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Boats for sale in Chicago Illinois

There are 758 new and used boats for sale in Chicago, Illinois. Browse Pontoon, Cruiser, Runabout, Fishing, Center Console, and Ski & Wake from brands like Sea Ray, Scout, Bayliner, Harris, Barletta, and Cruisers 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
758 boats found within 100 miles out of 11,668 Boats Found
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  • 2026 Sea Ray SPX 210

    2026 Sea Ray SPX 210

    Call for price
    Antioch, IL
    • Antioch, IL
    • Runabout
    • 21'
    • 2026 / New
    • Call for price

    Designed to be noticed. The sporty 2026 Sea Ray SPX 210, is powered for effortless performance and well-equipped with upscale amenities and innovative technologies for all-day thri... View Details

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    Call for price
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  • 2006 Monterey 194FS

    2006 Monterey 194FS

    $9,900
    Antioch, IL
    • Antioch, IL
    • Bowrider
    • 19'
    • 2006 / Used
    • $9,900

    608 Hours, Tandem Axle Trailer w/brakes & spare tire, fwd & rear swim ladders, walk-thru windshield, dual batts w/switch, stereo, depth finder & more! Don't miss out on... View Details

    View 19 Photos and Details Contact Seller
    $9,900
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  • 2021 Boston Whaler 420 OUTRAGE

    2021 Boston Whaler 420 OUTRAGE

    $849,000
    Antioch, IL
    • Antioch, IL
    • Yacht
    • 42'
    • 2021 / Used
    • $849,000

    This one owner 2021 Boston Whaler 420 Outrage is fully equipped, SeaKeeper stabilized and powered by quad Mercury 450R's with only 252 fresh water hours. She has been Captain maint... View Details

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    $849,000
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  • 2026 Harris Solstice 250

    2026 Harris Solstice 250

    Call for price
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 26'
    • 2026 / New
    • Call for price

    Introducing the 2026 Harris Sunliner 250, crafted for adventure. With flexible seating arrangements and easy style, Sunliner is the pontoon built to fit your family. Make a splash.... View Details

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  • 2026 Starcraft EX 20

    2026 Starcraft EX 20

    $41,349
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 20'
    • 2026 / New
    • $41,349

    Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

    View 18 Photos and Details Contact Seller
    $41,349
    VIEW DETAILS
  • 2026 Starcraft EXS 3 Q DH

    2026 Starcraft EXS 3 Q DH

    $61,722
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 23'
    • 2026 / New
    • $61,722

    Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

    View 30 Photos and Details Contact Seller
    $61,722
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  • 2022 Tige Z3

    2022 Tige Z3

    $107,500
    Antioch, IL

    Powerful Indmar Raptor 400 engine TAPS 3T technology for customizable surf & wake GO System for one-toubh driving simplicity Premium Wet Sounds audio system Alpha M2 Tower with... View Details

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    $107,500
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  • 2026 Mastercraft XT23

    2026 Mastercraft XT23

    Call for price
    Antioch, IL
    • Antioch, IL
    • Ski & Wake
    • 23'
    • 2026 / New
    • Call for price

    Introducing the 2026 MasterCraft XT23. With head-turning looks, serious wave-making power, and comfort to keep everyone happy, the XT23 is built to take over the lake-not just hand... View Details

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  • 2026 Sea Ray SLX 280

    2026 Sea Ray SLX 280

    Call for price
    Antioch, IL
    • Antioch, IL
    • Cruiser
    • 28'
    • 2026 / New
    • Call for price

    Experience unmatched luxury and performance with the 2026 Sea Ray SLX 280 (Stock #220954), a premier sport boat designed for exhilarating on-water adventures and stylish entertaini... View Details

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  • 2026 Barletta Lusso 23 M

    2026 Barletta Lusso 23 M

    $145,280
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 25'
    • 2026 / New
    • $145,280

    Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

    View 30 Photos and Details Contact Seller
    $145,280
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  • 2026 Barletta Cabrio 24 UE

    2026 Barletta Cabrio 24 UE

    $97,538
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 25'
    • 2026 / New
    • $97,538

    Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any participating SkipperBud's locati... View Details

    View 29 Photos and Details Contact Seller
    $97,538
    VIEW DETAILS
  • 2026 Barletta Cabrio 24 UE

    2026 Barletta Cabrio 24 UE

    $96,451
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 25'
    • 2026 / New
    • $96,451

    Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

    View 15 Photos and Details Contact Seller
    $96,451
    VIEW DETAILS
  • 2026 Barletta Cabrio 24 UE

    2026 Barletta Cabrio 24 UE

    $92,223
    Antioch, IL
    • Antioch, IL
    • Pontoon
    • 25'
    • 2026 / New
    • $92,223

    Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

    View 30 Photos and Details Contact Seller
    $92,223
    VIEW DETAILS
  • 1981 Sylvan Sea monster

    1981 Sylvan Sea monster

    $2,500
    Sycamore, IL

    Sylvan Sea Monster - A Classic Choice for Adventurous Spirits Step aboard the Sylvan Sea Monster, a vessel that embodies the robust craftsmanship of the early 1980s. Perfect for t... View Details

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    $2,500
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  • 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
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  • 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
  • Price Drop 1997 Bayliner 2355 CIERA SUNBRIDGE 5.7L MCM Yard Trl

    1997 Bayliner 2355 CIERA SUNBRIDGE 5.7L MCM Yard Trl

    $6,999
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 23'
    • 1997 / Used
    • $6,999

    1997 Bayliner 2355 Ciera Sunbridge with 5.7L MerCruiser, shorepower, fresh bottom paint, cabin amenities, and free trailer (needs springs/tires). For sale at Fay’s Marina. Bayline... View Details

    View 9 Photos and Details Contact Seller
    $6,999
    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 -- $80,914 CLEAR THE DECKS FOR NEW MODELS -- $42,750 + frt & prep - WHY BUY USED WHEN YOU CAN BUY NEW WITH 5-YEAR H... View Details

    View 30 Photos and Details Contact Seller
    $42,750
    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 -- $77,606 CLEAR THE DECKS FOR NEW MODELS -- $42,750 + frt & prep - WHY BUY USED WHEN YOU CAN BUY NEW WITH 5-YEAR... View Details

    View 36 Photos and Details Contact Seller
    $42,750
    VIEW DETAILS
Showing 295 to 315 of 758 boats found.
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