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

$789/mo est.

Manufacturer certified

Fox Lake, IL

26 mi away

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:: Cypress
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,860
Stock #:: 50003A
VIN:: 3GCPKCEK1SG296827

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,873 miles

$40,622

$767/mo est.

Manufacturer certified

Glendale Heights, IL

10 mi away

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:: White
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 39,873
Stock #:: 70251212T
VIN:: 3GCPDCEK8RG251212

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,290 miles

$34,163

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Red
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 58,290
Stock #:: P1836
VIN:: 3GCPYCEK8NG208262

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,860 miles

$42,110

$789/mo est.

Manufacturer certified

Fox Lake, IL

26 mi away

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:: Cypress
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,860
Stock #:: 50003A
VIN:: 3GCPKCEK1SG296827

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,880 miles

$39,585

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:: 29,880
Stock #:: 02T2559A
VIN:: 3GCPDCEK3RG427891

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,552 miles

$31,729

Home delivery from Cincinnati, OH

$620/mo est.

Price includes $542 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:: Blue
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 72,552
Stock #:: C39198
VIN:: 3GCPYCEFXKG234862

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,580 miles

$31,913

Home delivery from Louisville, TN

$623/mo est.

Price includes $868 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:: 60,580
Stock #:: MX4313
VIN:: 1GCPYCEF3KZ373280

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$32,408

Home delivery from Louisville, TN

$628/mo est.

Price includes $868 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

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,084 miles

$35,961

Home delivery from Coshocton, OH

$684/mo est.

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

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$29,558

Home delivery from Seffner, FL

$578/mo est.

Price includes $1,074 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:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 53,186
Stock #:: 5057
VIN:: 1GCRYCEF9LZ100290

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,354 miles

$33,485

$648/mo est.

Elk Grove Village, IL

10 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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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,788 miles

$34,284

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:: 54,788
Stock #:: P6106
VIN:: 3GCPYCEF6MG481122

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,075 miles

$40,982

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:: 20,075
Stock #:: 260201A
VIN:: 3GCPDCEK6RG209699

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,709 miles

$24,010

Home delivery from Mt Juliet, TN

$469/mo est.

Price includes $621 shipping

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Black
Transmission:: Automatic
Mileage:: 116,709
Stock #:: D11212
VIN:: 3GCPYCEFXKG115726

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,884 miles

$34,053

Home delivery from Washington, MI

$660/mo est.

Price includes $273 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:: Cherry Red Tintcoat
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 50,884
Stock #:: 244226
VIN:: 1GCPYCEF6MZ244226

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,162 miles

$31,148

Home delivery from Mauston, WI

$609/mo est.

Price includes $231 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 G9k)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black H1t
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 80,162
Stock #:: 25085A
VIN:: 1GCPYCEF2LZ184766

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Home delivery from West Palm Beach, FL

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,825 miles

$28,118

Great Deal

$547/mo est.

Price includes $1,732 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:: White
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 67,825
Stock #:: G293416
VIN:: 3GCPYCEH5KG293416

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,678 miles

$38,589

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

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

77,684 miles

$27,636

Home delivery from Michigan Center, MI

$540/mo est.

Price includes $356 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:: Gray
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 77,684
Stock #:: MX4396
VIN:: 1GCRYCEF6KZ272100

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,929 miles

$38,313

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
Transmission:: Automatic
Mileage:: 37,929
Stock #:: 26P3068
VIN:: 1GCPYCEL3NZ159500

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

110,602 miles

$26,480

Home delivery from Indianapolis, IN

$518/mo est.

Price includes $270 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:: Red
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 110,602
Stock #:: 153281
VIN:: 1GCPYCEFXLZ153281

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

63,642 miles

$37,540

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:: Dark Ash Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 63,642
Stock #:: G2658A
VIN:: 3GCPDCED4NG663283

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,526 miles

$30,275