Boats for sale in Chicago Illinois

1,508 boats found within 100 miles out of 15,282 Boats Found

Back

Filter

2026 Gala V330

Call for price

Racine, WI
- Racine, WI
- Performance
- 10' / 5'
- 2026 / New
- Call for price
GALA Viking V330 V330 Boat Specs: LOA: 10'10" Beam: 5'8" Bare Boat Weight: 275 lbs Loading Capacity: 1100 lbs / 5 Persons Engine Max: 30 H.P GALA V330 Factory Options Included: Ele... View Details

View 1 Photo and Details Contact Seller

Call for price
VIEW DETAILS
2026 Gala V360

Call for price

Racine, WI
- Racine, WI
- Performance
- 11' / 6'
- 2026 / New
- Call for price
2026 GALA - V360 Honda BF40LRTA 40hp. Four Stroke Outboard Engine Trailmaster CR1515 1,500 capacity Custom Trailer GALA Factory options included on this V360: Electric package: hor... View Details

View 1 Photo and Details Contact Seller

Call for price
VIEW DETAILS
2026 Gala Galaxy P8

Call for price

Racine, WI
- Racine, WI
- Performance
- 0' / 0'
- 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 WHA... View Details

View 5 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2026 Gala V420

Call for price

Racine, WI
- Racine, WI
- Performance
- 13' / 6'
- 2026 / New
- Call for price
2026 Gala V420 VIKING V420 model has been upgraded for the 2025 season! This mid-size luxury aluminum hull RIB is a great choice as a roomy and powerful yacht tender, family boat... View Details

View 2 Photos and Details Contact Seller

Call for price
VIEW DETAILS
1987 Hunter Legend 37

$35,000

Racine, WI
- Racine, WI
- Sailboat
- 37' / 12'
- 1987 / Used
- $35,000
1987 Hunter Legend 37 Large 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 re... View Details

View 18 Photos and Details Contact Seller

$35,000
VIEW DETAILS
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... View Details

View 30 Photos and Details Contact Seller

$22,000
VIEW DETAILS
1996 Caliber 1 35 LRC

$85,000

Racine, WI
- Racine, WI
- Sailboat
- 35' / 11'
- 1996 / Used
- $85,000
1996 Caliber 35 LRC "Archangel" This is a single owner vessel, purchased new in '96 and used exclusivley for cruising Lake Michigan. The boat has been really well cared for as wa... View Details

View 30 Photos and Details Contact Seller

$85,000
VIEW DETAILS
Advertisement
Advertisement
2026 Dufour 37

$369,000

Racine, WI
- Racine, WI
- Sailboat
- 0' / 12'
- 2026 / New
- $369,000
2026 Dufour 37 This 2026 Dufour 37 is a rare opportunity to acquire a turnkey, revenue-producing sailboat with established demand, full utilization, and professional management al... View Details

View 18 Photos and Details Contact Seller

$369,000
VIEW DETAILS
Advertisement
2026 Robalo R317 Dual Console

$361,870

Racine, WI
- Racine, WI
- Performance
- 0' / 0'
- 2026 / New
- $361,870
On Order, Expected June 2026!! 2026 Robalo R317 Twin Yamaha F350USA2 4.3L V6 - White Hull - Yamaha Helm Master EX with Maneuverability - Cockpit Interior - Harbor Black - Canvas... View Details

View 1 Photo and Details Contact Seller

$361,870
VIEW DETAILS
2001 Regal 1900 LSR

$9,000

Racine, WI
- Racine, WI
- Performance
- 18' / 8'
- 2001 / Used
- $9,000
New Listing! Vessel Available! 2001 Regal 1900 LSR Powered by the Volvo Penta 4.3 GL Bimini Top Cockpit and bow storage cover Single axle trailer Misc. life jackets included... View Details

View 14 Photos and Details Contact Seller

$9,000
VIEW DETAILS
2007 Hunter 38

$114,900

Racine, WI
- Racine, WI
- Sailboat
- 0' / 12'
- 2007 / Used
- $114,900
2007 Hunter 38 Available for viewing!! Overview If you’ve been waiting for the right cruising sailboat—this is it. This 2007 Hunter 38 delivers the perfect combination of perfo... View Details

View 30 Photos and Details Contact Seller

$114,900
VIEW DETAILS
2023 Cobalt 220S

$46,490

Fontana, WI
- Fontana, WI
- Bowrider
- 21' / 8'
- 2023 / Used
- $46,490
Discover the ultimate boating experience with this stunning 2023 Cobalt 220S, a perfect blend of style, comfort, and power. Featuring a robust V6 Volvo 280hp engine and only 351 ho... View Details

View 23 Photos and Details Contact Seller

$46,490
VIEW DETAILS
Advertisement
2023 Cobalt 220S

$46,990

Fontana, WI
- Fontana, WI
- Bowrider
- 21' / 8'
- 2023 / Used
- $46,990
Experience the perfect blend of style, performance, and craftsmanship with this 2023 Cobalt 220s, powered by a Volvo 280hp engine. With only 335 hours, this stunning white and navy... View Details

View 13 Photos and Details Contact Seller

$46,990
VIEW DETAILS
Advertisement
2024 Cobalt 220S

$45,990

Fontana, WI
- Fontana, WI
- Bowrider
- 21' / 8'
- 2024 / Used
- $45,990
View Details

View 14 Photos and Details Contact Seller

$45,990
VIEW DETAILS
2022 Malibu 20VTX

$99,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 20' / 98'
- 2022 / Used
- $99,990
The 20 VTX is Malibu's ultimate triple threat. VTX stands for versatility and it truly is the boat that makes everyone happy whether you want to ski, wakesurf, or wakeboard. Its un... View Details

View 43 Photos and Details Contact Seller

$99,990
VIEW DETAILS
2026 Cobalt R8

$260,622

Fontana, WI
- Fontana, WI
- Bowrider
- 27' / 8'
- 2026 / New
- $260,622
Stretching nearly 28 feet with a deep, confident profile, the R8 is designed to feel larger, more refined, and more capable than anything else in its class. Its spacious layout, hi... View Details

View 29 Photos and Details Contact Seller

$260,622
VIEW DETAILS
2022 Cobalt CS23 Surf

$94,990

Fontana, WI
- Fontana, WI
- Bowrider
- 23' / 8'
- 2022 / Used
- $94,990
View Details

View 26 Photos and Details Contact Seller

$94,990
VIEW DETAILS
2026 Cobalt R4 Surf

$220,937

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25' / 8'
- 2026 / New
- $220,937
Finished in a striking Slate and Ebony surf exterior with refined navy surf accents, the R4 Surf delivers unmistakable presence at the dock and effortless confidence underway. Step... View Details

View 25 Photos and Details Contact Seller

$220,937
VIEW DETAILS
Advertisement
2026 Cobalt R8 Surf

$321,502

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27' / 8'
- 2026 / New
- $321,502
Designed for those who expect flagship-level refinement, the R8 Surf immediately commands attention with its striking Slate and Ebony surf exterior, accented by satin black Cobalt... View Details

View 23 Photos and Details Contact Seller

$321,502
VIEW DETAILS
2026 Other R6 Surf

$286,130

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25' / 8'
- 2026 / New
- $286,130
The 2026 Cobalt R6 Surf — a boat designed for those who expect flawless craftsmanship, effortless power, and unforgettable days on the water.From the moment you step aboard, the R6... View Details

View 20 Photos and Details Contact Seller

$286,130
VIEW DETAILS
2026 Malibu 23LSV

$243,493

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23' / 102'
- 2026 / New
- $243,493
At the heart of the 23LSV is Malibu’s proven Monsoon M5Di engine, delivering smooth, confident torque and precision control whether you’re dialing in a competition-level surf wave... View Details

View 17 Photos and Details Contact Seller

$243,493
VIEW DETAILS