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

370 results
Chicago Ridge, IL
2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Bill Kay Chevrolet

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,564 miles

$42,699

Fair Deal
Lisle, IL
16 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:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,564
Stock number:
P27652
VIN:
3GCPDFEK1PG297737

Sponsored

2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,055 miles

$38,777

Fair Deal
Certified Pre-Owned
Aurora, IL
26 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
61,055
Stock number:
P41352
VIN:
3GCPYFED4NG180270

Sponsored

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

97,174 miles

$29,672

Good Deal
Bolingbrook, 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
97,174
Stock number:
49172A
VIN:
1GCPYFED7MZ444709

Sponsored

2019 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

93,820 miles

$29,056

Good Deal
Bourbonnais, IL
37 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
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
93,820
Stock number:
B5355D
VIN:
1GCPYFED1KZ155449

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,257 miles

$29,880

Great Deal
Tinley Park, IL
8 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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth Seat Trim
Transmission:
Automatic
Mileage:
83,257
Stock number:
14784
VIN:
1GCPYFED0MZ352325

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

65,510 miles

$38,194

Great Deal
Elgin, IL
36 mi away
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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
65,510
Stock number:
P2893
VIN:
3GCUDFED5RG159187

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2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

13,463 miles

$50,119

Great Deal
Michigan City, IN
46 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Blue
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
13,463
Stock number:
P1256
VIN:
3GCUDFEL9RG223089

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2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

128,729 miles

$24,986

Good Deal
Glendale Heights, IL
20 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:
Red
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
128,729
Stock number:
70214869T
VIN:
3GCPYFEDXLG214869

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2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

14,874 miles

$50,880

Great Deal
Tinley Park, IL
8 mi away
Year:
2025
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
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Leather Appointed Front Outboard Seating
Transmission:
Automatic
Mileage:
14,874
Stock number:
14830
VIN:
3GCUKFEL2SG318573

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

25,376 miles

$40,995

Good Deal
Oak Lawn, IL
2 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
25,376
Stock number:
26194A
VIN:
1GCPYFED9NZ192009

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

35,321 miles

$36,998

Great Deal
Certified Pre-Owned
Bridgeview, IL
3 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Northsky Blue Metallic
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
35,321
Stock number:
JP2804
VIN:
1GCPYFEL1NZ156676

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

97,174 miles

$29,672

Good Deal
Bolingbrook, 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:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
97,174
Stock number:
49172A
VIN:
1GCPYFED7MZ444709

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

94,302 miles

$30,000

Great Deal
Certified Pre-Owned
Bourbonnais, IL
38 mi away
Year:
2020
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
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
94,302
Stock number:
P3716
VIN:
1GCPYFELXLZ198888

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2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

49,677 miles

$37,938

Good Deal
Hodgkins, IL
6 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:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
49,677
Stock number:
N250681A
VIN:
3GCPDFEK8PG172234

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

66,420 miles

$33,910

Good Deal
Merrillville, IN
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:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
66,420
Stock number:
P1157
VIN:
1GCPYFED8MZ138361

Sponsored

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