Boats for sale in Chicago Illinois

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

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2020 Mastercraft X22

$106,421

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2020 / Used
- $106,421
2020 Mastercraft X22 Enjoy next-level wakesurfing and family fun on Pewaukee Lake with the 2020 MasterCraft X22. Powered by the Ilmor 6.0L MPI inboard engine, this boat delivers ef... View Details

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$106,421
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2024 Robalo 226 Cayman

$106,934

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Bay / Flats / Skiff
- 22'
- 2024 / New
- $106,934
Now on Display, see this superbly equipped Robalo 226 Cayman! Powered by a 250 HP Mercury Four Stroke with Digital Throttle and Shift and matched with the most desirable options. I... View Details

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$106,934
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2026 Barletta Cabrio 24 M

$108,131

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $108,131
Act fast on this limited-time offer! 2026 Barletta CABRIO24M: Elevate Your Adventure Discover the epitome of luxury on the water with the all-new 2026 Barletta CABRIO24M, proudly o... View Details

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$108,131
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2026 Barletta Cabrio 24 UC

$108,157

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $108,157
2026 Barletta CABRIO24UC Discover the exceptional 2026 Barletta CABRIO24UC, a luxury vessel that epitomizes sophistication and adventure on the water. Located at SkipperBud's Pewau... View Details

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$108,157
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2021 Malibu 22 LSV

$109,000

Barrington, IL
- Barrington, IL
- Ski & Wake
- 22'
- 2021 / Used
- $109,000
Stock #342618 Video of this vessel available at www [dot] popsells [dot] com/view/342618 Reason for selling is "No longer uses it.". ANY and ALL offers will be put in front of o... View Details

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$109,000
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2025 Mastercraft NXT20

$109,114

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20'
- 2025 / New
- $109,114
Contact us to find out ALL available savings! Explore the Waves in Style with the NXT20 Discover the perfect combination of affordability and excitement with the NXT20 boat. Measur... View Details

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$109,114
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2026 Barletta Cabrio 24 UE

$109,624

Antioch, IL
- Antioch, IL
- Pontoon
- 25'
- 2026 / New
- $109,624
Act fast on this limited-time offer! 2026 Barletta CABRIO24UE: A New Standard in Luxury Step aboard the 2026 Barletta CABRIO24UE and experience the epitome of luxury on water. This... View Details

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$109,624
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2026 Barletta Cabrio 24 UE

$110,389

Walworth, WI
- Walworth, WI
- Pontoon
- 25'
- 2026 / New
- $110,389
Is the Cabrio right for you/ Spend time with family on the water in the price sonscious Cabrio. The same fit and finish, innovation, performance adn superior construction that Barl... View Details

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$110,389
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2026 Barletta Cabrio 24 UE

$110,593

Antioch, IL
- Antioch, IL
- Pontoon
- 25'
- 2026 / New
- $110,593
Is the Cabrio right for you/ Spend time with family on the water in the price sonscious Cabrio. The same fit and finish, innovation, performance adn superior construction that Barl... View Details

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$110,593
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2026 Harris Solstice 230

$110,781

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $110,781
Act fast on this limited-time offer! Embrace Luxury on the Water Introducing the 2026 Harris 230SOL, where sophistication meets performance. Sail into your next adventure with unpa... View Details

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$110,781
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2023 Malibu 20 VTX

$114,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2023 / Used
- $114,995
Take advantage of limited-time savings on in-stock boats!2023 Malibu 20 VTX Experience Adventure on the Water Unleash your passion for adrenaline and water sports with the 2023 Mal... View Details

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$114,995
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2019 Supra SA400

$115,000

Delavan, WI
- Delavan, WI
- Ski & Wake
- 25'
- 2019 / Used
- $115,000
Stock #360586 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! 350HP INDMAR! TRAILER INCLUDED!! READY TO PL... View Details

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$115,000
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2022 Tige Z3

$115,000

Antioch, IL
- Antioch, IL
- Ski & Wake
- 23'
- 2022 / Used
- $115,000
Powerful Indmar Raptor 400 engine TAPS 3T technology for customizable surf & wake GO System for one-toubh driving simplicity Premium Wet Sounds audio system Alpha M2 Tower with... View Details

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$115,000
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2022 Sea Ray 250 SDX

$119,500

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 25'
- 2022 / Used
- $119,500
The 2022 Sea Ray 250 SDX is the perfect blend of luxury, performance, and versatility. Whether you’re looking for a high-performance boat for watersports or a comfortable vessel fo... View Details

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$119,500
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1978 Bertram 31

$119,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 31'
- 1978 / Used
- $119,900
1978 Bertram 31 View Details

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$119,900
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2022 Robalo R242 Explorer

$119,900

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 24'
- 2022 / Used
- $119,900
This Freshwater only Robalo 242 Explorer is at the top of it's class and for good reason. This 24 foot platform is the pinnacle of what the Explorer series is all about. Providing... View Details

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$119,900
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2025 Mastercraft NXT22

$122,536

Antioch, IL
- Antioch, IL
- Ski & Wake
- 22'
- 2025 / New
- $122,536
Contact us to find out ALL available savings! *Demo Waiver Required* 43 Engine hours 4/8/2026 Introducing the 2025 Mastercraft NXT22 Embark on a journey of luxury and performance w... View Details

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$122,536
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2025 Mastercraft NXT21

$122,574

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 21'
- 2025 / New
- $122,574
Contact us to find out ALL available savings! The fresh new MasterCraft NXT22 is big news. One of our most popular boats ever has a brand new design and updates from tip to tail. T... View Details

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$122,574
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2026 Barletta Corsa 23 U

$123,093

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23'
- 2026 / New
- $123,093
Act fast on this limited-time offer! 2026 Barletta CORSA23U: Experience Luxury on the Water Elevate your summer adventures with the stunning 2026 Barletta CORSA23U, now available a... View Details

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$123,093
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2005 Formula 34 PC

$124,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Express Cruiser
- 35'
- 2005 / Used
- $124,900
Beautiful fresh water Lake Michigan boat. Indoor heated winter storage. Flagship Imron Graphics. Experience the formula performance. Boat is available to view. View Details

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$124,900
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2025 Apex A 24

$124,900

Pewaukee, WI
- Pewaukee, WI
- Rigid Inflatable
- 24'
- 2025 / Used
- $124,900
A24 RIB 🔥 Powered by twin Mercury 115HP outboards and loaded with premium upgrades including an optional hardtop, Radar, GPS/Chart Plotter, and upgraded upholstery, this Apex A24... View Details

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$124,900
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