Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearOregon, WI
152 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
Sponsored by Toyota of Brookfield
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,473 mi
Brookfield, WI
63 mi away
Good Deal
$38,467
- 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:
- 68,864
- Stock #:
- 11P2138
- VIN:
- 3GCPDCEK6PG225575
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,864 mi
Sterling, IL
79 mi away
Good Deal
$35,704
- 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
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,917 mi
Dubuque, IA
74 mi away
Good Deal
$43,356
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 80,966
- Stock #:
- G1752A
- VIN:
- 1GCPYCEF7MZ380820
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,966 mi
Rochelle, IL
71 mi away
Good Deal
$30,759
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,989 mi
Union Grove, WI
70 mi away
Good Deal
$33,374
- 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 $1,154 shipping
Good Deal
$36,133
- 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:
- 68,864
- Stock #:
- 11P2138
- VIN:
- 3GCPDCEK6PG225575
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,864 mi
Sterling, IL
79 mi away
Good Deal
$35,704
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,354
- Stock #:
- N25159A
- VIN:
- 3GCPDCED6NG679176
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,354 mi
Elk Grove Village, IL
95 mi away
Good Deal
$32,390
- 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
74 mi away
Good Deal
$39,180
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Home delivery from Howell, MI
Price includes $556 shipping
Good Deal
$21,800
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,202
- Stock #:
- 28560378
- VIN:
- 3GCUDCED1RG319063
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,202 mi
Store transfer to Madison, WI
Price includes $649 shipping
Good Deal
$43,647
$42,647
- 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
66 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:
- 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
74 mi away
Fair Deal
$40,935
- 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
74 mi away
Good Deal
$43,356
- 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 $422 shipping
Fair Deal
$37,594
- 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
55 mi away
Good Deal
$32,683
- 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
42 mi away
Good Deal
$19,264
- 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
68 mi away
Fair Deal
$36,049
- 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
92 mi away
Fair Deal
$27,995
- 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 $756 shipping
Fair Deal
$42,958
- 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 $1,464 shipping
Fair Deal
$30,687
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,370 mi
Antioch, IL
74 mi away
Good Deal
$34,788
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 14,080
- Stock #:
- 26RL211A
- VIN:
- 3GCUDCED3RG316519
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,080 mi
Janesville, WI
25 mi away
Fair Deal
$44,999
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,354
- Stock #:
- N25159A
- VIN:
- 3GCPDCED6NG679176
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,354 mi
Elk Grove Village, IL
95 mi away
Good Deal
$32,390
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Oregon, WI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,054.95. The average price has decreased by -0.4% since last year. The 130 for sale near Oregon, WI on CarGurus, range from $19,264 to $63,662 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Oregon, WI have no reported accidents or damage?
126 out of 130 for sale near Oregon, 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.
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