Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearElkhorn, WI
162 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 45,678
- Stock #:
- K8808
- VIN:
- 3GCUDCED1PG323353
Sponsored by Al Piemonte Chevrolet of Dundee
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,678 mi
East Dundee, IL
46 mi away
Fair Deal
$40,213
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,085
- Stock #:
- 30P1151
- VIN:
- 1GCPYCEF0MZ369514
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,085 mi
Lake Geneva, WI
11 mi away
Fair Deal
$32,422
- 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:
- 79,370
- Stock #:
- 04P2228
- VIN:
- 3GCPDCEK2RG225897
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,370 mi
Antioch, IL
29 mi away
Good Deal
$33,010
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,703
- Stock #:
- 9217
- VIN:
- 3GCPKCEK9SG334188
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,703 mi
Home delivery from Excelsior Springs, MO
Price includes $680 shipping
Great Deal
$40,680
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,625
- Stock #:
- P7412
- VIN:
- 3GCUDCEDXPG304686
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,625 mi
Crystal Lake, IL
36 mi away
Good Deal
$39,768
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 101,461
- Stock #:
- 7622
- VIN:
- 1GCRYCEFXLZ258878
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
101,461 mi
Muskego, WI
23 mi away
Fair Deal
$25,990
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,085
- Stock #:
- 30P1151
- VIN:
- 1GCPYCEF0MZ369514
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,085 mi
Lake Geneva, WI
11 mi away
Fair Deal
$32,422
- 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
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 54,539
- Stock #:
- PG6528
- VIN:
- 1GCPYCEF1MZ199700
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,539 mi
Lindenhurst, IL
35 mi away
Good Deal
$33,409
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 104,356
- Stock #:
- MC260806A
- VIN:
- 3GCUDCE83RG213216
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,356 mi
McHenry, IL
31 mi away
Good Deal
$31,910
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,242
- Stock #:
- PCP10267
- VIN:
- 3GCPDCEKXPG310709
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,242 mi
Palatine, IL
47 mi away
Fair Deal
$40,408
- 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:
- 32,963
- Stock #:
- MK260223A
- VIN:
- 3GCUDCED0RG150847
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,963 mi
McHenry, IL
31 mi away
Fair Deal
$41,913
- 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:
- 48,518
- Stock #:
- 5153
- VIN:
- 3GCUDCED9PG302640
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,518 mi
Home delivery from Seffner, FL
Price includes $1,129 shipping
Great Deal
$35,121
- 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:
- 99,779
- Stock #:
- KG235764
- VIN:
- 3GCPYCEF4KG235764
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,779 mi
Home delivery from Coopersville, MI
Price includes $200 shipping
Good Deal
$26,454
- 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:
- 23,806
- Stock #:
- 50243A
- VIN:
- 3GCUDCED6RG122065
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,806 mi
Fox Lake, IL
29 mi away
Fair Deal
$43,910
- 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 $248 shipping
Great Deal
$29,148
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 87,305
- Stock #:
- 26T053A
- VIN:
- 3GCPYCEL6MG114923
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,305 mi
Home delivery from Oelwein, IA
Free home delivery
Good Deal
$31,986
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,316
- Stock #:
- 26623X
- VIN:
- 3GCPDCEK7RG339815
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,316 mi
Home delivery from Defiance, OH
Price includes $354 shipping
Fair Deal
$37,156
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,943
- Stock #:
- 29517
- VIN:
- 1GCPYCEKXNZ109832
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,943 mi
Home delivery from Cambridge, OH
Price includes $608 shipping
Fair Deal
$32,484
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 71,338
- Stock #:
- TA6281A
- VIN:
- 3GCPYCEF2LG103572
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,338 mi
Home delivery from Ottawa, IL
Price includes $95 shipping
Fair Deal
$32,505
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 3,523
- Stock #:
- BC10222A
- VIN:
- 3GCUKCED1TG168240
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
3,523 mi
Home delivery from Port Clinton, OH
Price includes $444 shipping
Fair Deal
$50,276
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,249
- Stock #:
- GM31867T
- VIN:
- 1GCPYCEF6MZ370442
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,249 mi
Gurnee, IL
37 mi away
Good Deal
$28,776
- 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:
- 37,008
- Stock #:
- N26550A
- VIN:
- 3GCUDCEDXRG350828
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,008 mi
Home delivery from Waynesville, MO
Price includes $1,173 shipping
Good Deal
$41,661
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 59,654
- Stock #:
- 26F55B
- VIN:
- 3GCUDCE87PG294329
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,654 mi
Lake Mills, WI
31 mi away
Fair Deal
$38,174
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,242
- Stock #:
- PCP10267
- VIN:
- 3GCPDCEKXPG310709
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,242 mi
Palatine, IL
47 mi away
Fair Deal
$40,408
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Elkhorn, WI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,780.85. The average price has decreased by -0.7% since last year. The 163 for sale near Elkhorn, WI on CarGurus, range from $21,368 to $66,610 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Elkhorn, WI have no reported accidents or damage?
152 out of 163 for sale near Elkhorn, 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
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 LT in Elkhorn WIChevrolet Silverado 1500 RST in Elkhorn WIChevrolet Silverado 1500 LTZ in Elkhorn WIChevrolet Silverado 1500 LT Trail Boss in Elkhorn WIChevrolet Silverado 1500 LT1 in Elkhorn WIChevrolet Silverado 1500 Custom in Elkhorn WIChevrolet Silverado 1500 High Country in Elkhorn WIChevrolet Silverado 1500 Custom Trail Boss in Elkhorn WIChevrolet Silverado 1500 Work Truck in Elkhorn WI
Chevrolet Silverado 1500 in Janesville WIChevrolet Silverado 1500 in Kenosha WIChevrolet Silverado 1500 in Rockford ILChevrolet Silverado 1500 in Milwaukee WIChevrolet Silverado 1500 in Palatine ILChevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in Aurora ILChevrolet Silverado 1500 in Chicago ILChevrolet Silverado 1500 in Fond du Lac WI
Chevrolet Silverado 1500 in Elkhorn WIOld Chevy Trucks for Sale in Elkhorn WIClassic Muscle Cars for Sale in Elkhorn WIChevrolet Trucks For Sale in Elkhorn WICheap Muscle Cars for Sale in Elkhorn WIWork Trucks for Sale in Elkhorn WIReliable Cars For Sale in Elkhorn WIAmerican Made Trucks For Sale in Elkhorn WIBest Pickup Trucks For Sale in Elkhorn WIBest Cars Under $5,000 For Sale in Elkhorn 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 ElkhornUsed SUVs / Crossovers for Sale with Low Mileage in ElkhornUsed Hatchbacks for Sale with Low Mileage in ElkhornUsed Convertibles for Sale with Low Mileage in ElkhornUsed Vans for Sale with Low Mileage in ElkhornUsed Minivans for Sale with Low Mileage in ElkhornUsed Pickup Trucks for Sale with Low Mileage in ElkhornUsed Coupes for Sale with Low Mileage in ElkhornUsed Wagons for Sale with Low Mileage in Elkhorn
