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Boats for sale in Chicago Illinois

There are 791 new and used boats for sale in Chicago, Illinois. Browse Pontoon, Cruiser, Fishing, Runabout, Center Console, and Ski & Wake from brands like Sea Ray, Scout, Harris, Bayliner, Barletta, and Mastercraft on BoatCrazy. View a wide selection of boats from $100 to $2,499,495.
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  • Boats
  • Within 100 Miles Of
    Chicago, Illinois
791 boats found within 100 miles from Chicago, Illinois
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  • 2004 Chaparral Signature 290

    2004 Chaparral Signature 290

    $42,000
    Chicago, IL

    Stock #501146 Reason for selling is "Not using it enough". This is a new advertisement, on the market just this week (Aug 5th). Always accepting offers! Signature 290 powered by... View Details

    View 5 Photos and Details Contact Seller
    $42,000
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  • Price Drop 2008 Trident 5012

    2008 Trident 5012

    $225,000
    Chicago, IL

    Stock #481515 ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent condition Trident 5012! Custom built for your next business venture! If y... View Details

    View 10 Photos and Details Contact Seller
    $225,000
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  • 1984 Chris Craft 333 Commander

    1984 Chris Craft 333 Commander

    $21,000
    Chicago, IL

    Stock #365186 ANY and ALL offers will be put in front of our seller! Submit your offer today! Great boat, twin 454 Crusaders, A/C, full fridge, sleeps 6 and more! Located in Chi... View Details

    View 10 Photos and Details Contact Seller
    $21,000
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  • Price Drop 1986 Beneteau Idylle 13.5

    1986 Beneteau Idylle 13.5

    $62,500
    Chicago, IL
    • Chicago, IL
    • Sailboat
    • 44'
    • 1986 / Used
    • $62,500

    Stock #492637 Reason for selling is "Getting a larger vessel.". This Beneteau has now been on the market more than a month. Please submit your offer today! 1986 Beneteau Idylle... View Details

    View 10 Photos and Details Contact Seller
    $62,500
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  • Price Drop 2023 Bass Tracker Classic XL

    2023 Bass Tracker Classic XL

    $14,900
    Lincolnwood, IL

    Stock #491508 Reason for selling is "No longer using it enough". This Bass Tracker Pro has now been on the market more than a month. Please submit your offer today! America's be... View Details

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    $14,900
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  • 1997 Larson Cabrio 310

    1997 Larson Cabrio 310

    $14,900
    Chicago, IL

    Stock #468535 Reason for selling is "Not using as much as planned". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1997 Larson Cabrio 310! Ready... View Details

    View 10 Photos and Details Contact Seller
    $14,900
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  • 2003 Maxum 3300 SCR

    2003 Maxum 3300 SCR

    $29,000
    Riverdale, IL

    Stock #445785 ANY and ALL offers will be put in front of our seller! Submit your offer today! Roomy cruiser with room to sleep 6. Air conditioning. Cockpit enclosure with isingla... View Details

    View 10 Photos and Details Contact Seller
    $29,000
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  • 2014 Scarab 215

    2014 Scarab 215

    $31,800
    Addison, IL
    • Addison, IL
    • Jet boat
    • 21'
    • 2014 / Used
    • $31,800

    Stock #325770 Reason for selling is "Change in plans". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2014 Scarab 215 - Power Jet Boat in Addiso... View Details

    View 9 Photos and Details Contact Seller
    $31,800
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  • 2007 Baja Boss 275

    2007 Baja Boss 275

    $49,900
    Northbrook, IL

    Stock #477664 Video of this vessel available at www [dot] popsells [dot] com/view/477664 Reason for selling is "Not using enough". This Baja has now been on the market more than... View Details

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    $49,900
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  • 1996 Maxum 2300 SC

    1996 Maxum 2300 SC

    $11,900
    Portage, IN

    Stock #438734 Reason for selling is "Buying a Bigger EC for the Big Lake". ANY and ALL offers will be put in front of our seller! Submit your offer today! Low Hours** PRICED AT... View Details

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    $11,900
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  • Price Drop 2021 Malibu 22 LSV

    2021 Malibu 22 LSV

    $109,000
    Barrington, IL
    • Barrington, IL
    • Ski & Wake
    • 22'
    • 2021 / Used
    • $109,000

    Stock #342618 Video of this vessel available at www [dot] popsells [dot] com/view/342618 Reason for selling is "No longer uses it.". ANY and ALL offers will be put in front of o... View Details

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    $109,000
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  • 2023 Monterey M20

    2023 Monterey M20

    $67,900
    Mundelein, IL
    • Mundelein, IL
    • Bowrider
    • 20'
    • 2023 / Used
    • $67,900

    Stock #482891 Video of this vessel available at www [dot] popsells [dot] com/view/482891 Reason for selling is "Relocating". This Monterey has been on the market for more than 3... View Details

    View 10 Photos and Details Contact Seller
    $67,900
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  • Price Drop 1983 Sea Ray 390 Sportfish

    1983 Sea Ray 390 Sportfish

    $33,500
    Waukegan, IL

    Stock #490810 Video of this vessel available at www [dot] popsells [dot] com/view/490810 Reason for selling is "No longer using it enough". This Sea Ray has been on the market f... View Details

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    $33,500
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  • Price Drop 2000 Sea Ray 280 Sun Sport

    2000 Sea Ray 280 Sun Sport

    $29,800
    Waukegan, IL

    Stock #489713 Video of this vessel available at www [dot] popsells [dot] com/view/489713 Reason for selling is "No longer using it enough". This Sea Ray has now been on the mark... View Details

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    $29,800
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  • 2026 Scout 305 LXF

    2026 Scout 305 LXF

    Call for price
    Winthrop Harbor, IL

    Step aboard the only 30-footer in its class with a console berth down below and optional air conditioning: Scout's 305 LXF. Enjoy the convenience of a removable bow table while enj... View Details

    View 18 Photos and Details Contact Seller
    Call for price
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  • 2026 Galeon 400 FLY

    2026 Galeon 400 FLY

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Yacht
    • 41'
    • 2026 / New
    • Call for price

    The 2026 Galeon 400 FLY provides unrivaled entertainment space for a yacht in its class. Innovative side balconies on either side of the cockpit fold out to create massive amounts... View Details

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    Call for price
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  • 2026 Scout 261 XSS

    2026 Scout 261 XSS

    Call for price
    Winthrop Harbor, IL

    The 261 XSS is an inshore/offshore crossover and is loaded with notable features such as the large casting fore and rear deck; port and starboard aerated baitwells; ample rod stora... View Details

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    Call for price
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  • 2026 Scout 277 LXF

    2026 Scout 277 LXF

    Call for price
    Winthrop Harbor, IL

    The all-new Scout 277 LXF is a performance machine that outpaces the competitive models in its class. It's loaded with standard features such as a fully walkable transom swim platf... View Details

    View 24 Photos and Details Contact Seller
    Call for price
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  • 2026 Scout 330 LXF

    2026 Scout 330 LXF

    Call for price
    Winthrop Harbor, IL

    The remarkable 2026 Scout 330 LXF, a true masterpiece in the world of boating. Crafted with precision and designed for ultimate performance, this luxury fisherman's dream boat will... View Details

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    Call for price
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  • 2025 Aviara AV40 Outboard

    2025 Aviara AV40 Outboard

    Call for price
    Winthrop Harbor, IL
    • Winthrop Harbor, IL
    • Bowrider
    • 42'
    • 2025 / New
    • Call for price

    2025 Aviara AV40 Outboard Experience the epitome of luxury and performance with the 2025 Aviara AV40 Outboard. Crafted with meticulous attention to detail, this stunning vessel is... View Details

    View 17 Photos and Details Contact Seller
    Call for price
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  • 2026 Scout 240 XSF

    2026 Scout 240 XSF

    Call for price
    Winthrop Harbor, IL

    Sleek lines, innovation and high performance make this 240 XSF the hottest boat in its class. Built on Scout's revolutionary NuV3 fuel efficient hull design, this forward seating c... View Details

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    Call for price
    VIEW DETAILS
1 to 21 of 791 boats found.
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