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All New & Used Trailers for Sale in Chicago

Discover 48100 trailers of popular models like Cargo (Enclosed) Trailers, Utility Trailers and more in Chicago from leading manufacturers like Load Trail, Sure-trac, Big Tex Trailers and more. Start browsing now and connect with trusted dealers and private sellers.

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2026 Homesteader Trailers 612IS Enclosed Trailer
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2026 HOMESTEADER 612 INTREPID SERIES 6x12, V-Nose Enclosed Trailer with Ramp, White - The Intrepid is an exciting series packed...

Manufacturer
Homesteader Trailers
Condition
new
$5,295
Port Monmouth, NJ
USED 2024 Sure-Trac 6x10' Dump Trailer 9900# GVW * TELESCOPIC HOIST UPGRADE * ADJUSTABLE COUPLER * UNDERMOUNT RAMPS * COMBO GATE * 7K DROP LEG JACK * FRONT/REAR BULKHEAD * INTEGRATED KEYWAY * SPARE MOUNT * HD FENDERS * 4" TUBE BEDFRAME
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USED 2024 Sure-Trac 6x10' Dump Trailer 9900# GVW \ TELESCOPIC HOIST UPGRADE \ ADJUSTABLE COUPLER \ UNDERMOUNT RAMPS \ COMBO...

Manufacturer
Sure-Trac
Condition
used
Pull Type
bumper
Payload Capacity
6950
Weight
2950 lbs
Length
10' 0
CONTACT SELLER FOR PRICE
Irwin, PA
2018 Liberty Trailers 5'x8' SA Utility
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USED 2018 Liberty 5' x8' SA Utility 1-3,500 lbs Spring Axle 15" Radial Tires Drop Leg Jack 12" Rail Sides...

Manufacturer
Liberty
Condition
used
Length
8' 0
$1,800
Middlebury, IN
USED 2024 Lamar 5x10' Single Axle Dump Trailer 7000# GVW * BARN DOOR GATE * DELUXE TARP * UNDERMOUNT RAMPS * ADJUSTABLE COUPLER * DROP LEG JACK * RIGID RAILS * 110V CHARGER * 5" CHANNEL FRAME * 10GA FLOOR * POWER UP/DOWN * 16" TIRES * 7K AXLES
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USED 2024 Lamar 5x10' Single Axle Dump Trailer 7000# GVW \ BARN DOOR GATE \ DELUXE TARP \ UNDERMOUNT RAMPS...

Manufacturer
Lamar Trailers
Condition
used
Pull Type
bumper
Payload Capacity
4850
Weight
2150 lbs
Length
10' 0
CONTACT SELLER FOR PRICE
Irwin, PA
2025 Trailer Source Manufacturing LLC 7x16 Enclosed Black Trailer ? 7K GVWR, Brakes, Bar Locks, B
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This 7x16 enclosed trailer features a sleek black-on-black design with a 7,000 lb GVWR, making it ideal for secure and...

Manufacturer
Other
Condition
used
$5,908
Mima, FL
2026 Delco Trailers 36Ft Stock Trailer
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Gravel Guard, Front Washout, 4-Center Gates (4/8/8/8/8), Slide/Swing Tail Gate, Rear Light Bar with Backup Lights, Cleated Rubber Floor, Porch...

Manufacturer
Delco Trailers
Condition
used
Length
36' 0
$37,900
Seguin, TX
2024 H&H 82"X20' 17.6k Topline I-Beam Equipment Trailer
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H&H Trailers 82" x20' - 17.6k Topline I-Beam Equipment Trailer - 2-8,000lbs Slipper Spring Axles, 17,600lbs GVWR 17.5" Radial Tires...

Manufacturer
Other
Condition
used
Length
1' 8
$10,800
Middlebury, IN
2020 Big Tex Trailers 35SA 12'
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KNAPHEIDE is pleased to offer for sale this USED 2020 Big Tex Single Axle Utility Trailer with the following specs:...

Manufacturer
Big Tex Trailers
Condition
used
Pull Type
bumper
Length
12' 0
$1,975
Mchenry, IL
2026 Diamond C 2026 Diamond C Tandem Utility Trailer  GTU235 14x83
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2026 Diamond C General Tandem Utility Trailer - GTU235 14x83 Carbon Metallic Gray - (2) 3500 lb Axles w/ 5...

Manufacturer
Diamond C Trailers
Condition
new
$8,599
Cumming, GA
2026 Sport Haven AUT610D Utility Trailer
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NEW 2026 SPORT HAVEN AUT510D DELUXE / 6' x 10' / ALL ALUMINUM UTILITY TRAILER-2990 GVWR / CARRY CAPACITY 2470LBS...

Manufacturer
Sport Haven
Condition
new
$4,482
Antioch, IL
2026 Homesteader Trailers Hercules Series 714HT (7 x 14)
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$14,799
New Tazewell, TN
2026 N&N Trailers 7x12 Storm Galvanzied Dump Trailer Dump Trailer
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2026 N&N 7x12 Storm Series Galvanized Dump Trailer. 9990 GVWR, 3350 empty. 7 ton hydraulic ram Tarp, spare tire. Battery...

Manufacturer
N&N Trailers
Condition
new
Payload Capacity
6640
Weight
3350 lbs
$12,650
Nichols, NY
2025 Anvil -New 8x12 BlackOut - .080 Polycore Ext - Electric Pkg with A/C - Enclosed Trailer
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$0 Dealer, Doc, Or Prep Fees - $0 Or 10% Down Special Financing Available - Now In Stock @ Ohio...

Manufacturer
Anvil Trailers
Condition
new
$10,190
Lebanon, OH
2026 Exiss 16 Ft Stock Trailer
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Escape Door, 3-Upper Air Gaps, Slide/Swing Center Gate, Slide/Swing Tail Gate, Dome Light, Spare Tire, Gravel Guard

Manufacturer
Exiss Trailers
Condition
new
Length
16' 0
$19,900
Seguin, TX
2026 Exiss 16 Ft Stock Trailer
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Escape Door, 3-Upper Air Gaps, Slide/Swing Center Gate, Slide/Swing Tail Gate, Dome Light, Spare Tire, Gravel Guard

Manufacturer
Exiss Trailers
Condition
new
Length
16' 0
$19,900
Seguin, TX

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