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

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22 matches 30 miles from 60482
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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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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 17 photos

Used

2019 Chevrolet Silverado 1500 Custom Trail Boss

58,052 mi.
$37,100 $100 price drop
Est. $696/mo*
Free CARFAX 1-Owner Report
Zeigler Chevrolet
(2,133 reviews)
Schaumburg, IL (29 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Satin Steel Metallic
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 #: P1492
VIN: 1GCPYCEF5KZ375547

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

Reviews

Zeigler Chevrolet review

Great experience overall.

August 29, 2025
By ALEXANDRU MACRIDIN from Warrenville, IL

Great experience overall. I was offered a fair deal without any pressure or unnecessary upselling. Chuck Fioravanti was straightforward, answered all my questions clearly, and made the whole process easy and stress-free. I?d definitely recommend this dealership to anyone looking for an honest and smooth car-buying experience.

2019 Chevrolet Silverado 1500 Custom Trail Boss review

Thumbs up

January 17, 2024
By Charbenz70 from Fresno CA
Owns this car

Since I've owned it, so far so good. I like my truck and I appreciate it everyday. A little bit of shaking in the steering at high speeds but I'm not concerned with it. Overall, pretty great.
No photo available

Used

2019 Chevrolet Silverado 1500 Custom Trail Boss

57,878 mi.
$31,267 $1,143 price drop
Est. $586/mo*
Free CARFAX 1-Owner Report
Woodfield Nissan
(547 reviews)
Hoffman Estates, IL (30 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: 450715A
VIN: 1GCRYCEF7KZ402062

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control

Reviews

Woodfield Nissan review

I had a great experience at Woodfield Nissan.

September 21, 2025
By Shahnaz Saffaraval from Wheeling IL

I had a great experience at Woodfield Nissan. The process of trade in my car went smoothly and Ali helped me to find a good car with my budget. I really appreciate it and very satisfied with whole process.

2019 Chevrolet Silverado 1500 Custom Trail Boss review

Oil line failure

May 19, 2023
By Dan from Warsaw, Mo.
Owns this car

I recently found a oil leak earlier on the engine oil cooling lines. It took a couple of days to find the parts to fix it. It seems the there were 3 dealers in the area that had the part but they were already designated for other pickups with the same problem. This being said I believe GM is aware of the problem and should take responsibility for the cost encured for repairs.

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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 12 photos

Used

2019 Chevrolet Silverado 1500 Custom Trail Boss

35,269 mi.
$35,433 $1,539 price drop
Est. $665/mo*
Free CARFAX 1-Owner Report
Bill Kay Honda
Bourbonnais, IL (37 mi.)

Vehicle information

Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: P7548
VIN: 3GCPYCEF7KG174295

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: 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 38 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

79,687 mi.
$33,577 $300 price drop
Est. $630/mo*
Free CARFAX 1-Owner Report
Antioch Chrysler Dodge Jeep RAM
Antioch, IL (57 mi.)

Vehicle information

Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 13-18
Fuel type: Gasoline
Transmission: 6-Speed Automatic Electronic with Overdrive
Engine: EcoTec3 5.3L V8
Stock #: 20947N
VIN: 3GCPYCEF4MG310112

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System
Exterior: Alloy Wheels, Tow Hooks
Safety: Backup Camera, Brake Assist, Stability Control
2025 Chevrolet Silverado 1500 Custom Trail Boss
2025 Chevrolet Silverado 1500 Custom Trail Boss
2025 Chevrolet Silverado 1500 Custom Trail Boss
2025 Chevrolet Silverado 1500 Custom Trail Boss
2025 Chevrolet Silverado 1500 Custom Trail Boss
2025 Chevrolet Silverado 1500 Custom Trail Boss View all 34 photos

Used

2025 Chevrolet Silverado 1500 Custom Trail Boss

447 mi.
$44,437 $558 price drop
Est. $833/mo*
Get the AutoCheck Report
Libertyville Chevrolet
Libertyville, IL (42 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: T30482A
VIN: 3GCPKCEK9SG339827

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Apple CarPlay®, 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, 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 (87 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
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

25,614 mi.
$40,422 $1,909 price drop
Est. $758/mo*
Free CARFAX 1-Owner Report
D'Arcy Chevrolet
Morris, IL (39 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
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 55 photos

Used

2023 Chevrolet Silverado 1500 Custom Trail Boss

38,261 mi.
$41,084 $527 price drop
Est. $770/mo*
Free CARFAX 1-Owner Report
Kunes Hyundai of Sycamore
Sycamore, IL (52 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 17-18
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: 38P1412
VIN: 3GCUDCED5PG318575

Features

Convenience: Adaptive Cruise Control, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, 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 25 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

101,668 mi.
$28,950 $280 price drop
Est. $543/mo*
Free CARFAX Report
Al Piemonte Chevrolet
East Dundee, IL (37 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-19
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 6.2L V-8 gasoline direct injection, variable valve contr
Stock #: K8619
VIN: 1GCPYCEL1MZ373898

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
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 23 photos

Used

2022 Chevrolet Silverado 1500 Custom Trail Boss

44,400 mi.
$35,999 $1,500 price drop
Est. $675/mo*
Free CARFAX 1-Owner Report
Graff Chevrolet of Chesterton
Burns Harbor, IN (36 mi.)

Vehicle information

Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 14-17
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 31-1033PF
VIN: 3GCPDCED5NG668248

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: 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
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

106,610 mi.
$26,290 $300 price drop
Est. $493/mo*
Free CARFAX Report
Fox Valley Buick GMC
St Charles, IL (31 mi.)

Vehicle information

Ext. color: Cajun Red Tintcoat
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 #: F4745
VIN: 3GCPYCEF9LG153286

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port
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 22 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

41,546 mi.
$44,990
Est. $844/mo*
Free CARFAX Report
Country Chevrolet
Herscher, IL (47 mi.)

Vehicle information

Ext. color: Slate Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-20
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 445736A
VIN: 3GCPDCEK4RG445736

Features

Convenience: Keyless Entry, Keyless Start, Remote Start
Entertainment: Bluetooth®, 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
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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 Custom Trail Boss by year

Chevrolet Silverado 1500 by trim
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