CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • 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 1999 Mercedes-Benz S-Class for Sale near Chicago, IL

5 results
Chicago, IL
1999 Mercedes-Benz S-Class S 320 SWB

1999 Mercedes-Benz S-Class

S 320 SWB

126,379 miles

$5,995

No Price Analysis
West Chicago, IL
30 mi away
Year:
1999
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
228 hp 3.2L I6
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
5-Speed Automatic
Mileage:
126,379
Stock number:
4440A
VIN:
WDBGA32G3XA407949

1999 Mercedes-Benz S-Class S 500

1999 Mercedes-Benz S-Class

S 500

73,939 miles

$19,995

No Price Analysis
Des Plaines, IL
18 mi away
Year:
1999
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
302 hp 5L V8
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
5-Speed Automatic
Mileage:
73,939
Stock number:
JUM1147A
VIN:
WDBGA51G4XA420481

2000 Mercedes-Benz S-Class S 500

2000 Mercedes-Benz S-Class

S 500

43,513 miles

$9,990

No Price Analysis
Addison, IL
19 mi away
Year:
2000
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
302 hp 5L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
43,513
Stock number:
7312
VIN:
WDBNG75J8YA041024

2000 Mercedes-Benz S-Class S 500

2000 Mercedes-Benz S-Class

S 500

98,863 miles

$5,500

No Price Analysis
Addison, IL
21 mi away
Year:
2000
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
302 hp 5L V8
Exterior color:
Silver
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
98,863
Stock number:
098198
VIN:
WDBNG75J7YA098198

2000 Mercedes-Benz S-Class S 430

2000 Mercedes-Benz S-Class

S 430

80,800 miles

$4,800

No Price Analysis
Glenview, IL
17 mi away
Year:
2000
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
275 hp 4.3L V8
Exterior color:
Brilliant Silver
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic
Mileage:
80,800
VIN:
WDBNG70J5YA053896

  1. Home
  2. / Used Cars
  3. / Mercedes-Benz S-Class
  4. / 1999
  5. / Illinois
  6. / Chicago
Reviews
FAQs

4.5 Overall rating

(15 reviews)
Emmanuel C
5.0
Reviewed a 1999 Mercedes-Benz S 500 on Jan 04, 2010

Premium automotive experience in my opinion. Everything about my S500 screams quality and performance. I am pleased with the mileage although I made a mistake by changing out the OE wheels to add some stylish (not garish) 20" color matched wheels which caused me to have to change out the tires once a year at $1200 a clip. Aside from that and some pretty costly maintenance I am very pleased with this vehicle.

Monir D
5.0
Reviewed a 1999 Mercedes-Benz S 500 on Sep 10, 2013

I like everything about this car. Maybe the ride on side ,or rough roads could be smoother. As it has low profile tires that came as the original size tires and rims.On the freeways ,great ride, solid and strong, powerful and steady with very little outside noise. Adjustable seats with the push of a button.

Dave P
5.0
Reviewed a 1999 Mercedes-Benz S 320 SWB on May 12, 2008

Sort of car that drives you rather than you driving it. Suspension is soft and inside the car is very comfortable. The Brabus engine pack makes this funny fast for a diesel.

Howard P
3.0
Reviewed a 1999 Mercedes-Benz S 500 on Jan 19, 2013

I bought this car in 2008 with 56,000 miles on it. Since then it has only had a hand full of special maintenance cost to keep it in tip top shape. It has been a very reliable car for the most part nonetheless it's just that parts are high.

Anonymous
4.0
Reviewed a 1999 Mercedes-Benz S 420 on Jan 19, 2008

I've owned this car for over 5 years and I find it to be will designed and constructed. I will say however, that anything that goes wrong with car ends up being at least $800 to repair. Luckily the car hasn't given me many problems. I'm thinking of getting rid of it because I believe the transmission may be on its way out. The car has approximately 85K. The only real problem thus far is the air conditioning compressor, which of course cost $800 to repair. Other than that, I've tuned it and replaced to front brakes, and replaced the tires. But I have to admit, the car is awesome to drive, and it has a very quality feel to it, from the interior materials, to the sound of the doors when you close them. I've never been in an American car that came even close in the quality department.

1999 Mercedes-Benz S-Class FAQs

How many 1999 Mercedes-Benz S-Class vehicles in Chicago, IL have no reported accidents or damage?

4 out of 5 for sale near Chicago, IL have no reported accidents or damage.

What is the fuel economy of the 1999 Mercedes-Benz S-Class?

Depending on the engine and options, the 1999 Mercedes-Benz S-Class gets between 16 and 18 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

  • 2002 Mercedes-Benz S-Class

  • 2001 Mercedes-Benz S-Class in Chicago IL

  • 2000 Mercedes-Benz S-Class in Chicago IL

  • 1998 Mercedes-Benz S-Class in Chicago IL

  • 1997 Mercedes-Benz S-Class

  • 1996 Mercedes-Benz S-Class in Chicago IL

  • Mercedes-Benz S-Class S 500

  • Mercedes-Benz S-Class S 600 in Chicago IL

  • Mercedes-Benz S-Class S 320 LWB

  • Mercedes-Benz S-Class S 420

  • Mercedes-Benz S-Class S 320 SWB

  • Jaguar XF in Chicago IL

  • Audi A8 in Chicago IL

  • BMW 7 Series in Chicago IL

  • Mercedes-Benz S-Class in Chicago IL

  • Used Mercedes-Benz Electric Cars for Sale

  • Popular Celebrity Cars for Sale in Chicago IL

  • Affordable Luxury Cars For Sale in Chicago IL

  • Used Luxury Cars for Sale in Chicago 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

  • Mercedes-Benz of Hoffman Estates

  • Loeber Motors

  • Mercedes Benz of Barrington

  • Mercedes-Benz of Chicago

  • Mercedes-Benz of Westmont

  • Mercedes-Benz of Naperville

  • Napleton Autowerks of Indiana

  • Mercedes-Benz of Orland Park

  • Mercedes-Benz of St. Charles

  • Knauz Continental Autos

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

© 2025 CarGurus, Inc., All Rights Reserved.