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 High Country for Sale near Chester, IL

286 results
Menard, IL
2023 Chevrolet Silverado 1500 High Country Crew Cab 4WD AutoCenters Nissan

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

33,657 miles

$47,437

Great Deal
Herculaneum, MO
39 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue
Transmission:
10-Speed Automatic
Mileage:
33,657
Stock number:
RK86337
VIN:
1GCUDJEL3PZ304458

Sponsored

2022 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

37,662 miles

$44,998

Good Deal
Herculaneum, MO
39 mi away
Year:
2022
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue
Transmission:
10-Speed Automatic
Mileage:
37,662
Stock number:
R86167
VIN:
3GCUDJEL2NG533212

Sponsored

2024 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2024 Chevrolet Silverado 1500

High Country Crew Cab 4WD

29,520 miles

$53,293

Fair Deal
Certified Pre-Owned
Florissant, MO
65 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
29,520
Stock number:
12639XA
VIN:
2GCUDJED2R1179974

Sponsored

2018 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2018 Chevrolet Silverado 1500

High Country Crew Cab 4WD

142,616 miles

$23,267

Good Deal
Manchester, MO
59 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Deep Ocean Blue Metallic
Fuel type:
Gasoline
Interior color:
Saddle
Transmission:
8-Speed Automatic Overdrive
Mileage:
142,616
Stock number:
12227Q
VIN:
3GCUKTEC0JG102699

2014 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2014 Chevrolet Silverado 1500

High Country Crew Cab 4WD

94,087 miles

$23,450

Good Deal
Saint Charles, MO
71 mi away
Year:
2014
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:
Saddle Leather
Transmission:
Automatic
Mileage:
94,087
Stock number:
331386B
VIN:
3GCUKTEJ1EG350318

2022 Chevrolet Silverado 1500 High Country Crew Cab 4WD

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

36,802 miles

$39,995

Great Deal
Paducah, KY
87 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:
Jet Black
Transmission:
Automatic
Mileage:
36,802
Stock number:
G26038A
VIN:
3GCUYHELXNG168484

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

86,983 miles

$34,995

Great Deal
Sullivan, MO
75 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue
Transmission:
Automatic
Mileage:
86,983
Stock number:
G26287A
VIN:
3GCUDJEL4NG509008

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

51,303 miles

$45,900

Good Deal
Saint James, MO
97 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
51,303
Stock number:
26086A
VIN:
1GCUDJE83PZ174418

Preparing for a close up...

Photos coming soon

2016 Chevrolet Silverado 1500

High Country Crew Cab 4WD

151,848 miles

$20,995

Fair Deal
Sullivan, MO
75 mi away
Year:
2016
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Autumn Bronze Metallic
Fuel type:
Gasoline
Interior color:
Saddle
Transmission:
8-Speed Automatic Overdrive
Mileage:
151,848
Stock number:
G26517A
VIN:
3GCUKTEC1GG224481

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

High Country Crew Cab 4WD

37,662 miles

$44,998

Good Deal
Herculaneum, MO
39 mi away
Year:
2022
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue
Transmission:
10-Speed Automatic
Mileage:
37,662
Stock number:
R86167
VIN:
3GCUDJEL2NG533212

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

106,483 miles

$31,500

Good Deal
O'Fallon, MO
76 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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
106,483
Stock number:
G26307B
VIN:
3GCUYHED2LG229350

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

12,013 miles

$59,998

Fair Deal
Herculaneum, MO
39 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
Transmission:
10-Speed Automatic
Mileage:
12,013
Stock number:
RK86721
VIN:
1GCUKJEL7SZ202367

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

12,395 miles

$56,727

Good Deal
Herculaneum, MO
39 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:
Radiant Red Tintcoat
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
10-Speed Automatic
Mileage:
12,395
Stock number:
R86315
VIN:
1GCUKJED9SZ232169

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

High Country Crew Cab 4WD

145,721 miles

$21,991

Good Deal
Hillsboro, MO
45 mi away
Year:
2017
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 (Burgundy)
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
8-Speed Automatic Overdrive
Mileage:
145,721
Stock number:
HG303698
VIN:
3GCUKTEC3HG303698

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

55,171 miles

$42,995

Great Deal
Certified Pre-Owned
Sullivan, MO
75 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:
Sterling Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
55,171
Stock number:
G26286A
VIN:
1GCUDJED9PZ219259

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

76,807 miles

$40,995

Great Deal
Sullivan, MO
75 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Radiant Red Tintcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
76,807
Stock number:
G251142A
VIN:
1GCUDJEL6PZ148514

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

High Country Crew Cab 4WD

29,645 miles

$41,995

Good Deal
Certified Pre-Owned
Sullivan, MO
75 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
29,645
Stock number:
G26098A
VIN:
1GCUYHED4MZ403842

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

33,657 miles

$47,437

Great Deal
Herculaneum, MO
39 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Nightshift Blue
Transmission:
10-Speed Automatic
Mileage:
33,657
Stock number:
RK86337
VIN:
1GCUDJEL3PZ304458

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

High Country Crew Cab 4WD

58,233 miles

$37,748

Good Deal
Saint Louis, MO
62 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:
White (Iridescent Pearl Tricoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black/Umber
Transmission:
Automatic
Mileage:
58,233
Stock number:
T25255A
VIN:
1GCUYHEL5LZ304212

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

High Country Crew Cab 4WD

145,721 miles

$21,991

Good Deal
Hillsboro, MO
45 mi away
Year:
2017
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 (Burgundy)
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
8-Speed Automatic Overdrive
Mileage:
145,721
Stock number:
HG303698
VIN:
3GCUKTEC3HG303698

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / High Country
  5. / Illinois
  6. / Chester

  • Chevrolet Silverado 1500 LT in Chester IL

  • Chevrolet Silverado 1500 RST in Chester IL

  • Chevrolet Silverado 1500 LTZ in Chester IL

  • Chevrolet Silverado 1500 LT Trail Boss in Chester IL

  • Chevrolet Silverado 1500 LT1 in Chester IL

  • Chevrolet Silverado 1500 High Country in Chester IL

  • Chevrolet Silverado 1500 Custom in Chester IL

  • Chevrolet Silverado 1500 Custom Trail Boss in Chester IL

  • Chevrolet Silverado 1500 Work Truck in Chester IL

  • Chevrolet Silverado 1500 in Carbondale IL

  • Chevrolet Silverado 1500 in Cape Girardeau MO

  • Chevrolet Silverado 1500 in Saint Louis MO

  • Chevrolet Silverado 1500 in Paducah KY

  • Chevrolet Silverado 1500 in Rolla MO

  • Chevrolet Silverado 1500 in Evansville IN

  • Chevrolet Silverado 1500 in Springfield IL

  • Chevrolet Silverado 1500 in Jefferson City MO

  • Chevrolet Silverado 1500 in Decatur IL

  • Chevrolet Silverado 1500 in Chester IL

  • Old Chevy Trucks for Sale in Chester IL

  • Classic Muscle Cars for Sale in Chester IL

  • Chevrolet Trucks For Sale in Chester IL

  • Cheap Muscle Cars for Sale in Chester IL

  • Work Trucks for Sale in Chester IL

  • Reliable Cars For Sale in Chester IL

  • American Made Trucks For Sale in Chester IL

  • Best Pickup Trucks For Sale in Chester IL

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

  • 2019 Chevrolet Silverado 1500 High Country in Chester IL

  • 2018 Chevrolet Silverado 1500 High Country in Chester IL

  • 2017 Chevrolet Silverado 1500 High Country in Chester IL

  • 2016 Chevrolet Silverado 1500 High Country in Chester IL

  • 2015 Chevrolet Silverado 1500 High Country in Chester IL

  • 2014 Chevrolet Silverado 1500 High Country in Chester 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

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • George Weber Chevrolet Columbia

  • Jack Schmitt Chevrolet of O'Fallon

  • Vic Koenig Chevrolet

  • 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.