Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
244 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,730
- Stock #:
- F6922T
- VIN:
- 3GCPYCEF6KG238133
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,730 mi
Forest City, PA
Great Deal
$26,109
- 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:
- 112,673
- Stock #:
- 330377
- VIN:
- 1GCPYCEF1KZ330377
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,673 mi
Suffield, CT
Good Deal
$23,339
- 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:
- 32,807
- Stock #:
- T9771A
- VIN:
- 1GCRYCEF1KZ321610
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
32,807 mi
Greensboro, NC
Good Deal
$32,699
- 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:
- 153,098
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
153,098 mi
Watertown, CT
Good Deal
$18,298
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 143,553
- Stock #:
- 561389A
- VIN:
- 1GCRYCEF2KZ368113
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
143,553 mi
Baird, TX
Good Deal
$20,015
- 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:
- 50,119
- Stock #:
- E489A
- VIN:
- 1GCPYCEF1KZ331853
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,119 mi
Pekin, IL
Fair Deal
$32,352
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 80,076
- Stock #:
- A263367A
- VIN:
- 3GCPYCEF5KG189796
Price drop
-$800
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,076 mi
Tipton, IN
Fair Deal
$30,640
$29,840
- 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
Good 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 82,098
- Stock #:
- 26748NCX
- VIN:
- 3GCPYCEFXKG153960
Price drop
-$1,442
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,098 mi
North Canton, OH
Good Deal
$29,106
$27,664
- 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 Gaz
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- Automatic
- Mileage:
- 103,139
- Stock #:
- KZ256977
- VIN:
- 1GCPYCEF5KZ256977
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,139 mi
Harrisburg, PA
Good Deal
$26,190
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 77,783
- Stock #:
- XUCR968
- VIN:
- 3GCPYCEF5KG223087
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,783 mi
Lawrence, KS
Good Deal
$29,202
- 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:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 157,898
- VIN:
- 1GCRYCEF4KZ345075
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
157,898 mi
Portage, WI
Fair Deal
$19,264
- 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:
- 123,000
- VIN:
- 1GCPYCEF7KZ253868
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
123,000 mi
Belmont, NH
Fair Deal
$23,598
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,999
- Stock #:
- QU1801A
- VIN:
- 3GCPYCEH7KG111361
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,999 mi
Lewisburg, PA
Good Deal
$23,990
- 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:
- 92,892
- Stock #:
- CU4125B
- VIN:
- 1GCPYCEF0KZ223191
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,892 mi
Beacon, NY
Fair Deal
$26,975
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 34,002
- Stock #:
- N271756
- VIN:
- 1GCRYCEF8KZ271756
Price drop
-$1,759
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
34,002 mi
Colorado Springs, CO
Good Deal
$32,178
$31,314
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 94,459
- Stock #:
- R5711B
- VIN:
- 1GCPYCEF1KZ247404
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,459 mi
Chesterton, IN
Fair Deal
$27,561
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,243
- Stock #:
- P314929W
- VIN:
- 1GCRYCEFXKZ314929
Price drop
-$800
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
85,243 mi
Eugene, OR
Good Deal
$28,027
$27,227
- 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:
- 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
Good Deal
$29,629
- 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:
- 113,537
- Stock #:
- 12599
- VIN:
- 1GCPYCEF6KZ284920
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,537 mi
Opelika, AL
Good Deal
$25,599
- 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:
- 108,413
- Stock #:
- CU0158A
- VIN:
- 1GCPYCEF3KZ404236
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
108,413 mi
Fayetteville, AR
Fair Deal
$26,612
- 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:
- Jet Black/Umber
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 58,794
- Stock #:
- 46327P
- VIN:
- 1GCPYCEF0KZ254487
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,794 mi
Utica, NY
Great Deal
$28,000
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,926
- Stock #:
- SS6434A
- VIN:
- 1GCPYCEH4KZ399601
Price drop
-$2,105
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,926 mi
Raynham, MA
Great Deal
$31,355
$29,250
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 136,864
- Stock #:
- 2329A
- VIN:
- 3GCPYCEF6KG132698
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,864 mi
Spearfish, SD
Good Deal
$23,121
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,606.72. The average price has decreased by -1.5% since last year. The 2208 for sale on CarGurus range from $13,220 to $62,990 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1867 out of 2208 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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