Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Captain Cook, HI
4,226 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 107,791
- Stock #:
- UT090
- VIN:
- 1GCPYFED1NZ207215
Sponsored by Puklich Chevrolet
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
107,791 mi
Bismarck, ND
3,611 mi away
Good Deal
$29,389
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 39,131
- Stock #:
- CTT1778B
- VIN:
- 3GCUDFED9PG135178
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,131 mi
Columbus, OH
4,468 mi away
Fair Deal
$44,844
- 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:
- Lakeshore Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,073
- Stock #:
- 51367
- VIN:
- 3GCPDFEK1RG205836
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,073 mi
Middleton, WI
4,129 mi away
Good Deal
$44,389
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 59,155
- Stock #:
- J3675
- VIN:
- 1GCPYFED6MZ177157
Price drop
-$3,097
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
59,155 mi
Miami, FL
4,783 mi away
Great Deal
$36,638
$33,541
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,488
- Stock #:
- G260611T
- VIN:
- 3GCUDFEL5RG260611
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,488 mi
Deland, FL
4,673 mi away
Great Deal
$40,576
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,113
- Stock #:
- N19562A
- VIN:
- 3GCUKFE81SG131188
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
14,113 mi
Shelbyville, TN
4,312 mi away
Great Deal
$51,571
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,582
- Stock #:
- XC10470A
- VIN:
- 3GCPYFED6KG265803
Price drop
-$1,000
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,582 mi
Bellingham, WA
2,741 mi away
Good Deal
$32,999
$31,999
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 93,917
- Stock #:
- 5850
- VIN:
- 1GCPYFED0MZ239314
Price drop
-$1,067
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,917 mi
Berlin, VT
4,967 mi away
Great Deal
$31,355
$30,288
- 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:
- 54,658
- Stock #:
- BC21936
- VIN:
- 1GCPYFED5NZ223451
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,658 mi
Lansing, MI
4,380 mi away
Great Deal
$35,960
$34,960
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,218
- Stock #:
- T8588252A
- VIN:
- 3GCPYFED8KG151883
Price drop
-$1,111
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
99,218 mi
Titusville, FL
4,709 mi away
Fair Deal
$30,122
$29,011
- 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:
- 79,119
- Stock #:
- A3041
- VIN:
- 1GCPYFED7LZ112400
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
79,119 mi
Ponderay, ID
2,955 mi away
Good Deal
$33,250
- 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
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
178,037 mi
Albert Lea, MN
3,938 mi away
Fair Deal
$20,195
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 191,132
- Stock #:
- TF242318A
- VIN:
- 1GCPYFED8MZ202026
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
191,132 mi
Glenpool, OK
3,775 mi away
Great Deal
$20,476
- 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:
- 69,327
- Stock #:
- 28847A
- VIN:
- 1GCPYFED8MZ131555
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,327 mi
Mitchell, SD
3,706 mi away
Good Deal
$35,685
- 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:
- 94,975
- Stock #:
- 193871
- VIN:
- 1GCPYFED2MZ408300
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,975 mi
Coeur D Alene, ID
2,926 mi away
Fair Deal
$34,413
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,525
- Stock #:
- 9F26017A
- VIN:
- 3GCPDFEK4PG121796
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,525 mi
Powell, WY
3,202 mi away
Great Deal
$36,797
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 13,492
- Stock #:
- 9418HU
- VIN:
- 3GCUKFED3SG185136
Price drop
-$2,600
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,492 mi
Southampton, NY
5,017 mi away
Good Deal
$54,992
$52,392
- 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:
- 85,446
- Stock #:
- E50320
- VIN:
- 1GCPYFED3NZ156820
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,446 mi
Coloma, WI
4,129 mi away
Good Deal
$34,497
- 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:
- 115,754
- Stock #:
- 10598
- VIN:
- 3GCPYFED5LG239209
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,754 mi
Medford, NY
4,986 mi away
Great Deal
$23,763
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,318
- Stock #:
- 261269B
- VIN:
- 3GCUDFE85RG273872
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,318 mi
Acworth, GA
4,420 mi away
Fair Deal
$51,981
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,150
- Stock #:
- B01346
- VIN:
- 3GCPYFED9KG274706
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,150 mi
Zeeland, MI
4,305 mi away
Good Deal
$29,100
- 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:
- Red (Maroon)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,564
- Stock #:
- 11499
- VIN:
- 1GCPYFED4KZ292112
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,564 mi
Belgrade, MT
3,113 mi away
Good Deal
$28,249
- 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:
- 100,818
- Stock #:
- 43826
- VIN:
- 1GCPYFED1LZ323060
Price drop
-$1,000
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,818 mi
Albany, NY
4,922 mi away
Great Deal
$26,675
$25,675
- 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:
- Gray (Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,638
- Stock #:
- LP5296A
- VIN:
- 1GCPYFED4LZ348132
Price drop
-$2,119
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
62,638 mi
Bradenton, FL
4,621 mi away
Good Deal
$37,302
$35,183
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 $30,035.48. 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
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