Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearAnna, IL
350 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,714
- Stock #:
- 77F08038
- VIN:
- 3GCUDFEL8NG663363
New arrival
Sponsored by Victory Toyota Ford CDJR Dyersburg
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,714 mi
Dyersburg, TN
100 mi away
Fair Deal
$42,314
- 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
- Transmission:
- 10-Speed Automatic
- Mileage:
- 531
- Stock #:
- R87995
- VIN:
- 3GCUKFED4TG108731
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
531 mi
Herculaneum, MO
87 mi away
Good Deal
$55,615
- 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:
- RED HOT
- Fuel type:
- Gasoline
- Mileage:
- 66,752
- Stock #:
- A6848
- VIN:
- 1GCPYFEDXMZ251891
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,752 mi
Belleville, IL
87 mi away
Fair Deal
$37,736
- Year:
- 2024
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,372
- Stock #:
- 70107359
- VIN:
- 3GCUDFED8RG148216
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,372 mi
Store transfer to O Fallon, IL
Price includes $549 shipping
Great Deal
$40,547
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 22,217
- Stock #:
- TT102A
- VIN:
- 3GCUDFEL0RG439915
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,217 mi
Kenton, TN
87 mi away
Great Deal
$49,298
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Cherry Red Tintcoat
- Interior color:
- Jet Black, Leather-Appointed Front Seat Trim
- Transmission:
- Automatic
- Mileage:
- 59,974
- Stock #:
- G26986B
- VIN:
- 1GCPYFED5NZ138061
Price drop
-$1,740
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
59,974 mi
Home delivery from Sullivan, MO
Price includes $232 shipping
Great Deal
$37,347
$36,227
- Year:
- 2021
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,723
- Stock #:
- 53934
- VIN:
- 3GCPYFEL7MG255274
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,723 mi
Home delivery from Cambridge, OH
Price includes $334 shipping
Good Deal
$41,312
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,702
- Stock #:
- 26X555A
- VIN:
- 3GCUDFE88PG262796
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,702 mi
Home delivery from Hickory, NC
Price includes $678 shipping
Great Deal
$40,572
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 47,877
- Stock #:
- 53757
- VIN:
- 1GCPYFED6NZ106347
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,877 mi
Home delivery from Cambridge, OH
Price includes $334 shipping
Great Deal
$36,912
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black, Leather-Appointed Front Seat Trim
- Transmission:
- Automatic
- Mileage:
- 78,368
- Stock #:
- GF25818A
- VIN:
- 1GCPYFED9NZ129265
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,368 mi
Home delivery from Sullivan, MO
Price includes $232 shipping
Good Deal
$34,847
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 50,781
- Stock #:
- G261177A
- VIN:
- 3GCUDFED2NG674237
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,781 mi
Home delivery from Sullivan, MO
Price includes $232 shipping
Great Deal
$38,847
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 127,448
- Stock #:
- CF26240A
- VIN:
- 1GCPYFEL7LZ319974
Price drop
-$1,240
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
127,448 mi
Home delivery from Sullivan, MO
Price includes $232 shipping
Good Deal
$28,847
$28,227
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,444
- Stock #:
- 151304
- VIN:
- 3GCUDFED2PG151304
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
59,444 mi
Home delivery from Kyle, TX
Price includes $465 shipping
Good Deal
$39,685
- Year:
- 2022
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Leather-Appointed Front Outboard Seatin
- Transmission:
- Automatic
- Mileage:
- 43,776
- Stock #:
- G261108A
- VIN:
- 3GCUDFEL4NG674733
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,776 mi
Home delivery from Sullivan, MO
Price includes $232 shipping
Good Deal
$43,347
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,746
- Stock #:
- T0208AA
- VIN:
- 3GCUDFED6PG136689
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,746 mi
St Louis, MO
97 mi away
Fair Deal
$44,520
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- White (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,432
- Stock #:
- T1153459B
- VIN:
- 3GCUDFEL4PG319659
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,432 mi
Home delivery from Franklin, TN
Price includes $255 shipping
Good Deal
$44,133
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 82,945
- Stock #:
- 5180
- VIN:
- 3GCPYFED6MG421423
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,945 mi
Home delivery from Seffner, FL
Price includes $803 shipping
Great Deal
$31,295
- 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
- Transmission:
- Automatic
- Mileage:
- 19,915
- Stock #:
- G105375
- VIN:
- 3GCUKFED4TG105375
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,915 mi
Home delivery from Benton, AR
Price includes $332 shipping
Good Deal
$52,594
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,731
- Stock #:
- 28722000
- VIN:
- 3GCUDFED7PG320927
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,731 mi
Store transfer to O Fallon, IL
Price includes $149 shipping
Good Deal
$42,147
- 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 79,704
- Stock #:
- 420298
- VIN:
- 1GCPYFED2MZ420298
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
79,704 mi
Home delivery from Pelham, AL
Price includes $476 shipping
Fair Deal
$35,168
- 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:
- 33,371
- Stock #:
- PG296805
- VIN:
- 3GCPDFEK9PG296805
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,371 mi
Home delivery from Hillsboro, TX
Price includes $880 shipping
Good Deal
$41,806
- 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
- Transmission:
- 10-Speed Automatic
- Mileage:
- 531
- Stock #:
- R87995
- VIN:
- 3GCUKFED4TG108731
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
531 mi
Herculaneum, MO
87 mi away
Good Deal
$55,615
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,598
- Stock #:
- PC26174A
- VIN:
- 3GCUDFET1NG512638
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,598 mi
Home delivery from Hicksville, OH
Price includes $446 shipping
Good Deal
$39,636
- Year:
- 2022
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 81,969
- Stock #:
- TPF4150
- VIN:
- 3GCUDFED4NG507894
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,969 mi
Paris, TN
92 mi away
Fair Deal
$40,386
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 $21,695.00 to $74,906.10 with an average price of $29,600.52. 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
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Anna, IL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,686.10. The average price has decreased by -1.1% since last year. The 339 for sale near Anna, IL on CarGurus, range from $21,695 to $74,906 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Anna, IL have no reported accidents or damage?
294 out of 339 for sale near Anna, IL have no reported accidents or damage.
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 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Relevant articles
CarGurus Editorial Team
Best Truck Lease Deals in August 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in August 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
CarGurus Editorial Team
Best Car Deals in August 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
Chevrolet Silverado 1500 LT in Anna ILChevrolet Silverado 1500 RST in Anna ILChevrolet Silverado 1500 LTZ in Anna ILChevrolet Silverado 1500 LT Trail Boss in Anna ILChevrolet Silverado 1500 LT1 in Anna ILChevrolet Silverado 1500 Custom in Anna ILChevrolet Silverado 1500 High Country in Anna ILChevrolet Silverado 1500 Custom Trail Boss in Anna ILChevrolet Silverado 1500 Work Truck in Anna IL
Chevrolet Silverado 1500 in Carbondale ILChevrolet Silverado 1500 in Cape Girardeau MOChevrolet Silverado 1500 in Paducah KYChevrolet Silverado 1500 in Saint Louis MOChevrolet Silverado 1500 in Evansville INChevrolet Silverado 1500 in Owensboro KYChevrolet Silverado 1500 in Clarksville TNChevrolet Silverado 1500 in Jackson TNChevrolet Silverado 1500 in Jonesboro AR
Chevrolet Silverado 1500 in Anna ILOld Chevy Trucks for Sale in Anna ILClassic Muscle Cars for Sale in Anna ILChevrolet Trucks For Sale in Anna ILCheap Muscle Cars for Sale in Anna ILWork Trucks for Sale in Anna ILReliable Cars For Sale in Anna ILAmerican Made Trucks For Sale in Anna ILBest Pickup Trucks For Sale in Anna ILBest Cars Under $5,000 For Sale in Anna IL
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in AnnaUsed SUVs / Crossovers for Sale with Low Mileage in AnnaUsed Hatchbacks for Sale with Low Mileage in AnnaUsed Convertibles for Sale with Low Mileage in AnnaUsed Vans for Sale with Low Mileage in AnnaUsed Minivans for Sale with Low Mileage in AnnaUsed Pickup Trucks for Sale with Low Mileage in AnnaUsed Coupes for Sale with Low Mileage in AnnaUsed Wagons for Sale with Low Mileage in Anna
