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

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24 matches 30 miles from 60499
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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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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 29 photos

Chevrolet Certified

2024 Chevrolet Silverado 1500 Custom Trail Boss

96 mi.
$47,295 $300 price drop
Est. $887/mo*
Free CARFAX Report
Jerry Haggerty Chevrolet
(584 reviews)
Glen Ellyn, IL (17 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: C30939
VIN: 3GCPDCEK8RG100113

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

Jerry Haggerty Chevrolet review

there are always there for customer satisfaction, and

November 17, 2024
By Marklitavsky@gmail.com from Illinois

there are always there for customer satisfaction, and fast service. They always stay on too of repairs needed

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.
No photo available

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

99,906 mi.
Not Priced
Free AutoCheck Report
Ron Westphal Chevrolet
(471 reviews)
Aurora, IL (28 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: NT25668A
VIN: 1GCPYCEF1LZ191384

Features

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

Reviews

Ron Westphal Chevrolet review

Well, I was a little frustrated at first due to this

May 9, 2025
By Phil Smith from Yorkville, IL

Well, I was a little frustrated at first due to this being a reoccurring problem. However, Rick Kruse in the service department took care of the problem quickly and communicated with me through the process. Rick should be commended for his professionalism and customer service skills. Thanks again! A+++ Service.

2020 Chevrolet Silverado 1500 Custom Trail Boss review

Purchased new a 2020 Chevrolet custom Trail Boss in Satin

December 29, 2024
By Al B NJ from Aberdeen NJ
Owns this car

Purchased new a 2020 Chevrolet custom Trail Boss in Satin Steel metallic, it has been great. I just turned 80,000 miles with no issues, it’s been a pleasure to drive, just replaced brakes and tires for the first time at 75,000 miles . I have also purchased new a 86 F-250 and a 01 GMC 1500 which also were great trucks and sold with 190,000 miles on them. Maintenance is key Chevrolet did a great job on the exterior of this truck, love the look and color. Nothing bad to say only a positive experience.
No photo available

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

8,729 mi.
$44,977
Est. $843/mo*
Free AutoCheck Report
Ron Westphal Chevrolet
(471 reviews)
Aurora, IL (28 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Red
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-17
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: P41311
VIN: 3GCPDCEK6RG342771

Features

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

Reviews

Ron Westphal Chevrolet review

Everything went well, and we're happy with our new

May 28, 2025
By JEFFREY KEHOE from Oswego, Illinois

Everything went well, and we're happy with our new Equinox. The car was ready for pickup on the date and time, as promised, and it didn't take long to get the paperwork done. Our salesman, MIKE C. was great!

2024 Chevrolet Silverado 1500 Custom Trail Boss review

What I am most satisfied with is its color.

April 18, 2025
By Jaina from Galloway
Owns this car

What I am most satisfied with is its color. This matte silver color is matched with silver wheels, which is really unique. The matte texture is very good, and the personality is low-key but full of connotation. I just like not to follow the crowd.
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 38 photos

Used

2022 Chevrolet Silverado 1500 Custom Trail Boss

42,617 mi.
$33,400 $400 price drop
Est. $626/mo*
Get the AutoCheck Report
AutoSavvy Merrillville
(16 reviews)
Merrillville, IN (30 mi.)
Call Check availability Check availability

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 #: 96881
VIN: 3GCPDCED9NG629033

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

AutoSavvy Merrillville review

Great Inventory selection with backed by a very

February 23, 2024
By Michael S from Valparaiso

Great Inventory selection with backed by a very knowledgeable, friendly, sale staff. The ability to find pre-owned vehicles with a standard 5 year 100,000 mile powertrain warranty at these low prices is truly wonderful. 5⭐️

2022 Chevrolet Silverado 1500 Custom Trail Boss review

very good truck it is the best car i jave bought since my

May 14, 2024
By paya
Owns this car

very good truck it is the best car i jave bought since my opd one was broken this help me alot and thanks for seeing this

There are additional matching cars outside your search area.

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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 24 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

15,540 mi.
$47,162 $500 price drop
Est. $884/mo*
Free CARFAX 1-Owner Report
Gordie Boucher Ford Lincoln of Janesville
Janesville, WI (90 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-18
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 25FE0368B
VIN: 3GCUDCED4RG342417

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, Rear Cross Traffic Alert, 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 35 photos

Used

2022 Chevrolet Silverado 1500 Custom Trail Boss

56,267 mi.
$34,006 $1,989 price drop
Est. $638/mo*
Free CARFAX 1-Owner Report
Libertyville Chevrolet
Libertyville, IL (35 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-18
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: T30333A
VIN: 3GCPDCEK4NG594237

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 23 photos

Chevrolet Certified

2021 Chevrolet Silverado 1500 Custom Trail Boss

72,093 mi.
$37,988 $431 price drop
Est. $712/mo*
Free CARFAX 1-Owner Report
Boucher Chevrolet of Waukesha
Waukesha, WI (89 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 13-18
Fuel type: Gasoline
Transmission: 6-Speed Automatic Electronic with Overdrive
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 25CB335A
VIN: 3GCPYCEF5MG346617

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 36 photos

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

54,837 mi.
$35,528 $1,323 price drop
Est. $666/mo*
Free CARFAX Report
Heiser Toyota
Milwaukee, WI (96 mi.)

Vehicle information

Ext. color: Silver Ice Metallic
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 #: T52012A
VIN: 3GCPYCEF6LG269870

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 42 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

60,286 mi.
$34,995
Est. $656/mo*
Get the AutoCheck Report
Auto Park Ford Bremen
Bremen, IN (87 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-19
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: EcoTec3 6.2L V8
Stock #: MG387438
VIN: 3GCPYCEL4MG387438

Features

Convenience: Keyless Entry, Navigation System, 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 21 photos

Used

2022 Chevrolet Silverado 1500 Custom Trail Boss

37,432 mi.
$39,932
Est. $749/mo*
Free CARFAX 1-Owner Report
Huntley Ford
Huntley, IL (42 mi.)

Vehicle information

Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 20-23
Fuel type: Diesel
Transmission: 10-Speed Automatic
Engine: Duramax 3L I-6 diesel direct injection, DOHC, variable valve con
Stock #: V2277A
VIN: 3GCUDCET7NG524730

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
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

36,503 mi.
$33,435
Est. $627/mo*
Free CARFAX Report
Bill Kay Honda
Bourbonnais, IL (43 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 4.3L V6 12V GDI OHV
Stock #: P7316
VIN: 3GCPYCEH4LG347841

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: 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 14 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

10,570 mi.
$45,546 $841 price drop
Est. $854/mo*
Free CARFAX 1-Owner Report
Raymond Chevrolet-Kia
Antioch, IL (51 mi.)

Vehicle information

Ext. color: Dark Ash 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 #: 46752A
VIN: 3GCPDCEK4RG421632

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
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 24 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

28,340 mi.
$43,990
Est. $825/mo*
Free CARFAX Report
Martin Chevrolet
Crystal Lake, IL (42 mi.)

Vehicle information

Ext. color: Cherry Red Tintcoat
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: P6713
VIN: 3GCPYCEF0MG128598

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
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 27 photos

Used

2019 Chevrolet Silverado 1500 Custom Trail Boss

68,429 mi.
$28,995 $1,000 price drop
Est. $544/mo*
Free CARFAX Report
Wilde Toyota
West Allis, WI (85 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 V8
Stock #: N85746
VIN: 1GCPYCEFXKZ307017

Features

Convenience: Keyless Entry
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
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 Custom Trail Boss by year

Chevrolet Silverado 1500 by trim
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