Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMonterey, IN
398 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 12,454
- Stock #:
- C24581A
- VIN:
- 3GCUKFEL2SG385044
Sponsored by Advantage Chevrolet of Bridgeview
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,454 mi
Bridgeview, IL
78 mi away
Great Deal
$50,692
- 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:
- 63,344
- Stock #:
- 407-T200
- VIN:
- 1GCPYFEL0NZ136094
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
63,344 mi
Huntington, IN
55 mi away
Fair Deal
$36,507
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 100,926
- Stock #:
- G235659
- VIN:
- 3GCPYFED7KG235659
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,926 mi
Indianapolis, IN
87 mi away
Good Deal
$27,682
- 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:
- 85,511
- Stock #:
- G26407A
- VIN:
- 3GCPYFED9MG383184
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,511 mi
Joliet, IL
90 mi away
Fair Deal
$33,275
- 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:
- 61,733
- Stock #:
- C5095A
- VIN:
- 3GCUDFET9NG650895
Price drop
-$816
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,733 mi
Morris, IL
99 mi away
Good Deal
$39,092
$38,276
- 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
61 mi away
Good Deal
$36,212
- 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:
- 37,893
- Stock #:
- MZ347815
- VIN:
- 1GCPYFED3MZ347815
Price drop
-$1,109
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,893 mi
Plainwell, MI
100 mi away
Good Deal
$38,414
$37,305
- 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:
- 69,264
- Stock #:
- CC2124
- VIN:
- 1GCPYFED8MZ382804
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,264 mi
Avon, IN
96 mi away
Fair Deal
$35,518
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Radiant Red Tintcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 34,086
- Stock #:
- 62682A
- VIN:
- 3GCUDFE81RG392664
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
34,086 mi
Frankfort, IL
73 mi away
Fair Deal
$46,138
- 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
Hicksville, OH
91 mi away
Fair Deal
$36,645
- 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
- Transmission:
- Automatic
- Mileage:
- 75,446
- Stock #:
- TA6312B
- VIN:
- 1GCPYFED8NZ118984
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,446 mi
Home delivery from Ottawa, IL
Price includes $122 shipping
Good Deal
$34,532
$33,532
- 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:
- 6-Speed Automatic
- Mileage:
- 99,229
- Stock #:
- 11550
- VIN:
- 3GCPYFED6NG111550
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
99,229 mi
Home delivery from Cottage Grove, WI
Price includes $321 shipping
Great Deal
$26,711
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,422
- Stock #:
- 14252
- VIN:
- 3GCPDFEK1RG114453
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,422 mi
Fishers, IN
87 mi away
Great Deal
$41,924
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,716
- Stock #:
- TEA260026A
- VIN:
- 1GCPYFEL0MZ350291
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,716 mi
Oak Lawn, IL
75 mi away
Great Deal
$33,912
- 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:
- 96,952
- Stock #:
- P3143
- VIN:
- 3GCPYFEL4MG475827
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,952 mi
Highland, IN
56 mi away
Good Deal
$29,866
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 109,522
- Stock #:
- 4347A
- VIN:
- 3GCPYFED0MG330504
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,522 mi
Paw Paw, MI
80 mi away
Fair Deal
$29,314
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 100,926
- Stock #:
- G235659
- VIN:
- 3GCPYFED7KG235659
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,926 mi
Indianapolis, IN
87 mi away
Good Deal
$27,682
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 132,787
- Stock #:
- 10371A
- VIN:
- 1GCPYFEDXMZ410215
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
132,787 mi
Brownsburg, IN
77 mi away
Good Deal
$25,149
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Mileage:
- 50,948
- Stock #:
- 184401
- VIN:
- 1GCPYFEL3NZ184401
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,948 mi
Home delivery from Orlando, FL
Price includes $920 shipping
Fair Deal
$39,907
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,685
- Stock #:
- 70177068
- VIN:
- 3GCUDFED9RG261494
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,685 mi
Store transfer to Merrillville, IN
Price includes $499 shipping
Good Deal
$40,497
- 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:
- 58,304
- Stock #:
- KBB1879A
- VIN:
- 3GCUDFETXNG532001
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,304 mi
Aurora, IL
97 mi away
Good Deal
$37,912
- 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:
- 10-Speed Automatic
- Mileage:
- 55,108
- Stock #:
- T89408
- VIN:
- 1GCPYFEL3MZ209165
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,108 mi
Home delivery from Herculaneum, MO
Price includes $574 shipping
Fair Deal
$39,356
- 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:
- 87,752
- Stock #:
- C20928PC
- VIN:
- 3GCPYFEL6NG110261
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,752 mi
Home delivery from Milwaukee, WI
Price includes $179 shipping
Fair Deal
$35,545
$34,545
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 111,295
- Stock #:
- B60915A
- VIN:
- 3GCPYFED2LG296080
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
111,295 mi
Bourbonnais, IL
69 mi away
Good Deal
$26,988
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 $23,068.00 to $76,740.95 with an average price of $28,578.01. 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 Monterey, IN?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $25,981.00. The average price has decreased by -5.2% since last year. The 313 for sale near Monterey, IN on CarGurus, range from $23,068 to $76,741 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Monterey, IN have no reported accidents or damage?
254 out of 313 for sale near Monterey, IN 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/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
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Monterey INChevrolet Silverado 1500 RST in Monterey INChevrolet Silverado 1500 LTZ in Monterey INChevrolet Silverado 1500 LT Trail Boss in Monterey INChevrolet Silverado 1500 LT1 in Monterey INChevrolet Silverado 1500 Custom in Monterey INChevrolet Silverado 1500 High Country in Monterey INChevrolet Silverado 1500 Custom Trail Boss in Monterey INChevrolet Silverado 1500 Work Truck in Monterey IN
Chevrolet Silverado 1500 in South Bend INChevrolet Silverado 1500 in Kokomo INChevrolet Silverado 1500 in Lafayette INChevrolet Silverado 1500 in Fort Wayne INChevrolet Silverado 1500 in Chicago ILChevrolet Silverado 1500 in Crawfordsville INChevrolet Silverado 1500 in Anderson INChevrolet Silverado 1500 in Kalamazoo MIChevrolet Silverado 1500 in Indianapolis IN
Chevrolet Silverado 1500 in Monterey INOld Chevy Trucks for Sale in Monterey INClassic Muscle Cars for Sale in Monterey INChevrolet Trucks For Sale in Monterey INCheap Muscle Cars for Sale in Monterey INWork Trucks for Sale in Monterey INReliable Cars For Sale in Monterey INAmerican Made Trucks For Sale in Monterey INBest Pickup Trucks For Sale in Monterey INBest Cars Under $5,000 For Sale in Monterey IN
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 MontereyUsed SUVs / Crossovers for Sale with Low Mileage in MontereyUsed Hatchbacks for Sale with Low Mileage in MontereyUsed Convertibles for Sale with Low Mileage in MontereyUsed Vans for Sale with Low Mileage in MontereyUsed Minivans for Sale with Low Mileage in MontereyUsed Pickup Trucks for Sale with Low Mileage in MontereyUsed Coupes for Sale with Low Mileage in MontereyUsed Wagons for Sale with Low Mileage in Monterey
