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Boats for sale in Chicago Illinois

There are 407 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, Yamaha, 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
407 boats found within 100 miles out of 10,384 Boats Found
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  • 2027 Mastercraft NXT22

    2027 Mastercraft NXT22

    $500
    Pewaukee, WI

    Experience Unmatched Luxury on the Water Introducing the 2027 Mastercraft NXT22, a masterpiece of design and performance waiting at SkipperBud's Pewaukee in Pewaukee, WI. This new... View Details

    View 53 Photos and Details Contact Seller
    $500
    VIEW DETAILS
  • 2017 Starcraft EX20C

    2017 Starcraft EX20C

    $24,338
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 20'
    • 2017 / Used
    • $24,338

    2017 Starcraft EX20C Embrace the thrill of the open water with the exquisite 2017 Starcraft EX20C, available now at SkipperBud's Pewaukee in Pewaukee, WI. This luxurious vessel pro... View Details

    View 15 Photos and Details Contact Seller
    $24,338
    VIEW DETAILS
  • 2021 Scarab 165 ID

    2021 Scarab 165 ID

    $21,780
    Pewaukee, WI
    • Pewaukee, WI
    • Jet boat
    • 16'
    • 2021 / Used
    • $21,780

    2021 Scarab 165 ID: A Jewel on Water ­ Experience the thrill of the open water with the 2021 Scarab 165 ID. This luxury vessel, with its sleek design and vibrant aesthetics, promis... View Details

    View 28 Photos and Details Contact Seller
    $21,780
    VIEW DETAILS
  • 2027 Mastercraft XT22

    2027 Mastercraft XT22

    $500
    Pewaukee, WI

    2027 Mastercraft XT22: Elevate Your Lake Experience Discover the epitome of luxury on water with the 2027 Mastercraft XT22, available exclusively at SkipperBud's Pewaukee in Pewauk... View Details

    View 78 Photos and Details Contact Seller
    $500
    VIEW DETAILS
  • Price Drop 2023 Other 18TL by Forest River Marine

    2023 Other 18TL by Forest River Marine

    $25,995
    Elkhart, IN
    • Elkhart, IN
    • Pontoon
    • 18'
    • 2023 / Used
    • $25,995

    Stock #502763 Video of this vessel available at www [dot] popsells [dot] com/view/502763 Reason for selling is "Did not Use enough". This Nepallo has been on the market for more... View Details

    View 10 Photos and Details Contact Seller
    $25,995
    VIEW DETAILS
  • 2020 Carolina Skiff 2480DLX

    2020 Carolina Skiff 2480DLX

    $32,800
    Colgate, WI

    Stock #506295 This Carolina Skiff has recently been added to market (Sep 22nd). Submit your offer today! Good and Clean Condition! Well Maintained! Spacious Center Console! Huge... View Details

    View 10 Photos and Details Contact Seller
    $32,800
    VIEW DETAILS
  • Price Drop 1996 Carver 32 voyager

    1996 Carver 32 voyager

    $46,900
    Holland, MI
    • Holland, MI
    • Cruiser
    • 32'
    • 1996 / Used
    • $46,900

    Carver 32 Voyager - Your Gateway to Cruising Adventures Embrace the open water with the Carver 32 Voyager, a cruiser designed to deliver both comfort and performance. This 1996 mo... View Details

    View 12 Photos and Details Contact Seller
    $46,900
    VIEW DETAILS
  • 2017 Palm Beach 220 Ultra RRE

    2017 Palm Beach 220 Ultra RRE

    $81,900
    Lake Mills, WI
    • Lake Mills, WI
    • Pontoon
    • 22'
    • 2017 / Used
    • $81,900

    Stock #257210 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! Rare double-decker tritoon with a waterslide... View Details

    View 10 Photos and Details Contact Seller
    $81,900
    VIEW DETAILS
Showing 400 to 407 of 407 boats found.
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