Used 2021 Mercedes-Benz S-Class for Sale near Chicago, IL
175 results
CarGurus Analysis:
2021 Mercedes-Benz S-Class
With 180 currently listed for sale near Chicago, IL and an average price of $61,249.00, 35.6% of 2021 Mercedes-Benz S-Classes for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Mercedes-Benz S-Class 4 / 5 stars.
85.0% of 2021 S-Class models on CarGurus are accident free.
The 2021 Mercedes-Benz S-Class features a beautifully redesigned infotainment system, rear-wheel steering, and two robust engine configurations—both of which ensure powerful and efficient performance.
CarGurus Analysis: 2021 Mercedes-Benz S-Class
overall
Summary
With 180 currently listed for sale near Chicago, IL and an average price of $61,249.00, 35.6% of 2021 Mercedes-Benz S-Classes for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Mercedes-Benz S-Class 4 / 5 stars.
85.0% of 2021 S-Class models on CarGurus are accident free.
The 2021 Mercedes-Benz S-Class features a beautifully redesigned infotainment system, rear-wheel steering, and two robust engine configurations—both of which ensure powerful and efficient performance.
Why it stands out
The 2021 Mercedes-Benz S-Class continues to set the benchmark for luxury sedans with its combination of cutting-edge technology, powerful performance, and unrivaled comfort. It offers two exceptional engine options: the S500 with a turbocharged inline-six and the S580 with a twin-turbo V8, highlighting its capability to seamlessly blend power and smoothness. The innovative EQ Boost mild-hybrid system enhances both engine configurations, while the car's advanced driver-assist features and luxurious interior exemplify true German craftsmanship. Owners rave about its thrilling handling and acceleration, although some have mentioned concerns regarding the run-flat tires. Overall, the S-Class stands out in its class for its opulent feel, effortless technology, and sophisticated aerodynamics.
Other model years to consider
- Average price: $98,459.00
- Good/great deal percentage: 28.9%
- Total listings: 294
- Average price: $71,171.00
- Good/great deal percentage: 30.7%
- User rating: 4.5 / 5
- Total listings: 254
- Average price: $27,480.00
- Good/great deal percentage: 22.2%
- User rating: 4.95 / 5
- Total listings: 203
This analysis is based on CarGurus' proprietary market data from June 2, 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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