Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
243 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:
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,076 mi
Tipton, IN
Fair Deal
$29,642
- 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:
- 161,179
- Stock #:
- C33598B
- VIN:
- 1GCRYCEF0KZ213706
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
161,179 mi
Saint Marys, WV
Fair Deal
$20,350
- 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
Price drop
-$599
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
153,098 mi
Watertown, CT
Good Deal
$18,298
$17,699
- 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:
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,864 mi
Spearfish, SD
Good Deal
$23,121
- 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
Great Deal
$25,343
- 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 (Charcoal)
- Transmission:
- Automatic
- Mileage:
- 115,656
- Stock #:
- 19164
- VIN:
- 1GCRYCEH9KZ201457
Price drop
-$3,675
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
115,656 mi
Brandenburg, KY
Good Deal
$25,975
$22,300
- 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:
- 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:
- 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:
- 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:
- Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,849
- Stock #:
- P3738
- VIN:
- 1GCRYCEF9KZ181600
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
83,849 mi
Gladewater, TX
Good Deal
$25,620
- 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:
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 119,622
- Stock #:
- TKZ412807
- VIN:
- 1GCRYCEF4KZ412807
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
119,622 mi
Charleston, SC
Fair Deal
$24,323
- 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:
- 122,880
- Stock #:
- 26FT757B
- VIN:
- 1GCPYCEF2KZ231146
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,880 mi
Hollidaysburg, PA
Fair Deal
$23,987
- 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:
- 108,108
- Stock #:
- CCU5193A
- VIN:
- 1GCPYCEF4KZ404620
Price drop
-$500
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
108,108 mi
Colmar, PA
Good Deal
$24,489
$23,989
- 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 Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 97,012
- Stock #:
- 7LN3501A
- VIN:
- 1GCPYCEF0KZ421088
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,012 mi
Cornelius, NC
Good Deal
$27,992
- 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:
- 143,617
- Stock #:
- 561389A
- VIN:
- 1GCRYCEF2KZ368113
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
143,617 mi
Baird, TX
Great Deal
$19,004
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 66,988
- Stock #:
- 257633
- VIN:
- 1GCRYCEFXKZ257633
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
66,988 mi
Metuchen, NJ
Great Deal
$24,694
- 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:
- 72,294
- Stock #:
- 265463B
- VIN:
- 1GCRYCEF4KZ341172
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
72,294 mi
Plattsburgh, NY
Good Deal
$27,164
- 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
Great Deal
$19,999
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,686
- Stock #:
- TZ388614
- VIN:
- 1GCPYCEF4KZ388614
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,686 mi
Sylvester, GA
Fair Deal
$28,566
- 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:
- 82,041
- Stock #:
- Z295712
- VIN:
- 1GCRYCEF9KZ295712
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
82,041 mi
Indianapolis, IN
Fair Deal
$28,943
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,593.15. The average price has decreased by -1.6% since last year. The 2214 for sale on CarGurus range from $13,220 to $62,490 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1880 out of 2214 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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