CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

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

140 results
Ina, IL
2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Weber Chevrolet Granite City

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,521 miles

$42,712

Good Deal
Certified Pre-Owned
Granite City, IL
80 mi away
Year:
2025
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
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth
Transmission:
Automatic
Mileage:
2,521
Stock number:
39303A
VIN:
3GCPKCEK1SG362700

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,368 miles

$42,300

Fair Deal
Certified Pre-Owned
Columbia, IL
77 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 Cloth
Transmission:
Automatic
Mileage:
29,368
Stock number:
8844Z
VIN:
3GCUDCED6RG114810

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

75,288 miles

$29,988

Good Deal
Bonne Terre, MO
91 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
75,288
Stock number:
68738K
VIN:
1GCPYCEH0MZ284173

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,521 miles

$42,712

Good Deal
Certified Pre-Owned
Granite City, IL
80 mi away
Year:
2025
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
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth
Transmission:
Automatic
Mileage:
2,521
Stock number:
39303A
VIN:
3GCPKCEK1SG362700

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,731 miles

$32,990

Fair Deal
Certified Pre-Owned
Cape Girardeau, MO
68 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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
80,731
Stock number:
P4778
VIN:
1GCPYCEF4MZ451388

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,678 miles

$35,900

Fair Deal
Benton, MO
82 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:
Automatic
Mileage:
37,678
Stock number:
196967
VIN:
1GCPYCEF4MZ196967

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

75,288 miles

$29,988

Good Deal
Bonne Terre, MO
91 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
75,288
Stock number:
68738K
VIN:
1GCPYCEH0MZ284173

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

85,821 miles

$28,495

Good Deal
Certified Pre-Owned
Collinsville, IL
72 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:
8-Speed Automatic
Mileage:
85,821
Stock number:
L263093A
VIN:
1GCPYCEK0NZ168646

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,627 miles

$37,990

Good Deal
Germantown, IL
46 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:
32,627
Stock number:
26233B
VIN:
3GCPDCED1NG676170

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,609 miles

$24,995

Good Deal
Maryland Heights, MO
96 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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
117,609
Stock number:
C260013T
VIN:
1GCPYCEF6LZ197665

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,945 miles

$43,893

Good Deal
St Louis, MO
82 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:
Red Hot
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,945
Stock number:
P10439A
VIN:
3GCUDCED2RG310887

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,835 miles

$41,446

Good Deal
Belleville, IL
67 mi away
Year:
2025
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:
18 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
15,835
Stock number:
A6620
VIN:
3GCPKCEKXSG190280

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,247 miles

$44,447

Fair Deal
Store transfer to O Fallon, IL
378 mi away • Price includes $449 shipping Price includes $449 shipping
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
White
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
26,247
Stock number:
27756082
VIN:
3GCUDCE81RG151606

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,200 miles

$48,245

Fair Deal
Princeton, IN
71 mi away
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 color:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
8,200
Stock number:
P08266A
VIN:
3GCUKCED2SG211398

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,609 miles

$24,995

Good Deal
Maryland Heights, MO
96 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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
117,609
Stock number:
C260013T
VIN:
1GCPYCEF6LZ197665

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Illinois
  6. / Ina

  • Chevrolet Silverado 1500 LT in Ina IL

  • Chevrolet Silverado 1500 RST in Ina IL

  • Chevrolet Silverado 1500 LTZ in Ina IL

  • Chevrolet Silverado 1500 LT Trail Boss in Ina IL

  • Chevrolet Silverado 1500 LT1 in Ina IL

  • Chevrolet Silverado 1500 High Country in Ina IL

  • Chevrolet Silverado 1500 Custom in Ina IL

  • Chevrolet Silverado 1500 Custom Trail Boss in Ina IL

  • Chevrolet Silverado 1500 Work Truck in Ina IL

  • Chevrolet Silverado 1500 in Carbondale IL

  • Chevrolet Silverado 1500 in Cape Girardeau MO

  • Chevrolet Silverado 1500 in Evansville IN

  • Chevrolet Silverado 1500 in Paducah KY

  • Chevrolet Silverado 1500 in Saint Louis MO

  • Chevrolet Silverado 1500 in Owensboro KY

  • Chevrolet Silverado 1500 in Jasper IN

  • Chevrolet Silverado 1500 in Decatur IL

  • Chevrolet Silverado 1500 in Springfield IL

  • Chevrolet Silverado 1500 in Ina IL

  • Old Chevy Trucks for Sale in Ina IL

  • Classic Muscle Cars for Sale in Ina IL

  • Chevrolet Trucks For Sale in Ina IL

  • Cheap Muscle Cars for Sale in Ina IL

  • Work Trucks for Sale in Ina IL

  • Reliable Cars For Sale in Ina IL

  • American Made Trucks For Sale in Ina IL

  • Best Pickup Trucks For Sale in Ina IL

  • Best Cars Under $5,000 For Sale in Ina IL

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Ina IL

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage in Ina

  • Used SUVs / Crossovers for Sale with Low Mileage in Ina

  • Used Hatchbacks for Sale with Low Mileage in Ina

  • Used Convertibles for Sale with Low Mileage in Ina

  • Used Vans for Sale with Low Mileage in Ina

  • Used Minivans for Sale with Low Mileage in Ina

  • Used Pickup Trucks for Sale with Low Mileage in Ina

  • Used Coupes for Sale with Low Mileage in Ina

  • Used Wagons for Sale with Low Mileage in Ina

  • Schmidt Chevrolet

  • Monken Chevrolet GMC

  • Bergkoetter's Chevrolet

  • Meier Chevrolet GMC

  • Jansen Chevrolet

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.