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New Chevrolet Silverado 1500 LT Trail Boss for Sale near Madison, WI

193 results
Madison, WI
2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Brodhead Automobiles

2026 Chevrolet Silverado 1500

New car | MSRP $68,560

$66,060

Brodhead, WI
31 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock number:
C1082
VIN:
3GCUKFED2TG118447

Sponsored

2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $65,725

$60,725

Chilton, WI
91 mi away
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 Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
920
Stock number:
14735
VIN:
3GCUKFED0TG142746

Sponsored

2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $65,900

$59,480

McHenry, IL
77 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
5
Stock number:
MC260391
VIN:
3GCUKFED0TG182101

Sponsored

2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

New car | MSRP $69,350

$60,600

Salem, WI
74 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Radiant Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Leather Appointed Front Outboard Seating
Transmission:
Automatic
Mileage:
188
Stock number:
8130
VIN:
3GCUKFEL2SG361519

2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

New car | MSRP $60,140

$51,329

Viroqua, WI
83 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
25315C
VIN:
3GCPKFEK2SG310607

2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $71,270

$60,650

Fox Lake, IL
77 mi away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock number:
49027
VIN:
3GCUKFE83TG116337

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2026 Chevrolet Silverado 1500

New car | MSRP $68,575

$57,825

Libertyville, IL
92 mi away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Transmission:
Automatic
Mileage:
8
Stock number:
T30576
VIN:
3GCUKFED8TG143403

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2025 Chevrolet Silverado 1500

New car | MSRP $67,840

$56,306

Sun Prairie, WI
11 mi away
Year:
2025
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock number:
C250579
VIN:
3GCUKFED9SG393313

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2026 Chevrolet Silverado 1500

New car | MSRP $66,815

$61,065

Chilton, WI
91 mi away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Cypress Gray
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock number:
14682
VIN:
3GCUKFE89TG120506

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2026 Chevrolet Silverado 1500

New car | MSRP $72,060

$63,773

Baraboo, WI
36 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black, Leather-appointed front outboard seatin
Transmission:
Automatic
Mileage:
116
Stock number:
41763
VIN:
3GCUKFEL0TG118969

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2026 Chevrolet Silverado 1500

New car | MSRP $70,835

$63,998

Cedarburg, WI
72 mi away
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:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
5
Stock number:
26135
VIN:
3GCUKFED5TG173328

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2025 Chevrolet Silverado 1500

New car | MSRP $66,620

$59,040

Kenosha, WI
81 mi away
Year:
2025
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:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
50
Stock number:
K250733
VIN:
3GCUKFEL2SG321487

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2026 Chevrolet Silverado 1500

New car | MSRP $70,295

$61,109

Dixon, IL
83 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2
Stock number:
CYT043
VIN:
3GCUKFED7TG145174

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2026 Chevrolet Silverado 1500

New car | MSRP $67,065

$61,065

Chilton, WI
91 mi away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
3
Stock number:
14761
VIN:
3GCUKFE89TG131053

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2026 Chevrolet Silverado 1500

New car | MSRP $68,575

$57,375

Libertyville, IL
92 mi away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Transmission:
Automatic
Mileage:
11
Stock number:
T30583
VIN:
3GCUKFED3TG145012

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2026 Chevrolet Silverado 1500

New car | MSRP $67,115

$58,339

Columbus, WI
26 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock number:
126059
VIN:
3GCUKFED2TG185677

  1. Home
  2. / New Cars
  3. / Chevrolet Silverado 1500
  4. / LT Trail Boss
  5. / Wisconsin
  6. / Madison
Overview
FAQs
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.

Chevrolet Silverado 1500 LT Trail Boss FAQs

What is the fuel economy of the Chevrolet Silverado 1500 LT Trail Boss?

Depending on the engine and options, the Chevrolet Silverado 1500 LT Trail Boss gets between 16 and 24 MPG (or MPGe).

What fuel types are available?

Diesel, Gasoline engines are available.

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