Used 2020 Chrysler 300 for Sale near Illinois

How much does the 2020 Chrysler 300 cost?

Prices have softened 8.53% compared to this time last year, making it a favorable time to shop this model year.

There are 629 listings available, which gives you a solid pool of options to compare.

Is the 2020 Chrysler 300 a good car?

Yes — the 2020 Chrysler 300 earns a 4.78/5 user rating, which points to strong owner satisfaction. Drivers commonly praise its smooth and quiet ride, good power, and ample space, and many also like its affordability and distinctive design. That fits especially well if you want a roomy, full-size sedan with a comfortable, easygoing personality rather than something sporty or cramped. With 32.0% of listings marked as good or great deals, you have some room to shop selectively.

Is the 2020 Chrysler 300 reliable?

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

The user feedback also points to a well-built sedan that feels smooth, quiet, and dependable in daily use, with many owners highlighting its durable power and comfortable character. That kind of feedback suggests the 2020 Chrysler 300 can be a sensible long-term ownership choice if you buy carefully and prioritize condition. For used buyers, the main risk is less about the model’s basic appeal and more about how well a specific example has been maintained over time.

What should I look for when buying a used 2020 Chrysler 300?

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 and confirm whether any prior damage was repaired properly. Then put inspection priority on body panels, paint consistency, alignment, and signs of uneven wear that could point to past collision work. It also makes sense to focus on overall condition and maintenance records, since a clean, well-kept example is the safest way to preserve the 300’s comfort and value.

Is now a good time to buy a used 2020 Chrysler 300?

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

• Deal availability: 32.0% of listings are priced as good or great deals.
• Inventory: There are 629 listings available.
• Price trend: Prices have softened 8.53% compared with last year.
• Clean inventory: 58.0% of listings are accident-free.

If you find a listing below $17,793, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2020 Chrysler 300's resale value?

The current average of $18,168 sits slightly below last year's $19,864.

That decline suggests the market has already adjusted downward, which can help you buy at a more favorable entry point today. For future resale, it means your value will likely depend heavily on how well you preserve the car’s condition and mileage. A clean history and strong maintenance record matter more when the broader market is already softening.

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 2020 Chrysler 300 or consider a different year?

If you're weighing the 2020 against nearby model years, here's how to think about it:

Choose the 2020 if:

• 32.0% 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 8.53% compared with last year.
• Owners rate it 4.78/5 — a strong satisfaction signal.

Consider the 2021 if:

• At $19,892, the 2021 costs more than the current year's $18,168 average.
• It adds a broader choice of all-wheel drive or a 5.7-liter Hemi V8.

The bottom line: If you want the better value play, the 2020 is the stronger starting point because it combines a lower average price with solid owner satisfaction and meaningful deal availability. If you’re willing to spend more for added powertrain choice, the 2021 is the better secondary path.

These recommendations are based on CarGurus' proprietary market data from October 6, 2026, CarGurus experts' opinions, and generative AI.