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New and used
2025 Chevrolet Silverado 1500 Custom Trail Boss trucks
for sale
near
Rolling Meadows, IL
26 matches
30 miles from 60008
Be the first to know!
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.
**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.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$51,232
Ray Chevrolet
Vehicle information
Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Diesel
Transmission: Automatic
Engine: 3.0L I6 24V DDI DOHC Turbo Diesel
Stock #: 48426
VIN: 3GCUKCE88SG304736
Features
Convenience:
Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Ray Chevrolet review
In my pursuit of a new truck I was taken care of.
In my pursuit of a new truck I was taken care of. Any question I had was answered, all the employees I talked to were friendly and helpful, and my main contact - Esbeyde - was excellent. Because of their consistency in taking care of me and my needs, Ray Chevrolet is my go to for any service or when I am ready for a new vehicle.
2025 Chevrolet Silverado 1500 Custom Trail Boss review
When I first drove this truck I fell in love with it.
When I first drove this truck I fell in love with it. I am recommending this truck to everyone I know. It’s got great power and it is comfortable. It rides surprisingly smooth.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$46,395
MSRP $55,670
$2,128 price drop
Chevrolet of Naperville
Vehicle information
Ext. color: Cypress
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 #: T17933
VIN: 3GCPKCEK7SG347277
Features
Convenience:
Keyless Entry, Keyless Start, 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, Lane Departure Warning, Stability Control
Reviews
Chevrolet of Naperville review
Had a great experience with Steve D.
Had a great experience with Steve D. Very knowledgeable and honest. The process was easy and smooth,and would return for my next purchase. Would recommend to anyone.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$51,461
MSRP $53,605
Libertyville Chevrolet
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: T30356
VIN: 3GCPKCEK2SG338809
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
Reviews
Libertyville Chevrolet review
Danylo and the whole crew at Libertyville Chevy made my
Danylo and the whole crew at Libertyville Chevy made my journey to buying my first car go very smooth. Danylo was very professional and personable. We spoke about many things outside of just buying a car. He made it easy for me to be comfortable in whatever my choice was going to do. The entire team was very encouraging and helping during the process to ensure I understood everything and was taken care of.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$46,736
MSRP $54,800
$3,000 price drop
Castle Chevrolet North
Vehicle information
Ext. color: Cypress Gray
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 #: N24522
VIN: 3GCPKCEK5SG355636
Features
Convenience:
Keyless Entry, Keyless Start, 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, Lane Departure Warning, Stability Control
Reviews
Castle Chevrolet North review
The men I worked with were friendly, attentive,
The men I worked with were friendly, attentive, personable, professional, and genuine, not just trying to "make a sale".
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$50,635
MSRP $58,885
$1,000 price drop
Currie Motors Chevrolet
Vehicle information
Ext. color: Cypress Gray
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 #: C8223
VIN: 3GCUKCED8SG321212
Features
Convenience:
Keyless Entry, Keyless Start, 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, Lane Departure Warning, Stability Control
Reviews
Currie Motors Chevrolet review
Couldn’t have asked for a better experience!
Couldn’t have asked for a better experience! Sergio Ramirez, our salesman, was great. Between Sergio and Pete, the financial representative, they spent several hours going over the car functions (we bought an EV) and how EVs drive versus gas cars. Sergio was wonderful, can’t praise him enough. Thank you Currie Motors and Sergio for making our first new car purchase painless and even fun!
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$51,024
Sunrise Chevrolet
Vehicle information
Ext. color: Cypress Gray
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 #: SG353846
VIN: 3GCUKCED0SG353846
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, 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
Excellent treatment jorge help alot on purchase of 2025
Excellent treatment jorge help alot on purchase of 2025 car explained every single step gott us a best deal for us thankx again jorge for everything.best dealer had lots of ars too chose
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$54,730
Gates Chevy World
Vehicle information
Ext. color: Red Hot
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 #: M12616
VIN: 3GCPKCEKXSG323958
Features
Convenience:
Keyless Entry, Keyless Start, 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, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$52,490
Bill Walsh Chevrolet of Ottawa
Vehicle information
Ext. color: Red Hot
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 #: C15176
VIN: 3GCPKCEK3SG311344
Features
Convenience:
Keyless Entry, Keyless Start, 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, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$50,532
$1,000 price drop
Webb Chevy Plainfield
Vehicle information
Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: 255231
VIN: 3GCUKCED0SG339784
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
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$54,625
MSRP $56,625
Eric von Schledorn Chevrolet Cadillac
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 #: 24426
VIN: 3GCUKCED6SG304988
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, 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
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$52,735
Bill Walsh Chevrolet of Ottawa
Vehicle information
Ext. color: Cypress Gray
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 #: C15164
VIN: 3GCPKCEK6SG310110
Features
Convenience:
Keyless Entry, Keyless Start, 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, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$54,730
Gates Chevy World
Vehicle information
Ext. color: Red Hot
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 #: M12610
VIN: 3GCPKCEK5SG324029
Features
Convenience:
Keyless Entry, Keyless Start, 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, Lane Departure Warning, Stability Control
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$44,245
MSRP $53,365
$7,750 price drop
Mike Anderson Chevrolet Of Merrillville
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: 2.7L I4 16V GDI DOHC Turbo
Stock #: 00008031
VIN: 3GCPKCEK5SG336892
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
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$53,495
MSRP $56,305
$1,500 price drop
Mike Anderson Chevrolet Of Merrillville
Vehicle information
Ext. color: Red
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Diesel
Transmission: 10-Speed Automatic
Engine: 3.0L I6 24V DDI DOHC Turbo Diesel
Stock #: 00008055
VIN: 3GCUKCE82SG336484
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
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$44,445
MSRP $54,165
$7,750 price drop
Mike Anderson Chevrolet Of Merrillville
Vehicle information
Ext. color: Red
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: 00008033
VIN: 3GCPKCEK5SG337069
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
New
2025 Chevrolet Silverado 1500 Custom Trail Boss
$44,245
MSRP $53,560
$7,750 price drop
Mike Anderson Chevrolet Of Merrillville
Vehicle information
Ext. color: Cypress
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: 00007043
VIN: 3GCPKCEK6SG307661
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
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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.
26 matches
Clear
Chevrolet Silverado 1500 trims
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90 listings starting at $49,572
-
Chevrolet Silverado 1500 2025 LT
76 listings starting at $40,150
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Chevrolet Silverado 1500 2025 Custom
2 Great Deals out of 62 listings starting at $35,821
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56 listings starting at $32,898
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32 listings starting at $55,511
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26 listings starting at $44,225
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20 listings starting at $54,766
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