Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearPontiac, IL
204 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 70,535
- Stock #:
- F4957A
- VIN:
- 1GCPYCEFXMZ273292
New arrival
Sponsored by Fox Valley Buick GMC
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,535 mi
Saint Charles, IL
74 mi away
Fair Deal
$32,347
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,859
- Stock #:
- F1344A
- VIN:
- 3GCPYCEL1NG100154
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,859 mi
Barrington, IL
93 mi away
Fair Deal
$35,271
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,383
- Stock #:
- P2552AA
- VIN:
- 1GCPYCEF0KZ268969
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,383 mi
Barrington, IL
93 mi away
Fair Deal
$30,681
- 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:
- 64,213
- Stock #:
- B7006B
- VIN:
- 1GCRYCEF1KZ343008
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
64,213 mi
Bourbonnais, IL
46 mi away
Fair Deal
$29,696
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 90,908
- Stock #:
- 4746H
- VIN:
- 1GCPYCEF9KZ177084
Price drop
-$1,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,908 mi
Pekin, IL
56 mi away
Good Deal
$27,996
$26,996
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 51,103
- Stock #:
- 26582A
- VIN:
- 1GCPYCEF3MZ403056
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,103 mi
Peotone, IL
54 mi away
Fair Deal
$33,913
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,297
- Stock #:
- 270102
- VIN:
- 1GCPYCEF8MZ270102
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $3,328 shipping
Fair Deal
$33,291
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 81,763
- Stock #:
- 25062B
- VIN:
- 1GCRYCEF0KZ370006
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
81,763 mi
East Dundee, IL
86 mi away
Fair Deal
$26,938
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,807
- Stock #:
- 08P893
- VIN:
- 3GCPDCED8NG570945
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,807 mi
Morrison, IL
96 mi away
Fair Deal
$34,511
- 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:
- 41,581
- Stock #:
- QBG2173
- VIN:
- 3GCUDCED9RG337309
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,581 mi
Champaign, IL
55 mi away
Great Deal
$39,319
$38,319
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,986
- Stock #:
- YP716
- VIN:
- 1GCPYCEH4KZ399582
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,986 mi
Danville, IL
71 mi away
Fair Deal
$28,214
- 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:
- 44,469
- Stock #:
- CP26216A
- VIN:
- 1GCPYCEF7LZ327405
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,469 mi
Peru, IL
42 mi away
Good Deal
$33,390
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 90,269
- Stock #:
- 12-5041
- VIN:
- 1GCPYCEF9KZ342034
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,269 mi
El Paso, IL
22 mi away
Good Deal
$27,349
- 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
19 mi away
Fair Deal
$25,356
- 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 $777 shipping
Good Deal
$31,262
- Year:
- 2021
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,085
- Stock #:
- 13222
- VIN:
- 1GCPYCEH1MZ215802
Price drop
-$1,400
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,085 mi
Frankfort, IL
60 mi away
Good Deal
$29,372
$27,972
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,723
- Stock #:
- CC2036
- VIN:
- 3GCPDCEK8RG179394
Price drop
-$1,259
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,723 mi
Home delivery from Avon, IN
Price includes $210 shipping
Good Deal
$38,816
$37,817
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,859
- Stock #:
- F1344A
- VIN:
- 3GCPYCEL1NG100154
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,859 mi
Barrington, IL
93 mi away
Fair Deal
$35,271
- 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:
- 70,535
- Stock #:
- F4957A
- VIN:
- 1GCPYCEFXMZ273292
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,535 mi
Saint Charles, IL
74 mi away
Fair Deal
$32,347
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 46,820
- Stock #:
- 16017
- VIN:
- 3GCPKCEKXSG328917
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,820 mi
Home delivery from Smithfield, NC
Price includes $1,342 shipping
Fair Deal
$39,441
- 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:
- Automatic
- Mileage:
- 53,546
- Stock #:
- C9N116543
- VIN:
- 1GCPYCEF3MZ116543
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,546 mi
Valparaiso, IN
89 mi away
Fair Deal
$33,610
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 50,119
- Stock #:
- E489A
- VIN:
- 1GCPYCEF1KZ331853
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,119 mi
Pekin, IL
57 mi away
Fair Deal
$32,159
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,420
- Stock #:
- P805
- VIN:
- 3GCPDCEK4PG353748
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,420 mi
St Charles, IL
74 mi away
Good Deal
$37,155
- 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
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 100,334
- Stock #:
- 42380
- VIN:
- 1GCPYCEF8MZ317516
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
100,334 mi
Springfield, IL
91 mi away
Fair Deal
$29,373
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Pontiac, IL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,279.15. The average price has decreased by -3.5% since last year. The 166 for sale near Pontiac, IL on CarGurus, range from $20,928 to $64,032 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Pontiac, IL have no reported accidents or damage?
166 out of 166 for sale near Pontiac, 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/MPGe.
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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