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

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

The 2019 S-Class offers a range of trims from budget-friendly options to high-performance luxury, catering to various preferences and needs.

• Starting at $35,294
• 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 a luxury experience without the higher price of AWD options.

• Avg. market price: $46,397 (updated weekly)
• MPG/MPGe: 19 city / 28 hwy
• Inventory: 16 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 paying for the higher trims.

• Avg. market price: $35,294 (updated weekly)
• MPG/MPGe: 18 city / 28 hwy
• Inventory: 11 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 with luxury features without AWD.

• Avg. market price: $52,827 (updated weekly)
• MPG/MPGe: 17 city / 27 hwy
• Inventory: 22 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.

• Avg. market price: $40,879 (updated weekly)
• MPG/MPGe: 17 city / 27 hwy
• Inventory: 32 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 high-performance luxury without compromise.

• Avg. market price: $99,895 (updated weekly)
• MPG/MPGe: 17 city / 26 hwy
• Inventory: 16 listings — lower availability; may limit negotiating room
• View S 63 AMG 4MATIC listings

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

The Maybach S 560 4MATIC AWD is the pick for shoppers who want the ultimate in luxury and advanced features.

• Avg. market price: $46,397 (updated weekly)
• MPG/MPGe: 16 city / 25 hwy
• Inventory: 6 listings — lower availability; may limit negotiating room
• View Maybach S 560 4MATIC AWD listings

Trim Recommendations

Most Popular — S 560 4MATIC AWD

With 32 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 450 4MATIC AWD

At $35,294 avg market price — below the lineup median of $46,397 — it's the most accessible entry point.

Browse S 450 4MATIC AWD listings

Best for Fuel Economy — S 450 RWD

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

Browse S 450 RWD listings

These recommendations are based on CarGurus' proprietary market data from September 12, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2019 Mercedes-Benz S-Class cost?

Prices have softened 8.69% compared to this time last year, making it a favorable time to shop this model year.

There are 640 listings available, which gives you a meaningful pool to compare prices and equipment.

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

Yes — the 4.78/5 user rating points to strong owner satisfaction. Owners consistently praise the luxurious feel, advanced technology, craftsmanship, spacious interior, and safety features, which fits a flagship sedan built for comfort and high-end convenience. If you want a large luxury sedan that emphasizes quiet refinement, polished performance, and a well-appointed cabin, this model year lines up well with that use case. With 35.3% of listings marked as good or great deals, you still have some room to shop selectively.

Is the 2019 Mercedes-Benz S-Class reliable?

Owners rate it 4.78/5, a strong signal of long-term satisfaction.

The owner feedback also points to a car that feels dependable in daily use, with praise centered on its craftsmanship and advanced features. That said, the S-Class is a complex luxury sedan, so long-term ownership risk for used buyers is less about basic durability and more about the cost of keeping sophisticated systems in top shape.

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

At 67.5% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and confirm whether any prior damage was cosmetic or structural. A pre-purchase inspection should focus on the condition of the suspension, electronics, and other high-cost luxury systems. It also helps to compare service records carefully, since condition and maintenance history matter a lot on a car like this.

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 with some leverage if you stay patient and compare listings carefully.

• Deal availability: 35.3% of listings are priced as good or great deals.
• Inventory: There are 640 listings available.
• Price trend: Prices have softened 8.69% compared with last year.
• Clean inventory: 67.5% of listings are accident-free.

If you find a listing below $40,804, 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 $41,058 sits slightly below last year's $44,967.

That price movement suggests the market has cooled, which can help you buy more carefully now but may also mean future resale gains are limited unless you choose a particularly desirable example. Well-kept cars with strong equipment, clean history, and desirable options should hold buyer interest better than average. If you plan to sell later, condition and documentation will matter a lot in protecting value.

Vehicles with strong owner satisfaction ratings, like this model year's 4.78/5, 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:

• 35.3% of listings are priced as good or great deals.
• At 67.5% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 8.69% compared with last year.
• Owners rate it 4.78/5 — a strong satisfaction signal.

The bottom line:

The 2019 is a strong choice if you want the S-Class experience with solid owner approval and a softer market than last year. If your priority is maximizing value, this year makes sense when you find a clean, well-documented example at the lower end of the price range. If you are especially price-sensitive, you may also want to compare nearby model years and focus on whichever one gives you the best combination of condition, history, and asking price.

These recommendations are based on CarGurus' proprietary market data from September 15, 2026, CarGurus experts' opinions, and generative AI.