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Boats for sale in Chicago Illinois

There are 1148 new and used boats for sale in Chicago, Illinois. Browse Fishing, Cruiser, Center Console, Pontoon, Runabout, and Ski & Wake from brands like Scout, Sea Ray, Yamaha, Harris, Bayliner, and Barletta on BoatCrazy. View a wide selection of boats from $100 to $2,549,000.
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  • Boats
  • Within 100 Miles Of
    Chicago, Illinois
1,148 boats found within 100 miles out of 13,568 Boats Found
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  • 2026 Viaggio LAGO V 22U TRITOON

    2026 Viaggio LAGO V 22U TRITOON

    $49,995
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22'
    • 2026 / New
    • $49,995

    New 2026 Viaggio Lago V22U TRITOON with BF 150 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades include: Honda Pre-rig Cable Steering w/ Tilt Steering... View Details

    View 17 Photos and Details Contact Seller
    $49,995
    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 Pontoon with BF 200 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades include: Tube Protectant Pontoon Side Keel (Port & Starb... View Details

    View 14 Photos and Details Contact Seller
    $68,749
    VIEW DETAILS
  • 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 X22Q TRITOON with BF 140 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. ** Boat Show Savings + Honda Buyers Choice Sales Event Upgrades inc... View Details

    View 33 Photos and Details Contact Seller
    $51,939
    VIEW DETAILS
  • 2026 Viaggio LAGO Z24U

    2026 Viaggio LAGO Z24U

    $85,399
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 24'
    • 2026 / New
    • $85,399

    New 2026 Viaggio Lago Z24U Tritoon with Honda BF250 for sale at Fay’s Marina in La Porte, Indiana. Loaded upgrades, premium Z Trim features, and performance Tritoon package. The 2... View Details

    View 21 Photos and Details Contact Seller
    $85,399
    VIEW DETAILS
  • Price Drop 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
    VIEW DETAILS
  • 2026 Scarab SB 210 LX

    2026 Scarab SB 210 LX

    $67,395
    La Porte, IN

    2026 Scarab 210 LX – Bold Performance Meets Refined Comfort Step into the next evolution of jet boating with the all-new 2026 Scarab 210 LX. Engineered for adrenaline and styled fo... View Details

    View 4 Photos and Details Contact Seller
    $67,395
    VIEW DETAILS
  • Price Drop 1994 Rinker 190 CAPTIVA (175 HP MCM)

    1994 Rinker 190 CAPTIVA (175 HP MCM)

    $900
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 19'
    • 1994 / Used
    • $900

    ️ 1994 Rinker 190 Captiva – Affordable Bowrider Opportunity Turn heads on the water with this classic 19-foot Rinker Captiva—an ideal platform for restoration or repower. With its... View Details

    View 12 Photos and Details Contact Seller
    $900
    VIEW DETAILS
  • Price Drop 2003 Odyssey 2019 MILLENNIUM

    2003 Odyssey 2019 MILLENNIUM

    $8,530
    La Porte, IN

    Pre-owned 2003 Odyssey Millennium 2109 pontoon with 2013 Suzuki 70 HP 4-Stroke. Seats 13, 4-corner fishing layout, lightweight bi-toon. For sale at Fay’s Marina, La Porte, IN. 200... View Details

    View 18 Photos and Details Contact Seller
    $8,530
    VIEW DETAILS
  • Price Drop 2023 Bayliner DX 2050 (D20i)

    2023 Bayliner DX 2050 (D20i)

    $43,975
    La Porte, IN
    • La Porte, IN
    • Deck Boat
    • 20'
    • 2023 / New
    • $43,975

    Shop the Bayliner DX 2050 (D20i) Deck Boat at Fay’s Marina in La Porte, Indiana. Powered by a 200HP MerCruiser stern drive with Full Windshield Dual Consoles, Comfort Package, Pro... View Details

    View 40 Photos and Details Contact Seller
    $43,975
    VIEW DETAILS
  • 2024 Sea Doo 47RC SWITCH SPORT COMPACT

    2024 Sea Doo 47RC SWITCH SPORT COMPACT

    $26,500
    Harvard, IL
    • Harvard, IL
    • Jet boat
    • 13'
    • 2024 / Used
    • $26,500

    Stock #485985 Reason for selling is "Not able to use it enough.". This Sea-Doo has recently been added to market (May 26th). Submit your offer today! 2024 SEA DOO 47RC SWITCH SP... View Details

    View 10 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • Price Drop 1997 Bayliner 2655 Ciera

    1997 Bayliner 2655 Ciera

    $18,800
    Harvard, IL

    Stock #365912 Video of this vessel available at www [dot] popsells [dot] com/view/365912 ANY and ALL offers will be put in front of our seller! Submit your offer today! FRESH WA... View Details

    View 10 Photos and Details Contact Seller
    $18,800
    VIEW DETAILS
  • 2024 Robalo R250 Center Console

    2024 Robalo R250 Center Console

    $186,446
    Saint Joseph, MI

    On Display Now, see this superbly equipped Robalo R250 Center Console. Featuring Robalo's latest design elements, the R250 is truly a big-water boat, with a nine-foot two-inch beam... View Details

    View 31 Photos and Details Contact Seller
    $186,446
    VIEW DETAILS
  • 2006 Formula 330 Sun Sport

    2006 Formula 330 Sun Sport

    $94,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 33'
    • 2006 / Used
    • $94,900

    If you are looking for a sporty, great performing, hot looking express cruiser, look no further! This Formula 330 Sun Sport is the perfect fit for your family's summer fun! Nicely... View Details

    View 38 Photos and Details Contact Seller
    $94,900
    VIEW DETAILS
  • 2024 Robalo 226 Cayman

    2024 Robalo 226 Cayman

    $106,934
    Saint Joseph, MI

    Now on Display, see this superbly equipped Robalo 226 Cayman! Powered by a 250 HP Mercury Four Stroke with Digital Throttle and Shift and matched with the most desirable options. I... View Details

    View 33 Photos and Details Contact Seller
    $106,934
    VIEW DETAILS
  • 2024 Robalo R180 Center Console

    2024 Robalo R180 Center Console

    $66,244
    Saint Joseph, MI

    On Display Now, see this Robalo R180 Center Console -- Loaded with our favorite factory options! Packed with features, durable quality and paired with Yamaha dependability.  Enjoy... View Details

    View 27 Photos and Details Contact Seller
    $66,244
    VIEW DETAILS
  • 2025 Robalo R202 Explorer

    2025 Robalo R202 Explorer

    $83,728
    Saint Joseph, MI

    Robalo's R202 Explorer offers the convenience of a center console layout and ease of maintenance, plus expanded seating comfort for a full day of on-water family fun. Well-padded f... View Details

    View 33 Photos and Details Contact Seller
    $83,728
    VIEW DETAILS
  • 2025 Robalo R160 Center Console

    2025 Robalo R160 Center Console

    $41,430
    Saint Joseph, MI

    The R160 makes every on-water adventure more fun in a size that's easy to trailer and store. But don't think that it isn't designed with performance in-mind. Featuring the same on-... View Details

    View 26 Photos and Details Contact Seller
    $41,430
    VIEW DETAILS
  • 2025 Chaparral 307 SSX

    2025 Chaparral 307 SSX

    Call for price
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 30'
    • 2025 / New
    • Call for price

    Now in stock! Step aboard one of Chaparral's most innovative designs - the spacious, sleek and powerful 307 SSX. With an abundance of comfortably contoured cockpit seating, lot of... View Details

    View 37 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • Price Drop 1995 Sea Ray 400 Express Cruiser

    1995 Sea Ray 400 Express Cruiser

    $62,900
    Saint Joseph, MI

    Nicely maintained fresh-water Sea Ray 400 Express. Twin Merc 454's with 537 engine hours, original. This classic express cruiser helped usher in the new era mid-'90's Sea Ray desig... View Details

    View 45 Photos and Details Contact Seller
    $62,900
    VIEW DETAILS
  • Price Drop 1996 Cruisers 3375 Rogue

    1996 Cruisers 3375 Rogue

    $40,000
    Saint Joseph, MI

    Stock #457168 Reason for selling is "Bought another boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Two Berths, Ready to Show, Slip and St... View Details

    View 10 Photos and Details Contact Seller
    $40,000
    VIEW DETAILS
  • 2021 Chaparral 307 SSX

    2021 Chaparral 307 SSX

    $149,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 30'
    • 2021 / Used
    • $149,900

    One-Owner, Fresh-Water, rack-stored Chaparral 307 SSX. Plushness and Performance! Loaded with all of Chaparral's best features, with an abundance of passenger space, the 307 SSX is... View Details

    View 39 Photos and Details Contact Seller
    $149,900
    VIEW DETAILS
Showing 568 to 588 of 1,148 boats found.
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