Boats for sale in Chicago Illinois - BoatCrazy

841 boats found within 100 miles from Chicago, Illinois

Advertisement

Back

Filter

2026 Cruisers 42 GLS

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 43'
- 2026 / New
- Call for price
Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

View 9 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Cruisers 42 GLS Outboard

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 44'
- 2026 / New
- Call for price
If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

View 21 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Cruisers 38 GLS Outboard

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 38 GLS Outboard combines the unmatched performance and entertainment capabilities of the 38 GLS with powerful, easy-to-maintain outboards. Expand your swim... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2026 Cruisers 38 GLS

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37'
- 2026 / New
- Call for price
Introducing the 2026 Cruisers Yachts 38 GLS. With a drop-down beach door, hydraulic swim platform, and spacious bow lounge, the 38 GLS I/O for sale near you brings your day boating... View Details

View 21 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Cruisers 34 GLS Outboard

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 36'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 34 GLS Outboard for sale near you offers all of the excitement of the 34 GLS I/O with the unsurpassed ease of maintenance of outboard engines. THe 34 GLS'... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Cruisers 42 Cantius

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 43'
- 2026 / New
- Call for price
Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details

View 17 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Azimut Atlantis 45

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 48'
- 2026 / New
- Call for price
Full of athletic splendor with a chic design appeal, the 2026 Azimut Atlantis 45 is optimized for peak performance, top comfort and effortless elegance. Well-organized living space... View Details

View 1 Photo and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
Advertisement
2026 Sea Ray Sundancer 320

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33'
- 2026 / New
- Call for price
Luxurious and practical, introducing the 2026 Sea Ray Sundancer 320. Experience the difference that comes from design that's equal parts luxurious and practical. From the spacious... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2026 Sea Ray Sundancer 370

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38'
- 2026 / New
- Call for price
Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

View 21 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Azimut Verve 48

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 49'
- 2026 / New
- Call for price
A phenomenon of performance and the sea born of immersive DNA, the Verve 48 favors the most authentic emotions and superior comfort. With the power to travel over the water up to 5... View Details

View 29 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2025 Scout 251 XSS

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 25'
- 2025 / New
- Call for price
Experience Luxury and Performance with the 2025 Scout 251 XSS Embark on thrilling adventures with the futuristic 2025 Scout 251 XSS, boasting unparalleled craftsmanship and cutting... View Details

View 18 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2025 Tige Ultré 25ZX

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Tige Ultré 25ZX Experience unparalleled luxury and performance with the 2025 Tige Ultré 25ZX, a masterpiece in boating perfection. Sleek Design, Unmatched Cr... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2025 Tige Z1

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 23'
- 2025 / New
- Call for price
Experience Luxury on the Water with the 2025 Tige Z1 Embark on a journey of unrivaled luxury and cutting-edge performance with the 2025 Tige Z1. Crafted with precision and elegance... View Details

View 19 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2025 Scout 281 XSS

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 28'
- 2025 / New
- Call for price
Introducing the 2025 Scout 281 XSS: Step aboard the luxurious 2025 Scout 281 XSS, a masterpiece of performance and craftsmanship that promises unrivaled excitement on the water. Un... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2025 Tige Z3

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 23'
- 2025 / New
- Call for price
Introducing the 2025 Tige Z3: Luxurious Performance:Elevate your boating experience with the 2025 Tige Z3, a symbol of luxury and power. This vessel promises a thrilling ride on th... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Price Drop
2008 Sea Ray 240 SunDeck

$18,990

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 26'
- 2008 / Used
- $18,990
2008 Sea Ray 240 Sundeck – Spacious, Stylish, and Built for Fun Enjoy the best days on the water aboard this 2008 Sea Ray 240 Sundeck—a perfect blend of sporty performance and fam... View Details

View 28 Photos and Details Contact Seller

$18,990
VIEW DETAILS
2027 Cobalt R4 Surf

$220,294

Fox Lake, IL
- Fox Lake, IL
- Ski & Wake
- 25'
- 2027 / New
- $220,294
Powered by a Volvo Penta V8 300 HP Forward Drive engine, this premium surf boat delivers powerful performance, exceptional handling, and the legendary craftsmanship that has made C... View Details

View 18 Photos and Details Contact Seller

$220,294
VIEW DETAILS
Price Drop
2012 Nautique Sport Nautique 200 TE

$39,990

Fox Lake, IL
- Fox Lake, IL
- Ski & Wake
- 20'
- 2012 / Used
- $39,990
If you're looking for a legendary ski boat that delivers world-class performance, exceptional handling, and lasting value, this 2012 Nautique Sport 200 Team Edition is ready for it... View Details

View 18 Photos and Details Contact Seller

$39,990
VIEW DETAILS
Advertisement
Price Drop
2020 Cobalt 200S

$34,990

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 19'
- 2020 / Used
- $34,990
Powered by a reliable Volvo Penta V6 240 HP DuoProp engine, this Cobalt delivers the smooth ride, responsive handling, and premium performance that have made the brand an industry... View Details

View 33 Photos and Details Contact Seller

$34,990
VIEW DETAILS
Price Drop
2017 Nautique Super Air Nautique G23

$79,990

Fox Lake, IL
- Fox Lake, IL
- Ski & Wake
- 23'
- 2017 / Used
- $79,990
Powered by the PCM ZZ6 450hp direct-injection engine, this boat delivers the torque, precision, and responsiveness serious riders demand—along with the legendary reliability Nautiq... View Details

View 18 Photos and Details Contact Seller

$79,990
VIEW DETAILS
2026 Cobalt R8

$270,942

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 27'
- 2026 / New
- $270,942
Cobalt R8 sets the standard for premium bowriders, combining Volvo V8-430HP performance with Cobalt’s legendary craftsmanship. Smooth, powerful, and responsive, this R8 delivers a... View Details

View 44 Photos and Details Contact Seller

$270,942
VIEW DETAILS

Showing 148 to 168 of 841 boats found.

Prev

...
6
7
8
9
10
...

Next