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Used
1999 Chevrolet Silverado 2500 trucks
for sale
near
Chicago, IL
4 matches
All miles from 60608
Be the first to know!
Est.
$400
/mo*
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
1999 Chevrolet Silverado 2500 LS Extended Cab
218,514 mi.
$2,800
Michael
Private seller
Vehicle information
Ext. color: Beige
Int. color: Gray
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: A/T
Engine: 300.0HP 6.0L 8 Cylinder Engine Gasoline Fuel
VIN: 1GCGK29U7XE237219
Features
Convenience:
Keyless Entry
Exterior:
Tow Hitch, Tow Hooks
Reviews
1999 Chevrolet Silverado 2500 LS Extended Cab review
Nice Truck
I bought the 1999 Chevy Silverado 2WD new as it was the Truck of the year in 1999. With good reason, it was an awesome truck with great smooth ride. Still 15 years later it rides smooth as can be. The 2WD helped alot with gas mileage over the years. I put tow package on it as we were planning to pull a R.V. and every savings in fuel we could get we would take. You can't go wrong with this truck. Silverado's are definitely awesome trucks inside and out.
Used
1999 Chevrolet Silverado 2500 LS Extended Cab
87,183 mi.
$14,995
Duluth Motorsports, Inc
Vehicle information
Ext. color: Blue
Int. color: Gray
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic 4-Speed
Engine: 6.0L V8
Stock #: XE136801
VIN: 1GCGK29U0XE136801
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hitch, Tow Hooks
Reviews
Duluth Motorsports, Inc review
We really liked our vehicle!
My husband and I are from Granite Falls, MN. Duluth Motorsports has a 1976 MG Midget for sale. We worked with Sean. He was a complete gem! We drove 245 miles (one way trip). We got the car home and couldn't be happier! Thank you to Sean and Brandon!
1999 Chevrolet Silverado 2500 LS Extended Cab review
Great truck!
Very reliable, hard working, long life! Great classic styling - looks as good today as it did when new almost 20 years ago!
No photo available
Used
1999 Chevrolet Silverado 2500 LS Extended Cab
198,000 mi.
Not Priced
Matt Saxe Chevrolet, Inc
Vehicle information
Ext. color: Light Pewter Metallic
Int. color: Graphite
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: Vortec 6L V-8 regular unleaded, engine with 300HP
Stock #: 42272C
VIN: 1GCGK29U2XE162008
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Reviews
Matt Saxe Chevrolet, Inc review
I was extremely happy with Mathew Johnson (Matty) who
I was extremely happy with Mathew Johnson (Matty) who helped me with a purchase of a new truck. He was very patient through my many test drives of different vehicles. On the actual pick up day of the new purchase he was organized with the paperwork. I also appreciate that he was respectful of my time. Matty is knowledgeable regarding the industry and has the perfect sense of humor needed in sales. It was a pleasure working with Matty. :)
1999 Chevrolet Silverado 2500 LS Extended Cab review
RELIABLE
Nice truck FOR SALE NO TRADE WHITE 2500 SUPERB LIKE NO ACCIDENT FULL LIKE NEW GOOD CONDITION GREAT Nice truck FOR SALE NO TRADE WHITE 2500 SUPERB LIKE NO ACCIDENT FULL LIKE NEW GOOD CONDITION GREAT
No photo available
Used
1999 Chevrolet Silverado 2500 LS Extended Cab
99,351 mi.
$18,995
Cantu Chevrolet
Vehicle information
Ext. color: Light Pewter Metallic
Int. color: Graphite
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 5-Speed Manual
Engine: 6.0L V8 16V MPFI OHV
Stock #: 11801U
VIN: 1GCGK29U5XZ151111
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hitch
Reviews
Cantu Chevrolet review
Competitive prices
Got me in a new vehicle without any headaches. Big city prices for a small town.
1999 Chevrolet Silverado 2500 LS Extended Cab review
2WD 5.7L C2500 HD - 1998 body style
Been a great truck Ext Cab. Bought new @$21k when the new 99s were $30ishK. Minimal work required - AC compressor replaced, radiator replaced, tires and brakes. Still have original rotors and drums and components @214,000 miles. Almost no rust. Tranny fluid changed 3 times with a double change and flush @150 k. Still pink. Still runs up and down the road w/ an extra 1K lbs minimum @11mpg. Best was 2K lbs extra and 13.5mpg - all hwy. 3.73 gearing . Don't use it for the mileage, but it's enduring capacity to run with little complaint.
There are 15 matching cars close to your year range.
Used
2001 Chevrolet Silverado 2500 LS H/D Extended Cab
364,779 mi.
$4,900
Bab's Motors Inc
Vehicle information
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: Vortec 6L V-8 regular unleaded, engine with 300HP
Stock #: 331681
VIN: 1GCHC29U31Z331681
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Used
2001 Chevrolet Silverado 2500 LS H/D Crew Cab
328,483 mi.
$9,995
Reganis Auto Center Inc
Vehicle information
Ext. color: Light Pewter Metallic
Int. color: Graphite
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: Z5063B
VIN: 1GCHK23181F122777
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hitch, Tow Hooks
Seating:
Leather Seats
Used
2000 Chevrolet Silverado 2500 LS Extended Cab
200,662 mi.
$4,950
Korz Auto Farm
Vehicle information
Ext. color: Tan
Int. color: Gray
Drivetrain: Four-wheel Drive
MPG:
17-17
Fuel type: Gasoline
Transmission: Automatic 4-Speed
Engine: 6.0L V8
Stock #: YE322802STK
VIN: 1GCGK29UXYE322802
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hooks
Used
2001 Chevrolet Silverado 2500 LS H/D Extended Cab
309,179 mi.
$6,500
Bayer Chevrolet
Vehicle information
Ext. color: Light Pewter Metallic
Int. color: Tan
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: 4-Speed Automatic
Engine: 6.0L V8 16V MPFI OHV
Stock #: B3881
VIN: 1GCHC29UX1E107637
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Used
2001 Chevrolet Silverado 2500 LS H/D Extended Cab
96,438 mi.
$17,999
Dotcom Auto
Vehicle information
Ext. color: White
Int. color: Gray
Drivetrain: Rear-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: S295000
VIN: 1GCHC29161E295000
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Alloy Wheels
Seating:
Leather Seats
Used
2001 Chevrolet Silverado 2500 LT H/D Extended Cab
92,230 mi.
$14,995
Superior Wholesalers Inc.
Vehicle information
Ext. color: Summit White
Int. color: Graphite
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: Vortec 8.1L V-8 regular unleaded, engine with 340HP
Stock #: K2318
VIN: 1GCHK29G21E278346
Features
Convenience:
Heated Seats, Keyless Entry
Entertainment:
CD Player
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Seating:
Leather Seats, Memory Seat
Used
2001 Chevrolet Silverado 2500 LS H/D Extended Cab
206,811 mi.
$10,995
Berkenkotter Motors Castle Rock
Vehicle information
Ext. color: Gray
Int. color: Gray
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: 5-speed manual
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: T17699
VIN: 1GCHK29161E339581
Features
Convenience:
Heated Seats, Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hooks
Used
2001 Chevrolet Silverado 2500 LS H/D Extended Cab
64,877 mi.
$21,900
$1,000 price drop
Tailgate Motor Co
Vehicle information
Ext. color: Green
Int. color: Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: V8, 8.1 Liter
Stock #: 20064A
VIN: 1GCHK29G01E329441
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hitch, Tow Hooks
Used
2001 Chevrolet Silverado 2500 LS H/D Crew Cab
153,500 mi.
$7,400
Tim
Private seller
Vehicle information
Ext. color: Blue
Int. color: Gray
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: A/T
Engine: 300.0HP 6.0L 8 Cylinder Engine Gasoline Fuel
VIN: 1GCHC23U51F191997
Features
Convenience:
Keyless Entry
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, CD Player, USB Port
Exterior:
Tow Hitch
Safety:
Backup Camera
Used
2001 Chevrolet Silverado 2500 LS H/D
222,523 mi.
$6,988
Patriot Auto Sales LLC
Vehicle information
Ext. color: Blue
Int. color: Gray
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: Vortec 6L V-8 regular unleaded, engine with 300HP
Stock #: W1760
VIN: 1GCHK23U31F107713
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hooks
Used
2001 Chevrolet Silverado 2500 LS H/D Extended Cab
218,493 mi.
Not Priced
Macke Motors Inc.
Vehicle information
Ext. color: Summit White
Int. color: Graphite
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: 31923B
VIN: 1GCHK29181E292389
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hitch, Tow Hooks
Used
2001 Chevrolet Silverado 2500 LS H/D Extended Cab
1 mi.
$18,900
Tailgate Motor Co
Vehicle information
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: V8, 8.1 Liter
Stock #: 20579A
VIN: 1GCHK29G71E316668
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hooks
Used
2000 Chevrolet Silverado 2500 LS Extended Cab
223,313 mi.
$5,000
Blessed K&O Motors
Vehicle information
Ext. color: Victory Red
Int. color: Graphite
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: Vortec 6L V-8 regular unleaded, engine with 300HP
Stock #: 11627
VIN: 1GCGK29U8YE371707
Features
Convenience:
Keyless Entry
Entertainment:
CD Player
Exterior:
Tow Hitch, Tow Hooks
Used
2001 Chevrolet Silverado 2500 Base
0 mi.
$9,995
Dynamic Motors
Vehicle information
Ext. color: Black
Int. color: Gray
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: V8, Turbo Diesel, 6.6L
Stock #: 4804
VIN: 1GCHK29191E284804
Used
2000 Chevrolet Silverado 2500 LS Extended Cab
282,000 mi.
$2,300
Scott
Private seller
Vehicle information
Ext. color: Gold
Int. color: Gray
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 4-Speed A/T
Engine: 300.0HP 6.0L 8 Cylinder Engine Gasoline Fuel
VIN: 1GCGK29U6YE398100
Features
Convenience:
Adaptive Cruise Control, Power Folding Mirrors
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, CD Player, Premium Sound System, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist
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Chevrolet Silverado 2500 prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2026 Chevrolet Silverado 2500 | $60,666 | |
| 2025 Chevrolet Silverado 2500 | $59,293 | 8 Great deals |
| 2024 Chevrolet Silverado 2500 | $57,251 | 8 Good deals |
About the 1999 Chevrolet Silverado 2500
Base shown (base trim).
- Seating
- 2
- Door count
- 2
- Drivetrain
- Rear-wheel drive
- Combined MPG
- 0
- Transmission
- M/T
- Engine
- 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel)
How much does the 1999 Chevrolet Silverado 2500 cost?
The 1999 Chevrolet Silverado 2500 price depends on several factors, including the trim level, optional features, mileage, vehicle history and location. The nationwide average price for a 1999 Silverado 2500 is $12,263, with pricing starting at $2,800.
What are some similar vehicles and competitors of the 1999 Chevrolet Silverado 2500?
The 1999 Chevrolet Silverado 2500 compares to and/or competes against the following vehicles:
Is the 1999 Chevrolet Silverado 2500 reliable?
The 1999 Chevrolet Silverado 2500 has an average reliability rating of 4.2 out of 5 according to Cars.com consumers. Find real-world reliability insights within consumer reviews from 1999 Silverado 2500 owners.
Is the 1999 Chevrolet Silverado 2500 a good truck?
Below are the Cars.com consumer ratings for the 1999 Chevrolet Silverado 2500.
Rating breakdown (out of 5):
- Comfort 3.8
- Interior 3.8
- Performance 3.6
- Value 4.0
- Exterior 4.0
- Reliability 4.2
80% of drivers recommend this car
Rating breakdown (out of 5):
- Comfort 3.8
- Interior 3.8
- Performance 3.6
- Value 4.0
- Exterior 4.0
- Reliability 4.2
Base (5 styles)
| Style | ||||
|---|---|---|---|---|
| Reg Cab 133.0" WB | HD Reg Cab 133.0" WB C6P 4WD | HD Reg Cab 133.0" WB C6P | HD Reg Cab 131.5" WB 4WD C6P | HD Reg Cab 131.5" WB C6P |
| Inventory price | ||||
| Starting at $20,256 | Starting at $23,205 | Starting at $20,105 | Starting at $21,973 | Starting at $19,218 |
| Combined MPG | ||||
| 0 | 0 | 0 | 0 | 0 |
| Engine | ||||
| 270.0-hp, 5.3-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel) | 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel) |
Crew Cab (2 styles)
| Style | |
|---|---|
| 4dr 154.5" WB | 4dr 154.5" WB 4WD |
| Inventory price | |
| Starting at $23,202 | Starting at $26,376 |
| Combined MPG | |
| 0 | 0 |
| Engine | |
| 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel) | 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel) |
Extended Cab (7 styles)
| Style | ||||||
|---|---|---|---|---|---|---|
| HD Ext Cab 143.5" WB C6P 4WD | HD Ext Cab 157.5" WB C6P 4WD | HD Ext Cab 157.5" WB C6P | Ext Cab 143.5" WB | HD Ext Cab 141.5" WB 4WD C6P | HD Ext Cab 155.5" WB C6P | HD Ext Cab 155.5" WB 4WD C6P |
| Inventory price | ||||||
| Starting at $25,655 | Starting at $25,955 | Starting at $22,855 | Starting at $22,706 | Starting at $23,928 | Starting at $20,822 | Starting at $24,055 |
| Combined MPG | ||||||
| 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Engine | ||||||
| 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 270.0-hp, 5.3-liter, 8 Cylinder Engine (Gasoline Fuel) | 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel) | 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel) | 195.0-hp, 6.5-liter, 8 Cylinder Engine (Diesel Fuel) |
LS (8 styles)
| Style | |||||||
|---|---|---|---|---|---|---|---|
| Ext Cab 143.5" WB LS | HD Ext Cab 157.5" WB C6P 4WD LS | HD Ext Cab 143.5" WB C6P 4WD LS | HD Ext Cab 157.5" WB C6P LS | Ext 111" WB RWD | Reg Cab 133.0" WB LS | HD Reg Cab 133.0" WB C6P LS | HD Reg Cab 133.0" WB C6P 4WD LS |
| Inventory price | |||||||
| Starting at $25,326 | Starting at $28,575 | Starting at $28,275 | Starting at $25,475 | Starting at $20,952 | Starting at $22,876 | Starting at $22,725 | Starting at $25,825 |
| Combined MPG | |||||||
| 0 | 0 | 0 | 0 | 0 | 0 | 0 | 0 |
| Engine | |||||||
| 270.0-hp, 5.3-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 190.0-hp, 4.3-liter, V6 Cylinder Engine (Gasoline Fuel) | 270.0-hp, 5.3-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) |
LT (5 styles)
| Style | ||||
|---|---|---|---|---|
| Ext Cab 143.5" WB LT | HD Ext Cab 157.5" WB C6P LT | HD Ext Cab 157.5" WB C6P 4WD LT | Ext Cab 157.5" WB 4WD LT | HD Ext Cab 143.5" WB C6P 4WD LT |
| Inventory price | ||||
| Starting at $28,281 | Starting at $29,424 | Starting at $32,899 | Starting at $31,339 | Starting at $32,599 |
| Combined MPG | ||||
| 0 | 0 | 0 | 0 | 0 |
| Engine | ||||
| 270.0-hp, 5.3-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) | 270.0-hp, 5.3-liter, 8 Cylinder Engine (Gasoline Fuel) | 300.0-hp, 6.0-liter, 8 Cylinder Engine (Gasoline Fuel) |
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Research the 1999 Chevrolet Silverado 2500
Compare the 1999 Chevrolet Silverado 2500
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.