Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearBrooklyn, WI
384 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 94,239
- Stock #:
- 4437
- VIN:
- 3GCPYFEDXKG187641
Sponsored by Motor Cars Mitsubishi
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,239 mi
Aurora, IL
96 mi away
Fair Deal
$28,388
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,551
- Stock #:
- 45X370A
- VIN:
- 3GCUDFED9NG557691
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
73,551 mi
Beloit, WI
30 mi away
Fair Deal
$38,110
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,634
- Stock #:
- K260521A
- VIN:
- 3GCPYFEL9LG417856
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,634 mi
Kenosha, WI
76 mi away
Good Deal
$32,500
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,902
- Stock #:
- P2588
- VIN:
- 3GCPKFEK4SG284530
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,902 mi
Beloit, WI
30 mi away
Good Deal
$41,299
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,493
- Stock #:
- 08P925
- VIN:
- 3GCPDFEK5RG329169
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
27,493 mi
Morrison, IL
76 mi away
Good Deal
$41,860
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 87,752
- Stock #:
- C20928PC
- VIN:
- 3GCPYFEL6NG110261
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,752 mi
Milwaukee, WI
73 mi away
Good Deal
$35,366
$34,366
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 99,229
- Stock #:
- 11550
- VIN:
- 3GCPYFED6NG111550
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
99,229 mi
Cottage Grove, WI
20 mi away
Great Deal
$26,390
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 90,088
- Stock #:
- TE144341B
- VIN:
- 3GCPYFEL6MG475053
Price drop
-$625
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
90,088 mi
Bristol, WI
75 mi away
Great Deal
$30,099
$29,474
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 37,099
- Stock #:
- 26C983A
- VIN:
- 3GCUDFEL1RG350841
Price drop
-$1,253
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,099 mi
Oconomowoc, WI
49 mi away
Good Deal
$48,743
$47,490
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Cherry Red Tintcoat
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 75,446
- Stock #:
- TA6312B
- VIN:
- 1GCPYFED8NZ118984
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,446 mi
Home delivery from Ottawa, IL
Price includes $105 shipping
Good Deal
$34,515
$33,515
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,038
- Stock #:
- P14695
- VIN:
- 3GCUDFE80RG170682
Price drop
-$3,490
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,038 mi
Fox Lake, IL
68 mi away
Good Deal
$49,847
$46,357
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 145,299
- Stock #:
- 16848ZA
- VIN:
- 1GCPYFED2KZ335023
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
145,299 mi
Fond Du Lac, WI
78 mi away
Fair Deal
$23,486
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 99,182
- Stock #:
- N7948A
- VIN:
- 3GCPYFED6MG404802
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
99,182 mi
Saint Charles, IL
84 mi away
Fair Deal
$30,747
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,375
- Stock #:
- P7563A
- VIN:
- 1GCPYFED0KZ421804
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,375 mi
Sandwich, IL
91 mi away
Fair Deal
$31,999
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 15,683
- Stock #:
- T262428A
- VIN:
- 3GCUDFEDXPG239016
Price drop
-$1,389
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,683 mi
Kenosha, WI
75 mi away
Good Deal
$46,386
$45,386
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,402
- Stock #:
- 15388BP
- VIN:
- 1GCPYFED8NZ130391
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,402 mi
Elgin, IL
80 mi away
Good Deal
$36,402
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 83,645
- Stock #:
- 71997
- VIN:
- 3GCUDFED0NG672888
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
83,645 mi
Sun Prairie, WI
24 mi away
Good Deal
$35,249
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 25,654
- Stock #:
- C15413A
- VIN:
- 3GCUDFED9RG454907
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,654 mi
Milwaukee, WI
69 mi away
Fair Deal
$48,008
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,386
- Stock #:
- 16066ZA
- VIN:
- 1GCPYFED8LZ128413
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,386 mi
Fond Du Lac, WI
78 mi away
Fair Deal
$35,479
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,264
- Stock #:
- CC2124
- VIN:
- 1GCPYFED8MZ382804
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,264 mi
Home delivery from Avon, IN
Price includes $394 shipping
Fair Deal
$35,912
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 39,609
- Stock #:
- MK260615A
- VIN:
- 3GCPYFED6MG479144
Price drop
-$798
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,609 mi
McHenry, IL
67 mi away
Good Deal
$36,710
$35,912
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 101,522
- Stock #:
- 50109A
- VIN:
- 1GCPYFED4MZ128443
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
101,522 mi
Fox Lake, IL
68 mi away
Fair Deal
$30,081
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,598
- Stock #:
- PC26174A
- VIN:
- 3GCUDFET1NG512638
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,598 mi
Home delivery from Hicksville, OH
Price includes $328 shipping
Good Deal
$36,972
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,136
- Stock #:
- GQ33206
- VIN:
- 1GCPYFED7LZ306909
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,136 mi
Gurnee, IL
79 mi away
Fair Deal
$35,276
Overview
The Chevrolet Silverado 1500 LT Trail Boss is only available from in two body configurations: the Crew Cab Short Bed and the Crew Cab Standard Bed. As the “Trail Boss” name suggests, this trim is only available in four-wheel drive. From there, the powertrain options get a little dizzying. You have four engines to choose from: The 2.7-liter turbocharged four-cylinder, the 5.3-liter EcoTec V-8, the 3.0-liter Duramax Turbo Diesel inline six, and the 6.2-liter EcoTec V-8. The four-cylinder turbo is the only one available with an eight-speed automatic transmission. All of the other engines require the 10-speed automatic.
Key Features
- Standard 355hp 5.3-liter V-8 standard, standard 10-speed automatic transmission
- Two-inch factory suspension lift, 18-inch gloss black wheels, Goodyear Wrangler Duratrac tires, raised hood and styled insert
- Leather-wrapped wheel, remote start, all-weather floor liners, 40/20/40 split bench seat, dual-zone climate control, 10-way power driver’s seat, heated front seats, heated wheel
- 13.4-inch color touchscreen display, 12.3-inch multicolor, reconfigurable Driver Information Center, 6-speaker audio, WiFi hot spot, Wireless Apple CarPlay/Android Auto
Pricing Details
The Chevrolet Silverado LT Trail Boss has a base MSRP of $57,095 with the turbocharged four-cylinder. Used examples on CarGurus range from $22,970.00 to $76,539.30 with an average price of $28,578.01. The 5.3-liter V-8 adds $2,315, the diesel engine adds $3,130 and the 6.2-liter V-8 adds $4,460. There are nine different option packages, ranging from $325 for the Dark Essentials Package, to the $3,685 LT Trail Boss Premium Package, which includes Convenience Package II, Safety Package, Bed Protection Package, a power up and down tailgate and leather upholstery.
Specifications
Performance
Engine
355hp 5.3-liter V8
Transmission
10-speed automatic
Drivetrain
Four-wheel drive
Horsepower/Torque
355hp/383 lb-ft
0-60 mph
15.1 seconds (estimated)
MPG
15 mpg city, 19 highway, 16 combined
Curb weight
5,130 pounds
Dimensions
wheelbase
147.4 inches
length
231.9 inches
width
81.2 inches
height
75.5 inches
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Brooklyn, WI?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $25,962.55. The average price has decreased by -5.2% since last year. The 306 for sale near Brooklyn, WI on CarGurus, range from $22,970 to $76,539 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Brooklyn, WI have no reported accidents or damage?
288 out of 306 for sale near Brooklyn, WI have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 LT Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 LT Trail Boss gets between 15 and 24 MPG/MPGe.
What fuel types are available?
Diesel, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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