Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearSycamore, IL
202 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:
- 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
Price drop
-$1,000
Sponsored by Ottawa Toyota
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,338 mi
Ottawa, IL
44 mi away
Good Deal
$32,410
$31,410
- 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:
- 44,225
- Stock #:
- 2337313
- VIN:
- 3GCUDCED4PG337313
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,225 mi
Washington, IL
98 mi away
Fair Deal
$42,402
- 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:
- Automatic
- Mileage:
- 93,350
- Stock #:
- 34262M
- VIN:
- 1GCPYCEF1KZ383838
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,350 mi
Channahon, IL
47 mi away
Fair Deal
$28,300
- 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 Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 71,277
- Stock #:
- RP339A
- VIN:
- 3GCPYCEF6KG190701
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,277 mi
Peoria, IL
97 mi away
Fair Deal
$31,724
- 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 $1,084 shipping
Great Deal
$35,076
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 93,536
- Stock #:
- 261430A
- VIN:
- 1GCPYCEH5LZ331244
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,536 mi
Oak Lawn, IL
53 mi away
Good Deal
$25,711
- 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:
- 92,916
- Stock #:
- L61927A
- VIN:
- 3GCPYCEFXLG446842
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,916 mi
Lansing, IL
66 mi away
Fair Deal
$28,647
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 116,986
- Stock #:
- A666A
- VIN:
- 1GCPYCEF6LZ373758
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,986 mi
Dwight, IL
65 mi away
Fair Deal
$25,865
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 44,173
- Stock #:
- L61904A
- VIN:
- 1GCPYCEF1LZ144047
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,173 mi
Lansing, IL
66 mi away
Good Deal
$33,046
- 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
44 mi away
Good Deal
$33,409
- 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:
- 171,876
- Stock #:
- A530A
- VIN:
- 1GCPYCEFXLZ104226
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
171,876 mi
Dwight, IL
65 mi away
Fair Deal
$19,865
- 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:
- 12,940
- Stock #:
- C260682A
- VIN:
- 3GCUDCED5RG267775
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,940 mi
Schaumburg, IL
34 mi away
Fair Deal
$45,313
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 88,729
- Stock #:
- GT219B
- VIN:
- 1GCPYCEH6KZ262742
Price drop
-$1,541
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,729 mi
Dixon, IL
42 mi away
Good Deal
$27,697
$26,156
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 76,524
- Stock #:
- C4914A
- VIN:
- 3GCPYCEF6MG480715
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,524 mi
Morris, IL
50 mi away
Good Deal
$31,376
- 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 $234 shipping
Good Deal
$26,489
- 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 (Charcoal)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,132
- Stock #:
- 250850
- VIN:
- 1GCPYCEF4LZ250850
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
135,132 mi
Home delivery from Salt Lake City, UT
Price includes $1,806 shipping
Fair Deal
$23,706
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,785
- Stock #:
- PXG8494A
- VIN:
- 1GCPYCEF9MZ269184
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,785 mi
Menomonee Falls, WI
86 mi away
Good Deal
$32,994
- Year:
- 2025
- 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:
- Automatic
- Mileage:
- 6,042
- Stock #:
- UCP1843
- VIN:
- 3GCUKCED7SG119803
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,042 mi
Home delivery from Carrollton, KY
Price includes $738 shipping
Great Deal
$44,436
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,319
- Stock #:
- 260883A
- VIN:
- 3GCPKCEK1TG191626
Price drop
-$1,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,319 mi
Home delivery from Canfield, OH
Price includes $621 shipping
Great Deal
$43,019
$42,019
- 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
30 mi away
Good Deal
$31,763
- 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
26 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:
- 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 $263 shipping
Great Deal
$29,163
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 21,174
- Stock #:
- 47911A
- VIN:
- 3GCUDCED3RG316858
Price drop
-$954
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,174 mi
Antioch, IL
45 mi away
Good Deal
$43,628
$42,674
- 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 Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,678 mi
East Dundee, IL
24 mi away
Fair Deal
$40,213
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Sycamore, IL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,761.35. The average price has decreased by -0.8% since last year. The 168 for sale near Sycamore, IL on CarGurus, range from $21,276 to $66,069 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Sycamore, IL have no reported accidents or damage?
155 out of 168 for sale near Sycamore, IL 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.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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