Boats for sale in Chicago Illinois - BoatCrazy

1,217 boats found within 100 miles from Chicago, Illinois

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2026 Barletta Lusso 25 UC

$147,948

Antioch, IL
- Antioch, IL
- Pontoon
- 27'
- 2026 / New
- $147,948
Act fast on this limited-time offer! 2026 Barletta LUSSO25UC Experience the epitome of luxury on water with the stunning 2026 Barletta LUSSO25UC. This elegant vessel combines cutti... View Details

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$147,948
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2025 Barletta LUSSO23M

$147,979

Antioch, IL
- Antioch, IL
- Pontoon
- 25'
- 2025 / New
- $147,979
Contact us to find out ALL available savings! BARLETTA LUSSO 23 M Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

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$147,979
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2026 Harris Solstice 250

$149,615

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $149,615
Act fast on this limited-time offer! Pursue adventure with the 2026 Harris Solistice 250. Reimagined and ready for action, the Solstice has more power, more luxury comfort and more... View Details

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$149,615
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2021 Chaparral 307 SSX

$149,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 30'
- 2021 / Used
- $149,900
One-Owner, Fresh-Water, rack-stored Chaparral 307 SSX. Plushness and Performance! Loaded with all of Chaparral's best features, with an abundance of passenger space, the 307 SSX is... View Details

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$149,900
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2019 Sea Ray 280 SLX

$149,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 28'
- 2019 / Used
- $149,995
2019 Sea Ray 280 SLX Turn heads and make every day on the water unforgettable with this exceptionally well-kept 2019 Sea Ray 280 SLX. Owned by just two owners since new, this premi... View Details

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$149,995
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2026 Barletta Lusso 23 U

$150,123

Antioch, IL
- Antioch, IL
- Pontoon
- 25'
- 2026 / New
- $150,123
Act fast on this limited-time offer! 2026 Barletta LUSSO23U Discover exceptional luxury on water with the 2026 Barletta LUSSO23U, available now at SkipperBud's Antioch in Antioch,... View Details

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$150,123
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2026 Barletta Lusso 25 U

$151,055

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 27'
- 2026 / New
- $151,055
Act fast on this limited-time offer! Discover the Elegance of Luxury Experience the pinnacle of aquatic opulence with the 2026 Barletta LUSSO25U, now available at SkipperBud's Pewa... View Details

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$151,055
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2022 Mastercraft XT 24

$152,187

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24'
- 2022 / Used
- $152,187
This is a Skipperbud’s Certified Pre-Owned Vessel. Every Skipperbud’s Certified Pre-Owned boat undergoes a 360° bow-to-stern inspection by Skipperbud’s Certified technicians, and i... View Details

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$152,187
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2026 Barletta Lusso 23 QCSS

$153,042

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $153,042
Act fast on this limited-time offer! Experience the Exhilaration The 2026 Barletta LUSSO23QCSS is more than just a boat; it's your ticket to unforgettable adventures on the water.... View Details

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$153,042
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2026 Harris 230 Grand Mariner

$153,559

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $153,559
Act fast on this limited-time offer! Experience Unmatched Luxury Step aboard the 2026 Harris 230 Grand Mariner, where sophisticated design meets unparalleled comfort. This luxuriou... View Details

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$153,559
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2004 Carver 396 MY

$154,995

Pewaukee, WI
- Pewaukee, WI
- Yacht
- 39'
- 2004 / Used
- $154,995
This exceptionally well-maintained 2004 Carver 396 Motor Yacht is a true reflection of pride of ownership and an opportunity that discerning buyers will not want to miss. Powered... View Details

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$154,995
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2026 Harris Grand Mariner 250

$157,124

Antioch, IL
- Antioch, IL
- Pontoon
- 28'
- 2026 / New
- $157,124
Act fast on this limited-time offer! Set Sail in Luxury Introducing the 2026 Harris 250GM, a masterpiece meticulously crafted for those who cherish the ultimate boating experience.... View Details

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$157,124
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2026 Barletta Lusso 23 M

$157,301

Antioch, IL
- Antioch, IL
- Pontoon
- 25'
- 2026 / New
- $157,301
Act fast on this limited-time offer! Indulge in Luxury Experience the epitome of elegance with the 2026 Barletta LUSSO23M, a vessel that redefines luxury on water. At SkipperBud's... View Details

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$157,301
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2026 Harris 230 Grand Mariner

$157,465

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $157,465
Act fast on this limited-time offer! Luxurious Performance Awaits Introducing the stunning 2026 Harris 230 Grand Mariner, where elegance meets unparalleled performance. This premiu... View Details

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$157,465
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2025 Balise Horizon 24C

$159,990

Fontana, WI
- Fontana, WI
- Pontoon
- 24'
- 2025 / New
- $159,990
Experience luxury, performance, and versatility with the 2025 Balise Horizon 24C Pontoon, designed for unforgettable days on the water. Powered by the robust Mercury 350 V10 Verado... View Details

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$159,990
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2023 Malibu 24 MXZ

$159,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 24'
- 2023 / Used
- $159,990
Powered by the M6Di Monsoon engine, this 24MXZ delivers massive torque, smooth acceleration, & the muscle needed to build world-class waves. Equipped with Surf Gate & the Malibu Su... View Details

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$159,990
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2023 Malibu 25 LSV

$160,390

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25'
- 2023 / Used
- $160,390
2023 Malibu 25 LSV, the ultimate luxury wakeboarding and surfing machine. This stunning boat is equipped with a powerful M6Di engine, producing a whopping 430 horsepower, making it... View Details

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$160,390
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2025 Cobalt CS23 Surf

$170,391

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23'
- 2025 / New
- $170,391
Hit the water in style and power with the 2025 Cobalt CS23 Surf, designed for ultimate performance, comfort, and versatility. Powered by a forward-facing Volvo V8-300CE-G DP engine... View Details

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$170,391
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2024 Mastercraft XT25

$173,240

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 25'
- 2024 / New
- $173,240
Contact us to find out ALL available savings! All Sale and/or Clearance Prices include all rebates and incentives. Introducing the all-new XT25. Completely redesigned from the hull... View Details

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$173,240
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2025 Mastercraft XT22

$175,880

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2025 / New
- $175,880
Contact us to find out ALL available savings! Versatility and flexibility are important when you want to please the crowd. The XT22 has you covered with seating for 16 and a spacio... View Details

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$175,880
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2025 Sea Ray SDX 270

$176,855

Antioch, IL
- Antioch, IL
- Runabout
- 27'
- 2025 / New
- $176,855
Contact us to find out ALL available savings! Act fast on this limited-time offer! The SDX 270 delivers on maximum capability to make a full day on the water easy to enjoy. With pl... View Details

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$176,855
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Showing 358 to 378 of 1,217 boats found.

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