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New Trailers for Sale near Chicago, IL

Discover 3493 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 Ameralite ALLL7518TA2 Cargo / Enclosed Trailer
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Aluminum Frame 2026 7.5x18 7000 GVWR 2026 Ameralite $14,629.00 or $317 per Month Stock #200508 7’ Interior Height All 16”...

Manufacturer
Ameralite
Condition
new
Payload Capacity
5130
Weight
1870 lbs
$14,629
Under 1 hour from youMorris, IL
2026 Load Trail DE6010032 Dump Trailer
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\* 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 Cargo Express EX DLX 5' x 8' 3K Idler Double Rear Door V-nose Enclosed Cargo Trailer
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24" On-Center Roof Bows Safety Chains 2K Coupler Mounted Jack Superlube Hubs 15" Aluminum Wheels High Performance Wood Walls 3/4"...

Manufacturer
Cargo Express
Condition
new
Pull Type
bumper
Payload Capacity
2090
Weight
900 lbs
Length
8' 0
$3,875
Bainbridge, IN
2026 Load Trail TM8322072 Tilt Trailer
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\* ST235/80 R16 LRE 10 Ply. \* 6" Channel Frame w/I-Beam Tongue 6" x 9Lb. \* Coupler 2-5/16" Adjustable (4...

Manufacturer
Load Trail
Condition
new
Payload Capacity
9971
Weight
4029 lbs
Length
22' 0
$8,150
Albany, IN
24′ ATC Rōm 400 Car Hauler (Jack Straw)
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This 8.5'x24′ ATC Rōm 400 car hauler is part of ATC's Rōm 400-Series car hauler line, which is a medium-duty...

Feature 1
Premium Escape Door
Feature 2
Rear Ramp Door
NEAR ME
$23,295
Under 30 min from youCarol Stream, IL
2026 HandiTrailers 20' Deckover Trailer \ 14K GVWR, Sturtevant, WI
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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
8.5'x16' Discovery Vending Trailer (Comet)
Enhanced

This 8.5'x16′ large vending trailer is perfect for brands to showcase their products at events or take their show on...

Feature 1
Vending Window
Feature 2
Side Door
NEAR ME
$15,295
Under 30 min from youCarol Stream, IL
2026 Load Trail DK0220072 Deckover Trailer
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\* ST235/80 R16 LRE 10 Ply. \* 6" Channel Frame \* Coupler 2-5/16" Adjustable (6 HOLE) \* Treated Wood Floor...

Manufacturer
Load Trail
Condition
new
Payload Capacity
10313
Weight
3687 lbs
Length
20' 0
$6,998
Albany, IN
2025 Sure-Trac 82" x 14' 14K Telescopic HD Gooseneck Low Profile Dump Trailer
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STANDARD FEATURES: Tube Main Frame I-Beam Gooseneck 24" Sides Integrated Side Body Stiffening System Adjustable 2-5/16" Ball (Gooseneck) Safety Chains...

Manufacturer
Sure-Trac
Condition
new
Pull Type
gooseneck
Payload Capacity
10090
Weight
3910 lbs
Length
14' 0
$13,175
Bainbridge, IN
2025 Sure-Trac 7 x 18 (16+2) C-Channel Car Hauler Trailer  7K
Enhanced

OVERVIEW Available in 7K (GVWR) and 10K (GVWR), Sure-Trac C-Channel Car Hauler trailers are an economical way to transport your...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Payload Capacity
4915
Weight
2085 lbs
Length
18' 0
$5,700
Markle, IN
2026 Haul-About LPD8518TA3 Cargo / Enclosed Trailer
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2026 Haul About Leopard 8.5x18 9990 GVWR Stock #17405 Polycor .080 Exterior Panels 7’ Interior Height 2-5200# Axles 60” Triple...

Manufacturer
Haul-About
Condition
new
$12,145
Under 1 hour from youMorris, IL
2025 Sure-Trac 102" x 30' (24+6) 17.6K HD Power Tilt Deckover Trailer w/ Hydraulic Front Jack
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HD LOW PROFILE POWER TILT DECKOVER Make loading large equipment easier and safer with the heavy duty Low Profile Power...

Manufacturer
Sure-Trac
Condition
new
Pull Type
pintle
Payload Capacity
10480
Weight
7120 lbs
Length
24' 0
$19,025
Bainbridge, IN
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
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
2026 HandiTrailers 35′ Gooseneck Base Trailer \ 14K GVWR, Near Milwaukee, WI
Enhanced

This 35′ Gooseneck Trailer with the Convenience Package is the choice for those in commercial construction, heavy landscaping, excavation services,...

Feature 1
Slide In Ramps
$13,100
Under 2 hours from youSturtevant, WI

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