Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
240 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 100,444
- Stock #:
- 20195999
- VIN:
- 1GCRYCEF2KZ225999
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
100,444 mi
Lehighton, PA
Fair Deal
$24,985
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,986
- Stock #:
- YP716
- VIN:
- 1GCPYCEH4KZ399582
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,986 mi
Danville, IL
Great Deal
$25,209
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,214
- Stock #:
- HP1491
- VIN:
- 1GCRYCEF0KZ306385
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
77,214 mi
Waverly, OH
Good Deal
$26,998
- 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 (gba)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black (h1t)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 111,354
- Stock #:
- 60166B
- VIN:
- 1GCRYCEF5KZ302364
Price drop
-$1,011
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
111,354 mi
Mount Horeb, WI
Good Deal
$24,170
$23,159
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,550
- Stock #:
- KZ370333T
- VIN:
- 1GCRYCEF4KZ370333
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
57,550 mi
Egg Harbor Township, NJ
Great Deal
$28,238
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 81,763
- Stock #:
- 25062B
- VIN:
- 1GCRYCEF0KZ370006
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
81,763 mi
East Dundee, IL
Fair Deal
$26,938
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 90,908
- Stock #:
- 4746H
- VIN:
- 1GCPYCEF9KZ177084
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,908 mi
Pekin, IL
Fair Deal
$28,829
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 58,723
- Stock #:
- KZ239782
- VIN:
- 1GCRYCEF3KZ239782
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
58,723 mi
Englewood, CO
Fair Deal
$29,698
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,217
- Stock #:
- 8507b
- VIN:
- 1GCRYCEF5KZ313123
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
65,217 mi
Willimantic, CT
Fair Deal
$28,684
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Shadow Gray Metallic (gji)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black (h1t)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 96,517
- Stock #:
- 60391A
- VIN:
- 1GCPYCEH9KZ263965
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
96,517 mi
Mount Horeb, WI
Good Deal
$25,216
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 127,135
- Stock #:
- PN532854A
- VIN:
- 3GCPYCEH0KG135095
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
127,135 mi
Madisonville, KY
Great Deal
$21,899
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 114,443
- Stock #:
- 76F06006
- VIN:
- 1GCRYCEF5KZ190956
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
114,443 mi
Crossville, TN
Good Deal
$24,147
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 131,355
- Stock #:
- 220742
- VIN:
- 3GCPYCEF7KG220742
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
131,355 mi
Lubbock, TX
Good Deal
$23,050
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 186,281
- Stock #:
- 302728
- VIN:
- 1GCPYCEF7KZ302728
Price drop
-$1,112
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
186,281 mi
Orlando, FL
Good Deal
$18,610
$17,498
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 124,747
- VIN:
- 1GCPYCEF2KZ247072
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
124,747 mi
Ramsey, MN
Good Deal
$21,999
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 79,025
- Stock #:
- 13362
- VIN:
- 1GCPYCEF9KZ423793
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,025 mi
Las Vegas, NV
Fair Deal
$29,798
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,605
- Stock #:
- P3497
- VIN:
- 1GCRYCEF3KZ183763
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
95,605 mi
Georgetown, KY
Good Deal
$25,679
$24,679
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 57,412
- Stock #:
- CT12064
- VIN:
- 1GCRYCEF4KZ223400
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
57,412 mi
Manchester, CT
Great Deal
$26,694
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 169,661
- Stock #:
- 34879B
- VIN:
- 3GCPYCEH9KG266221
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
169,661 mi
Randolph, OH
Good Deal
$17,466
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 52,436
- Stock #:
- 6M177C
- VIN:
- 1GCRYCEF1KZ176777
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
52,436 mi
Bellevue, OH
Fair Deal
$28,950
- 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 Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 138,494
- Stock #:
- N266161A
- VIN:
- 1GCPYCEF2KZ176133
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
138,494 mi
Houston, TX
Fair Deal
$23,413
- 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 HOT
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 70,856
- Stock #:
- 24180C
- VIN:
- 1GCRYCEF3KZ183262
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
70,856 mi
Harlan, IA
Fair Deal
$27,949
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 114,143
- Stock #:
- T298260
- VIN:
- 1GCPYCEF5KZ298260
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,143 mi
Lubbock, TX
Fair Deal
$25,830
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 111,121
- Stock #:
- KZ230999
- VIN:
- 1GCPYCEF6KZ230999
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
111,121 mi
Cornelius, NC
Fair Deal
$27,122
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,175.04. The average price has decreased by -4.1% since last year. The 2248 for sale on CarGurus range from $16,220 to $61,370 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1881 out of 2248 for sale have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, 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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