Boats for sale in Chicago Illinois

1,218 boats found within 100 miles from Chicago, Illinois

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1996 Sea Ray 290 SUNDANCER

$34,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 29'
- 1996 / Used
- $34,900
Ready for viewing, , Upgraded, Cleaned, 680 Engine Hours, Turn Key!!! Experience timeless styling, impressive performance, and exceptional care with this 1996 Sea Ray 290 Sundancer... View Details

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$34,900
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2023 Forester 2238 C CRUISE SPORT TOON

$34,990

La Porte, IN
- La Porte, IN
- Other / Not Classified
- 22'
- 2023 / New
- $34,990
New Forester 2238 C Pontoon w/ 150 HP Honda & Power Steering at For Sale at Fay's Marina, La Porte, IN. MSRP $55,415, CLEARANCE SALE (WHY BUY USED WHEN BUY 5-YEAR HONDA WARRANTY)... View Details

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$34,990
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2021 Harris 230 CRUISER CWDH

$35,995

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23'
- 2021 / Used
- $35,995
**Dealer Consignment Listing** **Financing Available** This beautiful Harris Cruiser 230 is a very great option for new boat owners, anyone looking to upgrade their pontoon or look... View Details

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$35,995
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2022 Bayliner VR5 Bowrider I/O

$35,995

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 20'
- 2022 / Used
- $35,995
2022 Bayliner VR5 Bowrider I/O View Details

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$35,995
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2017 Godfrey SWEETWATER 2486 SB

$36,900

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 24'
- 2017 / Used
- $36,900
2017 Godfrey SWEETWATER 2486 SB View Details

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$36,900
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2026 Sylvan R-20 PARTY FISH

$36,924

Antioch, IL
- Antioch, IL
- Pontoon
- 20'
- 2026 / New
- $36,924
Act fast on this limited-time offer! 2026 Sylvan R-20 PARTY FISH Welcome to the ultimate boating experience with the 2026 Sylvan R-20 PARTY FISH, found exclusively at SkipperBud's... View Details

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$36,924
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2025 Harris Cruiser 190

$37,009

Antioch, IL
- Antioch, IL
- Pontoon
- 20'
- 2025 / New
- $37,009
Contact us to find out ALL available savings! HARRIS 190 CRUISER CW Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line... View Details

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$37,009
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2012 Monterey 264FS

$37,034

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 26'
- 2012 / Used
- $37,034
2012 Monterey 264FS Enjoy Lake Michigan’s fresh air and the lively scene around North Point Marina aboard this 2012 Monterey 264FS—a sport boat designed for big fun and premium com... View Details

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$37,034
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2026 Starcraft VX 20 FD

$37,148

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 20'
- 2026 / New
- $37,148
Act fast on this limited-time offer! Explore the Open Water Introducing the 2026 Starcraft VX 20 FD, a stunning fusion of performance and luxury. Designed for unforgettable adventu... View Details

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$37,148
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2025 Starcraft GX 22 R DH

$37,427

Walworth, WI
- Walworth, WI
- Pontoon
- 22'
- 2025 / New
- $37,427
Contact us to find out ALL available savings! Act fast on this limited-time offer! Kick back and enjoy summer sun with our LX series of versatile and affordable pontoons. Available... View Details

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$37,427
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2018 Lund LX220 Pontoon

$37,500

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 23'
- 2018 / Used
- $37,500
Meet your ticket to endless summer fun on this 2018 Lund LX220 Tritoon. This Lund brings the perfect blend of power, comfort, and pure on-the-water fun. Powered by a 200HP Mercury... View Details

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$37,500
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2000 Chaparral Signature 300

$37,500

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 29'
- 2000 / Used
- $37,500
If you are looking for a small family cruiser with all the amenities you just found it! This Chaparral Signature 300 has all the creature comforts including Air Conditioning, Fusio... View Details

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$37,500
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2014 Tige R20

$37,635

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20'
- 2014 / Used
- $37,635
Hop aboard the 2014 Tige R20—a showstopper on Pewaukee Lake! Featuring a vibrant yellow fiberglass hull and a powerful Indmar FUSION 335 engine (335 HP), this vessel delivers excit... View Details

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$37,635
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2022 Glastron 210 GX

$37,738

Antioch, IL
- Antioch, IL
- Bowrider
- 21'
- 2022 / Used
- $37,738
Experience summer at its finest on the 2022 Glastron 210 GX—a sporty, stylish bowrider perfectly suited for fun-filled days on the Chain O’Lakes around Antioch, IL. Imagine launchi... View Details

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$37,738
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2025 Starcraft SV 16 OB

$38,495

Leesburg, IN
- Leesburg, IN
- Deck Boat
- 16'
- 2025 / New
- $38,495
The new Starcraft SV 16 OB Deckboat—a perfect blend of affordability and family-friendly features. Designed to provide maximum enjoyment without breaking the bank, this boat runs s... View Details

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$38,495
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2021 Sylvan L3 LZ

$38,700

Edwardsburg, MI
- Edwardsburg, MI
- Pontoon
- 24'
- 2021 / Used
- $38,700
Stock #452780 Video of this vessel available at www [dot] popsells [dot] com/view/452780 Reason for selling is "Doesn't use it. Came with the home.". ANY and ALL offers will be... View Details

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$38,700
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2025 Starcraft GX 22 R DH

$38,846

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 22'
- 2025 / New
- $38,846
Contact us to find out ALL available savings! Act fast on this limited-time offer! 2025 Starcraft 22GXRDH Discover the pinnacle of luxury boating with the 2025 Starcraft 22GXRDH, a... View Details

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$38,846
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2025 Bayliner VR4OB

$38,876

Antioch, IL
- Antioch, IL
- Bowrider
- 18'
- 2025 / New
- $38,876
Contact us to find out ALL available savings! Act fast on this limited-time offer! The latest in our VR Series of highly evolved bowriders the VR4 is easy to tow launch and store a... View Details

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$38,876
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2020 Cobalt 200S

$38,990

Fox Lake, IL
- Fox Lake, IL
- Bowrider
- 19'
- 2020 / Used
- $38,990
Price includes limited extended warranty! Where top-shelf design, construction and performance were once reserved for larger boats, the 200S changes the game. This unique 20-footer... View Details

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$38,990
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2021 Yamaha SX 210

$38,995

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 21'
- 2021 / Used
- $38,995
The 2021 Yamaha SX210 is a 21-foot jet boat known for its blend of luxury, versatility, and value. Featuring twin Yamaha TR-1 High Output engines. Enjoy various activities like cru... View Details

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$38,995
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2020 Scout 195 Sportfish

$39,000

Benton Harbor, MI
- Benton Harbor, MI
- Fishing
- 19'
- 2020 / Used
- $39,000
(ORIGINAL OWNER) NICELY EQUIPPED THIS 2020 SCOUT 195 SPORTFISH CENTER CONSOLE OFFERS AN EXCELLENT CONSIDERATION -- PLEASE SEE FULL SPECS FOR COMPLETE LISTING DETAILS. Freshwater/... View Details

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$39,000
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