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Boats for sale in Orland Park Illinois

There are 1344 new and used boats for sale in Orland Park, Illinois. Browse Outboard Motors, Fishing, Center Console, Cruiser, Pontoon, and Runabout from brands like Mercury, Scout, Honda, Sea Ray, Yamaha, and Harris on BoatCrazy. View a wide selection of boats from $300 to $849,900.
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  • Boats
  • Within 100 Miles Of
    Orland Park, Illinois
1,344 boats found within 100 miles out of 14,113 Boats Found
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  • 2026 Chaparral 21 SSi OB

    2026 Chaparral 21 SSi OB

    $75,794
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 21'
    • 2026 / New
    • $75,794

    Now on display, see this new 2026 Chaparral 21 SSi powered by a hearty 200 HP Yamaha 4-stroke outboard. Chaparral's innovative use of space means an abundance of cockpit space, sto... View Details

    View 26 Photos and Details Contact Seller
    $75,794
    VIEW DETAILS
  • 2026 Chaparral SSX 4

    2026 Chaparral SSX 4

    Call for price
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 24'
    • 2026 / New
    • Call for price

    The SSX 4 packs more elegance, performance, and innovation than boaters have ever experienced at this widely popular length. Its stylish lines, meticulous attention to detail, and... View Details

    View 38 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2026 Chaparral SSX 6

    2026 Chaparral SSX 6

    Call for price
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 26'
    • 2026 / New
    • Call for price

    Look no further-the SSX 6 is breaking barriers and setting the standard for on-water comfort and performance. Equipped with a state-of-the-art oversized touchscreen display, the he... View Details

    View 44 Photos and Details Contact Seller
    Call for price
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  • 2017 Chaparral 21 H2O Ski & Fish

    2017 Chaparral 21 H2O Ski & Fish

    $34,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Fish & Ski
    • 21'
    • 2017 / Used
    • $34,900

    Sold new @ Pier 33 in 2017 this boat has lived on its factory trailer and has been garaged since its purchase! With very low freshwater only hours on the motor this little runabout... View Details

    View 21 Photos and Details Contact Seller
    $34,900
    VIEW DETAILS
  • Price Drop 2018 Lund LX220 Pontoon

    2018 Lund LX220 Pontoon

    $37,500
    Saint Joseph, MI
    • Saint Joseph, MI
    • Pontoon
    • 23'
    • 2018 / Used
    • $37,500

    Meet your ticket to endless summer fun on this 2018 Lund LX220 Tritoon. This Lund brings the perfect blend of power, comfort, and pure on-the-water fun. Powered by a 200HP Mercury... View Details

    View 46 Photos and Details Contact Seller
    $37,500
    VIEW DETAILS
  • 2002 Maxum 2700 SCR

    2002 Maxum 2700 SCR

    $32,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 28'
    • 2002 / Used
    • $32,900

    This one-owner 2002 Maxum 2700 SCR has spent its life on the fresh waters of Southwest Michigan and shows the care you hope to find in a well-kept family cruiser. With sleek stylin... View Details

    View 49 Photos and Details Contact Seller
    $32,900
    VIEW DETAILS
  • 2006 Chaparral 310 Signature

    2006 Chaparral 310 Signature

    $64,900
    Saint Joseph, MI

    This 2006 Chaparral 310 Signature is a sleek and luxurious cruiser designed for thosewho appreciate both performance and comfort on the water. With a length overall of 33 feet and... View Details

    View 35 Photos and Details Contact Seller
    $64,900
    VIEW DETAILS
  • 2022 Robalo R242 Explorer

    2022 Robalo R242 Explorer

    $119,900
    Saint Joseph, MI

    This Freshwater only Robalo 242 Explorer is at the top of it's class and for good reason. This 24 foot platform is the pinnacle of what the Explorer series is all about. Providing... View Details

    View 50 Photos and Details Contact Seller
    $119,900
    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
  • 2016 Chaparral 287 SSX

    2016 Chaparral 287 SSX

    $74,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 28'
    • 2016 / Used
    • $74,900

    See this sharp, spacious fun machine, ready to take you to your favorite destinations. This 9-foot beam bow rider offers an abundance of comfortable passenger seating with a double... View Details

    View 42 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
  • 2017 Regal 2500 Bowrider

    2017 Regal 2500 Bowrider

    $69,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 26'
    • 2017 / Used
    • $69,900

    This 2017 Regal 2500 Bowrider is the kind of boat that makes people suddenly volunteer to bring the snacks. Sleek, sporty, and loaded with Regal style and ready for her next captai... View Details

    View 48 Photos and Details Contact Seller
    $69,900
    VIEW DETAILS
  • 2003 Chaparral 260 SSi

    2003 Chaparral 260 SSi

    $34,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 27'
    • 2003 / Used
    • $34,900

    In our showroom now! If you are looking for a great value in today's boating market this is it! This lovingly cared for 260 SSi has only 543 freshwater hours on the Mercruiser 496... View Details

    View 30 Photos and Details Contact Seller
    $34,900
    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
  • 2000 Crownline 290 CR

    2000 Crownline 290 CR

    $34,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 31'
    • 2000 / Used
    • $34,900

    This Crownline 290 CR is a spacious small express cruiser powered by twin Mercruiser 5.7 EFI's and NEW Bravo III drives! She has about 700 hours on her hour meters and appears to h... View Details

    View 30 Photos and Details Contact Seller
    $34,900
    VIEW DETAILS
  • 2017 Chaparral 330 Signature

    2017 Chaparral 330 Signature

    $194,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 33'
    • 2017 / Used
    • $194,900

    Now available, see this 2017 Chaparral 330 Signature. Always fresh-water, with just 243 engine hours. Designed for summer adventures and weekend getaways, the Chaparral 330 Signatu... View Details

    View 51 Photos and Details Contact Seller
    $194,900
    VIEW DETAILS
  • Price Drop 2016 Chaparral 307 SSX

    2016 Chaparral 307 SSX

    $129,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 30'
    • 2016 / Used
    • $129,900

    Meet your next on-the-water obsession: the 2016 Chaparral 307 SSX  a head turning mix of luxury, performance, and pure boating bliss! At 30 feet, she delivers a ride as smooth as s... View Details

    View 48 Photos and Details Contact Seller
    $129,900
    VIEW DETAILS
  • Price Drop 2000 Chaparral Signature 300

    2000 Chaparral Signature 300

    $37,500
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 29'
    • 2000 / Used
    • $37,500

    If you are looking for a small family cruiser with all the amenities you just found it! This Chaparral Signature 300 has all the creature comforts including Air Conditioning, Fusio... View Details

    View 31 Photos and Details Contact Seller
    $37,500
    VIEW DETAILS
  • 2019 Formula 350 Crossover Bowrider

    2019 Formula 350 Crossover Bowrider

    $325,000
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 35'
    • 2019 / Used
    • $325,000

    See this Gorgeous fresh-water Formula 350 CBR with just 140 engine hours! Recent price reduction. Ready to go boating now. The 350 CBR offers an ideal combination of luxurious cock... View Details

    View 53 Photos and Details Contact Seller
    $325,000
    VIEW DETAILS
Showing 841 to 861 of 1,344 boats found.
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