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Boats for sale in Chicago Illinois

There are 1752 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, Sea Ray, Yamaha, 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
1,752 boats found within 100 miles out of 16,410 Boats Found
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  • 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
  • 2023 Manitou EXPLORE BENCH 22MAX STANDARD STEALTH

    2023 Manitou EXPLORE BENCH 22MAX STANDARD STEALTH

    $49,899
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $49,899

    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
    $49,899
    VIEW DETAILS
  • 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
  • 2014 Alumacraft Competitor 165 Tiller

    2014 Alumacraft Competitor 165 Tiller

    $19,500
    Racine, WI

    2014 Alumacraft Competitor 165 Yamaha F70LA 70HP Heritage Custom Trailer *Total Rewiring of Boat 2025! Humminbird Helix 8 & Helix 7 Networked Minnkota Ulterra Bow Mount 80/DSC... View Details

    View 27 Photos and Details Contact Seller
    $19,500
    VIEW DETAILS
  • 2001 Hydra Sports Vector 2600

    2001 Hydra Sports Vector 2600

    $109,000
    Racine, WI

    2001 Hydra Sports Vector 26 Center Console This 2001 HydroSport Vector 26 Center Console has been professionally refit and upgraded by Racine Riverside, combining a proven offsho... View Details

    View 15 Photos and Details Contact Seller
    $109,000
    VIEW DETAILS
  • 2024 Dufour D470

    2024 Dufour D470

    $695,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 15'
    • 2024 / New
    • $695,000

    2024 Dufour 470 | 3 Cabin Owner Version | Loaded | Available Now – No Wait If you’ve been researching new cruising sailboats in the 45–50 ft range, you already know: The biggest... View Details

    View 8 Photos and Details Contact Seller
    $695,000
    VIEW DETAILS
  • 2025 Grand G500HLF

    2025 Grand G500HLF

    $65,000
    Racine, WI

    Boat is on site, Inquire for more Info! 2025 Grand Marine G500HLF Honda BF115 EZ Loader Trailer Optional Equipment Included with this model - Artic Grey Hypalon tube - Seadek... View Details

    View 10 Photos and Details Contact Seller
    $65,000
    VIEW DETAILS
  • Price Drop 2023 Robalo R-222 White

    2023 Robalo R-222 White

    $69,900
    Racine, WI

    2023 Robalo R222 | Yamaha 200hp | Premium 22’ Center Console | Available Now If you’ve been searching for a clean, late-model 22-foot center console that balances performance, fis... View Details

    View 23 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • Price Drop 2019 Beneteau Oceanis 35.1

    2019 Beneteau Oceanis 35.1

    $149,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 12'
    • 2019 / Used
    • $149,000

    2019 Beneteau Oceanis 35.1 | Freshwater | Turnkey If you’ve been searching for a late-model cruising sailboat in the 35–36 ft range, you already know how competitive this segment... View Details

    View 24 Photos and Details Contact Seller
    $149,000
    VIEW DETAILS
  • 2018 Grand G580

    2018 Grand G580

    $35,000
    Racine, WI

    2018 Grand Marine G580HLF 2019 Honda BF150 - 49 Hours Trailmaster Single Axle Trailer - Garmin GPS map 7608xsv ,8" wide - Displays depth/fish finder as well as engine informatio... View Details

    View 16 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • 1987 Bayfield 32C

    1987 Bayfield 32C

    $28,999
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 10'
    • 1987 / Used
    • $28,999

    1987 Bayfield 32C Designed by Ted Gozzard and hand-crafted in Ontario, Canada, the 32C is one of a select few Bayfield 32s ever built with the extended tall rig. The difference is... View Details

    View 30 Photos and Details Contact Seller
    $28,999
    VIEW DETAILS
  • 1987 Oyster 46.5

    1987 Oyster 46.5

    $145,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 14'
    • 1987 / Used
    • $145,000

    1987 Oyster 46.5 "Here Be Dragons" LOA: 46ft 2in BEAM: 14ft DRAFT: 6ft 6in DISPLACEMENT: 32,000 Lbs FUEL: 120 Gal FRESH WATER: 220-250 Gal (With Water Heater!) HOLDING: ~26... View Details

    View 30 Photos and Details Contact Seller
    $145,000
    VIEW DETAILS
  • 1983 O Day 34

    1983 O Day 34

    $35,000
    Racine, WI
    • Racine, WI
    • Sailboat
    • 0' / 11'
    • 1983 / Used
    • $35,000

    1983 O'Day 34 "Dawn Treader" The O'Day 34. This boat offers plenty of comfortable room below deck and a spacious cockpit which make this a great weekend cruiser and daysailer! Wi... View Details

    View 30 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
Showing 610 to 630 of 1,752 boats found.
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