Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearHenning, IL
427 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 100,738
- Stock #:
- L61711A
- VIN:
- 1GCPYFELXLZ198888
Sponsored by Phillips Chevrolet of Lansing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,738 mi
Lansing, IL
88 mi away
Fair Deal
$31,847
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,246
- Stock #:
- 26545A
- VIN:
- 3GCUKFE85SG308180
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,246 mi
McCordsville, IN
99 mi away
Good Deal
$52,731
- 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
90 mi away
Good Deal
$54,268
- 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:
- 71,991
- Stock #:
- G26P544A
- VIN:
- 1GCPYFED4MZ325242
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,991 mi
Matteson, IL
83 mi away
Fair Deal
$35,863
- Year:
- 2023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 59,002
- Stock #:
- 76734B
- VIN:
- 3GCUDFEL2PG205871
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
59,002 mi
Watseka, IL
32 mi away
Great Deal
$41,878
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 75,929
- Stock #:
- F5100
- VIN:
- 1GCPYFED5MZ439069
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,929 mi
Joliet, IL
86 mi away
Good Deal
$33,177
- Year:
- 2023
- 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:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,702
- Stock #:
- 26X555A
- VIN:
- 3GCUDFE88PG262796
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,702 mi
Home delivery from Hickory, NC
Price includes $705 shipping
Great Deal
$40,499
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 84,211
- Stock #:
- PV5878
- VIN:
- 1GCPYFED8NZ136031
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
84,211 mi
Avon, IN
81 mi away
Good Deal
$33,994
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 47,877
- Stock #:
- 53757
- VIN:
- 1GCPYFED6NZ106347
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,877 mi
Home delivery from Cambridge, OH
Price includes $242 shipping
Great Deal
$36,219
- 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:
- 82,555
- Stock #:
- 9P5453
- VIN:
- 3GCUDFED0NG622301
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,555 mi
Fishers, IN
93 mi away
Good Deal
$36,486
- 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:
- 43,569
- Stock #:
- W1251A
- VIN:
- 3GCUDFED9RG341412
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,569 mi
Home delivery from Washington, PA
Price includes $1,376 shipping
Fair Deal
$47,816
- 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:
- 46,648
- Stock #:
- RM105665
- VIN:
- 3GCPYFEL5NG105665
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,648 mi
Home delivery from Muncie, IN
Price includes $246 shipping
Fair Deal
$41,285
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,043
- Stock #:
- 187641
- VIN:
- 3GCPYFEDXKG187641
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,043 mi
Home delivery from Springfield, IL
Price includes $109 shipping
Great Deal
$26,982
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,246
- Stock #:
- 26545A
- VIN:
- 3GCUKFE85SG308180
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,246 mi
McCordsville, IN
99 mi away
Good Deal
$52,731
- 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,127
- Stock #:
- WYC-327096
- VIN:
- 3GCPYFED7MG327096
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,127 mi
Home delivery from Waukegan, IL
Free home delivery
Fair Deal
$33,176
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,518
- Stock #:
- 2601197B
- VIN:
- 3GCUDFET1NG533036
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,518 mi
El Paso, IL
75 mi away
Good Deal
$44,375
- 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 79,704
- Stock #:
- 420298
- VIN:
- 1GCPYFED2MZ420298
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
79,704 mi
Home delivery from Pelham, AL
Price includes $729 shipping
Fair Deal
$34,409
- 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:
- 97,442
- Stock #:
- BP4991
- VIN:
- 1GCPYFED1MZ403525
Price drop
-$883
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
97,442 mi
Brazil, IN
62 mi away
Good Deal
$32,447
$31,564
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 132,787
- Stock #:
- 10371A
- VIN:
- 1GCPYFEDXMZ410215
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
132,787 mi
Brownsburg, IN
68 mi away
Good Deal
$26,605
- 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:
- White (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 97,946
- Stock #:
- 62558A
- VIN:
- 3GCPYFED1MG319852
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
97,946 mi
Frankfort, IL
83 mi away
Fair Deal
$31,378
- 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:
- 29,890
- Stock #:
- E9417
- VIN:
- 3GCUDFED0PG295059
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,890 mi
Lansing, IL
88 mi away
Fair Deal
$46,335
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,246
- Stock #:
- E9412
- VIN:
- 3GCUDFED0RG284873
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,246 mi
Lansing, IL
88 mi away
Fair Deal
$48,948
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,623
- Stock #:
- V17653T
- VIN:
- 3GCUDFED0PG351212
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,623 mi
Home delivery from Troy, OH
Price includes $232 shipping
Good Deal
$43,430
- 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:
- 139,900
- Stock #:
- TR26335A
- VIN:
- 1GCPYFED6MZ212036
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
139,900 mi
Bourbonnais, IL
60 mi away
Fair Deal
$27,366
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 $22,076.25 to $74,105.90 with an average price of $29,117.52. 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 Henning, IL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,524.49. The average price has decreased by -1.9% since last year. The 335 for sale near Henning, IL on CarGurus, range from $22,076 to $74,106 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Henning, IL have no reported accidents or damage?
284 out of 335 for sale near Henning, IL 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.
Relevant articles
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
Best Truck Lease Deals in August 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in August 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Henning ILChevrolet Silverado 1500 RST in Henning ILChevrolet Silverado 1500 LTZ in Henning ILChevrolet Silverado 1500 LT Trail Boss in Henning ILChevrolet Silverado 1500 LT1 in Henning ILChevrolet Silverado 1500 Custom in Henning ILChevrolet Silverado 1500 High Country in Henning ILChevrolet Silverado 1500 Custom Trail Boss in Henning ILChevrolet Silverado 1500 Work Truck in Henning IL
Chevrolet Silverado 1500 in Champaign ILChevrolet Silverado 1500 in Lafayette INChevrolet Silverado 1500 in Crawfordsville INChevrolet Silverado 1500 in Terre Haute INChevrolet Silverado 1500 in Bloomington ILChevrolet Silverado 1500 in Decatur ILChevrolet Silverado 1500 in Kokomo INChevrolet Silverado 1500 in Indianapolis INChevrolet Silverado 1500 in Bloomington IN
Chevrolet Silverado 1500 in Henning ILOld Chevy Trucks for Sale in Henning ILClassic Muscle Cars for Sale in Henning ILChevrolet Trucks For Sale in Henning ILCheap Muscle Cars for Sale in Henning ILWork Trucks for Sale in Henning ILReliable Cars For Sale in Henning ILAmerican Made Trucks For Sale in Henning ILBest Pickup Trucks For Sale in Henning ILBest Cars Under $5,000 For Sale in Henning IL
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in HenningUsed SUVs / Crossovers for Sale with Low Mileage in HenningUsed Hatchbacks for Sale with Low Mileage in HenningUsed Convertibles for Sale with Low Mileage in HenningUsed Vans for Sale with Low Mileage in HenningUsed Minivans for Sale with Low Mileage in HenningUsed Pickup Trucks for Sale with Low Mileage in HenningUsed Coupes for Sale with Low Mileage in HenningUsed Wagons for Sale with Low Mileage in Henning
