Used Chevrolet Silverado 1500 Custom Trail Boss in Illinois (IL) For Sale (61 results)
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Price
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(7)under $30,000
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(50)under $40,000
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(60)under $50,000
Mileage
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(37)0 - 50000
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(23)50000 - 100000
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(1)100000 - 150000
Make
Model
Trim
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(397)lt
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(212)ltz
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(189)rst
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(124)lt trail boss
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(100)1lt
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(96)custom
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(68)high country
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custom trail boss
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(48)2lt
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(47)wt
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(28)work truck
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(20)zr2
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(16)limited
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(15)rst 4x4 crew cab
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(13)ls
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(7)lt 2lt
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(7)work truck 1wt
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(5)lt lt2
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(5)lt w/1lt
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(4)custom 4x4 double cab
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(4)lt1
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(3)base
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(3)ls extended cab
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(3)lt1 extended cab
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(2)lt lt1
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(1)1hy
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(1)1lz
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(1)all-star edition
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(1)extended cab
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(1)limited lt
Transmission type
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(54)automatic
Color
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(21)Black
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(9)White
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(7)Silver
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(6)Red
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(4)Blue
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(1)Gray
Body
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(10)
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Crew cab -
(7)
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Pickup truck -
(2)
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Truck
Drive
Fuel
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(58)gasoline
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(2)diesel
State
City
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(9)Saint Charles, IL
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(4)East Dubuque, IL
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(2)Arlington Heights, IL
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(2)Bolingbrook, IL
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(2)Collinsville, IL
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(2)Crystal Lake, IL
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(2)Granite City, IL
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(2)Homewood, IL
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(2)Lake Bluff, IL
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(2)Naperville, IL
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(2)Pekin, IL
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(2)Waukegan, IL
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(2)Willowbrook, IL
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(1)Antioch, IL
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(1)Bloomington, IL
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(1)Chillicothe, IL
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(1)El Paso, IL
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(1)Elgin, IL
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(1)Elk Grove Village, IL
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(1)Frankfort, IL
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(1)Highland, IL
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(1)Joliet, IL
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(1)Lincolnwood, IL
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(1)Lisle, IL
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(1)Lombard, IL
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(1)Mayfair, IL
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(1)Moline, IL
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(1)Morris, IL
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(1)Morton, IL
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(1)Oak Forest, IL
Features
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(22)Backup camera
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(20)Bluetooth
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(18)Cruise control
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(16)Alloy wheels
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(16)Electronic stability control
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(14)Keyless entry
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(11)Air conditioning
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(11)Brake assist
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(11)Power windows
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(8)Apple CarPlay/Android auto
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(8)Power locks
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(8)Remote start
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(7)ABS brakes
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(7)AM/FM radio
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(6)Remote keyless entry
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(6)Satellite radio
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(4)Clean Carfax
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(4)Compass
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(4)Delay-off headlights
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(4)Security system
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(4)Tachometer
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(3)AM/FM radio: SiriusXM
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(3)Advanced safety features
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(3)Aluminum wheels
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(3)Apple CarPlay
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(3)Chrome wheels
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(3)Door locks power
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(3)Heated mirrors
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(3)Running boards
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(2)Android auto
2023 chevrolet silverado 1500 custom trail boss
This striking black 2023 Chevrolet Silverado 1500 Custom Trail Boss is ready for adventure with features such as navigation, back-up camera, and Bluetooth connectivity, all while comfortably seating within its jet black interior
Lombard, IL
23,360 mi.
Black
automatic
gasoline
Lombard, IL
$43,701
2023 chevrolet silverado 1500 custom trail boss
This 2023 Chevrolet Silverado 1500 Custom Trail Boss in striking blue features a powerful 10-Speed Automatic transmission and is equipped for off-road adventures with four-wheel drive. Enjoy the stylish jet black interior in a truck with low mileage
East Dubuque, IL
21,658 mi.
Blue
automatic
gasoline
East Dubuque, IL
$44,193
2023 chevrolet silverado 1500 custom trail boss
Discover a robust 2023 Chevrolet Silverado 1500 Custom Trail Boss with 4WD, featuring a sleek Dark Ash Metallic exterior and Jet Black interior. This truck comes fully equipped with a back-up camera, Bluetooth, Apple CarPlay, and more, making it a perfect blend of style and functionality
Schaumburg, IL
65,949 mi.
Dark ash metallic
automatic
gasoline
Schaumburg, IL
$41,224
2023 chevrolet silverado 1500 custom trail boss 4x4 crew cab 5.75 ft. box 147.4 in. wb in peoria, illinois
Get ready to conquer any terrain with this 2023 Chevrolet Silverado 1500 Custom Trail Boss. It's ready to take on both work and play with its robust design and powerful capabilities
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Crew cab
Peoria, IL
Crew cab
gasoline
Peoria, IL
$45,988
2024 Chevrolet Silverado 1500 custom trail boss
This 2024 Chevrolet Silverado 1500 Custom Trail Boss is a powerful 4X4 pickup featuring a sleek Slate Gray Metallic exterior and a comfortable Jet Black interior. Loaded with modern amenities and advanced safety features, it's designed for both performance and comfort
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Pickup truck
Morris, IL
2,014 mi.
Slate gray metallic
Pickup truck
gasoline
Morris, IL
$51,932
new 2024 chevrolet silverado 1500 custom trail boss
Discover the power and luxury of the new 2024 Chevrolet Silverado 1500 Custom Trail Boss, featuring a robust EcoTec3 5.3L V8 engine and advanced 10-Speed Automatic transmission. With its striking Dark Ash Metallic finish and comfortable black cloth interior, this Crew Cab Pickup is ready for any adventure
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Crew cab pickup
Rockford, IL
225 mi.
Dark ash metallic
Crew cab pickup
automatic
gasoline
Rockford, IL
$49,707
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is a one-owner truck with a clean CARFAX, featuring a robust EcoTec3 V8 engine, advanced infotainment, and off-road capabilities. Perfect for both work and play!
Naperville, IL
77,599 mi.
Black
automatic
gasoline
Naperville, IL
$32,259
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss boasts a powerful 6-speed automatic transmission and four-wheel drive, perfect for both daily use and off-road adventures. With a mileage of just 29,722, it's a local trade with no accidents, and comes with a clean CARFAX
Willowbrook, IL
29,722 mi.
Black
automatic
gasoline
Willowbrook, IL
$38,588
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss, finished in Shadow Gray Metallic, is a one-owner truck with low mileage and priced below market value, offering a comfortable interior and impressive off-road capabilities
Lake Bluff, IL
32,963 mi.
Shadow gray metallic
automatic
gasoline
Lake Bluff, IL
$35,999
2022 chevrolet silverado 1500 custom trail boss
This 2022 Chevrolet Silverado 1500 Custom Trail Boss combines rugged capability with modern technology, including Chevy Safety Assist and a MyLink system with streaming Bluetooth. Perfect for both work and play!
Bolingbrook, IL
43,782 mi.
White
automatic
gasoline
Bolingbrook, IL
$34,972
2019 chevrolet silverado 1500 custom trail boss
Explore this 2019 Chevrolet Silverado 1500 Custom Trail Boss, featuring a powerful EcoTec3 5.3L V8 engine and equipped with advanced technology for an exhilarating driving experience. Its stylish black exterior and spacious interior make it the perfect companion for any adventure
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4d crew cab
Naperville, IL
51,857 mi.
Black
4d crew cab
automatic
gasoline
Naperville, IL
$34,377
2021 chevrolet silverado 1500 custom trail boss
Discover a dependable and robust 2021 Chevrolet Silverado 1500 Custom Trail Boss, churning out reliability with a powerful EcoTec3 5.3L V8 engine and equipped with state-of-the-art technology and safety features
Antioch, IL
89,400 mi.
Red
automatic
gasoline
Antioch, IL
$28,459
2019 chevrolet silverado 1500 custom trail boss
This striking red 2019 Chevrolet Silverado 1500 Custom Trail Boss offers rugged reliability with four-wheel drive and a smooth 6-speed automatic transmission. With nearly 75,000 miles, it promises a balance of performance and comfort
East Dubuque, IL
74,931 mi.
Red
automatic
gasoline
East Dubuque, IL
$28,683
2022 chevrolet silverado 1500 custom trail boss
Explore the rugged 2022 Chevrolet Silverado 1500 Custom Trail Boss, combining a powerful 5.3L V8 engine and versatile features perfect for off-road adventures. With low mileage and a clean, one-owner history, this is an unbeatable ride
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Crew cab
Saint Charles, IL
23,327 mi.
Black
Crew cab
automatic
gasoline
Saint Charles, IL
$39,802
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss is a rugged, certified pre-owned truck featuring modern technology and safety features. Enjoy a powerful 6-speed automatic transmission, 4-wheel drive, and a stylish Summit White exterior with a Jet Black interior
Crystal Lake, IL
52,477 mi.
White
automatic
gasoline
Crystal Lake, IL
$35,402
2022 chevrolet silverado 1500 custom trail boss
Discover the powerful 2022 Chevrolet Silverado 1500 Custom Trail Boss, featuring 4WD, advanced safety amenities, and a suite of state-of-the-art tech, all in a sleek black exterior
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Crew cab
Elgin, IL
36,909 mi.
Black
Crew cab
automatic
gasoline
Elgin, IL
$36,995
2020 chevrolet silverado 1500 custom trail boss
This 2020 Chevrolet Silverado 1500 Custom Trail Boss offers a rugged and stylish silver exterior, backed by 4WD and a reliable 6-speed automatic transmission. Perfect for adventures and daily driving alike
Frankfort, IL
53,306 mi.
Silver
automatic
gasoline
Frankfort, IL
$34,920
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss in black features low mileage and comes with Apple CarPlay, Android Auto, Bluetooth, alloy wheels, and a rear backup camera. Perfect for off-road and work alike!
Lisle, IL
52,368 mi.
Black
automatic
gasoline
Lisle, IL
$34,388
2021 chevrolet silverado 1500 custom trail boss
This stunning 2021 Chevrolet Silverado 1500 Custom Trail Boss in Silver Ice Metallic features a powerful EcoTec3 5.3L V8, equipped with Z71 Off Road Package and a Tow Package for all your adventure needs
Chillicothe, IL
33,200 mi.
Silver
automatic
gasoline
Chillicothe, IL
$37,499
2021 chevrolet silverado 1500 custom trail boss
This 2021 Chevrolet Silverado 1500 Custom Trail Boss features a striking Shadow Gray Metallic exterior and a suite of advanced features including a backup camera, Bluetooth with music streaming, and Apple Car Play, making it perfect for any adventure
Lincolnwood, IL
51,736 mi.
Shadow gray metallic
automatic
gasoline
Lincolnwood, IL
$34,784
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