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

122 results

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,678 miles

$39,819

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 #:: P6036
VIN:: 3GCUDCED1PG323353

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

96,465 miles

$32,932

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:: 96,465
Stock #:: 49824A
VIN:: 1GCPYCELXNZ166363

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

53,297 miles

$32,991

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:: 8-Speed Automatic
Mileage:: 53,297
Stock #:: P3014
VIN:: 3GCPDCEK9NG568782

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

53,297 miles

$32,991

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:: 8-Speed Automatic
Mileage:: 53,297
Stock #:: P3014
VIN:: 3GCPDCEK9NG568782

Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,747 miles

$35,030

Fair Deal

$679/mo est.

Home delivery from Beresford, SD

Price includes $554 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Cherry Red
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 42,747
Stock #:: A20964
VIN:: 1GCPYCEK1NZ220964

Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,526 miles

$30,176

Good Deal

$585/mo est.

Home delivery from Cambridge, OH

Price includes $280 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

Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

19,213 miles

$41,323

Good Deal

$774/mo est.

Home delivery from Defiance, OH

Price includes $309 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

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,478 miles

$36,196

Good Deal

$689/mo est.

Home delivery from Houston, TX

Price includes $1,198 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

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

86,764 miles

$29,258

Fair Deal

$572/mo est.

Home delivery from Cambridge, OH

Price includes $280 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

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,416 miles

$30,940

Fair Deal

$600/mo est.

Home delivery from Tulsa, OK

Price includes $1,190 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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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$33,915

Fair Deal

$658/mo est.

Home delivery from Louisville, TN

Price includes $893 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:: Brown
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 69,169
Stock #:: MD2611
VIN:: 1GCPYCEF8MZ358258

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,650 miles

$32,397

Fair Deal

$629/mo est.

Store transfer to Algonquin, IL

13 mi awayPrice includes $1,399 store transfer

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:: White
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 81,650
Stock #:: 28290621
VIN:: 3GCPYCEF3MG249383

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,518 miles

$21,600

Good Deal

$423/mo est.

Home delivery from Dwight, IL

Price includes $100 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:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 134,518
Stock #:: PR1543
VIN:: 1GCPYCEF7KZ315382

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,170 miles

$35,453

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 47,170
Stock #:: PCP10136
VIN:: 3GCPYCELXMG167138

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Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,301 miles

$40,944

Good Deal

$767/mo est.

Third-party certified

Home delivery from Granite City, IL

Price includes $532 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:: Red Hot
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black Cloth
Transmission:: Automatic
Mileage:: 25,301
Stock #:: 19928B
VIN:: 3GCPKCEK2SG190869

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,775 miles

$29,683

Great Deal

$581/mo est.

Home delivery from Burton, MI

Price includes $233 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

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,599 miles

$41,400

Fair Deal

$788/mo est.

Home delivery from Ashland, OH

Price includes $500 shipping

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:: 13,599
Stock #:: D5861A
VIN:: 3GCPDCEK9PG299945

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,631 miles

$38,447

Fair Deal

$746/mo est.

Store transfer to Algonquin, IL

13 mi awayPrice includes $449 store transfer

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Silver
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 42,631
Stock #:: 28557776
VIN:: 1GCPYCELXMZ375617

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

143,574 miles

$18,337

Great Deal

$359/mo est.

Home delivery from Springfield, IL

Price includes $342 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:: White
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 143,574
Stock #:: 418220
VIN:: 1GCRYCEF2KZ418220

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,051 miles

$34,256

Fair Deal

$665/mo est.

Home delivery from Tyngsboro, MA

Price includes $1,276 shipping

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:: Northsky Blue Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 58,051
Stock #:: 111-26-128T
VIN:: 1GCPYCEH9MZ433518

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Home delivery

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,560 miles

$48,226

Fair Deal

$901/mo est.

Home delivery from Scottsdale, AZ

Price includes $1,426 shipping

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

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Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,084 miles

$35,988

Good Deal

$685/mo est.

Home delivery from Coshocton, OH

Free home delivery

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:: 38,084
Stock #:: P3773
VIN:: 3GCPDCEK6PG167127

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,354 miles

$35,027

Fair Deal

$679/mo est.

Elk Grove Village, IL

19 mi away

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

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,354 miles

$35,027

Fair Deal

$679/mo est.

Elk Grove Village, IL

19 mi away

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

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

2023 Chevrolet Silverado 1500

$39,819

2022 Chevrolet Silverado 1500

$32,932

2022 Chevrolet Silverado 1500

$32,991

2022 Chevrolet Silverado 1500

$32,991

2022 Chevrolet Silverado 1500

$35,030

2022 Chevrolet Silverado 1500

$30,176

2025 Chevrolet Silverado 1500

$41,323

2023 Chevrolet Silverado 1500

$36,196

2020 Chevrolet Silverado 1500

$29,258

2022 Chevrolet Silverado 1500

$30,940

2021 Chevrolet Silverado 1500

$33,915

2021 Chevrolet Silverado 1500

$32,397

2019 Chevrolet Silverado 1500

$21,600

2021 Chevrolet Silverado 1500

$35,453

2025 Chevrolet Silverado 1500

$40,944

2020 Chevrolet Silverado 1500

$29,683

2023 Chevrolet Silverado 1500

$41,400

2021 Chevrolet Silverado 1500

$38,447

2019 Chevrolet Silverado 1500

$18,337

2021 Chevrolet Silverado 1500

$34,256

2026 Chevrolet Silverado 1500

$48,226

2023 Chevrolet Silverado 1500

$35,988

2022 Chevrolet Silverado 1500

$35,027

2022 Chevrolet Silverado 1500

$35,027

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