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

148 results
Chicago Ridge, IL
2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Huntley Ford

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

106,129 miles

$25,222

Fair Deal
Huntley, IL
44 mi away
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:
Gray (Satin Steel Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
106,129
Stock number:
V2765A
VIN:
1GCPYCEF1KZ335255

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

11,976 miles

$44,731

Good Deal
Merrillville, IN
27 mi away
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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,976
Stock number:
H260466A
VIN:
3GCUKCED4SG213184

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,130 miles

$25,577

Good Deal
Morris, IL
40 mi away
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:
101,130
Stock number:
FT11528A
VIN:
1GCPYCEF2KZ233267

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,286 miles

$25,967

Good Deal
Elmhurst, IL
18 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Gray (Satin Steel Metallic)
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
98,286
Stock number:
3632A
VIN:
3GCPYCEK2NG153209

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,732 miles

$34,225

Great Deal
Villa Park, IL
15 mi away
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:
Automatic
Mileage:
31,732
Stock number:
B46674A
VIN:
1GCPYCEF7MZ292172

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,054 miles

$27,980

Fair Deal
Waukegan, IL
45 mi away
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:
Special Exterior Color
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
93,054
Stock number:
T8576
VIN:
1GCPYCEF3LZ238317

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

118,420 miles

$24,995

Fair Deal
Certified Pre-Owned
Melrose Park, IL
15 mi away
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:
Gray (Satin Steel Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
118,420
Stock number:
60890A
VIN:
1GCPYCEF4LZ171792

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

36,168 miles

$34,873

Fair Deal
Elk Grove Village, IL
25 mi away
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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,168
Stock number:
NC3632
VIN:
3GCPDCEK3NG583388

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,130 miles

$25,577

Good Deal
Morris, IL
40 mi away
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:
101,130
Stock number:
FT11528A
VIN:
1GCPYCEF2KZ233267

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,990 miles

$37,780

Fair Deal
Tinley Park, IL
8 mi away
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:
Red Hot
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth Seat Trim
Transmission:
Automatic
Mileage:
33,990
Stock number:
14887
VIN:
3GCPDCEK9PG123610

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

11,976 miles

$44,731

Good Deal
Merrillville, IN
27 mi away
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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,976
Stock number:
H260466A
VIN:
3GCUKCED4SG213184

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,159 miles

$38,153

Good Deal
Certified Pre-Owned
Bolingbrook, IL
15 mi away
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:
Glacier Blue Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,159
Stock number:
49138A
VIN:
3GCPDCEK1PG339273

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

105,286 miles

$27,600

Good Deal
Oak Forest, IL
7 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
105,286
Stock number:
45388AA
VIN:
3GCPYCEF2MG312960

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,864 miles

$32,900

Good Deal
Mchenry, IL
50 mi away
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:
Blue
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
50,864
Stock number:
UT20601
VIN:
3GCPDCEK8NG507374

Preparing for a close up...

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,854 miles

$44,425

Good Deal
Certified Pre-Owned
Plainfield, IL
22 mi away
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:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
5,854
Stock number:
T26231A
VIN:
3GCUKCED4SG215632

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,243 miles

$39,900

Fair Deal
Bradley, IL
38 mi away
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:
Red Hot G7c
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black H0u
Transmission:
8-Speed Automatic
Mileage:
15,243
Stock number:
p3665
VIN:
3GCPDCEKXPG195562

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

128,093 miles

$25,977

Fair Deal
Joliet, IL
22 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
128,093
Stock number:
JYC-287986
VIN:
1GCPYCEF3MZ287986

Sponsored

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