Boats for sale in Chicago Illinois

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

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2025 Harris 230 Cruiser

$48,765

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2025 / New
- $48,765
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

View 4 Photos and Details Contact Seller

$48,765
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2022 Coach 221 RFC 1-SERIES SPORTTOON

$48,799

La Porte, IN
- La Porte, IN
- Pontoon
- 21' / 9'
- 2022 / New
- $48,799
SAVE BIG WITH FAY'S FINAL CLEARANCE SALE! MSRP $77,606.00 | SAVE $28,807!!! | SALE PRICE $48,799+ TAX,TITLE,REG New Coach 221 RFC Sport Tri Toon With BF 150 Hp Honda For Sale at F... View Details

View 36 Photos and Details Contact Seller

$48,799
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2022 Coach 221 RFC 1-SERIES SPORTTOON

$48,800

La Porte, IN
- La Porte, IN
- Pontoon
- 21' / 9'
- 2022 / New
- $48,800
SAVE BIG WITH FAY'S FINAL CLEARANCE SALE! MSRP $77,564 | SAVE $28,764.00 | SALE PRICE $48,800.00 + TAX,TITLE,REG 2022 Coach 221 RFC Sport Tri Toon available now at Fay's Marina L... View Details

View 32 Photos and Details Contact Seller

$48,800
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2025 Harris 230 Cruiser

$49,300

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2025 / New
- $49,300
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

View 7 Photos and Details Contact Seller

$49,300
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2025 Harris 230 Cruiser

$49,504

Antioch, IL
- Antioch, IL
- Pontoon
- 25' / 0'
- 2025 / New
- $49,504
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

View 25 Photos and Details Contact Seller

$49,504
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2025 Harris 230 Cruiser

$49,867

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2025 / New
- $49,867
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

View 11 Photos and Details Contact Seller

$49,867
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2023 Manitou EXPLORE BENCH 22MAX STANDARD STEALTH

$49,899

La Porte, IN
- La Porte, IN
- Pontoon
- 22' / 0'
- 2023 / Used
- $49,899
2023 Manitou Explore Bench 22 MAX – Standard Stealth only 23 HOURS!! Redefine your time on the water with the 2023 Manitou Explore Bench 22 MAX Standard Stealth. Engineered for thr... View Details

View 19 Photos and Details Contact Seller

$49,899
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2021 Qwest LS 822 DS Bar

$49,900

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 22' / 8'
- 2021 / Used
- $49,900
This 2021 Qwest LS 822 perfectly blends style and performance with great fishing capabilites. Power by a 200HP Honda and Upgraded tiple toon package and aluminum underskining makes... View Details

View 34 Photos and Details Contact Seller

$49,900
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2012 Malibu Wakesetter 22 MXZ

$49,990

Fontana, WI
- Fontana, WI
- Bowrider
- 22' / 8'
- 2012 / Used
- $49,990
Make every day on the water unforgettable with this 2012 Malibu 22 MXZ, a legendary wake machine built for those who crave performance, comfort, and cutting-edge style. Designed wi... View Details

View 13 Photos and Details Contact Seller

$49,990
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2018 Cobalt CS23

$49,990

Fontana, WI
- Fontana, WI
- Bowrider
- 23' / 8'
- 2018 / Used
- $49,990
Cobalt CS23 with Tidewater Trailer – Luxury, Power, and Style CombinedStep into luxury and performance with this stunning 2018 Cobalt CS23, now available for sale! This eye-catchin... View Details

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$49,990
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2026 Viaggio LAGO V 22U TRITOON

$49,995

La Porte, IN
- La Porte, IN
- Pontoon
- 22' / 9'
- 2026 / New
- $49,995
New 2026 Viaggio Lago V22U TRITOON with BF 150 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades include: Honda Pre-rig Cable Steering w/ Tilt Steering... View Details

View 17 Photos and Details Contact Seller

$49,995
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2008 Regal 2860 WINDOW EXPRESS

$49,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 29' / 0'
- 2008 / Used
- $49,995
Loved by its only owners since new, this exclusively fresh water and locally serviced Regal is awaiting a new home. She boasts a ton of space for her size with the ability to sleep... View Details

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$49,995
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2023 Starcraft 211 SVX

$49,995

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 21' / 0'
- 2023 / Used
- $49,995
2023 Starcraft 211 SVX View Details

View 23 Photos and Details Contact Seller

$49,995
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2022 Coach 243 RFC 3-SERIES

$49,999

La Porte, IN
- La Porte, IN
- Pontoon
- 25' / 9'
- 2022 / New
- $49,999
SAVE BIG DURING THE BOAT SHOW - New Coach 243 RFC Blackout Deluxe Package Bitoon with BF150 hp Honda. ** Boat Show Savings + Honda Buyers Choice Sales Event New Coach 243 RFC 3-... View Details

View 45 Photos and Details Contact Seller

$49,999
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2023 Qwest 822 E DS BAR LTZ TT2

$49,999

La Porte, IN
- La Porte, IN
- Pontoon
- 22' / 8'
- 2023 / New
- $49,999
Boat Show Sale on Qwest Pontoons 822 E-Series DS Bar Tritoon available now at Fay's Marina La Porte Indiana 46350 ** MSRP $71,130 | Boat Show Sale $49,999 + tax, frt, prep, title... View Details

View 41 Photos and Details Contact Seller

$49,999
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2025 Barletta ARIA20CC

$50,001

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 20' / 0'
- 2025 / New
- $50,001
Contact us to find out ALL available savings! Everything you love about the Barletta DNA with a price conscious approach. Is the Aria right for you? Designed to be obtainable witho... View Details

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$50,001
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2026 Robalo Center Console R180

$50,055

Racine, WI
- Racine, WI
- Performance
- 18' / 8'
- 2026 / New
- $50,055
Step aboard the sleek and stylish 2026 Robalo Center Console R180 and set sail in style. With a length of 18.3 feet and a beam of 98 inches, this beauty is designed for adventure o... View Details

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$50,055
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2025 Harris 230 Cruiser

$50,187

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2025 / New
- $50,187
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

View 7 Photos and Details Contact Seller

$50,187
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2026 Barletta Aria 20 L

$50,622

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 21' / 0'
- 2026 / New
- $50,622
Experience Unmatched Luxury Step aboard the stunning 2026 Barletta ARIA20L, a vessel that blends exquisite craftsmanship with unparalleled performance. This new luxury boat, locate... View Details

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$50,622
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2026 Viaggio LAGO V20S TRITOON

$51,052

La Porte, IN
- La Porte, IN
- Pontoon
- 20' / 0'
- 2026 / New
- $51,052
New 2026 Viaggio Lago V20S TRITOON with BF 140 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades Include: Tube Protectant Pontoon Side Keel (Port & Starboar... View Details

View 15 Photos and Details Contact Seller

$51,052
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2025 Harris 230 Cruiser

$51,427

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2025 / New
- $51,427
Take advantage of limited-time savings on in-stock boats!Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter... View Details

View 4 Photos and Details Contact Seller

$51,427
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