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Watercraft Trailers for sale near Chicago, IL - TrailerTrader

Find 54 New & Used Watercraft Trailers Within 200 miles of Chicago, IL. Choose from top manufacturers like Hoosier Trailers, Paddle King, Primo and more and filter by pull type, length, and price. Start browsing now and connect with trusted dealers and private sellers.

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2023 Hoosier Trailers LL224 Pontoon Boat Trailer
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24' Low Loader Center Lift Style Pontoon Trailer for 23'-25' Pontoon Boats Tandem Axle 12" Load Range E Tires 5000lb...

Manufacturer
Hoosier Trailers
Condition
new
Pull Type
bumper
Payload Capacity
4074
Weight
926 lbs
Length
24' 0
$4,199
Swanton, OH
2024 PRIMO ALUMINUM 2 PLACE WITH TORSION AXLE JETSKI TRAILER
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Manufacturer
Primo
Condition
new
Pull Type
bumper
$2,999
Under 1 hour from youGrayslake, IL
2023 Hoosier Trailers TA700N Centerlift Pontoon Trailer
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Hoosier TA700N Classic Pipe Framing Tandem Spring Axles 12" Radial Tires 3,500lb Capacity Fits: 20'-24' Pontoons Extendable Tongue Safety Towing...

Manufacturer
Other
Condition
new
Length
21' 0
$3,550
Under 2 hours from youMiddlebury, IN
2026 Hoosier Trailers BX325TT-12 Standard Manual Centerlift Trailer
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Hoosier BX325TT-12 Manual Box Tube Frame (46" wide frame, 47" wide bumpers) Triple Spring Axles 12" Radial Tires 5,500 lbs...

Manufacturer
Other
Condition
new
$5,600
Under 2 hours from youMiddlebury, IN
2025 Hoosier Trailers WFB222-13 Bunk Style Pontoon Trailer
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Hoosier WFB222-13 Tandem Torsion Axle 13" Radial Tires 4,400 lbs capacity Fits 21'-22' Boats Swivel Tongue Jack with Caster Wheel...

Manufacturer
Other
Condition
new
Length
18' 0
$3,800
Under 2 hours from youMiddlebury, IN
2025 Hoosier Trailers WFB222-13 Bunk Style Pontoon Trailer
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Hoosier WFB222-13 Tandem Torsion Axle 13" Radial Tires 4,400 lbs capacity Fits 21'-22' Boats Swivel Tongue Jack with Caster Wheel...

Manufacturer
Other
Condition
new
Length
18' 0
$3,800
Under 2 hours from youMiddlebury, IN
2024 PRIMO ALUMINUM 1 PLACE WITH TORSION AXLE JETSKI TRAILER
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Manufacturer
Primo
Condition
new
Pull Type
bumper
$2,999
Under 1 hour from youGrayslake, IL
2025 Paddle King PK3000 Trailer
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Paddle King PK3000 Paddleboat Trailer Torsion Axle 12" Radial Tires Swivel Tongue Jack with Caster Wheel Adjustable Winch Stand Manual...

Manufacturer
Other
Condition
new
$2,700
Under 2 hours from youMiddlebury, IN
2023 Hoosier TA700N Centerlift Trailer
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Hoosier TA700N Classic Pipe Framing Tandem Spring Axles 12" Radial Tires 3,500lb Capacity Fits: 20'-24' Pontoons Extendable Tongue Safety Towing...

Manufacturer
Hoosier Trailers
Condition
new
Pull Type
bumper
Payload Capacity
3500
Length
21' 0
$3,875
Under 2 hours from youMiddlebury, IN
2023 Paddle King PK4400 Trailer
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Paddle King PK4400 Paddleboat Trailer Torsion Axle 12" Radial Tires Swivel Tongue Jack with Caster Wheel Adjustable Winch Stand Manual...

Manufacturer
Other
Condition
new
$2,650
Under 2 hours from youMiddlebury, IN
2026 Hoosier WFB222TT-13 Bunk Style Pontoon Trailer
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Hoosier WFB222TT-13 Tandem Torsion Axle 13" Radial Tires 4,400 lbs capacity Fits 21'-22' Tritoons Swivel Tongue Jack with Caster Wheel...

Manufacturer
Hoosier Trailers
Condition
new
Pull Type
bumper
Length
18' 0
$4,300
Under 2 hours from youMiddlebury, IN
2024 Hoosier BX222TT-12 Narrow Manual Centerlift Pontoon Trailer
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Hoosier BX222TT-12 Narrow Manual Box Tube Frame (44" Wide Frame, 46" Wide Bumpers) Tandem Spring Axles 12" Radial Tires 3,500...

Manufacturer
Hoosier Trailers
Condition
new
Pull Type
bumper
Length
22' 0
$4,400
Under 2 hours from youMiddlebury, IN
2026 Hoosier Trailers BX325TT-12 Viaggio
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Hoosier BX325TT-12 Viaggio Hydraulic Box Tube Frame (45" wide frame, 46" wide bumpers) Triple Spring Axles 12" Radial Tires 5,500...

Manufacturer
Other
Condition
new
$7,200
Under 2 hours from youMiddlebury, IN
2026 Hoosier Trailers BX325TT-12 Standard Hydraulic Centerlift Trailer
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Hoosier BX325TT-12 Hydraulic Box Tube Frame (46" wide frame, 47" wide bumpers) Triple Spring Axles 12" Radial Tires 5,500 lbs...

Manufacturer
Other
Condition
new
$7,000
Under 2 hours from youMiddlebury, IN
2025 Hoosier Trailers WFB120-13 Bunk Style Pontoon Trailer
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Hoosier WFB120-13 Single Torsion Axle 13" Radial Tires 2,200 lbs capacity Fits 18'-20' Boats Swivel Tongue Jack with Caster Wheel...

Manufacturer
Other
Condition
new
Length
16' 0
$2,900
Under 2 hours from youMiddlebury, IN

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