Boats for sale in Chicago Illinois - BoatCrazy

1,734 boats found within 100 miles from Chicago, Illinois

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2025 Scarab 215 ID T230

$69,999

La Porte, IN
- La Porte, IN
- Jet boat
- 21' / 8'
- 2025 / New
- $69,999
2025 Scarab 215 ID with 460HP Twin Rotax, Premium Sound, mats, lighting, and trailer. High-performance jet boat available now at Fay’s Marina, La Porte, IN. Now Available at Fay’s... View Details

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$69,999
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2025 Sylvan L3

$70,855

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2025 / New
- $70,855
Contact us to find out ALL available savings! SYLVAN L3 DLZ BAR Fishing, waterskiing, cruising or hanging out at the sandbar-no matter how you like to spend your time on the water,... View Details

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$70,855
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2026 Mercury SeaPro™ 500HP CMS L

$72,675

Racine, WI
- Racine, WI
- Outboard Motors
- 0' / 0'
- 2026 / New
- $72,675
Color Options Pricing Engine Drive Line - Gear Ratio(s): 2.50:1 Steering View Details

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$72,675
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2026 Barletta Aria 22 UC

$72,704

Antioch, IL
- Antioch, IL
- Pontoon
- 21' / 0'
- 2026 / New
- $72,704
Act fast on this limited-time offer! Elevate Your Experience on Water Discover the allure of the open water with the 2026 Barletta ARIA22UC, a boat designed to deliver unrivaled pe... View Details

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$72,704
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2026 Sylvan Mirage X3 CLZ DH

$72,900

Antioch, IL
- Antioch, IL
- Pontoon
- 23' / 0'
- 2026 / New
- $72,900
The Sylvan Mirage X3 CLZ DH, featuring side-by-side captain chairs, redefines the concept of family-friendly performance pontoons, merging luxurious comfort with exhilarating perfo... View Details

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$72,900
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2018 Malibu 22 VLX

$72,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 22' / 0'
- 2018 / Used
- $72,990
Take your boating experience to the next level with this 2018 Malibu 22VLX, a high-performance wake and surf boat built for endless fun. Powered by a robust 430hp Monsoon M6 engine... View Details

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$72,990
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2026 Mercury SeaPro™ 500HP CMS XL

$73,005

Racine, WI
- Racine, WI
- Outboard Motors
- 0' / 0'
- 2026 / New
- $73,005
Color Options Pricing Engine Drive Line - Gear Ratio(s): 2.50:1 Steering View Details

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$73,005
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2026 Robalo Cayman 226

$73,055

Racine, WI
- Racine, WI
- Fishing Center Console
- 22' / 8'
- 2026 / New
- $73,055
Get ready to hit the water in style with the brand new 2026 Robalo Cayman 226! This stunning boat is available in a variety of colors to suit your personal tastes, ranging from the... View Details

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$73,055
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2025 Harris 250 Cruiser

$73,327

Antioch, IL
- Antioch, IL
- Pontoon
- 26' / 9'
- 2025 / New
- $73,327
Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

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$73,327
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2026 Barletta Aria 22 UC

$73,862

Walworth, WI
- Walworth, WI
- Pontoon
- 21' / 0'
- 2026 / New
- $73,862
Is the Aria right for you? Designed to be obtainable without sacrifice. The Aria is for those who seek quality at a favorable price point. Value - driven with the quality and craft... View Details

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$73,862
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2026 Barletta Aria 22 UC

$73,862

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 21' / 0'
- 2026 / New
- $73,862
Is the Aria right for you? Designed to be obtainable without sacrifice. The Aria is for those who seek quality at a favorable price point. Value - driven with the quality and craft... View Details

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$73,862
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2026 Mercury SeaPro™ 500HP CMS XXL

$73,995

Racine, WI
- Racine, WI
- Outboard Motors
- 0' / 0'
- 2026 / New
- $73,995
Color Options Pricing Engine Drive Line - Gear Ratio(s): 2.50:1 Steering View Details

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$73,995
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2016 Chaparral 287 SSX

$74,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 28' / 0'
- 2016 / Used
- $74,900
See this sharp, spacious fun machine, ready to take you to your favorite destinations. This 9-foot beam bow rider offers an abundance of comfortable passenger seating with a double... View Details

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$74,900
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2014 Chaparral 287 SSX

$74,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 28' / 9'
- 2014 / Used
- $74,900
Sharp, powerful Chaparral 287 SSX. Includes Volvo Penta 430 HP V-8 with DTS. Just 260 engine hours. Don’t miss out on this nicely maintained Chaparral 287 SSX. This 9-foot beam bo... View Details

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$74,900
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2026 Mercury SeaPro™ 500HP CMS XXXL

$74,985

Racine, WI
- Racine, WI
- Outboard Motors
- 0' / 0'
- 2026 / New
- $74,985
Color Options Pricing Engine Drive Line - Gear Ratio(s): 2.50:1 Steering View Details

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$74,985
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2023 ATX Surf Boats ATX Surf Boats 20 Type-S

$74,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 20' / 102'
- 2023 / Used
- $74,990
Get ready to elevate your summer with this ATX Type-S 20’, a sleek, powerful surf and wake machine that delivers performance, style, and fun in one incredible package. With only 88... View Details

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$74,990
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2026 Sylvan L3

$75,333

Antioch, IL
- Antioch, IL
- Pontoon
- 24' / 0'
- 2026 / New
- $75,333
Act fast on this limited-time offer! The Sylvan L3 RLZ epitomizes the essence of a family-friendly pontoon, boasting two convenient flip-back rear lounges that flip for forward or... View Details

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$75,333
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2026 Chaparral 21 SSi OB

$75,794

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 21' / 8'
- 2026 / New
- $75,794
Now on display, see this new 2026 Chaparral 21 SSi powered by a hearty 200 HP Yamaha 4-stroke outboard. Chaparral's innovative use of space means an abundance of cockpit space, sto... View Details

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$75,794
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2023 Chaparral 23 SSi

$75,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 23' / 8'
- 2023 / Used
- $75,900
Summer isn't over yet with this 2023 Chaparral 23 SSI ! Fully loaded and ready to go, this like new Chaparral comes with a professionally installed Rockford Fosgate sound system th... View Details

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$75,900
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2026 Barletta Aria 24 UC

$76,294

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- $76,294
Act fast on this limited-time offer! Welcome Aboard the Future Introducing the stunning 2026 Barletta ARIA24UC, where luxury meets exhilarating performance. This remarkable vessel... View Details

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$76,294
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2026 Sylvan L3

$76,545

Antioch, IL
- Antioch, IL
- Pontoon
- 24' / 0'
- 2026 / New
- $76,545
Act fast on this limited-time offer! The Sylvan pontoon L3 SLZ elevates your on-water experience with its ingenious design, maximizing seating comfort with wrap-around bow couches... View Details

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$76,545
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Showing 631 to 651 of 1,734 boats found.

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