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

147 results
Chicago, IL
2020 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD Art Hill Ford Lincoln Mazda

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

96,069 miles

$28,000

Fair Deal
Certified Pre-Owned
Merrillville, IN
32 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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
96,069
Stock number:
F3511B
VIN:
1GCRYCEF0LZ184757

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

111,007 miles

$29,500

Fair Deal
Elgin, IL
34 mi away
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:
Black
Fuel type:
Gasoline
Interior color:
Black
Mileage:
111,007
Stock number:
429468
VIN:
1GCPYCEL5MZ429468

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,678 miles

$37,950

Fair Deal
East Dundee, IL
35 mi away
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 number:
K8591
VIN:
3GCUDCED1PG323353

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,098 miles

$29,997

Good Deal
Mchenry, IL
46 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:
Silver Ice Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
65,098
Stock number:
MSK230
VIN:
3GCPYCEF8KG158817

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

79,867 miles

$28,786

Good Deal
Glendale Heights, IL
23 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
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
79,867
Stock number:
70306620P
VIN:
3GCPYCEF7KG306620

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,732 miles

$35,895

Good Deal
Villa Park, IL
19 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

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,925 miles

$38,313

Great Deal
Certified Pre-Owned
Naperville, IL
30 mi away
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:
Red Hot
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
25,925
Stock number:
P10383A
VIN:
3GCPDCEK8RG227282

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,352 miles

$37,791

Fair Deal
Countryside, IL
14 mi away
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:
Black
Transmission:
Automatic
Mileage:
25,352
Stock number:
P4290
VIN:
3GCPDCED3NG579925

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

48,884 miles

$33,972

Good Deal
Certified Pre-Owned
Bolingbrook, IL
27 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
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
48,884
Stock number:
49266A
VIN:
1GCPYCEF8MZ151899

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,223 miles

$38,097

Fair Deal
Store transfer to Oak Lawn, IL
265 mi away • Price includes $99 shipping Price includes $99 shipping
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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,223
Stock number:
27645856
VIN:
3GCPDCED6NG585654

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,636 miles

$32,350

Fair Deal
East Dundee, IL
35 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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
55,636
Stock number:
K8605
VIN:
1GCPYCEF7LZ169373

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,243 miles

$33,554

Good Deal
Michigan City, IN
41 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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
55,243
Stock number:
35-26090A
VIN:
1GCPYCEF4MZ280626

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

36,076 miles

$36,497

Great Deal
Downers Grove, IL
22 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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,076
Stock number:
P17969
VIN:
3GCPDCEK4PG295785

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

51,071 miles

$30,000

Good Deal
Mchenry, IL
45 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:
Cajun Red Tintcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
51,071
Stock number:
UT20663
VIN:
1GCRYCEF4KZ312867

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

139,582 miles

$24,995

Fair Deal
Elgin, IL
34 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:
White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
139,582
Stock number:
287527
VIN:
1GCPYCEF4MZ287527

Sponsored

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