Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearMillbrook, IL
195 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,790
- Stock #:
- 61793A
- VIN:
- 3GCPDCEK7RG233638
Sponsored by Phillips Chevrolet of Frankfort
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,790 mi
Frankfort, IL
37 mi away
Fair Deal
$33,818
- 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:
- 32,963
- Stock #:
- MK260223A
- VIN:
- 3GCUDCED0RG150847
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,963 mi
McHenry, IL
51 mi away
Fair Deal
$41,703
- 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:
- 35,051
- Stock #:
- 4664H
- VIN:
- 3GCUDCED2PG312779
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,051 mi
Pekin, IL
90 mi away
Good Deal
$41,864
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 80,966
- Stock #:
- G1752A
- VIN:
- 1GCPYCEF7MZ380820
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,966 mi
Rochelle, IL
35 mi away
Good Deal
$30,759
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 166,126
- Stock #:
- T26975A
- VIN:
- 1GCPYCEF2MZ333825
Price drop
-$3,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
166,126 mi
Home delivery from London, OH
Price includes $440 shipping
Great Deal
$21,679
$18,678
- 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 Gba
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,989
- Stock #:
- 26-094A
- VIN:
- 1GCPYCEF1MZ235952
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,989 mi
Union Grove, WI
81 mi away
Good Deal
$33,374
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,827
- Stock #:
- 61920A
- VIN:
- 3GCPDCEK8PG187072
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,827 mi
Frankfort, IL
37 mi away
Fair Deal
$35,371
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,053
- Stock #:
- 959062
- VIN:
- 3GCPDCED5NG559062
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,053 mi
Bloomington, IL
81 mi away
Good Deal
$36,597
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,329
- Stock #:
- PSH16470A
- VIN:
- 3GCPYCEF5MG482942
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,329 mi
Lansing, IL
52 mi away
Good Deal
$33,912
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,288
- Stock #:
- J5734A
- VIN:
- 3GCPDCEK6NG565726
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,288 mi
Naperville, IL
22 mi away
Fair Deal
$36,390
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,790
- Stock #:
- 61793A
- VIN:
- 3GCPDCEK7RG233638
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,790 mi
Frankfort, IL
37 mi away
Fair Deal
$33,818
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $1,047 shipping
Great Deal
$35,026
- 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:
- Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 138,166
- Stock #:
- 26344B
- VIN:
- 1GCRYCEF1KZ254975
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
138,166 mi
Home delivery from McCordsville, IN
Price includes $273 shipping
Fair Deal
$23,360
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 50,119
- Stock #:
- E489A
- VIN:
- 1GCPYCEF1KZ331853
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,119 mi
Pekin, IL
90 mi away
Good Deal
$32,352
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 8,465
- Stock #:
- K63288A
- VIN:
- 1GCPYCEL7NZ224929
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,465 mi
Home delivery from Waukee, IA
Price includes $412 shipping
Good Deal
$38,884
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 116,986
- Stock #:
- A666A
- VIN:
- 1GCPYCEF6LZ373758
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,986 mi
Dwight, IL
35 mi away
Fair Deal
$25,865
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,365 shipping
Good Deal
$30,588
- 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:
- 35,051
- Stock #:
- 4664H
- VIN:
- 3GCUDCED2PG312779
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,051 mi
Pekin, IL
90 mi away
Good Deal
$41,864
- 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:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $818 shipping
Fair Deal
$32,423
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 101,534
- Stock #:
- 16P2279A
- VIN:
- 3GCPYCEFXMG121450
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
101,534 mi
Woodstock, IL
49 mi away
Fair Deal
$29,496
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,735
- Stock #:
- P7849
- VIN:
- 3GCPDCEKXPG186070
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,735 mi
Home delivery from Angola, IN
Free home delivery
Fair Deal
$39,258
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 88,729
- Stock #:
- GT219B
- VIN:
- 1GCPYCEH6KZ262742
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,729 mi
Dixon, IL
51 mi away
Fair Deal
$29,002
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,914
- Stock #:
- R5719A
- VIN:
- 3GCUDCED1RG115914
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,914 mi
Chesterton, IN
78 mi away
Fair Deal
$44,261
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,382
- Stock #:
- KC0316A
- VIN:
- 1GCPYCEF0KZ333836
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,382 mi
Lincolnwood, IL
51 mi away
Fair Deal
$28,368
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Millbrook, IL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,987.62. The average price has decreased by -0.5% since last year. The 159 for sale near Millbrook, IL on CarGurus, range from $18,678 to $63,571 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Millbrook, IL have no reported accidents or damage?
151 out of 159 for sale near Millbrook, IL have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 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 Millbrook ILChevrolet Silverado 1500 RST in Millbrook ILChevrolet Silverado 1500 LTZ in Millbrook ILChevrolet Silverado 1500 LT Trail Boss in Millbrook ILChevrolet Silverado 1500 LT1 in Millbrook ILChevrolet Silverado 1500 Custom in Millbrook ILChevrolet Silverado 1500 High Country in Millbrook ILChevrolet Silverado 1500 Custom Trail Boss in Millbrook ILChevrolet Silverado 1500 Work Truck in Millbrook IL
Chevrolet Silverado 1500 in Aurora ILChevrolet Silverado 1500 in Palatine ILChevrolet Silverado 1500 in Chicago ILChevrolet Silverado 1500 in Rockford ILChevrolet Silverado 1500 in Kenosha WIChevrolet Silverado 1500 in Janesville WIChevrolet Silverado 1500 in Bloomington ILChevrolet Silverado 1500 in Peoria ILChevrolet Silverado 1500 in Clinton IA
Chevrolet Silverado 1500 in Millbrook ILOld Chevy Trucks for Sale in Millbrook ILClassic Muscle Cars for Sale in Millbrook ILChevrolet Trucks For Sale in Millbrook ILCheap Muscle Cars for Sale in Millbrook ILWork Trucks for Sale in Millbrook ILReliable Cars For Sale in Millbrook ILAmerican Made Trucks For Sale in Millbrook ILBest Pickup Trucks For Sale in Millbrook ILBest Cars Under $5,000 For Sale in Millbrook 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 MillbrookUsed SUVs / Crossovers for Sale with Low Mileage in MillbrookUsed Hatchbacks for Sale with Low Mileage in MillbrookUsed Convertibles for Sale with Low Mileage in MillbrookUsed Vans for Sale with Low Mileage in MillbrookUsed Minivans for Sale with Low Mileage in MillbrookUsed Pickup Trucks for Sale with Low Mileage in MillbrookUsed Coupes for Sale with Low Mileage in MillbrookUsed Wagons for Sale with Low Mileage in Millbrook
