New & Used 2026 Mercedes-Benz S-Class for Sale nearChicago, IL

Compare 2026 Mercedes-Benz S-Class Trims in Chicago, IL

The S-Class lineup offers a range of luxury options, from the accessible S 580 4MATIC to the performance-focused AMG S 63 E Performance 4MATIC.

• Starting at $101,663
• Best MPG/MPGe: 17 city / 27 hwy
• Most Popular: AMG S 63 E Performance 4MATIC

Trim Overview

Prices updated weekly from CarGurus listings.

Quick Compare Table

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

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Trim Deep Dives

S 580 4MATIC — "Who It's For"

The S 580 4MATIC is the pick for shoppers who want luxury features without the high price of the AMG trim.

• Avg. market price: $101,663 (updated weekly)
• MPG/MPGe: 17 city / 27 hwy
• Inventory: 20 listings
• View S 580 4MATIC listings

AMG S 63 E Performance 4MATIC — "Who It's For"

The AMG S 63 E Performance 4MATIC is the pick for shoppers who want top-tier performance and luxury features in one package.

• Avg. market price: $140,259 (updated weekly)
• Inventory: 44 listings
• View AMG S 63 E Performance 4MATIC listings

Maybach S 580 4MATIC — "Who It's For"

The Maybach S 580 4MATIC is the pick for shoppers who want the ultimate in luxury and exclusivity without compromising on performance.

• Avg. market price: $129,263 (updated weekly)
• MPG/MPGe: 16 city / 27 hwy
• Inventory: 7 listings — lower availability; may limit negotiating room
• View Maybach S 580 4MATIC listings

Trim Recommendations

Most Popular — AMG S 63 E Performance 4MATIC

With 44 active listings, the AMG S 63 E Performance 4MATIC is the clear volume leader in the lineup.

Browse AMG S 63 E Performance 4MATIC listings

Best Budget Option — S 580 4MATIC

At $101,663 avg market price — below the lineup median of $129,263 — it's the most accessible entry point.

Browse S 580 4MATIC listings

Best for Fuel Economy — S 580 4MATIC

The S 580 4MATIC offers the best fuel efficiency in the lineup at 17/27 MPG/MPGe.

Browse S 580 4MATIC listings

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

Is the 2026 Mercedes-Benz S-Class a good car?

The 2026 Mercedes-Benz S-Class is a flagship luxury sedan that leans hard into technology, craftsmanship, and comfort. Mercedes-Benz positions it as the brand’s showcase for advanced features, and the car’s appeal is rooted in that role: it offers lavish luxury, strong safety systems, and the latest tech in a package that remains unmistakably S-Class.

It is especially appealing if you want a large luxury sedan that feels cutting-edge and deeply refined. For 2026, Mercedes added new interior and exterior color palettes, a new Exclusive trim, and the option to add the Executive Rear Seat Package Plus for the first time. The S-Class also continues to emphasize rear-seat comfort and high-end equipment, with up to five screens on board and a 3D driver display system that uses eye tracking to create the illusion of depth.

It is also expensive to buy new, and the cost of fuel, maintenance, and insurance can be high, so it is very much a car chosen for desire rather than value. With 29.1% of listings marked as good or great deals, you have some room to shop selectively, but this is still a premium purchase.

Is the 2026 Mercedes-Benz S-Class reliable?

The 2026 Mercedes-Benz S-Class is built around luxury, technology, and comfort, with Mercedes-Benz positioning it as the brand’s flagship showcase for advanced features. It also includes strong safety systems and high-end equipment, which supports its reputation as a deeply polished full-size luxury sedan.

At the same time, the car’s advanced systems and premium ownership costs mean you should expect a more complex long-term ownership experience than you would with a simpler sedan. For used buyers, that makes careful maintenance history and condition especially important if you want to reduce long-term ownership risk.

What should I look for when buying a used 2026 Mercedes-Benz S-Class?

Accident-free inventory is excellent at 97.4% — clean inventory, standard diligence applies.

You should still run a history report and verify that the car’s equipment and service records match the seller’s description. Prioritize a thorough inspection of the electronics, comfort features, and any high-end options, since this is a technology-heavy luxury sedan. Focus on overall condition and maintenance quality, because the S-Class’s premium systems can be costly to sort out after the fact.

Is now a good time to buy a used 2026 Mercedes-Benz S-Class?

This looks like a moderate, selective buyer’s market, so you can shop with some leverage if you are patient and willing to compare listings carefully.

• Deal availability: 29.1% of listings are priced as good or great deals.
• Inventory: There are 268 listings available.
• Clean inventory: 97.4% of listings are accident-free.

Should I buy a 2026 Mercedes-Benz S-Class or consider a different year?

If you're weighing the 2026 against nearby model years, here's how to think about it:

Choose the 2026 if:

• 29.1% of listings are priced as good or great deals.
• Accident-free inventory is excellent at 97.4% — clean inventory, standard diligence applies.

Consider the 2025 if:

• It offers a similarly polished flagship experience with comfort, technology, and refinement.

The bottom line: If you want the newest version with updated color choices, a new Exclusive trim, and the added rear-seat package option, the 2026 is the better primary path. If you are more price-sensitive, the 2025 is worth a look because it delivers the core S-Class experience with a strong sense of occasion.

How does the 2026 Mercedes-Benz S-Class compare to the 2026 BMW 7 Series?

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