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

$553/mo est.

Third-party certified

Plainfield, IL

85 mi away

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
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 104,536
Stock #:: T26088A
VIN:: 1GCPYCEF4MZ261705

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

94,841 miles

$28,985

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:: Black
Transmission:: Automatic
Mileage:: 94,841
Stock #:: 21428892T
VIN:: 3GCPYCEF1LG428892

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

99,357 miles

$32,500

Great Deal

$614/mo est.

Manufacturer certified

Springfield, IL

78 mi away

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Glacier Blue Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 99,357
Stock #:: 240087A
VIN:: 3GCUDCE89RG164216

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,286 miles

$26,524

Home delivery from Elmhurst, IL

$514/mo est.

Price includes $315 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Satin Steel Metallic)
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 98,286
Stock #:: 3632A
VIN:: 3GCPYCEK2NG153209

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

94,841 miles

$28,985

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:: Black
Transmission:: Automatic
Mileage:: 94,841
Stock #:: 21428892T
VIN:: 3GCPYCEF1LG428892

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,243 miles

$39,900

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:: Red Hot G7c
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black H0u
Transmission:: 8-Speed Automatic
Mileage:: 15,243
Stock #:: p3665
VIN:: 3GCPDCEKXPG195562

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

34,578 miles

$35,798

Home delivery from Pueblo, CO

$694/mo est.

Price includes $1,304 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Blue Metallic
Interior color:: Black
Transmission:: Automatic
Mileage:: 34,578
Stock #:: P149631
VIN:: 1GCPYCEK2NZ149631

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

107,066 miles

$23,611

Home delivery from Plainfield, IN

$462/mo est.

Third-party certified

Price includes $248 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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 107,066
Stock #:: F4518A
VIN:: 1GCPYCEH8KZ294933

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,541 miles

$44,700

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:: 8-Speed Automatic
Mileage:: 12,541
Stock #:: H260466A
VIN:: 3GCUKCED4SG213184

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$32,754

Home delivery from Louisville, TN

$636/mo est.

Price includes $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:: 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

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

108,686 miles

$25,463

Home delivery from Clio, MI

$498/mo est.

Price includes $468 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:: Automatic
Mileage:: 108,686
Stock #:: 12242
VIN:: 1GCPYCEFXKZ379786

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,678 miles

$35,256

Home delivery from Benton, MO

$684/mo est.

Price includes $356 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:: Black
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 37,678
Stock #:: 196967
VIN:: 1GCPYCEF4MZ196967

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

99,357 miles

$32,500

Great Deal

$614/mo est.

Manufacturer certified

Springfield, IL

78 mi away

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Glacier Blue Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 99,357
Stock #:: 240087A
VIN:: 3GCUDCE89RG164216

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

103,699 miles

$25,998

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

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

103,764 miles

$22,151

Home delivery from Ashland, KY

$434/mo est.

Price includes $1,026 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:: Northsky Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 103,764
Stock #:: K26201A
VIN:: 1GCRYCEH8KZ235938

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

123,861 miles

$24,215

Home delivery from New Haven, IN

$474/mo est.

Price includes $382 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:: 123,861
Stock #:: X0691A
VIN:: 1GCPYCEF5KZ262939

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,867 miles

$30,162

Home delivery from Milwaukee, WI

$590/mo est.

Price includes $220 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
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 74,867
Stock #:: C20052PC
VIN:: 1GCPYCEF4KZ376740

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,753 miles

$21,599

Home delivery from Mechanicsburg, PA

$423/mo est.

Free home delivery

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:: Shadow Gray Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 134,753
Stock #:: 278503A
VIN:: 1GCPYCEH0LZ278503

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

123,697 miles

$28,108

Home delivery from Athens, TN

$545/mo est.

Price includes $608 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

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,005 miles

$33,977

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:: Sand Dune Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 41,005
Stock #:: J5166A
VIN:: 3GCPDCEK4NG687632

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,636 miles

$38,678

Home delivery from Herculaneum, MO

$749/mo est.

Price includes $362 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:: Glacier Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 10-Speed Automatic
Mileage:: 33,636
Stock #:: RK87237
VIN:: 3GCPDCED0NG666486

Preparing for a close up...

Photos coming soon

Home delivery from West Palm Beach, FL

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,755 miles

$24,689

Great Deal

$483/mo est.

Free home delivery

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:: Havana Brown Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 93,755
Stock #:: PV106422
VIN:: 3GCPYCEF9LG106422

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,478 miles

$44,299