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Boats for sale in Chicago Illinois

There are 860 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, Barletta, Bayliner, and Mastercraft on BoatCrazy. View a wide selection of boats from $100 to $995,495.
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  • Boats
  • Within 100 Miles Of
    Chicago, Illinois
860 boats found within 100 miles from Chicago, Illinois
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  • 2015 South Bay 522 CR

    2015 South Bay 522 CR

    $28,900
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 24'
    • 2015 / Used
    • $28,900

    🚤 For Sale: 2015 South Bay 522CR – Performance, Comfort & Family Fun 🚤 Enjoy the perfect combination of comfort, performance, and versatility with this 2015 South Bay 522CR T... View Details

    View 21 Photos and Details Contact Seller
    $28,900
    VIEW DETAILS
  • 2014 Avon 19LS

    2014 Avon 19LS

    $19,608
    Antioch, IL

    2014 Avlon 19LS The 2014 Avalon 19 LS is a welcoming and easy-to-own pontoon that delivers the perfect blend of comfort, performance, and family fun. Powered by a dependable Mercur... View Details

    View 17 Photos and Details Contact Seller
    $19,608
    VIEW DETAILS
  • 2005 Chaparral 252 SUNSESTA

    2005 Chaparral 252 SUNSESTA

    $28,995
    Antioch, IL
    • Antioch, IL
    • Deck Boat
    • 25'
    • 2005 / Used
    • $28,995

    2005 Chaparral 252 Sunesta Deck Boat, Mercruiser 350MAG MPI Bravo 3, 478 hours, 2006 Prestige Tandem Axle Trailer w/brakes, spare & swing tongue, cover, bimini, fully enclosed... View Details

    View 28 Photos and Details Contact Seller
    $28,995
    VIEW DETAILS
  • 2023 Nautic Star 203 DC

    2023 Nautic Star 203 DC

    $43,900
    Antioch, IL

    2023 Nautic Star 203DC 20' Deck Boat, Mercury 115hp ProXS O/B, Single Axle Trailer w/spare tire & swing tongue, ext engine warranty until 12/27/2027 (buyer pays to transfer) wa... View Details

    View 30 Photos and Details Contact Seller
    $43,900
    VIEW DETAILS
  • 1999 Other 24

    1999 Other 24

    $11,676
    Antioch, IL

    Discover the Neptune Experience Set sail in style with the 2006 Neptune 25, where performance meets luxury. This timeless vessel, available at SkipperBud's Antioch in Antioch, IL,... View Details

    View 14 Photos and Details Contact Seller
    $11,676
    VIEW DETAILS
  • 2011 Trophy PRO 2152 WA

    2011 Trophy PRO 2152 WA

    $19,900
    Antioch, IL

    🚤 Brokerage Listing: 2011 Trophy Pro 2152 WA – Exceptionally Equipped, Freshwater Walkaround 🚤 This 2011 Trophy Pro 2152 WA is a highly capable, turn-key walkaround built for ser... View Details

    View 30 Photos and Details Contact Seller
    $19,900
    VIEW DETAILS
  • 2023 South Bay 22CRLE275

    2023 South Bay 22CRLE275

    $39,883
    Antioch, IL

    Experience Unmatched Luxury on the Water The 2023 South Bay 22CRLE275 powered by a Mercury 115 outboard with only 162 hours is a premium tritoon built to deliver smooth performance... View Details

    View 23 Photos and Details Contact Seller
    $39,883
    VIEW DETAILS
  • 2019 Nitro 219 SPORT

    2019 Nitro 219 SPORT

    $32,821
    Antioch, IL
    • Antioch, IL
    • Fishing
    • 21'
    • 2019 / Used
    • $32,821

    Introducing the 2019 Nitro 219 SPORT—your gateway to thrilling days on the Chain O’Lakes right here in Antioch, Illinois. Powered by a responsive Mercury 150hp outboard engine, thi... View Details

    View 30 Photos and Details Contact Seller
    $32,821
    VIEW DETAILS
  • 2017 Four Winns 200H SIGNATURE

    2017 Four Winns 200H SIGNATURE

    $32,510
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 20'
    • 2017 / Used
    • $32,510

    2017 Four Winns 200H SIGNATURE The 2017 Four Winns H200 Signature delivers the premium styling and refined ride quality that Four Winns is known for, making it an excellent choice... View Details

    View 26 Photos and Details Contact Seller
    $32,510
    VIEW DETAILS
  • 2026 Bayliner E18LE

    2026 Bayliner E18LE

    Call for price
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 18'
    • 2026 / New
    • Call for price

    2026 Bayliner E18LE Experience the epitome of luxury on water with the 2026 Bayliner E18LE. Designed for both performance and elegance, this boat promises exhilarating adventures o... View Details

    View 14 Photos and Details Contact Seller
    Call for price
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  • 2004 Malibu SUNSCAPE 23LSV

    2004 Malibu SUNSCAPE 23LSV

    $26,355
    Antioch, IL

    2004 Malibu SUNSCAPE 23LSV Discover the thrill of owning the stunning 2004 Malibu SUNSCAPE 23LSV, available now at SkipperBud's Antioch in Antioch, IL. This exquisite vessel embodi... View Details

    View 30 Photos and Details Contact Seller
    $26,355
    VIEW DETAILS
  • 2005 Crownline 270 BR

    2005 Crownline 270 BR

    $23,900
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 27'
    • 2005 / Used
    • $23,900

    🚤 For Sale: 2005 Crownline 270 BR – Big Water Performance & Comfort 🚤 This 2005 Crownline 270 BR is a large, capable bowrider built for serious fun on the water. Powered by a... View Details

    View 30 Photos and Details Contact Seller
    $23,900
    VIEW DETAILS
  • 2017 Sea Ray 270 SDX

    2017 Sea Ray 270 SDX

    $79,900
    Antioch, IL
    • Antioch, IL
    • Deck Boat
    • 27'
    • 2017 / Used
    • $79,900

    2017 Sea Ray 270SDX, Mercury 350hp Verado O/B, 346 hours, bimini, cover, windlass, Marine Mat on swim platform, Sea Weave flooring, tables, ski tow, windscreen, GPS, stereo, trim t... View Details

    View 24 Photos and Details Contact Seller
    $79,900
    VIEW DETAILS
  • 2026 Sea Ray SDX 230

    2026 Sea Ray SDX 230

    Call for price
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 23'
    • 2026 / New
    • Call for price

    Experience Luxury on the Water Introducing the 2026 Sea Ray SDX 230, a luxurious vessel that redefines the boating experience. With its elegant design and sporty performance, every... View Details

    View 30 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2026 Mastercraft ProStar

    2026 Mastercraft ProStar

    Call for price
    Antioch, IL
    • Antioch, IL
    • Ski & Wake
    • 20'
    • 2026 / New
    • Call for price

    The 2026 MasterCraft Prostar is a purpose-obsession wakeski boat-refined for today's skiers and ready for the next generation. With perfected ergonomics, a meticulously designed hu... View Details

    View 21 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 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
    VIEW DETAILS
  • Price Drop 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
  • Price Drop 1979 Imperial V 171 BOWRIDER O/B

    1979 Imperial V 171 BOWRIDER O/B

    $500
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 18'
    • 1979 / Used
    • $500

    Revitalize your passion for marine restoration with this 1979 Imperial V171 Bowrider with 115hp Power Trim Evinrude and Shorelandr trailer, available at Fays Marina La Porte Indian... View Details

    View 2 Photos and Details Contact Seller
    $500
    VIEW DETAILS
  • Price Drop 2022 Coach 221 RFC 1-SERIES SPORTTOON

    2022 Coach 221 RFC 1-SERIES SPORTTOON

    $42,750
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 21'
    • 2022 / New
    • $42,750

    SAVE BIG WITH FAY'S CLEAR THE DECKS FINAL CLEARANCE SALE! MSRP -- $77,564 CLEAR THE DECKS FOR NEW MODELS -- $42,750 + frt & prep - WHY BUY USED WHEN YOU CAN BUY NEW WITH 5-YEAR... View Details

    View 32 Photos and Details Contact Seller
    $42,750
    VIEW DETAILS
  • Price Drop 1994 Other WILDTHING INFLATABLE

    1994 Other WILDTHING INFLATABLE

    $475
    La Porte, IN

    Used 1994 Wildthing Rigid Inflatable Boat (RIB/WAHOO) by P.S. Marine. Lightweight, fast, stable, and ideal for utility, tender, or sport use. For sale at Fay’s Marina, La Porte, IN... View Details

    View 15 Photos and Details Contact Seller
    $475
    VIEW DETAILS
  • Price Drop 1986 Stingray SVC 207 SS CUDDY 5.7L 260 HP V8 TANDEM TRL

    1986 Stingray SVC 207 SS CUDDY 5.7L 260 HP V8 TANDEM TRL

    $975
    La Porte, IN
    • La Porte, IN
    • Deck Boat
    • 20'
    • 1986 / Used
    • $975

    Revitalize your passion for marine restoration with this 1986 Stingray SVC 207 Cuddy Cabin Cruiser with V8 Mercruiser and Trailer available at Fays Marina La Porte Indiana. Your b... View Details

    View 9 Photos and Details Contact Seller
    $975
    VIEW DETAILS
Showing 316 to 336 of 860 boats found.
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