Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearItasca, IL
145 vehicles found
See the total price upfront.
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
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,290
- Stock #:
- P1836
- VIN:
- 3GCPYCEK8NG208262
Sponsored by Zeigler Chevrolet
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,290 mi
Schaumburg, IL
6 mi away
Good Deal
$32,313
- 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
- Transmission:
- Automatic
- Mileage:
- 81,354
- Stock #:
- N25159A
- VIN:
- 3GCPDCED6NG679176
Price drop
-$1,000
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,354 mi
Elk Grove Village, IL
4 mi away
Good Deal
$33,390
$32,390
- 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:
- 60,392
- Stock #:
- K8764
- VIN:
- 1GCPYCEF1MZ239290
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,392 mi
East Dundee, IL
15 mi away
Fair Deal
$35,363
- 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
17 mi away
Fair Deal
$37,390
- 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
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,329 mi
Lansing, IL
36 mi away
Fair Deal
$35,412
- 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
- Transmission:
- Automatic
- Mileage:
- 81,354
- Stock #:
- N25159A
- VIN:
- 3GCPDCED6NG679176
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,354 mi
Elk Grove Village, IL
4 mi away
Good Deal
$33,390
$32,390
- 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:
- 60,392
- Stock #:
- K8764
- VIN:
- 1GCPYCEF1MZ239290
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,392 mi
East Dundee, IL
15 mi away
Fair Deal
$35,363
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,290
- Stock #:
- P1836
- VIN:
- 3GCPYCEK8NG208262
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,290 mi
Schaumburg, IL
6 mi away
Good Deal
$32,313
- 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:
- RED HOT
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 121
- Stock #:
- 2615418
- VIN:
- 3GCUKCED8TG290979
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
121 mi
Home delivery from Neenah, WI
Price includes $195 shipping
Good Deal
$51,253
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,085
- Stock #:
- 30P1151
- VIN:
- 1GCPYCEF0MZ369514
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,085 mi
Lake Geneva, WI
47 mi away
Fair Deal
$34,092
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,125
- Stock #:
- 61829A
- VIN:
- 3GCUKCED5SG157465
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,125 mi
Frankfort, IL
33 mi away
Fair Deal
$45,338
- 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
31 mi away
Fair Deal
$30,413
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,771
- Stock #:
- 5048
- VIN:
- 1GCPYCEL5NZ100710
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $1,069 shipping
Great Deal
$32,063
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,774
- Stock #:
- S19825A
- VIN:
- 3GCUDCED7RG267941
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,774 mi
Home delivery from Newton, NC
Price includes $855 shipping
Good Deal
$41,854
$40,854
- 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:
- 26,322
- Stock #:
- 48208
- VIN:
- 3GCUDCED4PG360459
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,322 mi
Home delivery from Arlington, TX
Price includes $1,218 shipping
Great Deal
$38,438
- 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:
- 45,678
- Stock #:
- P6036
- VIN:
- 3GCUDCED1PG323353
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,678 mi
Elmhurst, IL
4 mi away
Good Deal
$38,903
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
166,126 mi
Home delivery from London, OH
Price includes $420 shipping
Good Deal
$21,659
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,600
- Stock #:
- C39198
- VIN:
- 3GCPYCEFXKG234862
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,600 mi
Home delivery from Cincinnati, OH
Price includes $526 shipping
Good Deal
$30,113
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $233 shipping
Great Deal
$29,433
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,316
- Stock #:
- 26623X
- VIN:
- 3GCPDCEK7RG339815
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,316 mi
Home delivery from Defiance, OH
Price includes $292 shipping
Fair Deal
$37,488
- Year:
- 2021
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 67,554
- Stock #:
- 34833
- VIN:
- 1GCPYCEH1MZ282593
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,554 mi
Peotone, IL
45 mi away
Good Deal
$31,407
- 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:
- Cajun Red Tintcoat Gpj
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,179
- Stock #:
- KZ358984
- VIN:
- 1GCRYCEF7KZ358984
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Home delivery from Howell, MI
Price includes $428 shipping
Good Deal
$21,672
- Year:
- 2021
- 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:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 36,091
- Stock #:
- M26457A
- VIN:
- 1GCPYCEH4MZ308863
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,091 mi
Lincolnwood, IL
16 mi away
Fair Deal
$35,972
- 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
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,329 mi
Lansing, IL
36 mi away
Fair Deal
$35,412
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Itasca, IL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,092.76. The average price has decreased by -1.2% since last year. The 145 for sale near Itasca, IL on CarGurus, range from $17,902 to $56,102 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Itasca, IL have no reported accidents or damage?
145 out of 145 for sale near Itasca, 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
Jill Ciminillo
2027 Chevrolet Silverado 1500 Pricing, Specs, and Release Date
The 2027 Chevrolet Silverado 1500 is all-new, entering its fifth generation with new tech, a ground-up redesign, and two new V8 engines.
CarGurus Editorial Team
The Best Pickup Trucks of 2026, Ranked
Pickup truck competition is fierce and change is in the air. Electric trucks and compact pickups are hitting the market, providing new choices for both small businesses and weekend adventurers. But which truck suits your needs best?
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 Itasca ILChevrolet Silverado 1500 RST in Itasca ILChevrolet Silverado 1500 LTZ in Itasca ILChevrolet Silverado 1500 LT Trail Boss in Itasca ILChevrolet Silverado 1500 LT1 in Itasca ILChevrolet Silverado 1500 Custom in Itasca ILChevrolet Silverado 1500 High Country in Itasca ILChevrolet Silverado 1500 Custom Trail Boss in Itasca ILChevrolet Silverado 1500 Work Truck in Itasca 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 South Bend INChevrolet Silverado 1500 in Madison WI
Chevrolet Silverado 1500 in Itasca ILOld Chevy Trucks for Sale in Itasca ILClassic Muscle Cars for Sale in Itasca ILChevrolet Trucks For Sale in Itasca ILCheap Muscle Cars for Sale in Itasca ILWork Trucks for Sale in Itasca ILReliable Cars For Sale in Itasca ILAmerican Made Trucks For Sale in Itasca ILBest Pickup Trucks For Sale in Itasca ILBest Cars Under $5,000 For Sale in Itasca 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 ItascaUsed SUVs / Crossovers for Sale with Low Mileage in ItascaUsed Hatchbacks for Sale with Low Mileage in ItascaUsed Convertibles for Sale with Low Mileage in ItascaUsed Vans for Sale with Low Mileage in ItascaUsed Minivans for Sale with Low Mileage in ItascaUsed Pickup Trucks for Sale with Low Mileage in ItascaUsed Coupes for Sale with Low Mileage in ItascaUsed Wagons for Sale with Low Mileage in Itasca
