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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Watseka, IL

178 results

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:
Summit White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
54,788
Stock #:
P6106
VIN:
3GCPYCEF6MG481122
Summit White 2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Al Piemonte Buick GMC

Sponsored by Al Piemonte Buick GMC

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,788 mi

Elmhurst, IL
80 mi away
Fair Deal

$34,698

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
Summit White 2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,295 mi

Hodgkins, IL
69 mi away
Good Deal
Manufacturer certified

$38,036

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:
56,815
Stock #:
U10320
VIN:
3GCPYCEL4NG212592
Black 2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$784

Sponsored Listing

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56,815 mi

Valparaiso, IN
57 mi away
Good Deal
Third-party certified

$35,783

$34,999

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:
6-Speed Automatic Overdrive
Mileage:
106,418
Stock #:
SS1632
VIN:
1GCRYCEF4KZ403413
Black 2019 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

106,418 mi

Home delivery from Indianapolis, IN
Price includes $172 shipping
Fair Deal

$25,429

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:
Automatic
Mileage:
41,169
Stock #:
210868
VIN:
1GCPYCEFXLZ210868
Black 2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,169 mi

Morton, IL
91 mi away
Good Deal

$34,404

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:
60,411
Stock #:
QBP6561
VIN:
3GCPYCEF3MG349855
Black 2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$1,000

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,411 mi

Bloomington, IL
69 mi away
Good Deal

$33,819

$32,819

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 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,350

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,290 mi

Schaumburg, IL
89 mi away
Good Deal

$34,163

$32,813

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:
Silver ICE Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
JET BLACK, CLOTH SEAT TRIM
Transmission:
Automatic
Mileage:
59,213
Stock #:
C548903
VIN:
1GCPYCEF0MZ429663
Silver ICE Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,082

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,213 mi

Mendota, IL
89 mi away
Good Deal

$35,821

$34,739

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:
56,815
Stock #:
U10320
VIN:
3GCPYCEL4NG212592
Black 2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$784

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56,815 mi

Valparaiso, IN
57 mi away
Good Deal
Third-party certified

$35,783

$34,999

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:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
28,679
Stock #:
5AT-010
VIN:
3GCPDCEK7PG202581
Summit White 2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,679 mi

Home delivery from Mount Orab, OH
Price includes $764 shipping
Great Deal

$37,714

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:
171,876
Stock #:
A530A
VIN:
1GCPYCEFXLZ104226
Black 2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$500

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

171,876 mi

Dwight, IL
42 mi away
Good Deal

$20,865

$20,365

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:
Glacier Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
43,436
Stock #:
K10306B
VIN:
3GCPDCEK5NG687526
Glacier Blue Metallic 2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,436 mi

Home delivery from Edmond, OK
Price includes $638 shipping
Fair Deal

$36,587

$35,587

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:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
103,439
Stock #:
1926938
VIN:
1GCRYCEF9KZ226938

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

103,439 mi

Peoria, IL
99 mi away
Good Deal

$24,402

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
51,179
Stock #:
33-1353CG
VIN:
1GCPYCEL3MZ289372
Shadow Gray Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,179 mi

Burns Harbor, IN
65 mi away
Good Deal

$34,199

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:
115,268
Stock #:
K165409A
VIN:
3GCPDCED7NG675427
Black 2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$987

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

115,268 mi

Peoria, IL
99 mi away
Good Deal

$28,362

$27,375

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:
72,552
Stock #:
C39198
VIN:
3GCPYCEFXKG234862
Blue 2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$801

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,552 mi

Home delivery from Cincinnati, OH
Price includes $404 shipping
Good Deal

$31,591

$30,790

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
Transmission:
6-Speed Automatic Overdrive
Mileage:
58,190
Stock #:
B0579
VIN:
1GCRYCEF0LZ154111
Black 2020 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

58,190 mi

Home delivery from Benton, KY
Price includes $548 shipping
Fair Deal

$31,272

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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
21,967
Stock #:
13139
VIN:
3GCPDCEK1RG293303
Black 2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,967 mi

Home delivery from Mooresville, IN
Price includes $111 shipping
Great Deal

$39,300

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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
6,937
Stock #:
PL2977A
VIN:
3GCPKCEK4SG177072
Summit White 2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,937 mi

Peoria, IL
99 mi away
Good Deal

$42,566

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:
6-Speed Automatic Overdrive
Mileage:
117,765
Stock #:
SG1791
VIN:
1GCPYCEF8KZ351436
Black 2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,765 mi

Champaign, IL
53 mi away
Fair Deal

$26,814

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:
Blue
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
46,199
Stock #:
232880
VIN:
1GCPYCEF5MZ234836
Blue 2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,199 mi

Terre Haute, IN
94 mi away
Fair Deal

$35,223

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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
6,937
Stock #:
PL2977A
VIN:
3GCPKCEK4SG177072
Summit White 2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,937 mi

Peoria, IL
99 mi away
Good Deal

$42,566

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