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Boats for sale in Chicago Illinois

There are 1733 new and used boats for sale in Chicago, Illinois. Browse Outboard Motors, Pontoon, Fishing, Center Console, Cruiser, and Runabout from brands like Mercury, Scout, Honda, Yamaha, Sea Ray, and Harris on BoatCrazy. View a wide selection of boats from $300 to $2,549,000.
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  • Within 100 Miles Of
    Chicago, Illinois
1,733 boats found within 100 miles from Chicago, Illinois
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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' / 9'
    • 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' / 9'
    • 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' / 9'
    • 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' / 9'
    • 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 1 Photo 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' / 0'
    • 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
  • 2026 Viaggio LAGO X 22S TRITOON

    2026 Viaggio LAGO X 22S TRITOON

    $57,269
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 9'
    • 2026 / New
    • $57,269

    New 2026 Viaggio Lago X22S TRITOON with BF 150 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. ** Boat Show Savings + Honda Buyers Choice Sales Sales Event Upgrades... View Details

    View 16 Photos and Details Contact Seller
    $57,269
    VIEW DETAILS
  • 2019 Four Winns FL HD200 OB

    2019 Four Winns FL HD200 OB

    $29,900
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 20' / 0'
    • 2019 / Used
    • $29,900

    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
    $29,900
    VIEW DETAILS
  • 2022 Viaggio LAGO U 22

    2022 Viaggio LAGO U 22

    $35,999
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 9'
    • 2022 / Used
    • $35,999

    Low-hour 2022 Viaggio Lago U22 Pontoon with Honda 90HP – only 67 hours! Spacious ‘U’ lounge, premium features, and ready for family fun. Available now at Fay’s Marina in La Porte,... View Details

    View 25 Photos and Details Contact Seller
    $35,999
    VIEW DETAILS
  • 2023 Bayliner DX 2050 (D20i)

    2023 Bayliner DX 2050 (D20i)

    $44,575
    La Porte, IN
    • La Porte, IN
    • Deck Boat
    • 20' / 8'
    • 2023 / New
    • $44,575

    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
    $44,575
    VIEW DETAILS
  • 2021 Tracker BASS TRACKER CLASSIC XL

    2021 Tracker BASS TRACKER CLASSIC XL

    $12,500
    La Porte, IN
    • La Porte, IN
    • Bass Boat
    • 0' / 0'
    • 2021 / Used
    • $12,500

    The 2021 Bass Tracker Classic XL delivers the perfect blend of simplicity, fishability, and proven Tracker durability. Paired with a Mercury 50HP FourStroke and a Bass Tracker/Trai... View Details

    View 14 Photos and Details Contact Seller
    $12,500
    VIEW DETAILS
  • Price Drop 2004 Baja 25 Outlaw

    2004 Baja 25 Outlaw

    $41,000
    Wonder Lake, IL
    • Wonder Lake, IL
    • Performance
    • 25' / 0'
    • 2004 / Used
    • $41,000

    Stock #389583 Video of this vessel available at www [dot] popsells [dot] com/view/389583 Reason for selling is "no longer using it.". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $41,000
    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
  • 1990 Jefferson Marquessa 52

    1990 Jefferson Marquessa 52

    $219,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Yacht
    • 52' / 16'
    • 1990 / Used
    • $219,900

    Classically-designed fresh-water motoryacht, now available! Three staterooms, three heads, split walk-in engine rooms, plus comfortable luxury in every direction. Gorgeous teak woo... View Details

    View 103 Photos and Details Contact Seller
    $219,900
    VIEW DETAILS
  • 2006 Formula 330 Sun Sport

    2006 Formula 330 Sun Sport

    $94,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 33' / 10'
    • 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' / 9'
    • 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
  • 2004 Bayliner 245

    2004 Bayliner 245

    $23,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 24' / 8'
    • 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
Showing 610 to 630 of 1,733 boats found.
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