Used 2020 Mercedes-Benz S-Class for Sale nearChicago, IL

Compare 2020 Mercedes-Benz S-Class Trims in Chicago, IL

The S-Class lineup offers a blend of luxury and performance, with options ranging from budget-friendly to high-performance models.

• Starting at $33,848
• Best MPG/MPGe: 17 city / 27 hwy
• Most Popular: S 560 4MATIC Sedan AWD

Trim Overview

Prices updated weekly from CarGurus listings.

Quick Compare Table

Listing prices sourced from CarGurus — updated weekly. OEM specs from manufacturer data.

Missing data displayed as "—".

Trim Deep Dives

S 560 Sedan RWD — "Who It's For"

The S 560 Sedan RWD is the pick for shoppers who want luxury features without the higher price of all-wheel drive. It's the most budget-friendly option in the lineup.

• Avg. market price: $33,848 (updated weekly)
• MPG/MPGe: 17 city / 27 hwy
• Inventory: 9 listings — lower availability; may limit negotiating room
• View S 560 Sedan RWD listings

S 560 4MATIC Sedan AWD — "Who It's For"

The S 560 4MATIC Sedan AWD is the pick for shoppers who want all-wheel drive capability without stepping up to the AMG model. It's also the most popular trim in the lineup.

• Avg. market price: $51,662 (updated weekly)
• MPG/MPGe: 17 city / 27 hwy
• Inventory: 11 listings — lower availability; may limit negotiating room
• View S 560 4MATIC Sedan AWD listings

S AMG 63 4MATIC Sedan AWD — "Who It's For"

The S AMG 63 4MATIC Sedan AWD is the pick for shoppers who want top-tier performance and luxury features without compromise. It's designed for those who crave power and prestige.

• Avg. market price: $66,142 (updated weekly)
• MPG/MPGe: 17 city / 26 hwy
• Inventory: 8 listings — lower availability; may limit negotiating room
• View S AMG 63 4MATIC Sedan AWD listings

Trim Recommendations

Most Popular — S 560 4MATIC Sedan AWD

With 11 active listings, the S 560 4MATIC Sedan AWD is the clear volume leader in the lineup.

Browse S 560 4MATIC Sedan AWD listings

Best Budget Option — S 560 Sedan RWD

At $33,848 avg market price — below the lineup median of $51,662 — it's the most accessible entry point.

Browse S 560 Sedan RWD listings

Best for Fuel Economy — S 560 Sedan RWD

With an impressive MPG/MPGe of 17/27, the S 560 Sedan RWD is the most fuel-efficient option in the lineup.

Browse S 560 Sedan RWD listings

These recommendations are based on CarGurus' proprietary market data from October 29, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2020 Mercedes-Benz S-Class cost?

Prices have softened 9.29% compared to this time last year, making it a favorable time to shop this model year.

There are 578 listings available, which gives you a solid pool of options to compare.

Is the 2020 Mercedes-Benz S-Class a good car?

Yes — the 2020 Mercedes-Benz S-Class earns a 4.9/5 user rating, which points to very strong owner satisfaction.

Owners consistently praise the luxurious feel, impressive performance, comfort of the ride, and advanced features. That lines up well if you want a flagship luxury sedan that emphasizes technology and refinement, while still delivering serious performance. The tradeoff is that upkeep can be expensive, so it fits best if you value premium comfort and features enough to accept higher ownership costs.

With 33.7% of listings marked as good or great deals, you have some room to shop selectively.

Is the 2020 Mercedes-Benz S-Class reliable?

Owners rate it 4.9/5, a strong signal of long-term satisfaction.

The owner feedback points to a car that feels luxurious, comfortable, and impressive to live with over time. The recurring praise for the ride and features suggests many buyers find it dependable in day-to-day use, even if ownership costs can be high.

For used buyers, the main long-term risk is less about basic appeal and more about expensive maintenance if the car has been neglected.

What should I look for when buying a used 2020 Mercedes-Benz S-Class?

At 72.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report so you can separate clean examples from cars with accident records. After that, prioritize a thorough pre-purchase inspection, especially on a luxury sedan where repair costs can climb quickly. Focus on overall condition, maintenance history, and signs of deferred upkeep, since those factors matter more than mileage alone on a car like this.

Is now a good time to buy a used 2020 Mercedes-Benz S-Class?

This is a moderate, selective buyer’s market, so you can shop carefully and still find worthwhile listings.

• Deal availability: 33.7% of listings are priced as good or great deals.
• Inventory: There are 578 listings available.
• Price trend: Prices have softened 9.29% compared with last year.
• Clean inventory: 72.3% of listings are accident-free.

If you find a listing below $45,742, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2020 Mercedes-Benz S-Class's resale value?

The current average of $46,076 sits slightly below last year's $50,794.

That price movement suggests the market has already adjusted downward, which can help you buy at a better entry point now. For a future seller, it also means resale value may depend heavily on condition, mileage, and service history rather than just the badge alone. Well-kept examples should hold up better than neglected ones, especially in a segment where buyers expect premium presentation.

Vehicles with strong owner satisfaction ratings, like this model year's 4.9/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2020 Mercedes-Benz S-Class or consider a different year?

If you're weighing the 2020 against nearby model years, here's how to think about it:

Choose the 2020 if:

• 33.7% of listings are priced as good or great deals.
• At 72.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 9.29% compared with last year.
• Owners rate it 4.9/5 — a strong satisfaction signal.

Consider the 2021 if:

• At $58,069, the 2021 costs more than the current year's $46,076 average.
• It brings a redesigned cabin and updated technology.

The 2020 is the better primary choice if you want a lower entry price and strong owner satisfaction. If you’re price-sensitive, it’s the smarter path; if you want the newer redesign and can stretch your budget, the 2021 is worth a look.

How does the 2020 Mercedes-Benz S-Class compare to the 2020 BMW 7 Series?

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.