Boats for sale in Chicago Illinois

Let’s talk about pre-qualifying for a boat loan

Boat ownership has never been more affordable or easier. Whether you are looking to purchase a new boat or refinance your existing loan, we can help.

Back

Filter

1987 Bayfield 32C

$30,000

Racine, WI
- Racine, WI
- Sailboat
- 32' / 10'
- 1987 / Used
- $30,000
1987 Bayfield 32CEmbark on your next adventure with this beautifully crafted Bayfield Yachts cutter rig, a timeless vessel built in Ontario, Canada. Designed for durability and per... View Details

View 45 Photos and Details Contact Seller

$30,000
VIEW DETAILS
2023 Gala V330

$17,999

Racine, WI
- Racine, WI
- Inflatable
- 10' / 0'
- 2023 / New
- $17,999
2023 GALA Viking V3302023 Mercury ME 30 ELPTTrailmaster CR1515V330 Boat Specs:• LOA: 10'10"• Beam: 5'8"• Bare Boat Weight: 275 lbs• Loading Capacity: 1100 lbs / 5 Persons• Engine M... View Details

View 3 Photos and Details Contact Seller

$17,999
VIEW DETAILS
2025 Robalo Center Console R230

$120,549

Racine, WI
- Racine, WI
- Fishing Center Console
- 23' / 8'
- 2025 / New
- $120,549
2025 Robalo R230 - Solid WhiteMercury 250XLCoyote Aluminum Tandem Axle TrailerFactory Options Included With this Package:• White Hull• Cockpit Interior - Harbor Black• Canvas Color... View Details

View 5 Photos and Details Contact Seller

$120,549
VIEW DETAILS
Advertisement
1987 Oyster 46.5

$145,000

Racine, WI
- Racine, WI
- Sailboat
- 46' / 14'
- 1987 / Used
- $145,000
1987 Oyster 46.5"Here Be Dragons"LOA: 46ft 2inBEAM: 14ftDRAFT: 6ft 6inDISPLACEMENT: 32,000 LbsFUEL: 120 GalFRESH WATER: 220-250 Gal (With Water Heater!)HOLDING: ~26 GalOwner's Desc... View Details

View 45 Photos and Details Contact Seller

$145,000
VIEW DETAILS
2023 Walker Bay Generation 360

$28,749

Racine, WI
- Racine, WI
- Inflatable
- 11' / 6'
- 2023 / New
- $28,749
NEW 2023 Walker Bay Generation 360 - Blue HypalonHonda BF40LRTAEZ Loader Galvanized TrailerStandard Gen 360 Features:• Bow & stern steps with EVA inlay• L-shaped bow bench seat/sun... View Details

View 7 Photos and Details Contact Seller

$28,749
VIEW DETAILS
1982 Campion C320

$15,000

Racine, WI
- Racine, WI
- Sailboat
- 32' / 10'
- 1982 / Used
- $15,000
1982 Campion C-320 Pilot House"LINDISFARNE"LOA: 32ftBeam: 10ft 1inBridge Clearance: 52ftEngine:17hp Volvo Diesel Model: MD7BEngine hours: 804 hrsRadarVHF RadioHood mainsail - fair... View Details

View 57 Photos and Details Contact Seller

$15,000
VIEW DETAILS
2022 Walker Bay Generation 400

$23,000

Racine, WI
- Racine, WI
- Inflatable
- 13' / 6'
- 2022 / Used
- $23,000
2022 Walker Bay Generation 400Honda BF50D4LRT 50hpTrailmaster PKR 1622Additional options included with this boat• Fusion Apollo MS-ERX400 with Signature Series premium speakers• Cu... View Details

View 12 Photos and Details Contact Seller

$23,000
VIEW DETAILS
Advertisement
Advertisement
2025 Harris 230 Cruiser

$69,168

Walworth, WI
- Walworth, WI
- Other / Not Classified
- 23' / 9'
- 2025 / New
- $69,168
Unleash Luxury on Water with the 2025 Harris 230 Cruiser Craftsmanship Indulge in the art of luxurious boating with the 2025 Harris 230 Cruiser. Meticulously crafted by Harris, thi... View Details

View 30 Photos and Details Contact Seller

$69,168
VIEW DETAILS
Advertisement
2025 Bayliner D20

$52,839

Walworth, WI
- Walworth, WI
- Deck Boat
- 20' / 8'
- 2025 / New
- $52,839
Act fast on this limited-time offer! The D20 outboard model is perfect for families looking for versatility and comfort on the water. With two different interior floorplan options... View Details

View 4 Photos and Details Contact Seller

$52,839
VIEW DETAILS
2021 Godfrey 235 SFL

$63,995

Walworth, WI
- Walworth, WI
- Pontoon
- 23' / 0'
- 2021 / Used
- $63,995
2021 Godfrey 235 SFL View Details

View 10 Photos and Details Contact Seller

$63,995
VIEW DETAILS
2025 Sea Ray SLX 280

Call for price

Walworth, WI
- Walworth, WI
- Cruiser
- 29' / 0'
- 2025 / New
- Call for price
Discover the Ultimate in Luxury and Performance with the 2025 Sea Ray SLX 280 Prepare to be captivated by the sheer elegance and top-tier performance of the 2025 Sea Ray SLX 280. M... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Barletta Cabrio 22 U

Call for price

Walworth, WI
- Walworth, WI
- Other / Not Classified
- 23' / 0'
- 2026 / New
- Call for price
2026 Barletta CABRIO22U Experience the allure of luxury on the water with the stunning 2026 Barletta CABRIO22U. This new vessel promises unmatched performance and an exquisite desi... View Details

View 5 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2026 Barletta Aria 22 QC

Call for price

Walworth, WI
- Walworth, WI
- Other / Not Classified
- 21' / 0'
- 2026 / New
- Call for price
2026 Barletta ARIA22QC: The Pinnacle of Luxury On Water Your perfect escape awaits with the stunning 2026 Barletta ARIA22QC. This brand-new vessel is designed for those who crave a... View Details

View 4 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2025 Sea Ray SLX 310

Call for price

Walworth, WI
- Walworth, WI
- Cruiser
- 32' / 0'
- 2025 / New
- Call for price
The 2025 Sea Ray SLX 310: Luxury and Style RedefinedThe 2025 Sea Ray SLX 310 sets the standard for luxury and style on the water. This exceptional boat combines cutting-edge design... View Details

View 15 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Barletta Cabrio 24 UE

Call for price

Walworth, WI
- Walworth, WI
- Other / Not Classified
- 25' / 0'
- 2026 / New
- Call for price
Discover Elegance on Water Experience the allure of luxury boating with the 2026 Barletta CABRIO24UE, where sophistication meets adventure. Crafted with meticulous attention to det... View Details

View 10 Photos and Details Contact Seller

Call for price
VIEW DETAILS
1998 Mastercraft 225VRS

$19,900

Walworth, WI
- Walworth, WI
- Ski & Wake
- 22' / 0'
- 1998 / Used
- $19,900
Now's your chance to get into a Mastercraft without breaking the bank. This 1998 Mastercraft Maristar 225VRS is a roomy ski and wakeboard boat, with plenty of room for friends and... View Details

View 30 Photos and Details Contact Seller

$19,900
VIEW DETAILS
2007 Four Winns 180 HORIZON

$13,995

Walworth, WI
- Walworth, WI
- Bowrider
- 18' / 0'
- 2007 / Used
- $13,995
Looking to get on the water without breaking the bank, and also small enough to keep in your garage? Look no further than this 2007 Four Winns 180H! This Four Winns is powered by a... View Details

View 26 Photos and Details Contact Seller

$13,995
VIEW DETAILS
2008 Sea Ray 270 SLX

$65,000

Walworth, WI
- Walworth, WI
- Bowrider
- 28' / 0'
- 2008 / Used
- $65,000
Sale Price: $65,000This yacht certified bow rider is the perfect ride for you and all of your friends to enjoy this summer. The captains call exhaust lets the world know that this... View Details

View 30 Photos and Details Contact Seller

$65,000
VIEW DETAILS
Advertisement
2013 Mastercraft X-25

$85,000

Walworth, WI
- Walworth, WI
- Ski & Wake
- 21' / 0'
- 2013 / Used
- $85,000
Beautiful 2013 MasterCraft X25 that is ready for the water. Low hours on the upgraded Ilmor 6.0 with 380HP! Options include the pro package with upgraded screen, tracking fins, att... View Details

View 9 Photos and Details Contact Seller

$85,000
VIEW DETAILS
2025 Harris Cruiser 250

Call for price

Walworth, WI
- Walworth, WI
- Pontoon
- 26' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Harris Cruiser 250 Prepare to enter a world of opulence and adventure with the all-new 2025 Harris Cruiser 250. Crafted to perfection by Harris, this luxury... View Details

View 24 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2025 Harris Sunliner 230

Call for price

Walworth, WI
- Walworth, WI
- Pontoon
- 23' / 0'
- 2025 / New
- Call for price
Experience Luxury on Water with the 2025 Harris Sunliner 230 Welcome to a world of sophistication and adventure aboard the 2025 Harris Sunliner 230. Crafted with precision and eleg... View Details

View 15 Photos and Details Contact Seller

Call for price
VIEW DETAILS