Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Winthrop Harbor, IL
130 results
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Cypress
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,860
- Stock #:
- 50003A
- VIN:
- 3GCPKCEK1SG296827
Sponsored by Ray Chevrolet
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,860 mi
Fox Lake, IL
19 mi away
Good Deal
$41,338
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,873
- Stock #:
- 70251212T
- VIN:
- 3GCPDCEK8RG251212
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,873 mi
Glendale Heights, IL
42 mi away
Good Deal
$39,264
- 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:
- Automatic
- Mileage:
- 42,295
- Stock #:
- 56035A
- VIN:
- 3GCPDCEK3RG216626
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,295 mi
Hodgkins, IL
48 mi away
Great Deal
$37,118
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Cypress
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,860
- Stock #:
- 50003A
- VIN:
- 3GCPKCEK1SG296827
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,860 mi
Fox Lake, IL
19 mi away
Good Deal
$41,338
- 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:
- 48,383
- Stock #:
- GP1062
- VIN:
- 1GCPYCEF9LZ210831
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,383 mi
Grayslake, IL
14 mi away
Good Deal
$34,153
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 35,936
- Stock #:
- 28519465
- VIN:
- 3GCPDCEK2PG188511
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,936 mi
Store transfer to Kenosha, WI
Free shipping to Kenosha, WI
Fair Deal
$38,998
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,642
- Stock #:
- G2658A
- VIN:
- 3GCPDCED4NG663283
Price drop
-$1,500
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,642 mi
Grayslake, IL
14 mi away
Great Deal
$35,653
$34,153
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,354 mi
Elk Grove Village, IL
32 mi away
Fair Deal
$34,090
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 116,709
- Stock #:
- D11212
- VIN:
- 3GCPYCEFXKG115726
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,709 mi
Home delivery from Mt Juliet, TN
Price includes $662 shipping
Great Deal
$24,050
- 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
32 mi away
Good Deal
$32,313
- 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
38 mi away
Good Deal
$38,913
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 42,412
- Stock #:
- 26151XXA
- VIN:
- 3GCPYCEF1MG113236
Price drop
-$3,199
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,412 mi
Home delivery from Albion, MI
Price includes $158 shipping
Great Deal
$36,658
$33,459
- 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:
- Automatic
- Mileage:
- 42,295
- Stock #:
- 56035A
- VIN:
- 3GCPDCEK3RG216626
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,295 mi
Hodgkins, IL
48 mi away
Great Deal
$37,118
- 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:
- 14,797
- Stock #:
- 150127A_1
- VIN:
- 3GCPDCEK5RG150127
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,797 mi
Home delivery from Sykesville, MD
Price includes $900 shipping
Fair Deal
$42,194
- 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 $436 shipping
Good Deal
$21,676
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 106,626
- Stock #:
- 1RT5079A
- VIN:
- 1GCPYCEF0KZ380249
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
106,626 mi
Home delivery from Greensboro, NC
Price includes $862 shipping
Fair Deal
$28,306
- 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 $1,099 shipping
Great Deal
$33,583
- 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:
- 72,591
- Stock #:
- C39198
- VIN:
- 3GCPYCEFXKG234862
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,591 mi
Home delivery from Cincinnati, OH
Price includes $564 shipping
Good Deal
$30,551
- Year:
- 2025
- 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 Gba
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H0u
- Transmission:
- Automatic
- Mileage:
- 14,857
- Stock #:
- GMT281B1
- VIN:
- 3GCPKCEK7SG176837
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,857 mi
Home delivery from Nitro, WV
Price includes $1,000 shipping
Fair Deal
$45,317
- 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 $214 shipping
Great Deal
$29,364
- 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:
- 115,359
- Stock #:
- 26T378C
- VIN:
- 1GCRYCEH2KZ203485
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
115,359 mi
Home delivery from Sparta, MI
Price includes $234 shipping
Fair Deal
$23,009
- 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
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,963 mi
McHenry, IL
26 mi away
Fair Deal
$42,910
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 110,602
- Stock #:
- 153281
- VIN:
- 1GCPYCEFXLZ153281
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,602 mi
Home delivery from Indianapolis, IN
Price includes $298 shipping
Fair Deal
$26,508
- 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:
- 79,370
- Stock #:
- 04P2228
- VIN:
- 3GCPDCEK2RG225897
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,370 mi
Antioch, IL
13 mi away
Fair Deal
$35,413
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Winthrop Harbor, IL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,250.55. The average price has decreased by -1.5% since last year. The 130 for sale near Winthrop Harbor, IL on CarGurus, range from $18,774 to $65,794 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Winthrop Harbor, IL have no reported accidents or damage?
130 out of 130 for sale near Winthrop Harbor, 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.
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