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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Illinois

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149 vehicles found

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
Sterling Gray Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Phillips Chevrolet of Frankfort

Sponsored by Phillips Chevrolet of Frankfort

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

84,790 mi

Frankfort, IL
28 mi away
Fair Deal
Manufacturer certified

$34,597

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
Glacier Blue Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

16,914 mi

Chesterton, IN
36 mi away
Fair Deal

$44,961

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
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,963 mi

McHenry, IL
45 mi away
Fair Deal

$42,410

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
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,392 mi

East Dundee, IL
35 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:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
56,842
Stock #:
U10320
VIN:
3GCPYCEL4NG212592
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$780

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56,842 mi

Valparaiso, IN
40 mi away
Great Deal
Third-party certified

$35,049

$34,269

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:
25,278
Stock #:
J5734A
VIN:
3GCPDCEK6NG565726
Dark Ash Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,278 mi

Naperville, IL
30 mi away
Fair Deal

$37,790

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
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56,329 mi

Lansing, IL
21 mi away
Fair Deal

$35,412

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
Red Hot 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,290 mi

Schaumburg, IL
25 mi away
Good Deal

$32,313

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
Blue 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,600 mi

Home delivery from Cincinnati, OH
Price includes $488 shipping
Good Deal

$30,075

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
Mosaic Black Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,771 mi

Home delivery from Seffner, FL
Price includes $1,055 shipping
Great Deal

$33,049

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
Shadow Gray Metallic 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

166,126 mi

Home delivery from London, OH
Price includes $388 shipping
Good Deal

$21,628

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
Transmission:
6-Speed Automatic Overdrive
Mileage:
33,262
Stock #:
MX4598
VIN:
1GCPYCEF4MZ232253
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,262 mi

Home delivery from Michigan Center, MI
Price includes $308 shipping
Fair Deal

$36,941

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:
Black
Transmission:
Automatic
Mileage:
25,897
Stock #:
33-1420P
VIN:
3GCUKCED0SG119948
Slate Gray Metallic 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,897 mi

Burns Harbor, IN
33 mi away
Fair Deal

$45,210

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:
32,335
Stock #:
62142A
VIN:
3GCPDCEK3NG564999
Dark Ash Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,335 mi

Frankfort, IL
28 mi away
Fair Deal
Manufacturer certified

$36,928

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
Glacier Blue Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,354 mi

Elk Grove Village, IL
21 mi away
Fair Deal

$33,390

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
Gray 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,322 mi

Home delivery from Arlington, TX
Price includes $1,230 shipping
Great Deal

$38,450

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
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,775 mi

Home delivery from Burton, MI
Price includes $216 shipping
Great Deal

$29,616

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
Slate Gray Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,774 mi

Home delivery from Newton, NC
Price includes $828 shipping
Fair Deal

$41,827

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
Slate Gray Metallic 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,125 mi

Frankfort, IL
28 mi away
Fair Deal
Manufacturer certified

$45,598

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
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,678 mi

Elmhurst, IL
17 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:
Black
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
68,263
Stock #:
GQ32316
VIN:
3GCPYCEF2MG146410
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

68,263 mi

Gurnee, IL
39 mi away
Good Deal

$33,076

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
Sterling Gray Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

79,370 mi

Antioch, IL
47 mi away
Good Deal
Third-party certified

$35,313

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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
56,842
Stock #:
U10320
VIN:
3GCPYCEL4NG212592
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$780

Sponsored Listing

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56,842 mi

Valparaiso, IN
40 mi away
Great Deal
Third-party certified

$35,049

$34,269

FAQs

How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Illinois?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,128.45. The average price has decreased by -1.3% since last year. The 149 for sale near Illinois on CarGurus, range from $17,881 to $56,086 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Illinois have no reported accidents or damage?
142 out of 149 for sale near Illinois 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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