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New Chevrolet Silverado 1500 Custom Trail Boss for Sale nearSimpson, IL

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104 vehicles found

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Red Hot
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
6
Stock #:
V26104
VIN:
3GCUKCED9TG406268
Red Hot 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Monken Chevrolet GMC

Sponsored by Monken Chevrolet GMC

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Centralia, IL
77 mi away

New car

MSRP $58,330

$51,743

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
50
Stock #:
C26-505
VIN:
3GCUKCEDXTG306163
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Sikeston, MO
59 mi away

New car

MSRP $59,025

$48,059

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
C26-458
VIN:
3GCPKCEK2TG374503
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Sikeston, MO
59 mi away

New car

MSRP $56,955

$48,386

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Cypress Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
3
Stock #:
211237
VIN:
3GCPKCEK4TG211237
Cypress Gray 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Nashville, IL
70 mi away

New car

MSRP $56,005

$48,255

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
White Sands
Combined gas mileage:
22 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
7
Stock #:
G26863
VIN:
3GCUKCE83TG289435
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Sullivan, MO
Price includes $210 shipping

New car

MSRP $59,405

$50,238

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
50
Stock #:
C26-505
VIN:
3GCUKCEDXTG306163
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Sikeston, MO
59 mi away

New car

MSRP $59,025

$48,059

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
C26-458
VIN:
3GCPKCEK2TG374503
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Sikeston, MO
59 mi away

New car

MSRP $56,955

$48,386

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
308
Stock #:
N26439
VIN:
3GCUKCED9TG338778
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Waynesville, MO
Price includes $591 shipping

New car

MSRP $59,000

$50,085

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26D73
VIN:
3GCUKCED3TG389127
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $1,131 shipping

New car

MSRP $60,409

$49,087

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Red Hot
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26B39
VIN:
3GCUKCED1TG336541
Red Hot 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $1,131 shipping

New car

MSRP $60,879

$49,501

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
22 MPG
Fuel type:
Diesel
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26E47
VIN:
3GCUKCE87TG399825
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $1,131 shipping

New car

MSRP $61,204

$52,537

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
10
Stock #:
8819
VIN:
3GCUKCED3TG371002
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Powderly, KY
89 mi away

New car

MSRP $59,140

$49,580

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Red
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock #:
T3436
VIN:
3GCUKCED7TG405913
Red 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Elizabethtown, KY
Price includes $236 shipping

New car

MSRP $60,840

$52,918

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
5
Stock #:
6629710
VIN:
3GCUKCED8TG364854
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Lexington, TN
Free home delivery

New car

MSRP $59,280

$50,794

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth Seat Trim
Transmission:
Automatic
Mileage:
6
Stock #:
C26590
VIN:
3GCUKCED0TG348731
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Chattanooga, TN
Price includes $399 shipping

New car

MSRP $59,420

$51,318

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
White Sands
Mileage:
8
Stock #:
61225
VIN:
3GCUKCED6TG308914
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Benton, KY
47 mi away

New car

MSRP $59,115

$46,865

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
12
Stock #:
261292
VIN:
3GCUKCED4TG395874
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from East Liverpool, OH
Price includes $1,461 shipping

New car

MSRP $60,054

$50,311

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
8
Stock #:
TG228326
VIN:
3GCUKCED5TG228326
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Smyrna, GA
Price includes $513 shipping

New car

MSRP $58,960

$50,473

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
White Sands
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6
Stock #:
NT26134
VIN:
3GCUKCED0TG358305
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$6,012

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Delphos, OH
Price includes $411 shipping

New car

MSRP $59,980

$58,106

$52,094

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
8
Stock #:
261291
VIN:
3GCUKCED2TG396019
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from East Liverpool, OH
Price includes $1,461 shipping

New car

MSRP $60,054

$50,311

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
White Sands
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26E08
VIN:
3GCPKCEK7TG394360
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $1,131 shipping

New car

MSRP $57,354

$48,649

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
White Sands
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26E42
VIN:
3GCPKCEK4TG394283
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $1,131 shipping

New car

MSRP $57,354

$48,649

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,452
Stock #:
126001
VIN:
3GCUKCED3TG120139
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$6,000

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Paris, KY
Price includes $622 shipping

New car

MSRP $57,605

$52,195

$46,194

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Summit White
Combined gas mileage:
22 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
2
Stock #:
C00816
VIN:
3GCUKCE81TG343718
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Reidsville, NC
Price includes $707 shipping

New car

MSRP $58,285

$52,776

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