Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearLadysmith, WI
101 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,574
- Stock #:
- 003400
- VIN:
- 3GCPYCEF9LG165339
Sponsored by Don Johnson Auto Group Rice Lake Hayward Ladysmith Cumberland
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,574 mi
Cumberland, WI
46 mi away
Fair Deal
$30,395
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 69,176
- Stock #:
- 25129A
- VIN:
- 3GCPYCEF2MG142390
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,176 mi
Hudson, WI
88 mi away
Good Deal
$32,306
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,593
- Stock #:
- 19534I
- VIN:
- 3GCUDCED8PG128687
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,593 mi
Red Wing, MN
97 mi away
Fair Deal
$38,238
- 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:
- 44,984
- Stock #:
- MX10969
- VIN:
- 3GCUDCED5PG329981
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,984 mi
Chippewa Falls, WI
46 mi away
Great Deal
$36,891
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 47,352
- Stock #:
- 261396A
- VIN:
- 1GCPYCEFXMZ208782
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,352 mi
Chippewa Falls, WI
46 mi away
Good Deal
$35,264
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,774
- Stock #:
- S19825A
- VIN:
- 3GCUDCED7RG267941
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,774 mi
Home delivery from Newton, NC
Price includes $1,282 shipping
Good Deal
$41,282
$40,282
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 69,176
- Stock #:
- 25129A
- VIN:
- 3GCPYCEF2MG142390
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,176 mi
Hudson, WI
88 mi away
Good Deal
$32,306
- 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 $1,361 shipping
Good Deal
$36,850
- 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:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $1,736 shipping
Good Deal
$37,181
- 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:
- 76,938
- Stock #:
- 38210A
- VIN:
- 1GCPYCEF5KZ177776
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,938 mi
Merrill, WI
73 mi away
Fair Deal
$30,990
- 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 $408 shipping
Great Deal
$29,408
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,448
- Stock #:
- SG139619
- VIN:
- 3GCPKCEKXSG139619
Price drop
-$1,905
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,448 mi
Superior, WI
96 mi away
Great Deal
$42,403
$40,498
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,453
- Stock #:
- ZC26344
- VIN:
- 1GCPYCEK2NZ120128
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Home delivery from Hicksville, OH
Price includes $540 shipping
Great Deal
$32,775
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,311
- Stock #:
- P4567
- VIN:
- 3GCUDCED5PG197112
Price drop
-$2,499
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,311 mi
Rhinelander, WI
83 mi away
Good Deal
$42,449
$39,950
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,108 mi
Home delivery from Linden , NJ
Price includes $1,371 shipping
Good Deal
$26,170
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $904 shipping
Fair Deal
$36,752
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,297
- Stock #:
- FBC0125A
- VIN:
- 3GCPKCEKXSG347497
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,297 mi
Home delivery from Ft Benton, MT
Price includes $1,171 shipping
Fair Deal
$43,669
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,574
- Stock #:
- 003400
- VIN:
- 3GCPYCEF9LG165339
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,574 mi
Cumberland, WI
46 mi away
Fair Deal
$30,395
- Year:
- 2022
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 71,003
- Stock #:
- L9405
- VIN:
- 3GCPDCEK4NG574960
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,003 mi
St Paul, MN
99 mi away
Good Deal
$31,347
- 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 $1,099 shipping
Good Deal
$32,726
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,560
- Stock #:
- P25761
- VIN:
- 3GCPKCEK0TG160125
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
3,560 mi
Home delivery from Scottsdale, AZ
Price includes $1,933 shipping
Good Deal
$45,532
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 119,092
- Stock #:
- F073
- VIN:
- 1GCPYCEF0MZ173587
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
119,092 mi
Home delivery from Painesville, OH
Price includes $1,120 shipping
Great Deal
$22,995
- 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:
- 27,078
- Stock #:
- C0649A
- VIN:
- 3GCUDCED9RG454596
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,078 mi
Wausau, WI
82 mi away
Fair Deal
$44,837
- 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:
- Summit White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 64,053
- Stock #:
- 50983
- VIN:
- 1GCPYCEF8MZ324269
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,053 mi
Bloomer, WI
33 mi away
Good Deal
$33,939
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Ladysmith, WI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,072.10. The average price has decreased by -0.8% since last year. The 91 for sale near Ladysmith, WI on CarGurus, range from $22,457 to $56,611 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Ladysmith, WI have no reported accidents or damage?
79 out of 91 for sale near Ladysmith, 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
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.
CarGurus Editorial Team
Best Car Deals in July 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 Ladysmith WIChevrolet Silverado 1500 RST in Ladysmith WIChevrolet Silverado 1500 LTZ in Ladysmith WIChevrolet Silverado 1500 LT Trail Boss in Ladysmith WIChevrolet Silverado 1500 LT1 in Ladysmith WIChevrolet Silverado 1500 Custom in Ladysmith WIChevrolet Silverado 1500 High Country in Ladysmith WIChevrolet Silverado 1500 Custom Trail Boss in Ladysmith WIChevrolet Silverado 1500 Work Truck in Ladysmith WI
Chevrolet Silverado 1500 in Eau Claire WIChevrolet Silverado 1500 in Marshfield WIChevrolet Silverado 1500 in Duluth MNChevrolet Silverado 1500 in Minneapolis MNChevrolet Silverado 1500 in La Crosse WIChevrolet Silverado 1500 in Rochester MNChevrolet Silverado 1500 in Monticello MNChevrolet Silverado 1500 in Young America MNChevrolet Silverado 1500 in Saint Cloud MN
Chevrolet Silverado 1500 in Ladysmith WIOld Chevy Trucks for Sale in Ladysmith WIClassic Muscle Cars for Sale in Ladysmith WIChevrolet Trucks For Sale in Ladysmith WICheap Muscle Cars for Sale in Ladysmith WIWork Trucks for Sale in Ladysmith WIReliable Cars For Sale in Ladysmith WIAmerican Made Trucks For Sale in Ladysmith WIBest Pickup Trucks For Sale in Ladysmith WIBest Cars Under $5,000 For Sale in Ladysmith 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 LadysmithUsed SUVs / Crossovers for Sale with Low Mileage in LadysmithUsed Hatchbacks for Sale with Low Mileage in LadysmithUsed Convertibles for Sale with Low Mileage in LadysmithUsed Vans for Sale with Low Mileage in LadysmithUsed Minivans for Sale with Low Mileage in LadysmithUsed Pickup Trucks for Sale with Low Mileage in LadysmithUsed Coupes for Sale with Low Mileage in LadysmithUsed Wagons for Sale with Low Mileage in Ladysmith
