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Used Chevrolet Silverado 1500 Custom Trail Boss for sale near Palatine, IL

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23 matches 30 miles from 60074
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Est. $400 /mo*
Down Payment
$0
Net trade-in value
$0
Months
72
APR
7.0%
Sales tax
0.0%

*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

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2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss View all 28 photos

Used

2023 Chevrolet Silverado 1500 Custom Trail Boss

45,678 mi.
$41,900
Est. $786/mo*
Free CARFAX 1-Owner Report
Al Piemonte Chevrolet
(591 reviews)
East Dundee, IL (13 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: K8591
VIN: 3GCUDCED1PG323353

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control

Reviews

Al Piemonte Chevrolet review

Kris Kevorkian was such a great sales and got us a great

October 15, 2024
By Lisa from Algonquin

Kris Kevorkian was such a great sales and got us a great deal on a new car.

2023 Chevrolet Silverado 1500 Custom Trail Boss review

good trk

October 11, 2023
By Cal from Battle Ground
Owns this car

been buying dhevy trucks since 1976 was my 1st truck, now i got a 2022 silverado with a 6.2 last Feb. of 2023,kicked up the computer kicking out 454 horse power to the wheels, still waiting on my tow mirrors dont make the wiring harrness for my modle is the only problem im having with this truck, will never buy any other truck.
2023 Chevrolet Silverado 1500 Custom Trail Boss

Chevrolet Certified

2023 Chevrolet Silverado 1500 Custom Trail Boss

15,144 mi.
$49,777
Est. $934/mo*
Free CARFAX 1-Owner Report
Sunrise Chevrolet
(4,047 reviews)
Glendale Heights, IL (16 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 70358837P
VIN: 3GCUDCED0PG358837

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control

Reviews

Sunrise Chevrolet review

I've been going to Sunrise Chevy for 7 years.

September 4, 2025
By Robert L. Fisher from Carol Stream, Illinois

I've been going to Sunrise Chevy for 7 years. Joe Lamendola is the only person who I will allow to service my vehicle. Julie is also a great advisor

2023 Chevrolet Silverado 1500 Custom Trail Boss review

Workhorse of a truck

September 9, 2023
By Rich from Tennessee
Owns this car

This is my 3rd Silverado and the best one yet. The infotainment features are great. The screen is big and easy to work. Looks great, rides smooth, quiet and is plenty powerful. (5.3 V8) Great every day driver for my family of 4.

No photo available

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

7,611 mi.
$43,539
Est. $817/mo*
Free CARFAX 1-Owner Report
Chevrolet of Naperville
(2,575 reviews)
Naperville, IL (27 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: T17920A
VIN: 3GCPDCEK5RG348173

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control

Reviews

Chevrolet of Naperville review

Jordan was amazing.

August 18, 2025
By Chrissy from Aurora, IL

Jordan was amazing. He made sure we felt comfortable and provided us with all our options. He even spent time with us after the purchase to ensure we knew all about our vehicles features. 10/10 would recommend!

2024 Chevrolet Silverado 1500 Custom Trail Boss review

My 2024 Chevy Silverado LTZ provides a deluxe large SUV

May 2, 2025
By SNM from Northern Ohio
Owns this car

My 2024 Chevy Silverado LTZ provides a deluxe large SUV interior and a standard (short) tuck bed all in one vehicle. It is loaded with features to make it look and operate very well, and it provides mid 20's regular unleaded fuel mileage. The dynamic fuel management system combined with the 10 speed automatic transmission work together flawlessly to deliver smooth power without being able to realize what gear or how many cylinders the powertrain is using at any given time.

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2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss View all 21 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

1,740 mi.
$41,881
Est. $785/mo*
Free CARFAX 1-Owner Report
South Oak Dodge Chrysler Jeep RAM
Matteson, IL (46 mi.)

Vehicle information

Ext. color: Slate Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: CL23025A
VIN: 3GCPDCEK1RG278641

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss View all 44 photos

Used

2019 Chevrolet Silverado 1500 Custom Trail Boss

126,954 mi.
$24,500 $400 price drop
Est. $459/mo*
Free CARFAX Report
Russ Darrow Kia of Wauwatosa
Wauwatosa, WI (64 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic Electronic with Overdrive
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: PMK14310
VIN: 3GCPYCEF7KG174684

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss View all 27 photos

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

43,332 mi.
$35,998 $1,000 price drop
Est. $675/mo*
Free AutoCheck Report
CarMax Oak Lawn
Oak Lawn, IL (32 mi.)

Vehicle information

Ext. color: Blue
Int. color: BLACK
Drivetrain: Four-wheel Drive
MPG: 14-18
Fuel type: Gasoline
Transmission: Automatic
Engine: Gas
Stock #: 27246579
VIN: 3GCPYCEF7LG444255

Features

Convenience: Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera
2022 Chevrolet Silverado 1500 Custom Trail Boss
2022 Chevrolet Silverado 1500 Custom Trail Boss
2022 Chevrolet Silverado 1500 Custom Trail Boss
2022 Chevrolet Silverado 1500 Custom Trail Boss
2022 Chevrolet Silverado 1500 Custom Trail Boss
2022 Chevrolet Silverado 1500 Custom Trail Boss View all 27 photos

Used

2022 Chevrolet Silverado 1500 Custom Trail Boss

45,172 mi.
$35,998
Est. $675/mo*
Free AutoCheck Report
CarMax Madison
Madison, WI (99 mi.)

Vehicle information

Ext. color: Red
Int. color: BLACK
Drivetrain: Four-wheel Drive
MPG: 16-20
Fuel type: Gasoline
Transmission: Automatic
Engine: Gas
Stock #: 27246021
VIN: 3GCPDCED0NG587299

Features

Convenience: Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera, Lane Departure Warning
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss View all 36 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

50,515 mi.
$34,500 $300 price drop
Est. $647/mo*
Free CARFAX 1-Owner Report
Napleton Chevrolet Columbus
Columbus, WI (98 mi.)

Vehicle information

Ext. color: Red Hot
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 14-18
Fuel type: Gasoline
Transmission: 6-SPEED AUTOMATIC, ELECTRONICALLY CONTROLLED
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: P4104
VIN: 1GCPYCEF5MZ235694

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss View all 36 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

55,115 mi.
$35,986
Est. $675/mo*
Free CARFAX Report
Hiller Ford
Franklin, WI (55 mi.)

Vehicle information

Ext. color: Gray
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 14-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: V7479
VIN: 3GCPYCEFXMG303472

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss View all 11 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

81,038 mi.
$33,994 $500 price drop
Est. $638/mo*
Free CARFAX 1-Owner Report
Zeigler Honda of Racine
Mt Pleasent, WI (41 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-19
Fuel type: Gasoline
Transmission: Automatic
Engine: Gas V8 6.2L/376
Stock #: P12660A
VIN: 1GCPYCEL9MZ349008

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System
Exterior: Tow Hooks
Safety: Backup Camera, Brake Assist, Stability Control
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss View all 32 photos

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

188,755 mi.
$18,999
Est. $356/mo*
Free CARFAX 1-Owner Report
Bill Walsh Toyota
Ottawa, IL (67 mi.)

Vehicle information

Ext. color: Shadow Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 14-18
Fuel type: Gasoline
Transmission: 6-Speed Automatic Electronic with Overdrive
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 95219
VIN: 1GCPYCEF1LZ121061

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss View all 63 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

25,614 mi.
$42,999 $600 price drop
Est. $806/mo*
Free CARFAX 1-Owner Report
D'Arcy Chevrolet
Morris, IL (56 mi.)

Vehicle information

Ext. color: Sterling Gray Metallic
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-17
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: C4622A
VIN: 3GCUDCED0RG121056

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss View all 20 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

48,769 mi.
$36,998
Est. $694/mo*
Free CARFAX 1-Owner Report
Court Street Ford
Bourbonnais, IL (68 mi.)

Vehicle information

Ext. color: Satin Steel Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 13-18
Fuel type: Gasoline
Transmission: 6-SPEED AUTOMATIC, ELECTRONICALLY CONTROLLED
Engine: 8 Cylinder Engine
Stock #: TR25276A
VIN: 1GCPYCEF2MZ446979

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

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Chevrolet Silverado 1500 Custom Trail Boss by city

Chevrolet Silverado 1500 by trim
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