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308 listings
- New Listing$45,998fair price$2,300 below market
- 18,429 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to IL*
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Located in Buena Park, CA / 1,736 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/28 Highway)
Listing Information:
VIN: W1KUG6GB9LA559882
Stock: 26318541
Certified Pre-Owned: No - Price Drop$31,977good price$3,079 below market
- 81,611 miles
- 2 accidents, 3 owners, personal use only
- 8cyl automatic
- Bill Jacobs BMW (30 mi away)
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Located in Naperville, IL / 30 miles away from Chicago, IL
**S550 4MATIC SPORT PACKAGE AWD**, **PREMIUM PACKAGE**, **WARMTH & COMFORT PACKAGE**, **MAGIC SKY CONTROL**, **ORIGINAL MSRP $141240.00**, **REAR VIEW...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/24 Highway)
Listing Information:
VIN: WDDXJ8FB4GA012844
Stock: 19041PA
Certified Pre-Owned: No
Listed since: 06-18-2025 - $71,148good price$2,021 below market
- 36,674 miles
- No accidents, 1 owner, personal use
- 8cyl automatic
- Knauz Continental Autos (30 mi away)
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Located in Lake Bluff, IL / 30 miles away from Chicago, IL
**2020 Mercedes-Benz S-Class S 560 4MATIC Overview**Experience luxury and performance with the 2020 Mercedes-Benz S-Class S 560 4MATIC. This stunning ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: W1KXJ8GB9LA050062
Stock: MP3854
Certified Pre-Owned: Yes
Listed since: 04-19-2025 - New Listing$54,800fair price$533 above market
- 22,979 miles
- No accidents, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Ultimo Motors (18 mi away)
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Located in Westmont, IL / 18 miles away from Chicago, IL
Original MSRP $119,940.00One OwnerClean CarfaxTexas Sedan4.0L Twin Turbo V8 Engine463 HP, 516 lb Torque9 Speed AutomaticAll Wheel DriveDesigno Diamond...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8DB7LA521258
Stock: UM7521
Certified Pre-Owned: No
Listed since: 07-09-2025 - Price Drop$40,590fair price$804 below market
- 51,374 miles
- No accidents, 2 owners, personal use
- 8cyl automatic
- Carvana (In-stock online)
- Home delivery*
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Located in Kansas City, MO / 412 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/24 Highway)
Listing Information:
VIN: WDDXJ8FB9GA014038
Stock: 2003886628
Certified Pre-Owned: No
Listed since: 07-12-2025 - $33,995fair price$1,963 below market
- 74,501 miles
- 1 accident, 2 owners, personal use
- 8cyl automatic
- Exclusive Auto Haus (24 mi away)
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Located in Roselle, IL / 24 miles away from Chicago, IL
2016 MERCEDES BENZ S 550 4MATIC COUPE* 4.7L TWIN TURBO V8 ENGINE!* AUTOMATIC TRANSMISSION!* ALL WHEEL DRIVE!**DESIGNO BLACK EXCLUSIVE NAPPA LEATHER***...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/24 Highway)
Listing Information:
VIN: WDDXJ8FB8GA016993
Stock: A016993
Certified Pre-Owned: No
Listed since: 04-29-2025 - Price Drop$33,590fair price$964 above market
- 41,269 miles
- No accidents, 1 owner, personal use
- 17 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Salt Lake City, UT / 1,254 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8CB7GA265744
Stock: 2003801485
Certified Pre-Owned: No
Listed since: 06-14-2025 - $43,800fair price$1,342 below market
- 65,724 miles
- 1 accident, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Ultimo Motors (18 mi away)
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Located in Westmont, IL / 18 miles away from Chicago, IL
Original MSRP $125,010.00One OwnerDetailed Carfax Service History4.0L Twin Turbo V8 Engine463 HP, 516 lb Torque9 Speed AutomaticAll Wheel DriveDesigno...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB8LA503296
Stock: UN4889
Certified Pre-Owned: No
Listed since: 06-18-2025 - New Listing$81,995fair price$1,277 above market
- 31,755 miles
- No accidents, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Mercedes-Benz of Westmont (18 mi away)
- Home delivery*
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Located in Westmont, IL / 18 miles away from Chicago, IL
Burmester ® High-End 4D Surround Sound SystemRear Seat PackageWarmth & Comfort PackageExecutive Rear Seat PackageManufaktur Diamond WhitePano...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: W1K6G7GB4NA166843
Stock: NA166843
Certified Pre-Owned: Yes
Listed since: 07-28-2025 - New Listing
- 11,755 miles
- No accidents, 4 owners, personal use only
- 8cyl automatic
- Carvana (In-stock online)
- Home delivery*
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Located in Dallas, TX / 803 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/24 Highway)
Listing Information:
VIN: WDDXJ8FB2GA014298
Stock: 2003771774
Certified Pre-Owned: No
Listed since: 06-16-2025 - $50,590fair price
- 27,639 miles
- No accidents, 3 owners, corporate fleet vehicle
- 17 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Dallas, TX / 803 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB5LA490782
Stock: 2003582757
Certified Pre-Owned: No
Listed since: 03-20-2025 - New Listing$82,998fair price$1,228 below market
- 28,467 miles
- 17 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to IL*
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Located in Costa Mesa, CA / 1,737 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8JB0LA515581
Stock: 23029110
Certified Pre-Owned: No - 58,186 miles
- No accidents, 8 owners, personal use only
- 17 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 1,005 miles away from Chicago, IL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8CBXGA236108
Stock: 2002561843
Certified Pre-Owned: No
Listed since: 11-05-2023- New Listing$73,650fair price$135 below market
- 31,370 miles
- 1 accident, 2 owners, personal use
- 16 City / 25 Hwy MPG
- Napleton's Aston Martin of Chicago (19 mi away)
- Home delivery*
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Located in Downers Grove, IL / 19 miles away from Chicago, IL
Priced below KBB Fair Purchase Price! 2022 Mercedes-Benz S-Class 4D Sedan S 580 4MATIC® 4.0L V8 4MATIC® 4.0L V8, 4MATIC®, Leather. Get ready to experi...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: W1K6G7GB9NA071095
Stock: MD5360A
Certified Pre-Owned: No
Listed since: 07-17-2025 - New Listing$24,984fair price$683 above market
- 95,355 miles
- 1 accident, 2 owners, personal use
- 16 City / 26 Hwy MPG
- Star Motor Sales (21 mi away)
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Located in Downers Grove, IL / 21 miles away from Chicago, IL
WARRANTY A Limited Warranty is included with this vehicle. Contact seller for more information. KEY FEATURES AND OPTIONS Comes equipped with: Burl Wal...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB9GA224477
Stock: M201
Certified Pre-Owned: No
Listed since: 07-30-2025 - $27,945fair price$105 above market
- 81,376 miles
- 3 accidents, 2 owners, personal use only
- 16 City / 26 Hwy MPG
- Top Gear (19 mi away)
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Located in Addison, IL / 19 miles away from Chicago, IL
Vehicle Overview KEY FEATURES AND OPTIONS Comes equipped with: Burmester High-End 3d Surround Sound System, Driver Assistance Package, Exclusive Inter...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB5GA264247
Stock: D076
Certified Pre-Owned: No
Listed since: 06-12-2025 - 23,407 miles
- No accidents, 3 owners, personal use
- 8cyl automatic
- Ultimo Motors (18 mi away)
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Located in Westmont, IL / 18 miles away from Chicago, IL
Original MSRP $192,075.00Clean CarfaxDetailed Carfax Service History5.5L Twin Turbo V8 Engine577 HP, 664 lb Torque7 Speed AutomaticAll Wheel DriveDesi...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
18 Combined MPG (15 City/23 Highway)
Listing Information:
VIN: WDDXJ7JB9GA013246
Stock: UN4921
Certified Pre-Owned: No
Listed since: 07-09-2025- 16,845 miles
- No accidents, 1 owner, personal use only
- 17 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to IL*
Close
Located in Burbank, CA / 1,741 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8CB1GA224249
Stock: 27405929
Certified Pre-Owned: No- 91,722 miles
- No accidents, 3 owners, personal use
- 16 City / 26 Hwy MPG
- Howard Orloff Volvo Cars (3 mi away)
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Located in Chicago, IL / 3 miles away from Chicago, IL
Clean CARFAX. Black 2016 Mercedes-Benz S-Class S 550 4MATIC 4MATIC 7-Speed Automatic 4.7L V8 BiTurbo S 550 4MATIC , 4D Sedan, 4.7L V8 BiTurbo, 7-Speed...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB7GA224218
Stock: P17368C
Certified Pre-Owned: No
Listed since: 07-01-2025- 60,706 miles
- No accidents, 2 owners, personal use
- 16 City / 26 Hwy MPG
- Perillo Downers Grove (19 mi away)
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Located in Downers Grove, IL / 19 miles away from Chicago, IL
- IT'S EXCEPTIONAL! - OWN AN ICONIC LUXURY SEDAN AT A VALUE PRICE - AUTOCHECK CERTIFIED -
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB5GA217753
Stock: DG5204A
Certified Pre-Owned: No
Listed since: 06-21-2025- Price Drop$17,995great price$3,885 below market
- 110,641 miles
- No accidents, 4 owners, personal use only
- 16 City / 26 Hwy MPG
- Prime Rides Autohaus (48 mi away)
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Located in Wilmington, IL / 48 miles away from Chicago, IL
Prime Rides welcomes you with this Please visit Prime Rides Auto Haus online at www.primeridessutohaus.com to see more pictures of this vehicle or cal...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB3FA090029
Stock: PR1037
Certified Pre-Owned: No
Listed since: 06-22-2025
Showing 85 - 105 out of 308 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
Too much, too often
Walter, 09/07/2019
2017 Mercedes-Benz S-Class S 550 4dr Sedan (4.7L 8cyl Turbo 9A)
The qualifier. I have had almost everything, Cadillac, Jaguar XJL, Rolls Royce, Lincoln, BMW, Lexus and Infinity and several Mercedes - all the upper end models. This 2017 S 550 has to go into the shop too often and costs too much. Brakes and rotors, $2,400, windshield wipers $200, tires (9 of them) at $438 because the run flats bubble when you hit a bump. Engineers say it is because … of Houston streets. I ask you, if you buy a $110,000 car in Houston, where do they expect you to drive it? They should designate different tires and solve the porblem. Left turn signal cornering light, $3,567.00, you have to replace the entire assembly. Steering wheel got stuck in the up and extended position. I felt like I was driving a Metro Bus until I got it in the shop. Satellite system went out and had to be replaced. Console retracting door gets stuck. It really goes on and on. Some of it covered under warranty and some of it not but you still have to take it in. I am stuck in a lease until March of 2020 and that will be the last Mercedes. Captain of Industry or Captain Dummy? I can afford it, but I just can't deal with it. Sometimes I think they count on us putting up with that nonsense. It is my fault for buying one, but never, I mean never again. Rolls Royce and Lexus do much better.
Used 2020 Mercedes-Benz S-Class in Chicago, IL Values
Estimated values
2020 Mercedes-Benz S-Class S 450 4dr Sedan (3.0L 6cyl Turbo 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $33,608 | $36,137 | $38,590 |
| Clean | $32,766 | $35,182 | $37,517 |
| Average | $31,363 | $33,590 | $35,728 |
| Rough | $29,540 | $31,520 | $33,404 |
The average list price of a used 2020 Mercedes-Benz S-Class in Chicago, Illinois is $46,495. The average mileage on a used Mercedes-Benz S-Class 2020 for sale in Chicago, Illinois is 50,561. Based on the average mileage of 50,561 for used 2020 Mercedes-Benz S-Class for sale in Chicago, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Mercedes-Benz S-Class 2020 in Chicago, Illinois to be $31,363.
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