Boats for sale in Chicago Illinois - BoatCrazy

787 boats found within 100 miles out of 11,644 Boats Found

Advertisement

Back

Filter

2026 Aquila 47 Molokai

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 49'
- 2026 / New
- Call for price
Some chase fish. Others chase freedom. With the Aquila 47 Molokai power catamaran, you don't have to choose. The 2026 Aquila 47 Molokai is the first catamaran of its kind. Until no... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Galeon 440 FLY

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46'
- 2026 / New
- Call for price
Galeon has leverage all of its storied boatbuilding experience to create the 440 FLY, a medium-sized motoryacht packed with intelligent innovations and a fresh approach to onboard... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Scout 357 LXF

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 35'
- 2026 / New
- Call for price
The 357 LXF S-Class will surpass all of your expectations. When you step abpard and experience the extended space designed into this model, coupled with the performance, innovation... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2026 Galeon 425 HTS

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 44'
- 2026 / New
- Call for price
The 2026 Galeon 425 HTS is a 44-foot, classic express-style cruiser with options usually seen on much larger vessels. Specificall, the salon and cockpit can convert into a single,... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Galeon 470 SKY

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 47'
- 2026 / New
- Call for price
The Galeon 470 SKY is a versatile cruiser that handles with grace and verve. She features a top deck with incredible viwes and a helm station will impress any captain. This cessel... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Aquila 36 Sport

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Catamaran
- 36'
- 2026 / New
- Call for price
Make everyday a weekend. The award-winning Aquila 36 Sport power catamaran empowers those who see perfect weather as a call to action, delivering an exhilarating platform for spont... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Galeon 450 HTC

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46'
- 2026 / New
- Call for price
Created for those who are active on the water, the Galeon 450 HTC includes all the essentials for fun and more. This stunning 45'8" state-of-the-art model, crafted in collaboration... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
Advertisement
2026 Aquila 42 Yacht

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Catamaran
- 42'
- 2026 / New
- Call for price
This is the life the award-winning Aquila 42 Yacht power catamaran is made forL accessible luxury, effortless entertaining, and those special moments when intelligent design transf... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2003 Sea Ray 50 SUNDANCER

$324,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 50'
- 2003 / Used
- $324,900
Performance & Power Unleash exhilarating power with twin CUMMINS QSM-11 engines, delivering a striking total of 616 horsepower. This vessel is designed for adventure, ensuring... View Details

View 30 Photos and Details Contact Seller

$324,900
VIEW DETAILS
2026 Cruisers 57 FLY

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 57'
- 2026 / New
- Call for price
Seize this exclusive opportunity! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any part... View Details

View 7 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Sea Ray SLX 400

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 39'
- 2026 / New
- Call for price
Adventure awaits with the 2026 Sea Ray SLX 400. Winner of an NMMA Innovation Award, Sea Ray's SLX 400, the "The Entertainer", combines peak performance, superior comfort, incredibl... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
1999 Silverton 322AFTCABIN

$39,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 32'
- 1999 / Used
- $39,900
Great opportunity to own a fresh water, 32' Silverton aft cabin. 460 hours on upgraded 454 EFI Crusaders. Newer canvas and radar/plotter, and fantastic staterooms, and salon/galley... View Details

View 30 Photos and Details Contact Seller

$39,900
VIEW DETAILS
Advertisement
2008 Cruisers 390 SPORTS COUPE

$189,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 40'
- 2008 / Used
- $189,900
The Cruisers 390 Sports Coupe is a luxury-class express with more going for her than styling alone. One of the first builders of the era to combine a modern hardtop styling with an... View Details

View 30 Photos and Details Contact Seller

$189,900
VIEW DETAILS
Advertisement
2026 Scout 188 Sportfish

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19'
- 2026 / New
- Call for price
From the company that has brough many firsts to the coastal fishin boat segment, they introduce their new 188 Sportfish. This model sets a new bar by incorporating many features no... View Details

View 13 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Scout 195 Sportfish

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19'
- 2026 / New
- Call for price
This 19-footer measures 19'5" in length with a wide beam of 8'6" offering vast space to not only move around freely onboard but to also land the big catch of the day. Standard swim... View Details

View 13 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Sea Ray SDX 290

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 29'
- 2026 / New
- Call for price
Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any participating SkipperBud's locati... View Details

View 28 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2027 Azimut Fly 53

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 53'
- 2027 / New
- Call for price
2027 Azimut Fly 53 (Stock #218099) blends Italian style, advanced engineering, and luxurious comfort for exceptional on-water living. Designed for cruising and entertaining, this 5... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Galeon 410 HTC

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41'
- 2026 / New
- Call for price
Galeon's 2026 410 HTC has the same, tried-and-true hull as the builder's popular 400 FLY model, but in a sleek and sporty coupe package. The 410 combines a mega-yacht-quality inter... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2026 Galeon 375 GTO

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 38'
- 2026 / New
- Call for price
Whether you like to race around in open water at 50 mph or raft up on a lazy Sunday afternoon, the 2026 Galeon 375 GTO is the boat for you. This sleek, sporty, and versatile cruise... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Sea Ray SPX 230 Outboard

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26'
- 2026 / New
- Call for price
Powerful performance, agile handling. The 2026 Sea Ray SPX 230 Outboard is built to thrill. It combines the powerful performance and agile handling you'd expect from a world-class... View Details

View 20 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2026 Sea Ray SPX 190 Outboard

Call for price

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22'
- 2026 / New
- Call for price
The ultimate in fun. Discover the water like never before with the 2026 Sea Ray SPX 190 Outboard. Combining sleek aesthetics with advanced technology, this model redefins the moder... View Details

View 30 Photos and Details Contact Seller

Call for price
VIEW DETAILS

Showing 64 to 84 of 787 boats found.

Prev

...
2
3
4
5
6
...

Next