Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearBarrington, IL
369 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 54,231
- Stock #:
- 22575
- VIN:
- 1GCPYFED8LZ278554
New arrival
Sponsored by Ultimate Motor Cars
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,231 mi
Downers Grove, IL
24 mi away
Fair Deal
$34,412
- 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:
- 89,008
- Stock #:
- P13485
- VIN:
- 1GCPYFED8KZ349962
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,008 mi
Mount Pleasant, WI
40 mi away
Fair Deal
$29,693
- 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
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
4,375 mi
McHenry, IL
13 mi away
Good Deal
$54,412
- 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 $1,083 shipping
Great Deal
$30,075
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,836
- Stock #:
- UM8276
- VIN:
- 3GCUDFED4RG364970
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
9,836 mi
Westmont, IL
25 mi away
Fair Deal
$50,358
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 37,271
- Stock #:
- 42478A
- VIN:
- 1GCPYFED5MZ342390
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,271 mi
Home delivery from Baraboo, WI
Free home delivery
Good Deal
$37,397
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 54,651
- Stock #:
- F260321A
- VIN:
- 3GCUDFED7NG533518
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,651 mi
Saint Charles, IL
18 mi away
Fair Deal
$40,853
- 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 Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,744
- Stock #:
- 40P1282B
- VIN:
- 1GCPYFED9MZ169568
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,744 mi
Sycamore, IL
33 mi away
Good Deal
$31,903
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 90,088
- Stock #:
- TE144341B
- VIN:
- 3GCPYFEL6MG475053
Price drop
-$1,284
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
90,088 mi
Bristol, WI
30 mi away
Great Deal
$31,458
$30,174
- 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:
- 89,008
- Stock #:
- P13485
- VIN:
- 1GCPYFED8KZ349962
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,008 mi
Mount Pleasant, WI
40 mi away
Fair Deal
$29,693
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,104
- Stock #:
- P245262A
- VIN:
- 3GCUDFE82PG110576
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,104 mi
Home delivery from Archbold, OH
Price includes $603 shipping
Great Deal
$35,568
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,375
- Stock #:
- P7563A
- VIN:
- 1GCPYFED0KZ421804
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,375 mi
Sandwich, IL
44 mi away
Fair Deal
$32,599
- 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 (Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 101,522
- Stock #:
- 50109A
- VIN:
- 1GCPYFED4MZ128443
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
101,522 mi
Fox Lake, IL
17 mi away
Fair Deal
$30,367
- 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:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,426
- Stock #:
- 5307A
- VIN:
- 3GCUDFET7NG622691
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,426 mi
Home delivery from Seffner, FL
Price includes $1,083 shipping
Good Deal
$40,062
- 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:
- 61,009
- Stock #:
- MC260814A
- VIN:
- 1GCPYFED3MZ177696
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,009 mi
McHenry, IL
13 mi away
Good Deal
$34,612
- 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:
- 91,634
- Stock #:
- K260521A
- VIN:
- 3GCPYFEL9LG417856
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,634 mi
Kenosha, WI
30 mi away
Fair Deal
$33,500
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,157
- Stock #:
- P10769
- VIN:
- 3GCPDFEK4PG100026
Price drop
-$1,000
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,157 mi
Naperville, IL
26 mi away
Good Deal
$38,788
$37,788
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 92,428
- Stock #:
- 12410
- VIN:
- 1GCUYFET3NZ168895
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,428 mi
Home delivery from Fayetteville, AR
Price includes $655 shipping
Fair Deal
$31,783
- 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
- Transmission:
- Automatic
- Mileage:
- 81,687
- Stock #:
- 169326-C
- VIN:
- 3GCPYFEL6NG169326
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,687 mi
Home delivery from Richardson, TX
Price includes $986 shipping
Fair Deal
$32,910
- 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 $230 shipping
Good Deal
$37,620
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,958
- Stock #:
- L62121A
- VIN:
- 3GCPDFEK5NG600368
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,958 mi
Lansing, IL
50 mi away
Good Deal
$37,712
- 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 (Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,365
- Stock #:
- G02918B
- VIN:
- 1GCPYFED8MZ231171
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,365 mi
Gurnee, IL
18 mi away
Fair Deal
$35,913
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 15,683
- Stock #:
- T262428A
- VIN:
- 3GCUDFEDXPG239016
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,683 mi
Kenosha, WI
29 mi away
Fair Deal
$46,386
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 24,919
- Stock #:
- PC15753
- VIN:
- 3GCUDFE82RG302146
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
24,919 mi
Countryside, IL
29 mi away
Good Deal
$46,301
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 $22,495.00 to $71,126.25 with an average price of $28,747.50. 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 Barrington, IL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,209.35. The average price has decreased by -4% since last year. The 369 for sale near Barrington, IL on CarGurus, range from $22,495 to $71,126 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Barrington, IL have no reported accidents or damage?
328 out of 369 for sale near Barrington, 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 16 and 24 MPG/MPGe.
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 Car Deals in October 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.
CarGurus Editorial Team
Best Truck Lease Deals in October 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 October 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.
Chevrolet Silverado 1500 LT in Barrington ILChevrolet Silverado 1500 RST in Barrington ILChevrolet Silverado 1500 LTZ in Barrington ILChevrolet Silverado 1500 LT Trail Boss in Barrington ILChevrolet Silverado 1500 LT1 in Barrington ILChevrolet Silverado 1500 Custom in Barrington ILChevrolet Silverado 1500 High Country in Barrington ILChevrolet Silverado 1500 Custom Trail Boss in Barrington ILChevrolet Silverado 1500 Work Truck in Barrington IL
Chevrolet Silverado 1500 in Palatine ILChevrolet Silverado 1500 in Aurora ILChevrolet Silverado 1500 in Chicago ILChevrolet Silverado 1500 in Kenosha WIChevrolet Silverado 1500 in Rockford ILChevrolet Silverado 1500 in Janesville WIChevrolet Silverado 1500 in Milwaukee WIChevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in South Bend IN
Chevrolet Silverado 1500 in Barrington ILOld Chevy Trucks for Sale in Barrington ILClassic Muscle Cars for Sale in Barrington ILChevrolet Trucks For Sale in Barrington ILCheap Muscle Cars for Sale in Barrington ILWork Trucks for Sale in Barrington ILReliable Cars For Sale in Barrington ILAmerican Made Trucks For Sale in Barrington ILBest Pickup Trucks For Sale in Barrington ILBest Cars Under $5,000 For Sale in Barrington 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 BarringtonUsed SUVs / Crossovers for Sale with Low Mileage in BarringtonUsed Hatchbacks for Sale with Low Mileage in BarringtonUsed Convertibles for Sale with Low Mileage in BarringtonUsed Vans for Sale with Low Mileage in BarringtonUsed Minivans for Sale with Low Mileage in BarringtonUsed Pickup Trucks for Sale with Low Mileage in BarringtonUsed Coupes for Sale with Low Mileage in BarringtonUsed Wagons for Sale with Low Mileage in Barrington
