Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Field, ON
4,490 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 98,577
- Stock #:
- 42290A
- VIN:
- 1GCPYFED2KZ314589
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,577 mi
Rolla, MO
1 mi away
Fair Deal
$29,900
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,260
- Stock #:
- OP7663
- VIN:
- 3GCPDFEK5RG160738
Price drop
-$1,000
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
24,260 mi
Orchard Park, NY
1 mi away
Great Deal
$43,099
$42,099
- 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:
- 16,365
- Stock #:
- 277974T
- VIN:
- 3GCPKFEK5SG277974
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
16,365 mi
Orlando, FL
1 mi away
Great Deal
$44,803
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 22,217
- Stock #:
- TT102A
- VIN:
- 3GCUDFEL0RG439915
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,217 mi
Kenton, TN
1 mi away
Great Deal
$49,298
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,994
- Stock #:
- G642324P
- VIN:
- 3GCPDFEK8NG642324
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,994 mi
Silsbee, TX
1 mi away
Good Deal
$35,174
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 102,314
- Stock #:
- 10006
- VIN:
- 3GCUDFED6PG349173
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
102,314 mi
Monroe, LA
1 mi away
Good Deal
$36,390
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,467
- Stock #:
- 48520
- VIN:
- 3GCPKFEK2SG334602
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,467 mi
Mendon, MA
1 mi away
Great Deal
$44,967
- 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:
- 126,553
- Stock #:
- 26F195A
- VIN:
- 1GCPYFED7MZ412276
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
126,553 mi
Bryan, OH
1 mi away
Good Deal
$26,983
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Cypress Gray
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,944
- Stock #:
- 46244
- VIN:
- 3GCUKFE83SG195572
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,944 mi
Binghamton, NY
1 mi away
Good Deal
$49,999
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 81,633
- Stock #:
- D7761A
- VIN:
- 3GCPYFED9MG316195
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,633 mi
Douglas, GA
1 mi away
Great Deal
$31,958
- 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:
- 127,448
- Stock #:
- CF26240A
- VIN:
- 1GCPYFEL7LZ319974
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
127,448 mi
Sullivan, MO
1 mi away
Good Deal
$27,995
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,601
- Stock #:
- 9BN0278
- VIN:
- 3GCUKFE82TG114966
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,601 mi
Wake Forest, NC
1 mi away
Good Deal
$53,699
- 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:
- 126,329
- Stock #:
- 260616A
- VIN:
- 1GCPYFED5LZ307797
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
126,329 mi
Lebanon, OH
1 mi away
Good Deal
$25,939
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 13,709
- Stock #:
- 123750
- VIN:
- 3GCUDFED6PG123750
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,709 mi
Zeeland, MI
1 mi away
Good Deal
$46,275
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 127,160
- Stock #:
- SD4094A
- VIN:
- 3GCUDFEDXPG196345
Price drop
-$1,000
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
127,160 mi
Sanford, NC
1 mi away
Great Deal
$30,794
$29,794
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,339
- Stock #:
- 5549A
- VIN:
- 1GCPYFED7KZ377669
Price drop
-$1,000
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,339 mi
Blissfield, MI
1 mi away
Fair Deal
$32,804
$31,804
- 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:
- 2,708
- Stock #:
- T33914P
- VIN:
- 3GCUKFEL4SG365295
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
2,708 mi
Franklin, TN
1 mi away
Good Deal
$53,797
- Year:
- 2023
- 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:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,355
- Stock #:
- 3U1400A
- VIN:
- 3GCPDFEK1PG190915
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,355 mi
Lenoir, NC
1 mi away
Great Deal
$37,979
- 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:
- 18,569
- Stock #:
- T260996A
- VIN:
- 3GCPYFED2MG354755
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,569 mi
Lafayette, LA
1 mi away
Great Deal
$38,474
- 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:
- Brown
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 178,037
- Stock #:
- TI-12755
- VIN:
- 3GCPYFED3KG127149
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
178,037 mi
Albert Lea, MN
1 mi away
Fair Deal
$19,795
- 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:
- 69,416
- Stock #:
- 5453717B
- VIN:
- 1GCPYFEDXMZ378897
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,416 mi
Austin, TX
1 mi away
Good Deal
$34,990
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,983
- Stock #:
- U9139
- VIN:
- 1GCPYFEDXMZ441979
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,983 mi
Adrian, MI
1 mi away
Good Deal
$35,099
- 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:
- 31,318
- Stock #:
- C26X003A
- VIN:
- 3GCUDFEL8RG311048
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,318 mi
Schaumburg, IL
1 mi away
Fair Deal
$49,813
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,907
- Stock #:
- G61419P
- VIN:
- 3GCUDFED6RG261419
Price drop
-$2,000
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,907 mi
Thomasville, AL
1 mi away
Great Deal
$50,897
$48,897
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 $0.00 to $0.00 with an average price of $29,205.43. 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.
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