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Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Racine, WI

310 results

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Red
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
34,505
Stock #:
30X418
VIN:
3GCUDFE84RG106189
Red 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Kunes Chevrolet GMC of Lake Geneva

Sponsored by Kunes Chevrolet GMC of Lake Geneva

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

34,505 mi

Lake Geneva, WI
34 mi away
Good Deal

$48,046

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:
Jet Black
Transmission:
Automatic
Mileage:
4,375
Stock #:
M260481A
VIN:
3GCUKFED9TG132071
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

4,375 mi

McHenry, IL
38 mi away
Fair Deal

$59,410

Year:
2022
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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
33,609
Stock #:
P3070
VIN:
3GCPDFEK9NG606710
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

33,609 mi

Libertyville, IL
33 mi away
Good Deal

$38,999

Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Black
Mileage:
59,616
Stock #:
154469
VIN:
1GCPYFED0LZ154469
Blue 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

59,616 mi

Home delivery from Brownsville, TN
Price includes $621 shipping
Great Deal

$34,120

Year:
2019
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
Transmission:
8-Speed Automatic
Mileage:
89,007
Stock #:
P13485
VIN:
1GCPYFED8KZ349962
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

89,007 mi

Mount Pleasant, WI
9 mi away
Fair Deal

$31,993

Year:
2021
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
54,599
Stock #:
K53343A
VIN:
1GCPYFED0MZ385244
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

54,599 mi

Highland Park, IL
39 mi away
Great Deal

$34,991

Year:
2023
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
40,540
Stock #:
26215A
VIN:
3GCPDFEK4PG105761
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

40,540 mi

Cedarburg, WI
42 mi away
Good Deal

$41,295

Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
85,367
Stock #:
P14586
VIN:
1GCPYFEL5LZ350835
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

85,367 mi

Fox Lake, IL
30 mi away
Fair Deal
Manufacturer certified

$33,786

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
83,685
Stock #:
227612
VIN:
1GCUYFET9NZ227612
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,685 mi

Home delivery from Baton Rouge, LA
Price includes $1,118 shipping
Fair Deal

$36,133

Year:
2019
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
Transmission:
8-Speed Automatic
Mileage:
61,105
Stock #:
P5367B
VIN:
3GCPYFEDXKG119629
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

 

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,105 mi

Home delivery from Monroe, WI
Price includes $94 shipping
Good Deal

$33,493

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
White
Interior color:
Black
Transmission:
Automatic
Mileage:
72,693
Stock #:
T2354B
VIN:
1GCPYFED6NZ135881
White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

72,693 mi

Glenview, IL
46 mi away
Good Deal

$35,247

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:
27,880
Stock #:
G2518A
VIN:
3GCUKFED8SG178490
Black 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,041

 

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

27,880 mi

Grayslake, IL
29 mi away
Great Deal

$50,694

$49,653

Year:
2020
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
109,973
Stock #:
JK0407
VIN:
3GCPYFED7LG270011
Red Hot 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

109,973 mi

Home delivery from Marion, IN
Price includes $276 shipping
Fair Deal

$31,781

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Gray (Shadow Grey Metallic)
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
36,367
Stock #:
P17618
VIN:
1GCPYFED2NZ175164
Gray (Shadow Grey Metallic) 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

36,367 mi

Burlington, WI
24 mi away
Fair Deal

$41,589

Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
118,022
Stock #:
36689P
VIN:
1GCPYFEL7LZ301054
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

118,022 mi

Home delivery from Sandusky, MI
Free home delivery
Great Deal
Third-party certified

$27,049

Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
52,440
Stock #:
22732
VIN:
3GCUDFED3PG185350
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

52,440 mi

Home delivery from Tampa, FL
Price includes $1,110 shipping
Great Deal

$39,107

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
41,648
Stock #:
PM238331
VIN:
1GCPYFEL5NZ238331
Summit White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

41,648 mi

Home delivery from Pleasantville, NJ
Price includes $1,324 shipping
Great Deal

$38,314

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,110
Stock #:
W176112AA
VIN:
3GCUDFEL3RG137454
Glacier Blue Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,120

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

16,110 mi

Wheeling, IL
41 mi away
Great Deal

$52,273

$51,153

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
129,803
Stock #:
PG8331A
VIN:
3GCPYFED0MG124597
Price drop

-$598

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

129,803 mi

Menomonee Falls, WI
35 mi away
Great Deal
Third-party certified

$26,595

$25,997

Year:
2021
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
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,517
Stock #:
24805A
VIN:
3GCPYFED5MG422773
Gray 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

31,517 mi

Saukville, WI
46 mi away
Fair Deal

$41,398

Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
80,952
Stock #:
323297
VIN:
3GCUDFE80PG323297
Silver 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

80,952 mi

Home delivery from Baton Rouge, LA
Price includes $1,118 shipping
Good Deal

$37,942

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
45,992
Stock #:
D5326L
VIN:
1GCPYFED6MZ373535
Blue Metallic 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

45,992 mi

Home delivery from Dublin, OH
Price includes $453 shipping
Fair Deal

$40,571

Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
69,529
Stock #:
365965
VIN:
3GCUDFED9PG365965
Radiant Red Tintcoat 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

69,529 mi

Home delivery from Euless, TX
Price includes $1,532 shipping
Great Deal

$38,403

Year:
2020
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
103,144
Stock #:
4462A
VIN:
1GCPYFED9LZ366853
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

Sponsored Listing

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

103,144 mi

Arlington Heights, IL
44 mi away
Good Deal

$28,995

$27,995

Page 1 of 14

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 $22,404.00 to $77,011.05 with an average price of $30,688.06. 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

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