Used 2016 Chrysler 300 for Sale nearChicago, IL

How much does the 2016 Chrysler 300 cost?

Prices have softened 3.46% compared to this time last year, making it a favorable time to shop this model year.

There are 478 listings available, which gives you a modest amount of inventory to compare.

Is the 2016 Chrysler 300 a good car?

Yes — owners give it 4.6/5, which is a strong sign that it delivers on what shoppers want. Reviewers consistently praise the smooth ride, comfort, and powerful performance, and many also like the luxury feel and strong feature content for the price. That makes it a good fit if you want a roomy, full-size sedan with a relaxed driving experience and a distinctive look. With 25.5% of listings marked as good or great deals, you have some room to shop selectively.

Is the 2016 Chrysler 300 reliable?

Owners rate it 4.6/5, a strong signal of long-term satisfaction.

The owner feedback points to a car that many people feel good about living with over time, especially because reviewers describe it as dependable in everyday use and appreciate its smooth, trouble-free character. At the same time, some owners mention higher maintenance costs and minor quality issues, so used buyers should pay close attention to service history and overall condition. For long-term ownership, the main risk is less about the basic appeal of the car and more about how well a specific example has been maintained.

What should I look for when buying a used 2016 Chrysler 300?

At 53.8% 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 screen for accidents, title issues, and repeated repairs. After that, prioritize a pre-purchase inspection, especially on suspension, alignment, and warning-light behavior. Because some owners mention minor quality issues, focus on how the car drives, whether the cabin electronics work properly, and whether maintenance records show consistent care.

Is now a good time to buy a used 2016 Chrysler 300?

This is a moderate market, so you can shop selectively without expecting a deep bargain on every listing.

• Deal availability: 25.5% of listings are priced as good or great deals.
• Inventory: There are 478 listings available.
• Price trend: Prices have softened 3.46% compared with last year.
• Clean inventory: 53.8% of listings are accident-free.

If you find a listing below $12,209, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2016 Chrysler 300's resale value?

The current average of $12,669 sits slightly below last year's $13,123.

That tells you the market has softened, which can work against you if you're planning to sell soon. If you buy now, you should expect resale value to depend heavily on condition, mileage, and maintenance history rather than on broad market momentum. Well-kept examples should hold up better than neglected ones because buyers in this segment tend to reward comfort, features, and overall presentation.

Vehicles with strong owner satisfaction ratings, like this model year's 4.6/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2016 Chrysler 300 or consider a different year?

If you're weighing the 2016 against nearby model years, here's how to think about it:

Choose the 2016 if:

• 25.5% of listings are priced as good or great deals.
• At 53.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 3.46% compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.

Consider the 2017 if:

• At $14,044, the 2017 costs more than the current year's $12,669 average.
• It adds fresh appearance packages and a quicker Uconnect system.

The bottom line: You should start with the 2016 if you want the better value and are willing to shop carefully for condition. If you want a newer-feeling cabin update and can stretch your budget, the 2017 is the cleaner upgrade path. For price-sensitive buyers, the 2016 is the more compelling choice as long as you verify history and inspect the car closely.

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