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New & Used Trailers for Sale in Chicago

Discover 31976 trailers of popular models like Other Trailers, Cargo (Enclosed) Trailers and more in Chicago from leading manufacturers like Sure-trac, Load Trail, Big Tex Trailers and more. Start browsing now and connect with trusted dealers and private sellers.

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2026 Stanley Trailers 102"x20' 14k Deck Over Deckover Trailer
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Financing options we offer Rent to own Traditional Financing 20 FT DECK OVER ADJUSTABLE 5/16 COUPLER 10'' I BEAM FRAME...

Manufacturer
Stanley Trailers
Condition
new
Payload Capacity
10920
Weight
3080 lbs
Length
20' 0
$6,255
Arlington, TX
2026 Load Trail 77x12 Single Axle Aluminum Utility / Bi-Fold Gate
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NEW - Load Trail 77' x 12' Single Axle Utility (Aluminum Frame) 2' x 3' Aluminum Angle Frame 1 -...

Manufacturer
Load Trail
Condition
new
Pull Type
bumper
Length
12' 0
$3,800
Arthur, IL
2027 Aluma 8218TA-Tilt 82" X 18 Tilt
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Aluminum Wheels, Torsion Axles, & 5 Year Warranty! - Aluma is the most complete aluminum utility & recreational trailer line...

Manufacturer
Aluma
Condition
new
$12,025
Tucson, AZ
2004 HART 3H WEEKENDER w/ 7' SW GN
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\\\ THIS TRAILER IS BEING SOLD ON CONSIGNMENT \\\ Trailer Details: \* Model: 3H Weekender \* Construction: Aluminum \* 2-5/16"...

Manufacturer
Hart Trailers
Condition
used
$25,999
Litchfield, IL
2026 PJ Trailers LQ Trailer
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OVERVIEW Precision Meets Purpose The PJ LQ is engineered for pros who demand more from their equipment - more durability,...

Manufacturer
PJ Trailers
Condition
new
Pull Type
gooseneck
Payload Capacity
11700
Length
25' 0
CONTACT SELLER FOR PRICE
Osmond, NE
2025 Carson Trailers 7x14 Enclosed Trailer
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Add-Ons: Interior Dome Light w/ Switch, Roof Vent * Axle: 1 - 3500 lb Torsion Idler & 1 - 3500...

Feature 1
Roof Vents
SALE
$6,895$8,300
Saint George, UT
2027 Aluma 7814TA BT 78"X14' Bi Fold Utility
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Bi-Fold Tailgate & Recessed Tie Downs! - Hey, hey. Bye, bye, bye, bye, bye! What are we saying bye to?...

Manufacturer
Aluma
Condition
new
$8,765
Tucson, AZ
2025 Air Tow T16-14 General Trailers
$21,000
Gainesville, VA
2027 Aluma 8218LP Tilt EX 82"X18' Low Pro Hauler
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Tilt PLUS Ramps for LOW PRO loading at its finest! - The Aluma 8218LP Tilt Trailer is made for the...

Manufacturer
Aluma
Condition
new
$14,615
Tucson, AZ
2026 Sure-Trac 7 x 16 (14+2) C-Channel Wood Deck Car Hauler 7K
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OVERVIEW The C-Channel Car Hauler is a versatile and robust trailer designed to meet a wide range of hauling needs,...

Manufacturer
Sure-Trac
Condition
new
Pull Type
bumper
Weight
1940 lbs
Length
16' 0
CONTACT SELLER FOR PRICE
Markle, IN
2026 Load Trail 77x12 Single Axle Aluminum Utility / Bi-Fold Gate
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NEW - Load Trail 77' x 12' Single Axle Utility (Aluminum Frame) 2' x 3' Aluminum Angle Frame 1 -...

Manufacturer
Load Trail
Condition
new
Pull Type
bumper
Length
12' 0
$3,800
Arthur, IL
2026 Stanley Trailers 83"x18' Steel Deck 7k gvwr Car Hauler
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20 ft trailer 20 over all REAR SLIDE IN RAMPS BACKSAVER 3.5K DEXTER AXLES Diamond plate Steel deck 5" CHANNEL...

Manufacturer
Stanley Trailers
Condition
new
Payload Capacity
4370
Weight
2630 lbs
Length
20' 0
$4,299
Arlington, TX
2020 Look Trailers 7x14 Enclosed Cargo Trailer with Ramp
Look Trailers

2020 Look Trailers 7x14 Enclosed Cargo Trailer with Ramp in Las Vegas, NV

2020 LOOK Enclosed Cargo Trailer with rear ramp door and side door. 14ft length, 7ft width, with ability to tie...

$5,500
Las Vegas, NV
2026 Load Trail 77x12 Single Axle Aluminum Utility / Bi-Fold Gate
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NEW - Load Trail 77' x 12' Single Axle Utility (Aluminum Frame) 2' x 3' Aluminum Angle Frame 1 -...

Manufacturer
Load Trail
Condition
new
Pull Type
bumper
Length
12' 0
$3,800
Arthur, IL
2025 Carson Trailers EL6x12-1 Cargo / Enclosed Trailer
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Axle(s): 1 – 3.5K Spring * Coupler: 2” A Frame * Crossmembers: 24”, 1 ½”x1 ½” Tube * Exterior Skin:...

Manufacturer
Carson Trailers
Condition
new
Pull Type
bumper
Payload Capacity
1885
Weight
1110 lbs
Length
12' 0
SALE
$4,464$5,560
Saint George, UT

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