Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Illinois

286 results

White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,605 km

$42,000

CarGurus partner

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 colour:: White
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 72,605
Stock #:: MS3890
VIN:: 3GCUDCED9PG153890

Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,746 km

$41,500

CarGurus partner

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 colour:: Black
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 45,746
Stock #:: 19832
VIN:: 3GCPDCEK0RG264925

Green 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

974 km

$56,968

CarGurus partner

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior colour:: Green
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 974
Stock #:: 18-B10184
VIN:: 3GCPKCEK1TG249265

White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

106,380 km

$35,500

CarGurus partner

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 colour:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 106,380
Stock #:: MS3740
VIN:: 3GCPDCEK6PG203740

Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

136,683 km

$29,999

Mississauga, ON

CarGurus partner

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Interior colour:: Black
Transmission:: Automatic
Mileage:: 136,683
Stock #:: 000076
VIN:: 1GCPYCEF8LZ378797

White 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,528 km

$48,988

Saint-Jean-sur-Richelieu, QC

CarGurus partner

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 colour:: White
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 20,528
Stock #:: US2088
VIN:: 3GCUKCED8SG250724

Gray 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

48,306 km

$41,730

CarGurus partner

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 colour:: Gray
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 48,306
Stock #:: CC00331T
VIN:: 3GCPDCEK3RG300333

White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,104 km

$41,995

CarGurus partner

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: White
Transmission:: Automatic
Mileage:: 80,104
Stock #:: 5227
VIN:: 3GCUDCED6PG330492

Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,264 km

$42,999

North Vancouver, BC

CarGurus partner

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Summit White
Interior colour:: Premium Cloth - Jet Black
Transmission:: Automatic
Mileage:: 59,264
Stock #:: JL22B0015AB
VIN:: 3GCUDCED3PG330661

White 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,459 km

$51,995

Carleton Place, ON

CarGurus partner

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: White
Interior colour:: Black
Transmission:: Automatic
Mileage:: 18,459
Stock #:: CL4603
VIN:: 3GCUKCE81SG184973

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

128,453 km

$31,999

CarGurus partner

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 colour:: Red
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 128,453
Stock #:: 22F2084
VIN:: 3GCPDCEK0NG582084

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

35,875 km

$49,995

Certified Pre-Owned

CarGurus partner

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 35,875
Stock #:: JK4813
VIN:: 3GCUKCED5SG254813

Silver 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,759 km

$39,499

CarGurus partner

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 colour:: Silver
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 42,759
Stock #:: 195379
VIN:: 3GCPDCEK8PG195379

Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

132,459 km

$34,995

Certified Pre-Owned

Rocky Mountain House, AB

CarGurus partner

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 colour:: Black
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 132,459
Stock #:: 81408
VIN:: 3GCPDCEK7RG209002

Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

64,242 km

$44,995

Certified Pre-Owned

Victoriaville, QC

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior colour:: Black
Combined gas mileage:: 10 L/100km
Fuel type:: Diesel
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 64,242
Stock #:: P5612D
VIN:: 3GCUDCE88RG242484

White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

184,923 km

$25,800

CarGurus partner

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: White
Transmission:: Automatic
Mileage:: 184,923
Stock #:: A1218
VIN:: 3GCPYCEK0NG193272

Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,493 km

$45,998

CarGurus partner

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 colour:: Black
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 21,493
Stock #:: UF0110
VIN:: 3GCUDCED8RG200183

Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,792 km

$39,890

CarGurus partner

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 colour:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 38,792
Stock #:: C368428A
VIN:: 3GCPDCEK0NG688048

Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

182,000 km

$22,995

Scarborough , ON

CarGurus partner

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 colour:: Black
Combined gas mileage:: 15 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 182,000
Stock #:: 275670
VIN:: 1GCPYCEF6LZ275670

White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

88,991 km

$43,988

Drummondville, QC

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior colour:: White
Combined gas mileage:: 10 L/100km
Fuel type:: Diesel
Transmission:: Automatic
Mileage:: 88,991
Stock #:: 17509U
VIN:: 3GCUDCE87RG431496

Gray 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

120,261 km

$40,987

CarGurus partner

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Gray
Transmission:: Automatic
Mileage:: 120,261
Stock #:: PW0597
VIN:: 3GCUKCEDXSG191921

Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

73,550 km

$45,490

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Interior colour:: Black
Transmission:: Automatic
Mileage:: 73,550
Stock #:: RG176157
VIN:: 3GCUDCE82RG176157

Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

19,344 km

$46,698

Certified Pre-Owned

CarGurus partner

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 colour:: Black
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 19,344
Stock #:: TA200175
VIN:: 3GCPDCEK4RG200175

White 2025 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,293 km

$50,999

CarGurus partner

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 colour:: White
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 32,293
Stock #:: 208062
VIN:: 3GCUKCED6SG290798

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