Used 2014 Mercedes-Benz S-Class for Sale nearChicago, IL

Compare 2014 Mercedes-Benz S-Class Trims in Chicago, IL

The S-Class lineup offers a blend of luxury and performance, with options ranging from the budget-friendly S 550 4MATIC to the powerful S 63 AMG 4MATIC.

• Starting at $20,495
• Best MPG/MPGe: 16 city / 26 hwy
• Most Popular: S 550 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 550 — "Who It's For"

The S 550 is the pick for shoppers who want luxury features without the higher price of the AMG models. It's a solid choice for those valuing comfort and style.

• Avg. market price: $21,725 (updated weekly)
• Inventory: 69 listings
• View S 550 listings

S 550 4MATIC — "Who It's For"

The S 550 4MATIC is the pick for shoppers who want all-wheel drive without paying for the performance of the AMG. It's the most popular trim, offering a great balance of luxury and capability.

• Avg. market price: $20,495 (updated weekly)
• MPG/MPGe: 16 city / 26 hwy
• Inventory: 125 listings — widest selection in the lineup
• View S 550 4MATIC 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 ideal for those who prioritize power and advanced technology.

• Avg. market price: $20,905 (updated weekly)
• MPG/MPGe: 15 city / 23 hwy
• Inventory: 15 listings — lower availability; may limit negotiating room
• View S 63 AMG 4MATIC listings

Trim Recommendations

Most Popular — S 550 4MATIC

With 125 active listings, the S 550 4MATIC is the clear volume leader in the lineup.

Browse S 550 4MATIC listings

Best Budget Option — S 550 4MATIC

At $20,495 avg market price — below the lineup median of $20,905 — it's the most accessible entry point.

Browse S 550 4MATIC listings

Best for Fuel Economy — S 550 4MATIC

The S 550 4MATIC offers the best fuel economy in the lineup with 16/26 MPG.

Browse S 550 4MATIC listings

These recommendations are based on CarGurus' proprietary market data from September 17, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2014 Mercedes-Benz S-Class cost?

Prices have softened 6.16% compared to this time last year, making it a favorable time to shop this model year.

There are 716 listings available, which gives you a solid pool of options to compare.

Is the 2014 Mercedes-Benz S-Class a good car?

Yes — the 2014 Mercedes-Benz S-Class earns a 5/5 user rating, which points to very strong owner satisfaction. Owners consistently praise its elegance, luxury, and performance, and they also highlight the exceptional workmanship and comfort you get behind the wheel. That makes it a strong fit if you want a full-size luxury sedan that feels especially polished and upscale. With 31.1% of listings marked as good or great deals, you also have a meaningful chance to find attractive pricing.

Is the 2014 Mercedes-Benz S-Class reliable?

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

Owners also describe it as reliable and dependable, with praise for the trouble-free feel and the confidence it inspires over time. The combination of strong owner feedback and the model’s reputation for comfort and refinement suggests that well-kept examples can be satisfying long-term ownership choices. For used buyers, the main risk is less about the rating and more about making sure maintenance history and condition are solid before you commit.

What should I look for when buying a used 2014 Mercedes-Benz S-Class?

At 58% 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 prior damage or repeated claims. After that, prioritize a thorough pre-purchase inspection, especially for suspension, electrical, and other high-complexity systems that can be expensive to sort out. Focus on overall condition and maintenance records, because a luxury sedan like this can be rewarding to own only if the previous care matches the car’s sophistication.

Is now a good time to buy a used 2014 Mercedes-Benz S-Class?

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

• Deal availability: 31.1% of listings are priced as good or great deals.
• Inventory: There are 716 listings available.
• Price trend: Prices have softened 6.16% compared with last year.
• Clean inventory: 58.0% of listings are accident-free.

If you find a listing below $21,176, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2014 Mercedes-Benz S-Class's resale value?

The current average of $21,466 sits slightly below last year's $22,874.

That decline suggests the market has become a bit more favorable for buyers, but it also means future sellers may need to price competitively to stand out. If you buy well and keep the car in strong condition, you can help protect your exit value later. The current pricing trend also suggests there is still room for depreciation, so condition and mileage will matter a lot when you eventually resell.

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

Should I buy a 2014 Mercedes-Benz S-Class or consider a different year?

If you're weighing the 2014 against nearby model years, here's how to think about it:

Choose the 2014 if:

• 31.1% of listings are priced as good or great deals.
• At 58% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 6.16% compared with last year.
• Owners rate it 5/5 — a strong satisfaction signal.

The bottom line: If you want the strongest value balance, the 2014 is a compelling place to start because it combines a lower average price with very strong owner satisfaction and a decent share of deal-priced listings. If you’re especially price-sensitive, keep an eye on the lower end of the range and be selective about condition, since the best examples are the ones most worth stretching for.

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