Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide

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227 vehicles found

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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:
71,121
Stock #:
26UH365
VIN:
1GCRYCEF4KZ250516
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

71,121 mi

Hermiston, OR
Good Deal

$27,240

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
Transmission:
6-Speed Automatic Overdrive
Mileage:
92,692
Stock #:
AD1891
VIN:
1GCPYCEF8KZ257556
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,692 mi

Manhattan, KS
Fair Deal

$28,232

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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
155,092
Stock #:
PJ9132A
VIN:
1GCPYCEF1KZ339578
Shadow Gray Metallic 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$500

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

155,092 mi

Franklin, WI
Fair Deal

$20,998

$20,498

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:
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
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$970

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

81,763 mi

East Dundee, IL
Good Deal

$26,333

$25,363

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:
85,097
Stock #:
131714
VIN:
3GCPYCEF6KG131714
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

85,097 mi

Zeeland, MI
Good Deal

$26,275

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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
157,898
VIN:
1GCRYCEF4KZ345075
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

157,898 mi

Portage, WI
Fair Deal

$18,864

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:
Automatic
Mileage:
88,441
Stock #:
F26762B
VIN:
1GCRYCEF4KZ401791
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$586

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

88,441 mi

Chesterfield, MO
Good Deal

$26,509

$25,923

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:
62,538
Stock #:
C630350B
VIN:
1GCPYCEF5KZ330527
Summit White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,538 mi

Dade City, FL
Fair Deal
Manufacturer certified

$31,289

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
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
74,783
Stock #:
1GCPYCEF9KZ379343
VIN:
1GCPYCEF9KZ379343
Red 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,783 mi

Zeeland, MI
Good Deal

$26,995

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
Transmission:
6-Speed Automatic Overdrive
Mileage:
70,370
Stock #:
26221A
VIN:
1GCPYCEH6KZ391872
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,370 mi

Wabash, IN
Good Deal

$26,983

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:
Aluminum
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
100,391
Stock #:
6496
VIN:
1GCRYCEF0KZ260301
Aluminum 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

100,391 mi

Jacksonville, FL
Fair Deal

$24,698

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:
Red Hot
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
101,458
Stock #:
248909
VIN:
1GCPYCEF3KZ248909
Red Hot 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,458 mi

Pocatello, ID
Good Deal

$25,189

Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
122,935
Stock #:
373177
VIN:
1GCRYCEF9KZ373177
 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

122,935 mi

Greenbrier, AR
Fair Deal

$23,158

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:
71,121
Stock #:
26UH365
VIN:
1GCRYCEF4KZ250516
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

71,121 mi

Hermiston, OR
Good Deal

$27,240

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
Transmission:
6-Speed Automatic Overdrive
Mileage:
92,692
Stock #:
AD1891
VIN:
1GCPYCEF8KZ257556
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,692 mi

Manhattan, KS
Fair Deal

$28,232

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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
155,092
Stock #:
PJ9132A
VIN:
1GCPYCEF1KZ339578
Shadow Gray Metallic 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$500

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

155,092 mi

Franklin, WI
Fair Deal

$20,998

$20,498

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:
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
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$970

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

81,763 mi

East Dundee, IL
Good Deal

$26,333

$25,363

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:
85,097
Stock #:
131714
VIN:
3GCPYCEF6KG131714
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

85,097 mi

Zeeland, MI
Good Deal

$26,275

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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
157,898
VIN:
1GCRYCEF4KZ345075
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

157,898 mi

Portage, WI
Fair Deal

$18,864

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:
Automatic
Mileage:
88,441
Stock #:
F26762B
VIN:
1GCRYCEF4KZ401791
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$586

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

88,441 mi

Chesterfield, MO
Good Deal

$26,509

$25,923

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:
62,538
Stock #:
C630350B
VIN:
1GCPYCEF5KZ330527
Summit White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,538 mi

Dade City, FL
Fair Deal
Manufacturer certified

$31,289

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
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
74,783
Stock #:
1GCPYCEF9KZ379343
VIN:
1GCPYCEF9KZ379343
Red 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,783 mi

Zeeland, MI
Good Deal

$26,995

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
Transmission:
6-Speed Automatic Overdrive
Mileage:
70,370
Stock #:
26221A
VIN:
1GCPYCEH6KZ391872
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,370 mi

Wabash, IN
Good Deal

$26,983

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:
Aluminum
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
100,391
Stock #:
6496
VIN:
1GCRYCEF0KZ260301
Aluminum 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

100,391 mi

Jacksonville, FL
Fair Deal

$24,698

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:
Red Hot
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
101,458
Stock #:
248909
VIN:
1GCPYCEF3KZ248909
Red Hot 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,458 mi

Pocatello, ID
Good Deal

$25,189

Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
122,935
Stock #:
373177
VIN:
1GCRYCEF9KZ373177
 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

122,935 mi

Greenbrier, AR
Fair Deal

$23,158

FAQs

How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?

The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,867.59. The average price has decreased by -5.3% since last year. The 2251 for sale on CarGurus range from $399 to $58,267 in price.

How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?

1840 out of 2251 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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