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All New & Used Trailers for Sale near CHICAGO, IL

Discover 4446 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, Big Tex Trailers and more. Start browsing now and connect with trusted dealers and private sellers.

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2026 Liberty (83"x16'+6') LT14K83X22SPB8WF

Liberty 83"x16'+6' TA5 Split Tilt 2 - 7,000 lbs Slipper Spring Axles, 15,400lbs GVWR Brakes on Both Axles 16" Radial...

Manufacturer
Liberty
Condition
new
Pull Type
bumper
Payload Capacity
11220
Weight
4180 lbs
Length
22' 0
$9,300
Under 2 hours from youMiddlebury, IN
Used Load Trail 7' x 16' Dump Trailer Dump Trailer For Sales

This Used Dump Trailer Includes: 7000# Dexter Axles ST235/80R16 Radial Tires Scissor Lift Deep Cycle Battery Solar Charger Tarp System...

Manufacturer
Load Trail
Condition
used
Pull Type
bumper
Length
16' 0
CONTACT SELLER FOR PRICE
St. Johns, MI
New Legend Open 7' x 12' Open Aluminum Tilt Deck Utility - No Ramps - Perfect for UTVs, Golf Carts & Lawn Mowers & Much More

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
2295
Weight
695 lbs
Length
12' 0
CONTACT SELLER FOR PRICE
Est. $129/Mo*
St. Johns, MI
New Legend Open 7' x 12' Open Aluminum Tilt Deck Utility - No Ramps - Perfect for UTVs, Golf Carts & Lawn Mowers & Much More

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
2295
Weight
695 lbs
Length
12' 0
CONTACT SELLER FOR PRICE
Est. $129/Mo*
St. Johns, MI
New Legend Open 7' x 12' Open Aluminum Tilt Deck Utility - No Ramps - Perfect for UTVs, Golf Carts & Lawn Mowers & Much More

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
2295
Weight
695 lbs
Length
12' 0
CONTACT SELLER FOR PRICE
Est. $129/Mo*
St. Johns, MI
2026 Sure-Trac 8.5 x 24 Pro Series Enclosed Wedge Car Hauler Trailer  10K

OVERVIEW The Sure-Trac Pro Series Wedge Front Enclosed Car Hauler is meticulously engineered for those who demand excellence in vehicle...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Weight
3940 lbs
Length
24' 0
CONTACT SELLER FOR PRICE
Markle, IN
2026 American Hauler Night 8.5X16 Premium

7' Interior Height (78" Clearance) Ramp Door Spoiler Blind Spot Sensor with Indicator Lights 12v LED 24" 9k Lumen Scene...

Manufacturer
American Hauler
Condition
new
Payload Capacity
6921
CONTACT SELLER FOR PRICE
Under 2 hours from youMiddlebury, IN
2026 Car Mate Trailers CM406CC Cargo / Enclosed Trailer

Check out this Car Mate 4x6 Cargo Trailer. This would be a great trailer for people hauling items to flea...

Manufacturer
Car Mate Trailers
Condition
new
Pull Type
bumper
Payload Capacity
1335
Weight
665 lbs
Length
6' 0
$2,795
Grandville, MI
2026 Sure-Trac 8.5 x 24 Pro Series Enclosed Wedge Car Hauler Trailer  10K

OVERVIEW The Sure-Trac Pro Series Wedge Front Enclosed Car Hauler is meticulously engineered for those who demand excellence in vehicle...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Weight
3900 lbs
Length
24' 0
CONTACT SELLER FOR PRICE
Markle, IN
2026 Sure-Trac 8.5 x 24 Pro Series Enclosed Wedge Car Hauler Trailer  10K

OVERVIEW The Sure-Trac Pro Series Wedge Front Enclosed Car Hauler is meticulously engineered for those who demand excellence in vehicle...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Weight
3920 lbs
Length
24' 0
CONTACT SELLER FOR PRICE
Markle, IN
BND 6x12 SCISSOR LIFT TRAILER w/ 5200LB AXLES

PREMIER CUSTOM TRAILERS SPECIFICATIONS FOR BND 6x12 SCISSOR LIFT TRAILER 72" Wide x 12' Long- Steel Deck w/ Mesh Runners...

Manufacturer
BND
Condition
new
Pull Type
bumper
Payload Capacity
7640
Weight
2760 lbs
Length
12' 0
SALE
$7,995$8,995
Under 2 hours from youSchoolcraft, MI
8.5 x 20 14K Rock Solid Cargo Trailer

2024 8.5 x 20 Rock Solid Cargo Trailer 7000 pound Torsion axles with 8-lug wheels includes spare tire Semi Screwless...

Manufacturer
Rock Solid Cargo
Condition
used
Pull Type
bumper
Payload Capacity
10200
Weight
3800 lbs
Length
20' 0
$12,000
Wilkinson, IN
2026 Hoosier WFB222TT-13 Bunk Style Pontoon Trailer

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
Hyundai Reefer trailer for sale

REEFER TRAILER IN EXCELLENT CONDITION WELL MAINTAINED, MANY SMALL AND BIG PARTS ALREADY CHANGED IN DEALER SERVICE AND ALL INVOICES...

Manufacturer
Hyundai
Condition
used
Length
53' 0
NEAR ME
$15,900
Under 30 min from youDes Plaines, IL
Clear

Legend aluminum cargo trailer with extra height interior set up for full side by side and motorcycle hauling. Newer Aluminum...

Feature 1
Side Door
Feature 2
Rear Ramp Door
$8,500
Chesaning, MI

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