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Boats for sale in Chicago Illinois

There are 1161 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, Barletta, and Bayliner on BoatCrazy. View a wide selection of boats from $300 to $2,549,000.
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  • Boats
  • Within 100 Miles Of
    Chicago, Illinois
1,161 boats found within 100 miles out of 13,655 Boats Found
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  • Price Drop 2022 Coach 221 RFC 1-SERIES SPORTTOON

    2022 Coach 221 RFC 1-SERIES SPORTTOON

    $43,890
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 21'
    • 2022 / New
    • $43,890

    Save Big with Fay's Marina Clearance Sale! MSRP $78,157 - WHY BUY USED WHEN YOU CAN BUY NEW WITH 5-YEAR HONDA WARRANTY? - JDPower Used Valuation $46,100 New Coach 221 RFC Whit... View Details

    View 24 Photos and Details Contact Seller
    $43,890
    VIEW DETAILS
  • Price Drop 2023 Manitou EXPLORE BENCH 22MAX STANDARD STEALTH

    2023 Manitou EXPLORE BENCH 22MAX STANDARD STEALTH

    $45,999
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22'
    • 2023 / Used
    • $45,999

    2023 Manitou Explore Bench 22 MAX – Standard Stealth only 23 HOURS!! Redefine your time on the water with the 2023 Manitou Explore Bench 22 MAX Standard Stealth. Engineered for thr... View Details

    View 19 Photos and Details Contact Seller
    $45,999
    VIEW DETAILS
  • 2026 Viaggio LAGO V20S TRITOON

    2026 Viaggio LAGO V20S TRITOON

    $51,052
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 20'
    • 2026 / New
    • $51,052

    New 2026 Viaggio Lago V20S TRITOON with BF 140 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades Include: Tube Protectant Pontoon Side Keel (Port & Starboar... View Details

    View 15 Photos and Details Contact Seller
    $51,052
    VIEW DETAILS
  • 2026 Viaggio LAGO V22S TRITOON

    2026 Viaggio LAGO V22S TRITOON

    $54,573
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 20'
    • 2026 / New
    • $54,573

    The 2026 Viaggio Lago V22S Tritoon blends modern styling, upgraded comfort, and proven Viaggio performance—now available at Fay’s Marina in La Porte, Indiana 46350. Powered by the... View Details

    View 13 Photos and Details Contact Seller
    $54,573
    VIEW DETAILS
  • Price Drop 2019 Four Winns FL HD200 OB

    2019 Four Winns FL HD200 OB

    $19,900
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 20'
    • 2019 / Used
    • $19,900

    Turn heads with the 2019 Four Winns HD 200 deck boat, Mercury 200HP power, trailer included. Family‑ready, low hours, for sale at Fay’s Marina IN Experience the perfect blend of s... View Details

    View 27 Photos and Details Contact Seller
    $19,900
    VIEW DETAILS
  • 2003 Odyssey 2019 MELLENNIUM

    2003 Odyssey 2019 MELLENNIUM

    $8,999
    La Porte, IN

    Pre-Owned • Pontoon • Seats 13 Highlights Rated for 13 passengers — excellent family and group capacity Powered by a 70 HP Suzuki 4-Stroke (quiet, fuel-efficient, extremely reli... View Details

    View 18 Photos and Details Contact Seller
    $8,999
    VIEW DETAILS
  • 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
  • 1988 Four Winns 200 HORIZON

    1988 Four Winns 200 HORIZON

    $750
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 20'
    • 1988 / Used
    • $750

    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 loo... View Details

    View 10 Photos and Details Contact Seller
    $750
    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
  • 1994 Rinker 190 CAPTIVA (175 HP MCM)

    1994 Rinker 190 CAPTIVA (175 HP MCM)

    $1,496
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 19'
    • 1994 / Used
    • $1,496

    ️ 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
    $1,496
    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 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
  • 2014 Chaparral 287 SSX

    2014 Chaparral 287 SSX

    $74,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 28'
    • 2014 / Used
    • $74,900

    Sharp, powerful Chaparral 287 SSX. Includes Volvo Penta 430 HP V-8 with DTS. Just 260 engine hours. Don’t miss out on this nicely maintained Chaparral 287 SSX. This 9-foot beam bo... View Details

    View 31 Photos and Details Contact Seller
    $74,900
    VIEW DETAILS
  • 2004 Bayliner 245

    2004 Bayliner 245

    $23,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 24'
    • 2004 / Used
    • $23,900

    Bayliner's 245 Cruiser sports a comfortable cockpit and convenient cabin arrangement. The cockpit area includes a reversible portside companion seat -- converting from a forward fa... View Details

    View 25 Photos and Details Contact Seller
    $23,900
    VIEW DETAILS
  • 2007 Sweetwater SW 1986 RE-3 Gate

    2007 Sweetwater SW 1986 RE-3 Gate

    $10,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Pontoon
    • 19'
    • 2007 / Used
    • $10,900

    Trailer Included! See this 2007 Sweetwater SW 1986 RE-3 Gate, an affordable pontoon boat that combines comfort and functionality. With an overall length of approximately 19.17 fee... View Details

    View 25 Photos and Details Contact Seller
    $10,900
    VIEW DETAILS
  • 2007 Chaparral 350 Signature

    2007 Chaparral 350 Signature

    $129,500
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 37'
    • 2007 / Used
    • $129,500

    Always fresh-water, loaded with features. Twin Merc 8.1L 370 HP inboards with 460 hours. This is an ideal opportunity to own a well-cared-for Chaparral 350 Signature featuring a pr... View Details

    View 35 Photos and Details Contact Seller
    $129,500
    VIEW DETAILS
  • 2005 Formula 260 Bowrider

    2005 Formula 260 Bowrider

    $46,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Runabout
    • 26'
    • 2005 / Used
    • $46,900

    Chase sunsets with this 2005 Formula 260 Bowrider, a premium sport boat built for performance, comfort, and luxury. A top brand known for its superior handling, quality constructio... View Details

    View 31 Photos and Details Contact Seller
    $46,900
    VIEW DETAILS
  • Price Drop 2018 Chaparral Vortex 203 VRX

    2018 Chaparral Vortex 203 VRX

    $32,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Jet boat
    • 20'
    • 2018 / Used
    • $32,900

    The 203 VRX features the hull design, interior layout and high quality construction Chaparral is known for. In addition to the head-turning style, the VRX includes a black folding... View Details

    View 42 Photos and Details Contact Seller
    $32,900
    VIEW DETAILS
Showing 568 to 588 of 1,161 boats found.
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