New Chevrolet Silverado 1500 Custom Trail Boss for Sale near Winfield, IL
142 results
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- 50148
- VIN:
- 3GCUKCED9TG395921
New arrival
Sponsored by Ray Chevrolet
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Fox Lake, IL
36 mi away
New car
MSRP $58,399
$47,590
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- G2616
- VIN:
- 3GCPKCEK0SG363403
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $52,920
$44,417
- Year:
- 2026
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9
- Stock #:
- G2623
- VIN:
- 3GCPKCEK8TG234021
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $54,320
$47,737
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- G2616
- VIN:
- 3GCPKCEK0SG363403
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $52,920
$44,417
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6
- Stock #:
- G1713
- VIN:
- 3GCUKCEDXTG346307
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Rochelle, IL
47 mi away
New car
MSRP $59,185
$49,241
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- 50148
- VIN:
- 3GCUKCED9TG395921
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Fox Lake, IL
36 mi away
New car
MSRP $58,399
$47,590
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- G2617
- VIN:
- 3GCPKCEK0SG363689
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $52,920
$45,587
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6
- Stock #:
- G1733
- VIN:
- 3GCUKCED5TG364715
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Rochelle, IL
47 mi away
New car
MSRP $58,610
$49,884
- Year:
- 2026
- 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 Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,151
- Stock #:
- G2550
- VIN:
- 3GCPKCEK2TG152205
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $54,715
$46,432
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- GM6682
- VIN:
- 3GCUKCED9TG386748
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Niles, IL
21 mi away
New car
MSRP $60,285
$51,843
- 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:
- Cypress Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- 55871
- VIN:
- 3GCUKCED2TG256570
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Hodgkins, IL
16 mi away
New car
MSRP $60,960
$52,242
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- A26B39
- VIN:
- 3GCUKCED1TG336541
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Pomeroy, OH
Price includes $1,119 shipping
New car
MSRP $60,879
$50,098
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- G2568
- VIN:
- 3GCPKCEK8TG131293
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $54,345
$45,917
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- T16170
- VIN:
- 3GCUKCED5TG298327
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Atlanta, GA
Price includes $2,065 shipping
New car
MSRP $60,190
$52,391
- 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:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TG396147
- VIN:
- 3GCUKCED0TG396147
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Aurora, CO
Price includes $1,320 shipping
New car
MSRP $57,765
$51,495
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- A26E47
- VIN:
- 3GCUKCE87TG399825
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Pomeroy, OH
Price includes $1,119 shipping
New car
MSRP $61,204
$53,137
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- G2560
- VIN:
- 3GCPKCEK3TG109993
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $54,345
$45,762
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- White Sands
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 7
- Stock #:
- G26863
- VIN:
- 3GCUKCE83TG289435
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Sullivan, MO
Price includes $446 shipping
New car
MSRP $59,405
$50,474
- 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:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 100
- Stock #:
- N26439
- VIN:
- 3GCUKCED9TG338778
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Waynesville, MO
Price includes $1,062 shipping
New car
MSRP $59,000
$50,556
- 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:
- White Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- A26D73
- VIN:
- 3GCUKCED3TG389127
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Pomeroy, OH
Price includes $1,119 shipping
New car
MSRP $60,409
$49,680
- Year:
- 2026
- 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 Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,888
- Stock #:
- G2548
- VIN:
- 3GCPKCEK1TG151241
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Grayslake, IL
33 mi away
New car
MSRP $54,715
$45,912
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- 2603031
- VIN:
- 3GCUKCED7TG365316
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Lisle, IL
7 mi away
New car
MSRP $61,670
$50,513
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Stock #:
- 261293
- VIN:
- 3GCUKCEDXTG396155
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from East Liverpool, OH
Price includes $1,203 shipping
New car
MSRP $60,054
$49,655
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- K26A06
- VIN:
- 3GCUKCED7TG406883
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Ashland, KY
Price includes $1,122 shipping
New car
MSRP $57,490
$47,937
FAQs
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.
