Used 2021 Mercedes-Benz S-Class for Sale near Chicago, IL
179 results
CarGurus Analysis:
2021 Mercedes-Benz S-Class
With 173 currently listed for sale near Chicago, IL and an average price of $67,723.00, 24.9% of 2021 Mercedes-Benz S-Class vehicles for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Mercedes-Benz S-Class 4 / 5 stars.
83.2% of 2021 S-Class models on CarGurus are accident free.
The 2021 Mercedes-Benz S-Class features advanced technology, luxurious interiors, and remarkable performance with options for both six-cylinder and V8 engines.
CarGurus Analysis: 2021 Mercedes-Benz S-Class
overall
Summary
With 173 currently listed for sale near Chicago, IL and an average price of $67,723.00, 24.9% of 2021 Mercedes-Benz S-Class vehicles for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Mercedes-Benz S-Class 4 / 5 stars.
83.2% of 2021 S-Class models on CarGurus are accident free.
The 2021 Mercedes-Benz S-Class features advanced technology, luxurious interiors, and remarkable performance with options for both six-cylinder and V8 engines.
Why it stands out
The 2021 Mercedes-Benz S-Class continues to set the standard for luxury sedans with its blend of technology, performance, and comfort. With powerful engine options including a 429-horsepower six-cylinder and a 496-horsepower V8, the S-Class offers thrilling acceleration paired with sophisticated aerodynamics and an impressive air suspension system. Its redesigned interior is centered around advanced infotainment, highlighted by a 12.8-inch OLED touchscreen and a 12.3-inch digital instrument cluster that simplifies control while enhancing aesthetics and usability. Owners have praised its comfortable seating, featuring 19 motors to adjust to virtually any desired position, alongside heating and even massage functions. While the high price point of the S-Class remains a consideration, the blend of luxurious features, dynamic driving experience, and high-end technology justifies its appeal to buyers seeking the epitome of automotive luxury.
Other model years to consider
- Average price: $86,604.00
- Good/great deal percentage: 20.9%
- Total listings: 278
- Average price: $70,549.00
- Good/great deal percentage: 21.1%
- User rating: 4.5 / 5
- Total listings: 266
- Average price: $26,273.00
- Good/great deal percentage: 19.1%
- User rating: 5 / 5
- Total listings: 209
This analysis is based on CarGurus' proprietary market data from April 14, 2026, CarGurus experts' opinions, and generative AI.
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Randall H
Reviewed a 2021 Mercedes-Benz S-Class on Aug 28, 2025
The car was a lemon. Bought back by mb. And was in an accident. They didn’t divulge this info. Ar has had many tire issues as well. Don’t buy it Way overpriced.
Chris V
Reviewed a 2021 Mercedes-Benz S-Class on Jun 5, 2024
This car is a driving experience like no other, power, luxury, amenities. I own a dozen cars from square body trucks, sports cars to Cadillacs, this is unrivaled in its ride. I cant wait to get in it each day.
Deno P
Reviewed a 2021 Mercedes-Benz S-Class on Mar 23, 2023
This car is the ultimate in form and function. It is engineered to exacting performance standards to operate in its pure intent as an automobile to get from point A to B. But it has state of the art exquisite technology and appointments that are so mind blowing that you would drive right past B headed to Z. Performance, comfort and luxury at is best is what this car is.
Rob G
Reviewed a 2021 Mercedes-Benz S-Class on Feb 25, 2022
Full of technology. Easy learning curve. Handles beautifully. Acceleration makes you giggle.
2021 Mercedes-Benz S-Class Trims
| Trim type | MSRP |
|---|---|
| AMG S 63 Cabriolet 4MATIC | $185,400 |
| Maybach S 580 Sedan 4MATIC | $184,900 |
| S 560 Cabriolet RWD | $140,000 |
| AMG S 63 Coupe 4MATIC | $173,100 |
| S 500 Sedan 4MATIC | $109,800 |
| S 560 Coupe 4MATIC | $131,400 |
| S 580 Sedan 4MATIC | $116,300 |
2021 Mercedes-Benz S-Class Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Mercedes-Benz S-Class prices has changed over time.
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