Used 2019 Mercedes-Benz S-Class for Sale nearChicago, IL

Compare 2019 Mercedes-Benz S-Class Trims in Chicago, IL

The S-Class lineup offers a blend of luxury and performance, with options ranging from the fuel-efficient S 450 RWD to the powerful S 63 AMG 4MATIC.

• Starting at $40,967
• Best MPG/MPGe: 19 city / 28 hwy
• Most Popular: S 560 4MATIC 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 450 RWD — "Who It's For"

The S 450 RWD is the pick for shoppers who want luxury features without paying for all-wheel drive. It's a great entry point into the S-Class lineup.

• Avg. market price: $46,799 (updated weekly)
• MPG/MPGe: 19 city / 28 hwy
• Inventory: 8 listings — lower availability; may limit negotiating room
• View S 450 RWD listings

S 450 4MATIC AWD — "Who It's For"

The S 450 4MATIC AWD is the pick for shoppers who want all-wheel drive without stepping up to a higher price tier. It balances luxury and practicality.

• Avg. market price: $46,799 (updated weekly)
• MPG/MPGe: 18 city / 28 hwy
• Inventory: 15 listings — lower availability; may limit negotiating room
• View S 450 4MATIC AWD listings

S 560 RWD — "Who It's For"

The S 560 RWD is the pick for shoppers who want a powerful V8 engine without the added cost of all-wheel drive. It offers a standard luxury experience.

• Avg. market price: $46,495 (updated weekly)
• MPG/MPGe: 17 city / 27 hwy
• Inventory: 24 listings
• View S 560 RWD listings

S 560 4MATIC AWD — "Who It's For"

The S 560 4MATIC AWD is the pick for shoppers who want a blend of luxury and performance with all-wheel drive. It's the most popular trim for good reason.

• Avg. market price: $40,967 (updated weekly)
• MPG/MPGe: 17 city / 27 hwy
• Inventory: 37 listings
• View S 560 4MATIC AWD listings

S 63 AMG 4MATIC — "Who It's For"

The S 63 AMG 4MATIC is the pick for shoppers who want top-tier performance and luxury features. It's designed for those who prioritize power and prestige.

• Avg. market price: $99,895 (updated weekly)
• MPG/MPGe: 17 city / 26 hwy
• Inventory: 15 listings — lower availability; may limit negotiating room
• View S 63 AMG 4MATIC listings

Trim Recommendations

Most Popular — S 560 4MATIC AWD

With 37 active listings, the S 560 4MATIC AWD is the clear volume leader in the lineup.

Browse S 560 4MATIC AWD listings

Best Budget Option — S 560 4MATIC AWD

At $40,967 avg market price — below the lineup median of $46,799 — it's the most accessible entry point.

Browse S 560 4MATIC AWD listings

Best for Fuel Economy — S 450 RWD

The S 450 RWD offers the best fuel economy in the lineup with 19 city / 28 hwy MPG/MPGe.

Browse S 450 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 2019 Mercedes-Benz S-Class cost?

Prices have softened 12.65% compared to this time last year, making it a favorable time to shop this model year.

There are 568 listings available, which suggests you have a solid amount of inventory to compare.

Is the 2019 Mercedes-Benz S-Class a good car?

Yes — the 2019 Mercedes-Benz S-Class earns a 4.8/5 user rating, which points to strong owner satisfaction. Owners consistently praise its luxurious feel, advanced technology, strong performance, craftsmanship, spacious interior, and safety features. That lines up well if you want a full-size luxury sedan that feels special and refined, though it still carries the cost and ownership expectations of a flagship model. With 31.2% of listings marked as good or great deals, there is some room to shop selectively.

Is the 2019 Mercedes-Benz S-Class reliable?

Owners rate it 4.8/5, a strong signal of long-term satisfaction.

Owner feedback also emphasizes that the car feels dependable, trouble-free, and well-built over time, with many buyers valuing the craftsmanship and engineering behind it. For used-car shoppers, that kind of satisfaction can reduce some ownership anxiety, but you should still budget carefully because a luxury flagship can bring higher long-term maintenance risk than a mainstream sedan.

What should I look for when buying a used 2019 Mercedes-Benz S-Class?

At 68.7% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should run a vehicle history report on every candidate and prioritize listings with clean records and consistent service documentation. A pre-purchase inspection is especially important on a car like this, since you want to confirm the condition of the electronics, interior features, and overall mechanical health. Focus on signs of wear that could be expensive to correct, because a luxury sedan can hide costly issues behind a polished presentation.

Is now a good time to buy a used 2019 Mercedes-Benz S-Class?

This looks like a moderate, selective buyer’s market, so you can shop patiently and still find worthwhile options.

• Deal availability: 31.2% of listings are priced as good or great deals.
• Inventory: There are 568 listings available.
• Price trend: Prices have softened 12.65% compared with last year.
• Clean inventory: 68.7% of listings are accident-free.

If you find a listing below $39,058, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Mercedes-Benz S-Class's resale value?

The current average of $39,507 sits slightly below last year's $45,230.

That price movement suggests the market has already adjusted downward, which can help you buy more favorably now but may also limit upside if you plan to resell soon. For a future seller, the key question is whether the car’s condition, mileage, and service history can help it stand out in a market where prices have softened. Strong presentation and documentation matter more when the broader trend is moving lower.

Vehicles with strong owner satisfaction ratings, like this model year's 4.8/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Mercedes-Benz S-Class or consider a different year?

If you're weighing the 2019 against nearby model years, here's how to think about it:

Choose the 2019 if:

• 31.2% of listings are priced as good or great deals.
• At 68.7% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 12.65% compared with last year.
• Owners rate it 4.8/5 — a strong satisfaction signal.

The bottom line: The 2019 is a strong choice if you want a well-developed S-Class with solid owner satisfaction and a softer price than a year ago. If you’re more price-sensitive, a nearby year may be worth comparing, but the 2019 stands out as the better path when you want the balance of value, inventory, and owner approval.

How does the 2019 Mercedes-Benz S-Class compare to the 2019 BMW 7 Series?

These recommendations are based on CarGurus' proprietary market data from November 3, 2026, CarGurus experts' opinions, and generative AI.