Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
253 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
$25,485
- 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
$27,996
- 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:
- 69,564
- Stock #:
- 403674
- VIN:
- 1GCPYCEF0KZ403674
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,564 mi
Holland, MI
Good Deal
$29,275
- 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:
- 58,665
- Stock #:
- KZ239782
- VIN:
- 1GCRYCEF3KZ239782
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
58,665 mi
Englewood, CO
Fair Deal
$29,587
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 67,188
- Stock #:
- G3157A
- VIN:
- 1GCRYCEF0KZ208151
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
67,188 mi
Bridgeport, WV
Great Deal
$26,065
- 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:
- 99,287
- Stock #:
- Z328202T
- VIN:
- 1GCPYCEF0KZ328202
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,287 mi
Deland, FL
Fair Deal
$27,264
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,573
- Stock #:
- C630350B
- VIN:
- 1GCPYCEF5KZ330527
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,573 mi
Dade City, FL
Fair Deal
$31,341
- 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
Fair 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:
- 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
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
85,243 mi
Eugene, OR
Good Deal
$27,227
$26,227
- 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:
- 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
$24,149
- 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
Price drop
-$540
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,139 mi
Harrisburg, PA
Great Deal
$24,941
$24,401
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,801
- Stock #:
- 261450A
- VIN:
- 1GCPYCEF8KZ341053
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,801 mi
Gaithersburg, MD
Fair Deal
$27,995
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
186,281 mi
Orlando, FL
Fair Deal
$18,610
- 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 Tintcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 88,547
- Stock #:
- T1323001A
- VIN:
- 1GCRYCEFXKZ420250
Price drop
-$794
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
88,547 mi
Easley, SC
Good Deal
$27,293
$26,499
- 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:
- 94,369
- Stock #:
- T0414
- VIN:
- 1GCPYCEF0KZ400709
Price drop
-$700
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,369 mi
Cortland, NY
Good Deal
$26,375
$25,675
- 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:
- 103,001
- Stock #:
- L26885A
- VIN:
- 1GCRYCEFXKZ316079
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
103,001 mi
Richmond, VA
Good Deal
$24,678
- 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
Price drop
-$777
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
111,121 mi
Cornelius, NC
Good Deal
$27,522
$26,745
- 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 Cloth
- Transmission:
- Automatic
- Mileage:
- 91,713
- Stock #:
- E1003
- VIN:
- 1GCPYCEF3KZ250322
Price drop
-$700
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,713 mi
Hazelwood, MO
Good Deal
$27,768
$27,068
- 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:
- 93,000
- Stock #:
- CU4125B
- VIN:
- 1GCPYCEF0KZ223191
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,000 mi
Beacon, NY
Fair Deal
$26,531
- 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:
- 65,066
- Stock #:
- 8507b
- VIN:
- 1GCRYCEF5KZ313123
Price drop
-$6,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
65,066 mi
Willimantic, CT
Fair Deal
$34,684
$28,684
- 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
$32,159
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,550
- Stock #:
- KZ370333T
- VIN:
- 1GCRYCEF4KZ370333
Price drop
-$743
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
57,550 mi
Egg Harbor Township, NJ
Good Deal
$29,379
$28,636
- 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:
- 77,199
- Stock #:
- HP1491
- VIN:
- 1GCRYCEF0KZ306385
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
77,199 mi
Waverly, OH
Good Deal
$26,998
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,249.01. The average price has decreased by -3.7% since last year. The 2286 for sale on CarGurus range from $14,500 to $59,990 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1912 out of 2286 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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