CarGurus Header
Location:

Include delivery listings?

New Chevrolet Silverado 1500 LT Trail Boss for Sale near Ridott, IL

176 results

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Leather Appointed Frost
Transmission:
Automatic
Mileage:
3
Stock #:
49879
VIN:
3GCUKFED7TG288318
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Ray Chevrolet

Sponsored by Ray Chevrolet

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Fox Lake, IL
66 mi away

New car

MSRP $71,244

$59,332

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
SUMMIT WHITE
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
260463
VIN:
3GCUKFELXTG255630
SUMMIT WHITE 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Burlington, WI
68 mi away

New car

MSRP $71,575

$65,335

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4
Stock #:
266271
VIN:
3GCUKFED1TG393341
Summit White 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Plainfield, IL
83 mi away

New car

MSRP $67,730

$59,433

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black (Jet Blk Lth-Appointed Fro)
Transmission:
Automatic
Mileage:
5
Stock #:
2148
VIN:
3GCUKFED4TG306855
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,622

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Chicago, IL
92 mi away

New car

MSRP $69,525

$62,883

$60,261

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
4
Stock #:
C71283
VIN:
3GCUKFED2TG301783
Summit White 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Glen Ellyn, IL
78 mi away

New car

MSRP $70,220

$60,287

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
50097
VIN:
3GCUKFED6TG382495
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Fox Lake, IL
66 mi away

New car

MSRP $71,274

$58,859

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:
16 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
7
Stock #:
T30692
VIN:
3GCUKFED0TG157392
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Libertyville, IL
78 mi away

New car

MSRP $66,395

$55,408

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Leather Appointed Frost
Transmission:
Automatic
Mileage:
3
Stock #:
49837
VIN:
3GCUKFED7TG314755
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Fox Lake, IL
66 mi away

New car

MSRP $70,394

$58,567

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
2
Stock #:
261048
VIN:
3GCUKFEL6TG339959
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,201

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Oak Lawn, IL
98 mi away

New car

MSRP $73,370

$63,195

$60,994

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Cypress Gray
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock #:
55759
VIN:
3GCUKFEL8TG225123
Cypress Gray 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Hodgkins, IL
90 mi away

New car

MSRP $74,095

$62,742

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:
Radiant Red Tintcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10
Stock #:
N25136
VIN:
3GCUKFEDXTG272744
Radiant Red Tintcoat 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Elk Grove Village, IL
79 mi away

New car

MSRP $71,495

$59,944

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Leather Appointed Frost
Transmission:
Automatic
Mileage:
3
Stock #:
49879
VIN:
3GCUKFED7TG288318
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Fox Lake, IL
66 mi away

New car

MSRP $71,244

$59,332

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
6
Stock #:
49838
VIN:
3GCUKFEL2TG323919
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Bolingbrook, IL
84 mi away

New car

MSRP $73,525

$62,426

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:
16 MPG
Fuel type:
Gasoline
Transmission:
10-Speed Automatic
Mileage:
10
Stock #:
C26286
VIN:
3GCUKFED8TG360062
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 10-Speed Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Libertyville, IL
78 mi away

New car

MSRP $68,365

$57,539

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:
16 MPG
Fuel type:
Gasoline
Transmission:
10-Speed Automatic
Mileage:
12
Stock #:
C26291
VIN:
3GCUKFED8TG393417
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 10-Speed Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Libertyville, IL
78 mi away

New car

MSRP $68,745

$57,892

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2
Stock #:
24770
VIN:
3GCUKFED1TG382498
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Lyons, IL
92 mi away

New car

MSRP $75,259

$64,348

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Summit White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
8
Stock #:
49848
VIN:
3GCUKFEL6TG322515
Summit White 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Bolingbrook, IL
84 mi away

New car

MSRP $73,525

$62,278

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
25
Stock #:
N25386
VIN:
3GCUKFED1TG339537
Summit White 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Elk Grove Village, IL
79 mi away

New car

MSRP $65,630

$54,181

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
50108
VIN:
3GCUKFED2TG383241
Summit White 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Fox Lake, IL
66 mi away

New car

MSRP $71,274

$58,859

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
50136
VIN:
3GCUKFED5TG394220
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Fox Lake, IL
66 mi away

New car

MSRP $70,394

$58,567

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
50158
VIN:
3GCUKFED7TG396986
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Fox Lake, IL
66 mi away

New car

MSRP $70,179

$57,883

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2
Stock #:
CYT061
VIN:
3GCUKFED2TG117900
Summit White 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Dixon, IL
31 mi away

New car

MSRP $68,875

$56,933

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Cypress Gray
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
50
Stock #:
N25243
VIN:
3GCUKFEL5TG296845
Cypress Gray 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Elk Grove Village, IL
79 mi away

New car

MSRP $73,140

$63,526

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:
Cypress
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black (Jet Blk Lth-Appointed Fro)
Transmission:
Automatic
Mileage:
5
Stock #:
2156
VIN:
3GCUKFEDXTG307606
Cypress 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,622

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

New car

Chicago, IL
92 mi away

New car

MSRP $69,920

$63,278

$60,656

Page 1 of 8

Overview

The Chevrolet Silverado 1500 LT Trail Boss is only available from in two body configurations: the Crew Cab Short Bed and the Crew Cab Standard Bed. As the “Trail Boss” name suggests, this trim is only available in four-wheel drive. From there, the powertrain options get a little dizzying. You have four engines to choose from: The 2.7-liter turbocharged four-cylinder, the 5.3-liter EcoTec V-8, the 3.0-liter Duramax Turbo Diesel inline six, and the 6.2-liter EcoTec V-8. The four-cylinder turbo is the only one available with an eight-speed automatic transmission. All of the other engines require the 10-speed automatic.

Key Features

  • Standard 355hp 5.3-liter V-8 standard, standard 10-speed automatic transmission
  • Two-inch factory suspension lift, 18-inch gloss black wheels, Goodyear Wrangler Duratrac tires, raised hood and styled insert
  • Leather-wrapped wheel, remote start, all-weather floor liners, 40/20/40 split bench seat, dual-zone climate control, 10-way power driver’s seat, heated front seats, heated wheel
  • 13.4-inch color touchscreen display, 12.3-inch multicolor, reconfigurable Driver Information Center, 6-speaker audio, WiFi hot spot, Wireless Apple CarPlay/Android Auto

Pricing Details

The Chevrolet Silverado LT Trail Boss has a base MSRP of $57,095 with the turbocharged four-cylinder. Used examples on CarGurus range from $24,063.00 to $76,992.55 with an average price of $30,879.85. The 5.3-liter V-8 adds $2,315, the diesel engine adds $3,130 and the 6.2-liter V-8 adds $4,460. There are nine different option packages, ranging from $325 for the Dark Essentials Package, to the $3,685 LT Trail Boss Premium Package, which includes Convenience Package II, Safety Package, Bed Protection Package, a power up and down tailgate and leather upholstery.

Specifications

Performance

  • Engine

    355hp 5.3-liter V8

  • Transmission

    10-speed automatic

  • Drivetrain

    Four-wheel drive

  • Horsepower/Torque

    355hp/383 lb-ft

  • 0-60 mph

    15.1 seconds (estimated)

  • MPG

    15 mpg city, 19 highway, 16 combined

  • Curb weight

    5,130 pounds

Dimensions

  • wheelbase

    147.4 inches

  • length

    231.9 inches

  • width

    81.2 inches

  • height

    75.5 inches

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer