Used 2019 Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
252 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 154,125
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
154,125 mi
Watertown, CT
Fair Deal
$20,099
- 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:
- 148,523
- Stock #:
- U17543
- VIN:
- 3GCPYCEFXKG147284
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
148,523 mi
Waynesboro, PA
Good Deal
$21,471
- 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:
- 107,716
- Stock #:
- 565877
- VIN:
- 1GCRYCEF4KZ283306
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
107,716 mi
Whitman, MA
Good Deal
$24,294
- 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:
- 117,147
- Stock #:
- S980
- VIN:
- 1GCPYCEF8KZ245357
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
117,147 mi
Gilbert, AZ
Good Deal
$24,999
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,969
- Stock #:
- 3927
- VIN:
- 1GCRYCEF9KZ249670
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
56,969 mi
Belford, NJ
Fair Deal
$29,673
- 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:
- 73,310
- Stock #:
- T266298A
- VIN:
- 3GCPYCEF0KG161310
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,310 mi
Rochester, NY
Good Deal
$27,964
- 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:
- 51,071
- Stock #:
- 261567A
- VIN:
- 3GCPYCEF0KG221120
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,071 mi
Downingtown, PA
Fair Deal
$32,485
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 72,167
- Stock #:
- P13994
- VIN:
- 3GCPYCEF5KG238723
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,167 mi
Orlando, FL
Fair Deal
$29,770
- 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:
- 90,719
- Stock #:
- UC8688
- VIN:
- 3GCPYCEF3KG268688
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,719 mi
Athens, TX
Good Deal
$28,480
- 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:
- 115,240
- Stock #:
- 349396
- VIN:
- 1GCPYCEF1KZ349396
Price drop
-$720
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
115,240 mi
Junction City, KY
Fair Deal
$26,123
$25,403
- 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
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Howell, MI
Good Deal
$21,244
$20,244
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 138,856
- Stock #:
- TC357164A
- VIN:
- 1GCRYCEF0KZ179279
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
138,856 mi
El Paso, TX
Good Deal
$22,203
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 24,311
- Stock #:
- G4651A
- VIN:
- 1GCRYCEF6KZ299295
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
24,311 mi
Utica, NY
Great Deal
$30,939
- 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
$19,985
- 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:
- 64,109
- Stock #:
- 8689
- VIN:
- 1GCRYCEF5KZ313123
Price drop
-$2,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
64,109 mi
Willimantic, CT
Fair Deal
$31,684
$29,684
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 33,904
- Stock #:
- N271756
- VIN:
- 1GCRYCEF8KZ271756
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
33,904 mi
Colorado Springs, CO
Good Deal
$32,684
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 104,046
- Stock #:
- S09314
- VIN:
- 1GCRYCEF4KZ274136
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
104,046 mi
Salem, IN
Fair Deal
$26,240
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,954
- Stock #:
- 6616
- VIN:
- 1GCRYCEF1KZ248416
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
85,954 mi
Tea, SD
Good Deal
$26,434
- 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:
- 90,401
- Stock #:
- 7-349336B
- VIN:
- 3GCPYCEF9KG300351
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,401 mi
Durand, MI
Good Deal
$28,052
- 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:
- 75,560
- Stock #:
- U2000791
- VIN:
- 1GCPYCEF2KZ173152
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,560 mi
Plymouth, NH
Good Deal
$28,344
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
101,458 mi
Pocatello, ID
Good Deal
$26,689
- 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:
- 88,873
- Stock #:
- 116197B
- VIN:
- 3GCPYCEFXKG207516
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,873 mi
Lumberton, NJ
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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 61,817
- Stock #:
- J1954A
- VIN:
- 1GCPYCEF5KZ412192
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
61,817 mi
Old Saybrook, CT
Fair Deal
$30,869
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,407 mi
Pittsboro, NC
Great Deal
$25,877
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,855.08. The average price has decreased by -0.7% since last year. The 2128 for sale on CarGurus range from $14,500 to $460,197 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1790 out of 2128 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
CarGurus Editorial Team
Best Truck Lease Deals in August 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 August 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 Car Deals in August 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.
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
