Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Dewitt, IL

157 results

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,937 miles

$43,149

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:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 6,937
Stock #:: PL2977A
VIN:: 3GCPKCEK4SG177072

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,518 miles

$21,500

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:: 134,518
Stock #:: PR1543
VIN:: 1GCPYCEF7KZ315382

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,410 miles

$41,880

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:: Red Hot
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 20,410
Stock #:: 26G118A
VIN:: 3GCPDCEK2RG126092

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,569 miles

$41,996

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:: 2,569
Stock #:: 4563H
VIN:: 3GCPKCEK2SG296464

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,937 miles

$43,149

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:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 6,937
Stock #:: PL2977A
VIN:: 3GCPKCEK4SG177072

Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,175 miles

$45,004

Good Deal

$843/mo est.

Home delivery from Jefferson City, MO

Price includes $320 shipping

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:: Summit White
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 14,175
Stock #:: 5875
VIN:: 3GCUKCED4SG118995

Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

19,213 miles

$41,380

Good Deal

$775/mo est.

Home delivery from Defiance, OH

Price includes $368 shipping

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:: Slate Gray Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 19,213
Stock #:: 06038B
VIN:: 3GCPKCEK3SG103948

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

103,699 miles

$25,568

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
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 103,699
Stock #:: U4494A
VIN:: 1GCRYCEF3KZ248367

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

86,764 miles

$29,264

Good Deal

$573/mo est.

Home delivery from Cambridge, OH

Price includes $286 shipping

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 (Satin Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 86,764
Stock #:: 53714
VIN:: 1GCPYCEF3LZ208380

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,571 miles

$40,912

Good Deal

$772/mo est.

Home delivery from Carrollton, KY

Price includes $333 shipping

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
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 18,571
Stock #:: UCP1784
VIN:: 3GCPDCEK7RG246485

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

109,038 miles

$24,100

Fair Deal

$472/mo est.

Home delivery from New Bern, NC

Price includes $1,102 shipping

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:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 109,038
Stock #:: P11305B
VIN:: 1GCRYCEH7KZ277615

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,416 miles

$31,265

Fair Deal

$606/mo est.

Home delivery from Tulsa, OK

Price includes $954 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Summit White
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 78,416
Stock #:: TCJ1231
VIN:: 1GCPYCEK8NZ238359

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,518 miles

$21,500

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:: 134,518
Stock #:: PR1543
VIN:: 1GCPYCEF7KZ315382

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

115,268 miles

$28,197

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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 115,268
Stock #:: K165409A
VIN:: 3GCPDCED7NG675427

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$35,717

Fair Deal

$693/mo est.

Home delivery from Woodinville, WA

Price includes $1,722 shipping

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:: Blue
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 57,655
Stock #:: P178900
VIN:: 1GCPYCEF3MZ178900

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

62,190 miles

$30,803

Fair Deal

$603/mo est.

Home delivery from Malvern, OH

Price includes $806 shipping

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:: Shadow Gray Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 62,190
Stock #:: MM261A
VIN:: 1GCRYCEF1LZ107072

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,775 miles

$29,778

Great Deal

$583/mo est.

Home delivery from Burton, MI

Price includes $328 shipping

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

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,967 miles

$40,131

Good Deal

$758/mo est.

Home delivery from Mooresville, IN

Price includes $136 shipping

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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 21,967
Stock #:: 13139
VIN:: 3GCPDCEK1RG293303

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

110,130 miles

$28,100

Fair Deal

$550/mo est.

Home delivery from New Bern, NC

Price includes $1,102 shipping

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 (Satin Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 110,130
Stock #:: G62832A
VIN:: 3GCPYCEF0LG350282

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

123,697 miles

$28,100

Fair Deal

$545/mo est.

Home delivery from Athens, TN

Price includes $600 shipping

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
Fuel type:: Gasoline
Interior color:: Black
Mileage:: 123,697
Stock #:: C18221
VIN:: 3GCPDCED3NG518221

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Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,478 miles

$37,019

Fair Deal

$705/mo est.

Home delivery from Houston, TX

Price includes $1,020 shipping

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:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 70,478
Stock #:: 189356
VIN:: 3GCUDCED4PG189356

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

85,808 miles

$27,423

Fair Deal

$537/mo est.

Home delivery from Dayton, OH

Price includes $375 shipping

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:: 85,808
Stock #:: 16044
VIN:: 1GCRYCEF3KZ315436

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,526 miles

$30,182

Good Deal

$585/mo est.

Home delivery from Cambridge, OH

Price includes $286 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Northsky Blue Metallic
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 71,526
Stock #:: 53595
VIN:: 1GCPYCEK6NZ234598

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,569 miles

$41,996

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:: 2,569
Stock #:: 4563H
VIN:: 3GCPKCEK2SG296464

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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Dewitt, IL

2025 Chevrolet Silverado 1500

$43,149

2019 Chevrolet Silverado 1500

$21,500

2024 Chevrolet Silverado 1500

$41,880

2025 Chevrolet Silverado 1500

$41,996

2025 Chevrolet Silverado 1500

$43,149

2025 Chevrolet Silverado 1500

$45,004

2025 Chevrolet Silverado 1500

$41,380

2019 Chevrolet Silverado 1500

$25,568

2020 Chevrolet Silverado 1500

$29,264

2024 Chevrolet Silverado 1500

$40,912

2019 Chevrolet Silverado 1500

$24,100

2022 Chevrolet Silverado 1500

$31,265

2019 Chevrolet Silverado 1500

$21,500

2022 Chevrolet Silverado 1500

$28,197

2021 Chevrolet Silverado 1500

$35,717

2020 Chevrolet Silverado 1500

$30,803

2020 Chevrolet Silverado 1500

$29,778

2024 Chevrolet Silverado 1500

$40,131

2020 Chevrolet Silverado 1500

$28,100

2022 Chevrolet Silverado 1500

$28,100

2023 Chevrolet Silverado 1500

$37,019

2019 Chevrolet Silverado 1500

$27,423

2022 Chevrolet Silverado 1500

$30,182

2025 Chevrolet Silverado 1500

$41,996

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