Boats for sale in Chicago Illinois

1,172 boats found within 100 miles out of 14,792 Boats Found

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2019 Formula 350 Crossover Bowrider

$325,000

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 35' / 10'
- 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

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$325,000
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2018 Chaparral Vortex 223 VRX

$47,700

Saint Joseph, MI
- Saint Joseph, MI
- Jet boat
- 22' / 8'
- 2018 / Used
- $47,700
Chaparral put all the knowledge we've learned about boat building in the last 50 years into the 223 VRX. The end result is a family jet boat that's priced right, built right and ex... View Details

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$47,700
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2007 Cobalt 323

$89,900

Saint Joseph, MI
- Saint Joseph, MI
- Runabout
- 32' / 10'
- 2007 / Used
- $89,900
If you're in search of the perfect combination of luxury, performance, and offshore capabilities, look no further than this 2007 Cobalt 323. Cobalt is known for its sleek design an... View Details

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$89,900
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2007 Yamaha SX230

$24,900

Saint Joseph, MI
- Saint Joseph, MI
- Jet boat
- 23' / 8'
- 2007 / Used
- $24,900
This sweet Yamaha SX 230 with twin 140 hp jet drives is guaranteed fun for the family! Ski, tube, and cruise in the river or on the Big Lake with your friends and family! This boat... View Details

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$24,900
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2025 Chaparral 23 SSi

$96,864

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 23' / 8'
- 2025 / New
- $96,864
In Stock Now See the Chaparral 23 SSi, our best-selling 23-footer! This 23 SSi is superbly equipped with Mercury 300 HP Bravo 3 MPI power and many Chaparral extras. Trailer include... View Details

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$96,864
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2023 Chaparral 23 SSi

$75,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 23' / 8'
- 2023 / Used
- $75,900
Summer isn't over yet with this 2023 Chaparral 23 SSI ! Fully loaded and ready to go, this like new Chaparral comes with a professionally installed Rockford Fosgate sound system th... View Details

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$75,900
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2017 Chaparral 257 SSX

$79,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 25' / 8'
- 2017 / Used
- $79,900
Step onboard the sensational 257 SSX and experience the perfect mix of performance, styling, comfort and fun! You will enjoy Great performance from Mercury's 6.2L 350 HP with Bravo... View Details

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$79,900
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2018 Grand G580

$35,000

Racine, WI
- Racine, WI
- Inflatable
- 19' / 8'
- 2018 / Used
- $35,000
2018 Grand Marine G580HLF2019 Honda BF150 - 49 HoursTrailmaster Single Axle TrailerGarmin GPS map 7608xsv ,8" wide - Displays depth/fish finder as well as engine information (speed... View Details

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$35,000
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2012 Beneteau Oceanis 45

$283,000

Racine, WI
- Racine, WI
- Sailboat
- 45' / 14'
- 2012 / Used
- $283,000
2012 Beneteau Oceanis 45US Elegance Pack: Simrad IS20 Graphic Displays (Log, Speed, Depth & Wind System @ Starboard & Port Helm; Cockpit Shower; Indirect Lighting With LED Interior... View Details

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$283,000
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1989 Hunter 30

$22,000

Racine, WI
- Racine, WI
- Sailboat
- 30' / 11'
- 1989 / Used
- $22,000
1989 Hunter 30"Silent Knight"This is a very nice freshwater boat, very well maintained for an 89'. - Starting aft, this boat offers the swim platform with stainless steel swim ladd... View Details

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$22,000
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2026 Robalo R257

$211,250

Racine, WI
- Racine, WI
- Fishing
- 25' / 9'
- 2026 / New
- $211,250
UNIT ON ORDER, ARRIVING SPRING 2026!2026 Robalo R257 - Dual ConsoleTwin Yamaha Four Stroke F200XSA2 White - with Electro Hydraulic SteeringCoyote Aluminum Tandem Axle TrailerStanda... View Details

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$211,250
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1987 Hunter Legend 37

$35,000

Racine, WI
- Racine, WI
- Sailboat
- 37' / 12'
- 1987 / Used
- $35,000
1987 Hunter Legend 37Large main salon with dinnett to port and settee to starboard, nav station to starboard, full galley with 2 burner stove / oven, double stainless sink and refr... View Details

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$35,000
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2026 Gala GALAXY P8

Call for price

Racine, WI
- Racine, WI
- Inflatable
- 25' / 9'
- 2026 / New
- Call for price
GALAXY – Pilot P8 model is one of our most popular and best selling models for professional use. Main application for this boat are:• A number of commercial applications like WHALE... View Details

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Call for price
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1983 Marlow Hunter 27 Cherubini

$15,500

Racine, WI
- Racine, WI
- Sailboat
- 27' / 9'
- 1983 / Used
- $15,500
This 1983 Hunter 27 (Tall Rig) has been cared for and loved for many years. The boat has been maintained to a very high level, which will leave a lucky new owner with less headache... View Details

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$15,500
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2024 Aquador 250 HT

$266,256

Racine, WI
- Racine, WI
- Cruiser
- 25' / 8'
- 2024 / New
- $266,256
2024 Aquador 250 HTSuzuki DF250APOptional Factory Equipment Included:Air Conditioning unit DC inverterAnchor winch, bow + anchor 7.5kg + remote control for bow thruster and winchAn... View Details

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$266,256
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2023 Gala V330

$18,999

Racine, WI
- Racine, WI
- Inflatable
- 10' / 5'
- 2023 / New
- $18,999
2023 GALA Viking V330Honda BF30D3LRTTrailmaster CR1515V330 Boat Specs:• LOA: 10'10"• Beam: 5'8"• Bare Boat Weight: 275 lbs• Loading Capacity: 1100 lbs / 5 Persons• Engine Max: 30 H... View Details

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$18,999
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2023 Robalo R-266 Deepwater Black Wide Band

$149,900

Racine, WI
- Racine, WI
- Fishing Center Console
- 26' / 9'
- 2023 / Used
- $149,900
2023 Robalo 266 Cayman - Deepwater BlackMercury Verado DTS 400XXLCoyote Tandem Axle Aluminum Trailer266 Cayman Unique Key Features:• 2 Passenger Flip-up Transom w/ High Backrest• 3... View Details

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$149,900
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2025 Robalo Center Console R250

$193,625

Racine, WI
- Racine, WI
- Fishing Center Console
- 25' / 9'
- 2025 / New
- $193,625
2025 Robalo R250 - In Stock!Twin Mercury DTS 200XLCoyote Aluminum Tandem Axle TrailerStandard Factory Options Included With this Package:• Solid Hull Alloy Gray Gel Coat• Cockpit I... View Details

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$193,625
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1986 Krogen 38 Cutter

$60,000

Racine, WI
- Racine, WI
- Sailboat
- 44' / 12'
- 1986 / Used
- $60,000
1986 Krogen Cutter 38"Intrepid"Intrepid has had two owners and has resided on the freshwater of Lake Michigan since 2012. Designed by James S. Krogen and built by Kady-Krogen Yacht... View Details

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$60,000
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2024 Dufour D470

$695,000

Racine, WI
- Racine, WI
- Sailboat
- 48' / 15'
- 2024 / New
- $695,000
2024 DuFour 470• 3 cabins 2 heads, toilets equipped with holding tanks• Infused hull• LED interior lights + indirect light• Upgrade to 75 hp engine - Saildrive• 4 blades folding pr... View Details

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$695,000
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2000 Hunter 410

$116,000

Racine, WI
- Racine, WI
- Sailboat
- 43' / 13'
- 2000 / Used
- $116,000
2000 Hunter 410 - "Cabaret"This Hunter has been maintained very well over its life, kept on the Great Lake Michigan. Take your family sailing in comfort and let your worries sail a... View Details

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$116,000
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