Used 2019 Chrysler 300 for Sale near Illinois

How much does the 2019 Chrysler 300 cost?

Prices have softened 7.78% compared to this time last year, making it a favorable time to shop this model year.

There are 695 listings available, which gives you a modest amount of inventory to compare before you buy.

If you find a listing below $16,084.38, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2019 Chrysler 300 a good car?

Yes — the 2019 Chrysler 300 earns a 4.62/5 user rating, which points to strong owner satisfaction. Owners consistently praise the smooth ride, powerful engines, and spacious interior, and many also like the value it delivers for the price. For you, that makes it a solid fit if you want a large sedan with comfort and traditional full-size presence rather than a smaller, more modern-feeling alternative. With 27.6% of listings marked as good or great deals, you still have room to shop selectively.

Is the 2019 Chrysler 300 reliable?

Owners rate it 4.62/5, a strong signal of long-term satisfaction.

The owner feedback also emphasizes dependable everyday comfort, strong powertrains, and a car that many drivers feel good about keeping over time. That kind of response suggests the 2019 Chrysler 300 can be a reassuring used buy if you want a sedan you can count on for regular driving. For you, the main long-term ownership risk is less about the core formula and more about finding one that has been maintained well and not worn down by age or heavy use.

What should I look for when buying a used 2019 Chrysler 300?

At 56% 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. After that, prioritize a pre-purchase inspection that focuses on body condition, signs of repair, and how well the car has been maintained overall. Because this model’s appeal depends heavily on comfort and condition, you’ll want to pay close attention to interior wear, exterior consistency, and any evidence that the car has had a harder-than-average life.

Is now a good time to buy a used 2019 Chrysler 300?

This looks like a moderate, selective buyer’s market, so you can shop patiently while still acting quickly on the best examples.

• Deal availability: 27.6% of listings are priced as good or great deals.
• Inventory: There are 695 listings available.
• Price trend: Prices have softened 7.78% compared with last year.
• Clean inventory: 56.0% of listings are accident-free.

If you find a listing below $16,084.38, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Chrysler 300's resale value?

The current average of $16,074 sits slightly below last year's $17,430.

That price movement suggests the 2019 Chrysler 300 has already absorbed some of its near-term depreciation, which can help a future seller if the car is kept in strong condition. Because the market still shows meaningful demand for well-priced examples, a clean, well-maintained car should remain easier to move than one with visible wear or a rough history. Vehicles with strong owner satisfaction ratings, like this model year's 4.62/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2019 Chrysler 300 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:

• 27.6% of listings are priced as good or great deals.
• At 56% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 7.78% compared with last year.
• Owners rate it 4.62/5 — a strong satisfaction signal.

The bottom line: If you want a large, comfortable sedan with strong owner approval and a softer used-car price than it had a year ago, the 2019 Chrysler 300 is the primary path to consider. If you’re especially price-sensitive, you can also compare nearby years, but the 2019 stands out as a sensible balance of value, satisfaction, and market availability.

These recommendations are based on CarGurus' proprietary market data from September 4, 2026, CarGurus experts' opinions, and generative AI.