Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
239 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
$24,985
- 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 Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,986
- Stock #:
- YP716
- VIN:
- 1GCPYCEH4KZ399582
Price drop
-$3,037
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,986 mi
Danville, IL
Great Deal
$28,214
$25,177
- 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
$28,829
- 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:
- 65,217
- Stock #:
- 8507b
- VIN:
- 1GCRYCEF5KZ313123
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
65,217 mi
Willimantic, CT
Fair Deal
$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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 162,703
- Stock #:
- 422246
- VIN:
- 1GCPYCEF4KZ343799
Price drop
-$2,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
162,703 mi
Ozark, MO
Good Deal
$21,980
$19,980
- 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:
- 57,550
- Stock #:
- KZ370333T
- VIN:
- 1GCRYCEF4KZ370333
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
57,550 mi
Egg Harbor Township, NJ
Great Deal
$28,238
- 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
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
101,458 mi
Pocatello, ID
Good Deal
$26,189
$25,189
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 127,135
- Stock #:
- PN532854A
- VIN:
- 3GCPYCEH0KG135095
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
127,135 mi
Madisonville, KY
Great Deal
$21,899
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
81,763 mi
East Dundee, IL
Fair Deal
$26,938
- 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
Great Deal
$26,694
- 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:
- 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:
- 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
$24,147
- 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
Good Deal
$21,999
- 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:
- 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:
- White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,605
- Stock #:
- P3497
- VIN:
- 1GCRYCEF3KZ183763
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
95,605 mi
Georgetown, KY
Good Deal
$25,679
$24,679
- 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:
- 122,324
- Stock #:
- C262304A
- VIN:
- 3GCPYCEF1KG189360
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,324 mi
Pearland, TX
Fair Deal
$25,379
- 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:
- 73,083
- Stock #:
- GO8518
- VIN:
- 1GCRYCEF3KZ336318
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
73,083 mi
Grand Blanc, MI
Good Deal
$25,814
- 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
$29,698
- 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:
- Black (gba)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black (h1t)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 111,354
- Stock #:
- 60166B
- VIN:
- 1GCRYCEF5KZ302364
Price drop
-$1,011
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
111,354 mi
Mount Horeb, WI
Good Deal
$24,170
$23,159
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
111,121 mi
Cornelius, NC
Fair Deal
$27,122
- 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:
- 77,214
- Stock #:
- HP1491
- VIN:
- 1GCRYCEF0KZ306385
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
77,214 mi
Waverly, OH
Good Deal
$26,998
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 114,143
- Stock #:
- T298260
- VIN:
- 1GCPYCEF5KZ298260
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,143 mi
Lubbock, TX
Fair Deal
$25,830
- 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
Fair 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,279
- Stock #:
- 426901
- VIN:
- 1GCPYCEF1KZ426901
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,279 mi
Plano, TX
Good Deal
$27,688
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,192.85. The average price has decreased by -4% since last year. The 2227 for sale on CarGurus range from $16,220 to $59,990 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1854 out of 2227 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.
Relevant articles
CarGurus Editorial Team
Best Car Deals in October 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
CarGurus Editorial Team
Best Truck Lease Deals in October 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.
CarGurus Editorial Team
Car Deals with 0% APR in October 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.
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
