Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearChesterton, IN
343 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,899
- Stock #:
- E9417
- VIN:
- 3GCUDFED0PG295059
Sponsored by Phillips Chevrolet of Lansing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,899 mi
Lansing, IL
27 mi away
Fair Deal
$44,308
- 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:
- 96,952
- Stock #:
- P3143
- VIN:
- 3GCPYFEL4MG475827
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,952 mi
Highland, IN
23 mi away
Good Deal
$29,866
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,682
- Stock #:
- B11552
- VIN:
- 3GCUKFED0TG123341
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,682 mi
Orland Park, IL
42 mi away
Good Deal
$53,257
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,958
- Stock #:
- L62121A
- VIN:
- 3GCPDFEK5NG600368
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,958 mi
Lansing, IL
27 mi away
Good Deal
$36,212
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,104
- Stock #:
- P245262A
- VIN:
- 3GCUDFE82PG110576
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,104 mi
Home delivery from Archbold, OH
Price includes $426 shipping
Good Deal
$35,018
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,716
- Stock #:
- TEA260026A
- VIN:
- 1GCPYFEL0MZ350291
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,716 mi
Oak Lawn, IL
38 mi away
Great Deal
$33,912
- Year:
- 2025
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,046
- Stock #:
- 0966A
- VIN:
- 3GCUKFED4SG371154
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,046 mi
Home delivery from Waynesville, MO
Price includes $1,143 shipping
Good Deal
$51,628
- 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:
- 96,952
- Stock #:
- P3143
- VIN:
- 3GCPYFEL4MG475827
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,952 mi
Highland, IN
23 mi away
Good Deal
$29,866
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 21,439
- Stock #:
- 0014A
- VIN:
- 3GCUDFEL9RG305047
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,439 mi
Home delivery from Neosho, MO
Price includes $768 shipping
Good Deal
$49,668
- 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:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,426
- Stock #:
- 5307A
- VIN:
- 3GCUDFET7NG622691
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,426 mi
Home delivery from Seffner, FL
Price includes $1,027 shipping
Great Deal
$37,006
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 115,105
- Stock #:
- KG107608
- VIN:
- 3GCPYFED8KG107608
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,105 mi
Home delivery from St Augustine, FL
Price includes $1,758 shipping
Good Deal
$27,446
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,382
- Stock #:
- 292807A
- VIN:
- 1GCPYFEL5LZ292807
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,382 mi
Home delivery from Addison, TX
Price includes $803 shipping
Great Deal
$27,328
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,899
- Stock #:
- E9417
- VIN:
- 3GCUDFED0PG295059
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,899 mi
Lansing, IL
27 mi away
Fair Deal
$44,308
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,787
- Stock #:
- K170530
- VIN:
- 3GCPDFEK9RG170530
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
14,787 mi
Home delivery from Bradenton, FL
Price includes $3,024 shipping
Fair Deal
$46,726
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,689
- Stock #:
- L265988A
- VIN:
- 3GCUDFE82RG284019
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,689 mi
Home delivery from Collinsville, IL
Price includes $510 shipping
Fair Deal
$43,882
- 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 $96 shipping
Good Deal
$34,506
$33,506
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,468
- Stock #:
- W1417A
- VIN:
- 3GCUDFED2PG353057
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,468 mi
Home delivery from Washington, PA
Price includes $1,292 shipping
Fair Deal
$46,462
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,631
- Stock #:
- 29210287
- VIN:
- 3GCPKFEK4SG285516
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,631 mi
Store transfer to Merrillville, IN
Price includes $899 shipping
Good Deal
$43,897
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Radiant Red Tintcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 34,086
- Stock #:
- 62682A
- VIN:
- 3GCUDFE81RG392664
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
34,086 mi
Frankfort, IL
43 mi away
Fair Deal
$46,138
- Year:
- 2025
- 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:
- 12,454
- Stock #:
- C24581A
- VIN:
- 3GCUKFEL2SG385044
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,454 mi
Bridgeview, IL
40 mi away
Great Deal
$50,692
- 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 $152 shipping
Good Deal
$36,798
- 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:
- 91,521
- Stock #:
- 26C10316A
- VIN:
- 1GCPYFED0MZ302475
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,521 mi
Home delivery from Paulding, OH
Price includes $200 shipping
Fair Deal
$30,488
- 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
Home delivery from Saint Charles, IL
Price includes $400 shipping
Fair Deal
$31,147
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Fuel type:
- Gasoline
- Mileage:
- 110,048
- Stock #:
- 11254
- VIN:
- 3GCPYFEDXMG345351
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
110,048 mi
Skokie, IL
45 mi away
Good Deal
$27,873
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 $23,084.00 to $76,707.65 with an average price of $28,518.43. 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 Chesterton, IN?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $25,993.05. The average price has decreased by -5.1% since last year. The 343 for sale near Chesterton, IN on CarGurus, range from $23,084 to $76,708 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Chesterton, IN have no reported accidents or damage?
321 out of 343 for sale near Chesterton, IN 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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