Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearSaybrook, IL
408 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
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,304
- Stock #:
- KBB1879A
- VIN:
- 3GCUDFETXNG532001
Sponsored by Napleton's Valley Hyundai
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,304 mi
Aurora, IL
93 mi away
Good Deal
$38,162
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 54,231
- Stock #:
- 22575
- VIN:
- 1GCPYFED8LZ278554
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,231 mi
Downers Grove, IL
99 mi away
Good Deal
$34,412
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,157
- Stock #:
- P10769
- VIN:
- 3GCPDFEK4PG100026
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,157 mi
Naperville, IL
95 mi away
Good Deal
$37,588
- 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:
- 61,733
- Stock #:
- C5095A
- VIN:
- 3GCUDFET9NG650895
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,733 mi
Morris, IL
61 mi away
Good Deal
$39,092
- 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
84 mi away
Fair Deal
$32,399
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,157
- Stock #:
- P10769
- VIN:
- 3GCPDFEK4PG100026
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,157 mi
Naperville, IL
95 mi away
Good Deal
$37,588
- 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:
- Automatic
- Mileage:
- 43,919
- Stock #:
- QBG2058
- VIN:
- 3GCPYFEL1NG103797
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,919 mi
Champaign, IL
25 mi away
Good Deal
$37,814
- 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:
- 85,511
- Stock #:
- G26407A
- VIN:
- 3GCPYFED9MG383184
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,511 mi
Joliet, IL
80 mi away
Fair Deal
$33,275
- 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
95 mi away
Good Deal
$29,974
- 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:
- 64,715
- Stock #:
- TEA260026A
- VIN:
- 1GCPYFEL0MZ350291
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,715 mi
Oak Lawn, IL
98 mi away
Good Deal
$34,412
- 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:
- 45,294
- Stock #:
- 62800A
- VIN:
- 1GCPYFEDXMZ246139
Price drop
-$807
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,294 mi
Frankfort, IL
82 mi away
Good Deal
$38,184
$37,377
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 61,826
- Stock #:
- G26898A
- VIN:
- 1GCPYFELXMZ237948
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,826 mi
Morton, IL
51 mi away
Good Deal
$37,172
- 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
94 mi away
Good Deal
$36,212
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 72,201
- Stock #:
- M3844
- VIN:
- 1GCPYFEDXLZ127456
Price drop
-$1,000
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
72,201 mi
Lincoln, IL
49 mi away
Fair Deal
$34,408
$33,408
- 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 $692 shipping
Great Deal
$27,217
- 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:
- 58,304
- Stock #:
- KBB1879A
- VIN:
- 3GCUDFETXNG532001
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,304 mi
Aurora, IL
93 mi away
Good Deal
$38,162
- 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
-$800
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,446 mi
Ottawa, IL
68 mi away
Good Deal
$35,210
$34,410
- 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 $259 shipping
Good Deal
$37,274
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,500
- Stock #:
- 2600775A
- VIN:
- 1GCPYFED8MZ326748
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,500 mi
El Paso, IL
34 mi away
Fair Deal
$34,375
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,090
- Stock #:
- 63532A
- VIN:
- 1GCPYFED6MZ346397
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,090 mi
Lafayette, IN
88 mi away
Good Deal
$37,136
- 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
49 mi away
Great Deal
$40,345
- 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
82 mi away
Fair Deal
$47,069
- 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:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 109,565
- Stock #:
- 210437
- VIN:
- 3GCPYFED5LG210437
Price drop
-$726
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,565 mi
Home delivery from Buford, GA
Price includes $501 shipping
Good Deal
$30,200
$29,474
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,956
- Stock #:
- 63684B
- VIN:
- 3GCUDFED6RG136596
Price drop
-$1,763
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
27,956 mi
Lafayette, IN
88 mi away
Good Deal
$49,084
$47,320
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 $23,466.25 to $73,191.00 with an average price of $28,588.87. 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 Saybrook, IL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,065.49. The average price has decreased by -4.7% since last year. The 336 for sale near Saybrook, IL on CarGurus, range from $23,466 to $73,191 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Saybrook, IL have no reported accidents or damage?
314 out of 336 for sale near Saybrook, 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.
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