749
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $68,749

    New 2026 Viaggio Lago Z22U Tri-toon Pontoon Loaded with Options and BF 200 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. MSRP $91,510 | $68,749 + frt,prep,tax,title... View Details

    View 14 Photos and Details Contact Seller
    $68,749
    VIEW DETAILS
  • 2022 Coach 243 RFC 3-SERIES TRITOON

    2022 Coach 243 RFC 3-SERIES TRITOON

    $53,990
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 25'
    • 2022 / New
    • $53,990

    FAYS CLEAR THE DECKS FINAL CLEARANCE ON LUXURY TRI-TOON PONTOONS! MSRP -- $104,168 CLEAR THE DECKS FOR NEW MODELS SALE -- $53,990 + frt & prep - WHY BUY USED WHEN YOU CAN BUY NE... View Details

    View 29 Photos and Details Contact Seller
    $53,990
    VIEW DETAILS
Showing 43 to 63 of 415 boats found.
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