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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.
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New and used
2026 Chevrolet Silverado 1500 Custom Trail Boss trucks
for sale
near
Palos Hills, IL
25 matches
30 miles from 60465
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$49,191
MSRP $58,380
Advantage Chevrolet of Bridgeview
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 #: C23923
VIN: 3GCUKCED7TG114442
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
Advantage Chevrolet of Bridgeview review
Ask for Jeff Wilson he was very polite and very outgoing.
Ask for Jeff Wilson he was very polite and very outgoing. He did a great job of selling me my car and I’d recommend them to anybody I know.
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$51,495
MSRP $57,010
$741 price drop
Bill Kay Chevrolet
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$53,380
MSRP $56,380
Jennings Chevy / VW
Vehicle information
Ext. color: White Sand
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: T2128
VIN: 3GCPKCEK4TG136023
Features
Convenience:
Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, 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, Stability Control
Reviews
Jennings Chevy / VW review
Loved working with Debbie!
Loved working with Debbie! She was great and made sure I knew everything i needed to about the car and didn't let me worry about a thing!
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$46,495
MSRP $55,815
$500 price drop
Advantage Chevrolet
Vehicle information
Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-20
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 55471
VIN: 3GCPKCEK1TG121639
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
Advantage Chevrolet review
Fast, efficient, friendly, wonderful, second time buying
Fast, efficient, friendly, wonderful, second time buying from this dealership. I highly recommend Denise, she is wonderful and Dennis in finance was great whole thing took 2.5 hours and we were off the lot smiling.
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$52,787
MSRP $60,095
Chevrolet of Naperville
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
21-24
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 3L I-6 diesel direct injection, DOHC, variable valve con
Stock #: T18247
VIN: 3GCUKCE82TG124721
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, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Reviews
Chevrolet of Naperville review
Jordan was amazing.
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!
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$46,267
Sunrise Chevrolet
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 #: TG181202
VIN: 3GCPKCEK9TG181202
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
I've been going to Sunrise Chevy for 7 years.
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
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$54,599
Graff Chevrolet GMC of Michigan City
Vehicle information
Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 35-26097
VIN: 3GCPKCEK7TG146593
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$53,569
Wiers Chevrolet - GMC
Vehicle information
Ext. color: Cypress Gray
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 #: G6018
VIN: 3GCUKCEDXTG145636
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, 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, Lane Departure Warning, Stability Control
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$55,103
MSRP $60,870
$2,767 price drop
Dominion 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 #: 4355
VIN: 3GCUKCED4TG134258
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, 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, Lane Departure Warning, Stability Control
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$54,031
Graff Chevrolet of Chesterton
Vehicle information
Ext. color: Summit White
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 #: 31-26083
VIN: 3GCPKCEK8TG151236
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$58,080
Ken Nelson Auto Group
Vehicle information
Ext. color: White Sands
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: CYT055
VIN: 3GCPKCEK9TG150726
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$59,020
MSRP $59,020
LeValley Chevrolet GMC
Vehicle information
Ext. color: White Sands
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 #: CT60079
VIN: 3GCUKCED6TG146895
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$54,599
Graff Chevrolet GMC of Michigan City
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 35-26095
VIN: 3GCPKCEK0TG146600
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$54,995
Graff Chevrolet GMC of Michigan City
Vehicle information
Ext. color: Cypress Gray
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 35-26096
VIN: 3GCPKCEK3TG146350
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
2026 Chevrolet Silverado 1500 Custom Trail Boss
$47,865
Lynch Chevrolet of Kenosha
Vehicle information
Ext. color: Cypress Gray
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-20
Fuel type: Gasoline
Transmission: 8-speed automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: K260097
VIN: 3GCPKCEK6TG102391
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, 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, Lane Departure Warning, Stability Control
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$55,975
Country Chevrolet
Vehicle information
Ext. color: Cypress Gray
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 1OD14542970
VIN: 3GCPKCEK2TG139471
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
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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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-
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78 listings starting at $42,575
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73 listings starting at $42,042
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46 listings starting at $51,502
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.