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New & Used Trailers for Sale near Chicago, IL

Discover 3808 trailers of popular models like Cargo (Enclosed) Trailers, Utility Trailers and more Within 200 miles of Chicago, IL from leading manufacturers like Sure-trac, Legend Trailers, Load Trail and more. Start browsing now and connect with trusted dealers and private sellers.

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2026 HandiTrailers 20' Deckover Trailer \ 14K GVWR, Sturtevant, WI
Enhanced

Those in fields such as agriculture, construction, small equipment transport, and landscaping choose our 20-foot-long Deckover BASE trailer package. Features...

Manufacturer
HandiTrailers
Condition
new
Pull Type
bumper
Payload Capacity
10000
Weight
4000 lbs
Length
20' 0
$7,500
Under 2 hours from youSturtevant, WI
2026 Load Trail DE6010032 Dump Trailer
Enhanced

\* ST205/75 R15 LRC 6 Ply. \* Standard Battery Wall Charger (5 Amp) \* Coupler 2" Adjustable (4 HOLE) \*...

Manufacturer
Load Trail
Condition
new
Payload Capacity
4823
Weight
2177 lbs
Length
10' 0
$5,999
Albany, IN
2025 Moritz DLBH610-14 Dump Trailer
Enhanced
SALE
$15,000$15,500
Under 2 hours from youShipshewana, IN
2025 Bravo Trailers Scout 7 X 14' Enclosed Trailer w/ Rear Ramp TA BP Cargo / Enclosed Trailer
Enhanced

Trailer Details: \* Charcoal Metallic 030 Exterior \* Model SC714TA2 \* Steel Frame/ Aluminum Skin \* 7' Width \* 14'...

Manufacturer
Bravo Trailers
Condition
new
Pull Type
bumper
$8,350
Under 2 hours from youOttawa, IL
2025 Moritz International DLBH610-14 16000 Dump Trailer
Enhanced
SALE
$13,900$14,250
Under 2 hours from youShipshewana, IN
2024 Down 2 Earth Trailers 76″ X 10’ Angle Utility Trailer
Down 2 Earth Trailers

2024 Down 2 Earth Trailers 76″ X 10’ Angle Utility Trailer in Coldwater, MI

3500lb E-Z Lube Axle * 2" Coupler * A-Frame Bolt-on Jack * Spare Tire Mount * 205/75R/15 Tires * 48"...

$1,950
Coldwater, MI
2025 RediHaul Trailers RH6-ML54 Equipment Trailer
Enhanced

Introducing the 2025 Redi-Haul RH6-ML54 scissor lift / small equipment tilt bed trailer 1-6K Torsion axle with electric brakes, 6500...

Manufacturer
RediHaul Trailers
Condition
new
$5,100
Under 1 hour from youAntioch, IL
2024 BIG TEX 83" X 14' GENERAL DUTY LOW PROFILE DUMP- 14LD
Enhanced

Trailer Details \* Model 14LD-14BK \* 83" Width \* 18' Overall Length \* Adjustable 2-5/16" 18,000# Demco EZ Latch Coupler...

Manufacturer
Big Tex Trailers
Condition
new
Pull Type
bumper
Payload Capacity
10445
Weight
3555 lbs
SALE
$8,692$10,538
Under 2 hours from youOttawa, IL
2024 Haulmark 8.5x24 Transport Cargo / Enclosed Trailer
Haulmark

2024 Haulmark 8.5x24 Transport Cargo / Enclosed Trailer in Coldwater, MI

2024 Haulmark Transport for sale. •8.5x24’ •7’ interior height •Rear wing •Finished interior-RTP floor, Vinyl walls. •Two Tone Black/Silver Exterior...

$15,000
Coldwater, MI
2026 HandiTrailers 20' Deckover Trailer \ 14K GVWR, Near Milwaukee, WI
Enhanced

Farming, construction, landscaping and similar businesses use our 28-foot Deckover Trailer with 14K-lb GVWR and 102″ width as a sturdy,...

Manufacturer
HandiTrailers
Condition
new
Pull Type
bumper
Payload Capacity
9200
Weight
4800 lbs
Length
28' 0
$8,250
Under 2 hours from youSturtevant, WI
2006 Diamond C Trailers HDT 7' x 24' Tilt Deck Equipment Trailer - Flexible Personal & Business F
Enhanced
CONTACT SELLER FOR PRICE
St Johns, MI
2025 Cross Trailers CBT612 Cargo / Enclosed Trailer
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Introducing the 2025 Cross Trailer CTB612SA with 3500# axle. A 6X12 brand-new cargo trailer designed to meet all your cargo...

Manufacturer
Cross Trailers
Condition
new
$4,700
Under 1 hour from youAntioch, IL
2024 Down 2 Earth Trailers 76″ X 10’ Angle Utility Trailer
Down 2 Earth Trailers

2024 Down 2 Earth Trailers 76″ X 10’ Angle Utility Trailer in Coldwater, MI

2024 Down2Earth 6.4x10' Custom Tan Powdercoat. Please verify availability of colors. * 3500lb E-Z Lube Axle * 2" Coupler *...

$1,950
Coldwater, MI
DuraDump 7' x 14' Dump Trailer For Sale - Flexible Personal & Business Financing Available
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CONTACT SELLER FOR PRICE
St Johns, MI
7'x16' Discovery Cargo Trailer (Jack-in-the-Box)
Enhanced

This 7'x16′ silver cargo trailer from Discovery Trailers is a good quality basic cargo trailer with a rear ramp door,...

Feature 1
Side Door
Feature 2
Rear Ramp Door
NEAR ME
$8,095
Under 30 min from youCarol Stream, IL

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