Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearPrairie du Sac, WI
130 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,473
- Stock #:
- T16901A
- VIN:
- 3GCPDCEK9RG355742
New arrival
Sponsored by Toyota of Brookfield
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,473 mi
Brookfield, WI
84 mi away
Good Deal
$38,008
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,296
- Stock #:
- Q12057
- VIN:
- 3GCUDCED8RG199987
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,296 mi
Dubuque, IA
73 mi away
Fair Deal
$44,965
- Year:
- 2021
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 101,534
- Stock #:
- 16P2279A
- VIN:
- 3GCPYCEFXMG121450
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
101,534 mi
Woodstock, IL
99 mi away
Fair Deal
$29,496
- Year:
- 2024
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,769
- Stock #:
- 6628725A
- VIN:
- 3GCUDCED8RG264868
Price drop
-$1,340
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,769 mi
Home delivery from Lexington, TN
Price includes $1,335 shipping
Good Deal
$40,122
$38,782
- Year:
- 2021
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,989
- Stock #:
- 26-094A
- VIN:
- 1GCPYCEF1MZ235952
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,989 mi
Union Grove, WI
98 mi away
Good Deal
$34,374
$33,374
- Year:
- 2020
- 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:
- 97,294
- Stock #:
- CT315C
- VIN:
- 1GCPYCEF3LZ126276
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,294 mi
Dyersville, IA
88 mi away
Fair Deal
$27,995
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $1,189 shipping
Great Deal
$34,678
- Year:
- 2020
- 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:
- 71,130
- Stock #:
- 260940BB
- VIN:
- 1GCPYCEF8LZ353107
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,130 mi
Home delivery from East Liverpool, OH
Price includes $1,515 shipping
Fair Deal
$31,413
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,473
- Stock #:
- T16901A
- VIN:
- 3GCPDCEK9RG355742
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,473 mi
Brookfield, WI
84 mi away
Good Deal
$38,008
- 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
23 mi away
Fair Deal
$19,264
- Year:
- 2020
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,491 shipping
Fair Deal
$30,714
- Year:
- 2021
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 101,534
- Stock #:
- 16P2279A
- VIN:
- 3GCPYCEFXMG121450
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
101,534 mi
Woodstock, IL
99 mi away
Fair Deal
$29,496
- Year:
- 2023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,920
- Stock #:
- Q11973
- VIN:
- 3GCUDCED7PG127837
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,920 mi
Dubuque, IA
73 mi away
Good Deal
$39,058
- Year:
- 2020
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $309 shipping
Great Deal
$29,309
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $894 shipping
Fair Deal
$32,499
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,177
- Stock #:
- 331707D
- VIN:
- 3GCPKCEK5SG114322
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,177 mi
Home delivery from Winnsboro, LA
Price includes $780 shipping
Fair Deal
$42,982
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,917
- Stock #:
- T260603A
- VIN:
- 3GCUDCED8RG106353
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,917 mi
Dubuque, IA
73 mi away
Fair Deal
$43,647
- Year:
- 2020
- 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:
- 59,609
- Stock #:
- W167457
- VIN:
- 1GCPYCEF3LZ167457
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,609 mi
Home delivery from West Valley City, UT
Price includes $1,149 shipping
Fair Deal
$32,776
- Year:
- 2020
- 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:
- 75,423
- Stock #:
- 29456
- VIN:
- 1GCPYCEF4LZ373368
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,423 mi
Home delivery from Cambridge, OH
Price includes $718 shipping
Fair Deal
$31,296
- Year:
- 2022
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 8,465
- Stock #:
- K63288A
- VIN:
- 1GCPYCEL7NZ224929
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,465 mi
Home delivery from Waukee, IA
Price includes $362 shipping
Good Deal
$38,832
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,660
- Stock #:
- 26EQ0622A
- VIN:
- 3GCPDCEK9RG188203
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,660 mi
Home delivery from Lewisville, TX
Price includes $1,220 shipping
Fair Deal
$39,962
- Year:
- 2021
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 46,450
- Stock #:
- 291680
- VIN:
- 1GCPYCEFXMZ291680
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,450 mi
West Bend, WI
81 mi away
Fair Deal
$36,049
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Cypress Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- jet black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,125
- Stock #:
- TG136318
- VIN:
- 3GCPKCEK1TG136318
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,125 mi
East Dubuque, IL
70 mi away
Fair Deal
$44,750
- Year:
- 2020
- 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:
- 97,294
- Stock #:
- CT315C
- VIN:
- 1GCPYCEF3LZ126276
New arrival
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,294 mi
Dyersville, IA
88 mi away
Fair Deal
$27,995
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Prairie du Sac, WI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,972.07. The average price has decreased by -0.5% since last year. The 123 for sale near Prairie du Sac, WI on CarGurus, range from $19,264 to $64,682 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Prairie du Sac, WI have no reported accidents or damage?
114 out of 123 for sale near Prairie du Sac, WI 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 Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
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.
Chevrolet Silverado 1500 LT in Prairie du Sac WIChevrolet Silverado 1500 RST in Prairie du Sac WIChevrolet Silverado 1500 LTZ in Prairie du Sac WIChevrolet Silverado 1500 LT Trail Boss in Prairie du Sac WIChevrolet Silverado 1500 LT1 in Prairie du Sac WIChevrolet Silverado 1500 Custom in Prairie du Sac WIChevrolet Silverado 1500 High Country in Prairie du Sac WIChevrolet Silverado 1500 Custom Trail Boss in Prairie du Sac WIChevrolet Silverado 1500 Work Truck in Prairie du Sac WI
Chevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in Janesville WIChevrolet Silverado 1500 in Fond du Lac WIChevrolet Silverado 1500 in Dubuque IAChevrolet Silverado 1500 in Rockford ILChevrolet Silverado 1500 in La Crosse WIChevrolet Silverado 1500 in Milwaukee WIChevrolet Silverado 1500 in Appleton WIChevrolet Silverado 1500 in Marshfield WI
Chevrolet Silverado 1500 in Prairie du Sac WIOld Chevy Trucks for Sale in Prairie du Sac WIClassic Muscle Cars for Sale in Prairie du Sac WIChevrolet Trucks For Sale in Prairie du Sac WICheap Muscle Cars for Sale in Prairie du Sac WIWork Trucks for Sale in Prairie du Sac WIReliable Cars For Sale in Prairie du Sac WIAmerican Made Trucks For Sale in Prairie du Sac WIBest Pickup Trucks For Sale in Prairie du Sac WIBest Cars Under $5,000 For Sale in Prairie du Sac WI
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 Mileage in Prairie du SacUsed SUVs / Crossovers for Sale with Low Mileage in Prairie du SacUsed Hatchbacks for Sale with Low Mileage in Prairie du SacUsed Convertibles for Sale with Low Mileage in Prairie du SacUsed Vans for Sale with Low Mileage in Prairie du SacUsed Minivans for Sale with Low Mileage in Prairie du SacUsed Pickup Trucks for Sale with Low Mileage in Prairie du SacUsed Coupes for Sale with Low Mileage in Prairie du SacUsed Wagons for Sale with Low Mileage in Prairie du Sac
