Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
212 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,444
- Stock #:
- T06386A
- VIN:
- 3GCPYCEF5KG299263
Price drop
-$636
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,444 mi
Bradenton, FL
Good Deal
$29,599
$28,963
- 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:
- 153,929
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
153,929 mi
Watertown, CT
Fair Deal
$20,699
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 109,805
- Stock #:
- 387
- VIN:
- 3GCPYCEF6KG238021
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,805 mi
Cleveland, TN
Fair Deal
$28,796
- 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:
- 55,063
- Stock #:
- Y7269
- VIN:
- 1GCPYCEF3KZ428293
Price drop
-$881
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,063 mi
Fort Madison, IA
Fair Deal
$32,009
$31,128
- 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:
- 84,495
- Stock #:
- P2410A
- VIN:
- 1GCRYCEF0KZ176981
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
84,495 mi
Gardner, MA
Good Deal
$26,490
- 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:
- 29,778
- Stock #:
- A378669
- VIN:
- 1GCPYCEF1KZ378669
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,778 mi
Morehead, KY
Good Deal
$33,199
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 63,170
- Stock #:
- 43884-1
- VIN:
- 1GCPYCEF1KZ246771
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,170 mi
O'Fallon, IL
Good Deal
$31,587
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 45,842
- Stock #:
- C26110B
- VIN:
- 1GCRYCEF7KZ231233
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
45,842 mi
Yorkville, NY
Good Deal
$30,620
- 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:
- Silver
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 133,123
- Stock #:
- 374625
- VIN:
- 1GCRYCEF4KZ374625
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
133,123 mi
Brandon, FL
Great Deal
$20,881
- 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:
- 60,683
- Stock #:
- PZ378921
- VIN:
- 1GCPYCEF7KZ378921
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,683 mi
Cordele, GA
Good Deal
$31,395
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 74,378
- Stock #:
- R26614A
- VIN:
- 1GCPYCEF3KZ170289
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
74,378 mi
Cumming, GA
Great Deal
$28,745
- 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:
- Silver
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 150,672
- Stock #:
- T186394
- VIN:
- 1GCPYCEF3KZ186394
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
150,672 mi
Sherman, TX
Good Deal
$22,585
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 103,407
- Stock #:
- 11653
- VIN:
- 3GCPYCEF6KG188558
Price drop
-$610
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,407 mi
Pittsboro, NC
Good Deal
$27,387
$26,777
- 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:
- 111,354
- VIN:
- 3GCPYCEF9KG199151
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
111,354 mi
Fullerton, CA
Good Deal
$24,233
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,122
- Stock #:
- 406-B598
- VIN:
- 1GCPYCEF5KZ375743
Price drop
-$860
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,122 mi
Huntington, IN
Good Deal
$31,038
$30,178
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 116,316
- Stock #:
- 380599
- VIN:
- 1GCPYCEF5KZ380599
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,316 mi
Pembroke, MA
Good Deal
$23,494
- 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:
- 104,108
- Stock #:
- 332395C01
- VIN:
- 1GCPYCEF2KZ332395
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,108 mi
Linden , NJ
Good Deal
$25,799
$24,799
- 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:
- 103,724
- Stock #:
- S09314
- VIN:
- 1GCRYCEF4KZ274136
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
103,724 mi
Salem, IN
Fair Deal
$26,740
- 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:
- Cajun Red Tintcoat Gpj
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,179
- Stock #:
- KZ358984
- VIN:
- 1GCRYCEF7KZ358984
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Howell, MI
Good Deal
$21,244
- 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
Good Deal
$28,494
- 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:
- 39,372
- Stock #:
- G55431A
- VIN:
- 1GCRYCEF8KZ345208
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
39,372 mi
Grand Forks, ND
Fair Deal
$33,298
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 114,993
- Stock #:
- 26GT053A
- VIN:
- 3GCPYCEF0KG294293
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,993 mi
Ronan, MT
Good Deal
$25,298
- 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:
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 67,186
- Stock #:
- T6871B
- VIN:
- 3GCPYCEF2KG144363
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,186 mi
White Hall, WV
Fair Deal
$32,475
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,074.75. The average price has decreased by -0.6% since last year. The 1976 for sale on CarGurus range from $14,500 to $65,722 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1666 out of 1976 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
CarGurus Editorial Team
Best Truck Lease Deals in July 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
Chevrolet Silverado 1500 Custom Trail Boss in AlabamaChevrolet Silverado 1500 Custom Trail Boss in AlaskaChevrolet Silverado 1500 Custom Trail Boss in ArizonaChevrolet Silverado 1500 Custom Trail Boss in ArkansasChevrolet Silverado 1500 Custom Trail Boss in CaliforniaChevrolet Silverado 1500 Custom Trail Boss in ColoradoChevrolet Silverado 1500 Custom Trail Boss in ConnecticutChevrolet Silverado 1500 Custom Trail Boss in DelawareChevrolet Silverado 1500 Custom Trail Boss in District of ColumbiaChevrolet Silverado 1500 Custom Trail Boss in FloridaChevrolet Silverado 1500 Custom Trail Boss in GeorgiaChevrolet Silverado 1500 Custom Trail Boss in HawaiiChevrolet Silverado 1500 Custom Trail Boss in IdahoChevrolet Silverado 1500 Custom Trail Boss in IllinoisChevrolet Silverado 1500 Custom Trail Boss in IndianaChevrolet Silverado 1500 Custom Trail Boss in IowaChevrolet Silverado 1500 Custom Trail Boss in KansasChevrolet Silverado 1500 Custom Trail Boss in KentuckyChevrolet Silverado 1500 Custom Trail Boss in LouisianaChevrolet Silverado 1500 Custom Trail Boss in MaineChevrolet Silverado 1500 Custom Trail Boss in MarylandChevrolet Silverado 1500 Custom Trail Boss in MassachusettsChevrolet Silverado 1500 Custom Trail Boss in MichiganChevrolet Silverado 1500 Custom Trail Boss in MinnesotaChevrolet Silverado 1500 Custom Trail Boss in MississippiChevrolet Silverado 1500 Custom Trail Boss in MissouriChevrolet Silverado 1500 Custom Trail Boss in MontanaChevrolet Silverado 1500 Custom Trail Boss in NebraskaChevrolet Silverado 1500 Custom Trail Boss in NevadaChevrolet Silverado 1500 Custom Trail Boss in New HampshireChevrolet Silverado 1500 Custom Trail Boss in New JerseyChevrolet Silverado 1500 Custom Trail Boss in New MexicoChevrolet Silverado 1500 Custom Trail Boss in New YorkChevrolet Silverado 1500 Custom Trail Boss in North CarolinaChevrolet Silverado 1500 Custom Trail Boss in North DakotaChevrolet Silverado 1500 Custom Trail Boss in OhioChevrolet Silverado 1500 Custom Trail Boss in OklahomaChevrolet Silverado 1500 Custom Trail Boss in OregonChevrolet Silverado 1500 Custom Trail Boss in PennsylvaniaChevrolet Silverado 1500 Custom Trail Boss in Puerto RicoChevrolet Silverado 1500 Custom Trail Boss in Rhode IslandChevrolet Silverado 1500 Custom Trail Boss in South CarolinaChevrolet Silverado 1500 Custom Trail Boss in South DakotaChevrolet Silverado 1500 Custom Trail Boss in TennesseeChevrolet Silverado 1500 Custom Trail Boss in TexasChevrolet Silverado 1500 Custom Trail Boss in UtahChevrolet Silverado 1500 Custom Trail Boss in VermontChevrolet Silverado 1500 Custom Trail Boss in VirginiaChevrolet Silverado 1500 Custom Trail Boss in WashingtonChevrolet Silverado 1500 Custom Trail Boss in West VirginiaChevrolet Silverado 1500 Custom Trail Boss in WisconsinChevrolet Silverado 1500 Custom Trail Boss in Wyoming
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low MileageUsed SUVs / Crossovers for Sale with Low MileageUsed Hatchbacks for Sale with Low MileageUsed Convertibles for Sale with Low MileageUsed Vans for Sale with Low MileageUsed Minivans for Sale with Low MileageUsed Pickup Trucks for Sale with Low MileageUsed Coupes for Sale with Low MileageUsed Wagons for Sale with Low Mileage
