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All New & Used Trailers for Sale near Chicago, IL

Discover 4349 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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New Legend Steel 102" x 25' Deckover Equipment Trailer For Sale - High Tensile Steel - Flexible Business & Personal Financing Available

After browsing America's Largest Inventory, we invite you to contact one of our trailer specialist to help you select the...

Manufacturer
Legend Trailers of Texas
Condition
new
Pull Type
bumper
Payload Capacity
16500
Weight
6000 lbs
Length
25' 0
CONTACT SELLER FOR PRICE
St. Johns, MI
New Legend FTV 7' x 19' Aluminum Enclosed Cargo Trailer - Flexible Financing Options & Low Monthly Payments

After browsing America's Largest Inventory, we invite you to contact one of our trailer specialist to help you select the...

Manufacturer
Legend Trailers
Condition
new
Pull Type
bumper
Payload Capacity
5146
Weight
1854 lbs
Length
19' 0
$14,799
St. Johns, MI
Hydraulic Tail TE80HTWS53DD

Built tough and ready to go, this 2006 Trail-Eze TE80HT is a heavy-duty hydraulic tail trailer ideal for hauling equipment...

Manufacturer
Other
Condition
used
Pull Type
fifth_wheel
Payload Capacity
79180
Weight
20280 lbs
Length
53' 0
SALE
$25,595$32,000
Under 2 hours from youNiles, MI
2022 Stealth Trailers Phantom II 6.5X12 Aluminum Utility Trailer

6.5x 12 Aluminum frame utility trailer, this trailer has a treated wood floor! Very handy trailer to have. Grab them...

Manufacturer
Stealth Trailers
Condition
new
Pull Type
bumper
Length
12' 0
$3,200
Under 2 hours from youSilver Lake, IN
2026 HandiTrailers 20' Deckover Trailer \ 14K GVWR, Sturtevant, WI

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
24′ ATC Rōm 400 Car Hauler (Jack Straw)

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, Near Milwaukee, WI

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
2023 Bear Track Products BTT81170S Utility Trailer

We can arrange financing and delivery is available. Trades considered. DISCLAIMER: While we believe all information to be accurate, please...

Manufacturer
Bear Track Products
Condition
new
Pull Type
bumper
Length
14' 2
$7,150
Under 2 hours from youSilver Lake, IN
2025 InTech SPLVAN-UPFIT Fiber Splicing

NEW Ram ProMaster 2WD 159" Wheelbase High Roof 3.6L V6 Gasoline 3500 Cargo This listing is for both the Ram...

Manufacturer
InTech
Condition
new
$84,900
Under 2 hours from youNappanee, IN
8.5'x16' Discovery Vending Trailer (Comet)

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 HandiTrailers 35′ Gooseneck Base Trailer \ 14K GVWR, Near Milwaukee, WI

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
New Legend Thunder 7.5' x 16' Aluminum Enclosed Cargo Trailer for Sale - TRANSLUCENT ROOF - Flexible Financing Options & Low Monthly Payments

After browsing America's Largest Inventory, we invite you to contact one of our trailer specialist to help you select the...

Manufacturer
Legend Trailers
Condition
new
Pull Type
bumper
Payload Capacity
5135
Weight
1865 lbs
Length
16' 0
CONTACT SELLER FOR PRICE
St. Johns, MI
New Legend Thunder 7.5' x 20' Aluminum Enclosed Cargo Trailer for Sale - TRANSLUCENT ROOF - Flexible Financing Options & Low Monthly Payments

After browsing America's Largest Inventory, we invite you to contact one of our trailer specialist to help you select the...

Manufacturer
Legend Trailers
Condition
new
Pull Type
bumper
Payload Capacity
4897
Weight
2103 lbs
Length
20' 0
CONTACT SELLER FOR PRICE
St. Johns, MI
SPORT HAVEN 7x16 OPEN UTILITY TRAILER w/ REMOVEABLE SIDE RAMPS AND BI-FOLD RAMP GATE
On Order

PREMIER CUSTOM TRAILERS Financing Available We Ship Anywhere in USA Sport Haven has been manufacturing a variety of trailers for...

Manufacturer
Sport Haven
Condition
new
Pull Type
bumper
Payload Capacity
5840
Weight
1160 lbs
Length
16' 0
SALE
$6,995$7,995
Under 2 hours from youSchoolcraft, MI
New Legend Thunder 7' x 16' Aluminum Enclosed Cargo Trailer for Sale - Flexible Financing Options & Low Monthly Payments

After browsing America's Largest Inventory, we invite you to contact one of our trailer specialist to help you select the...

Manufacturer
Legend Trailers
Condition
new
Pull Type
bumper
Payload Capacity
5370
Weight
1630 lbs
Length
16' 0
CONTACT SELLER FOR PRICE
St. Johns, MI

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