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

339 results
Itasca, IL
2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Advantage Toyota of River Oaks

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

51,141 miles

$41,671

Fair Deal
Certified Pre-Owned
Calumet City, IL
34 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:
51,141
Stock number:
P7122
VIN:
3GCUDFED6PG313760

Sponsored

2019 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

78,388 miles

$31,795

Fair Deal
Certified Pre-Owned
Melrose Park, IL
9 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
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
78,388
Stock number:
P23784A
VIN:
1GCPYFED4KZ133980

Sponsored

2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,552 miles

$43,209

Fair Deal
Lisle, IL
12 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:
19,552
Stock number:
P27652
VIN:
3GCPDFEK1PG297737

Sponsored

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

15,366 miles

$40,700

Good Deal
Merrillville, IN
48 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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
15,366
Stock number:
P1099
VIN:
3GCPYFEDXMG434773

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

40,506 miles

$38,882

Great Deal
Lake Geneva, WI
47 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:
Cherry Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
40,506
Stock number:
30T1419A
VIN:
1GCPYFEL0MZ419075

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

65,585 miles

$34,998

Good Deal
Certified Pre-Owned
Harvard, IL
44 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:
Silver Ice Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
65,585
Stock number:
25242A
VIN:
1GCPYFEDXMZ105359

Preparing for a close up...

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

62,357 miles

$35,972

Good Deal
Bolingbrook, IL
20 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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
62,357
Stock number:
49459B
VIN:
3GCPYFEL8MG454706

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

72,708 miles

$33,400

Good Deal
Westmont, IL
11 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:
Silver Ice Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
72,708
Stock number:
D3373B
VIN:
1GCPYFED9MZ169568

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

35,321 miles

$38,694

Good Deal
Bridgeview, IL
19 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

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

74,862 miles

$33,395

Fair Deal
Glen Ellyn, IL
8 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:
Shadow Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
74,862
Stock number:
C71075AA
VIN:
1GCPYFED5LZ292976

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Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

59,812 miles

$34,999

Fair Deal
Hoffman Estates, IL
7 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:
Shadow Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
59,812
Stock number:
PM5700AA
VIN:
1GCPYFED3LZ106738

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

58,637 miles

$34,500

Fair Deal
Minooka, IL
38 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,637
Stock number:
KZ126138
VIN:
1GCPYFED4KZ126138

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

78,388 miles

$31,795

Fair Deal
Certified Pre-Owned
Melrose Park, IL
9 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
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
78,388
Stock number:
P23784A
VIN:
1GCPYFED4KZ133980

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

45,686 miles

$38,640

Fair Deal
Merrillville, IN
48 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:
Black
Transmission:
Automatic
Mileage:
45,686
Stock number:
P1122
VIN:
1GCPYFEL6LZ341948

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

70,796 miles

$37,467

Fair Deal
Morris, IL
46 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:
70,796
Stock number:
GS10507A
VIN:
1GCPYFED2NZ102313

Sponsored

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  • Chevrolet Silverado 1500 LT in Itasca IL

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