Used 2019 Chrysler 300 for Sale nearChicago, IL

How much does the 2019 Chrysler 300 cost?

Prices have softened 9.73% compared to this time last year, making it a favorable time to shop this model year.

There are 659 listings available, which gives you a solid pool of options to compare.

Is the 2019 Chrysler 300 a good car?

Yes — the 4.62/5 user rating points to strong owner satisfaction. Owners consistently praise the smooth ride, powerful engines, and spacious interior, and they also value the blend of comfort and performance that makes this sedan feel like a lot of car for the money. For you, that means the 2019 300 makes the most sense if you want a roomy, traditional full-size sedan with a clear comfort-first identity. With 27.9% of listings marked as good or great deals, there’s still meaningful market opportunity if you shop carefully.

Is the 2019 Chrysler 300 reliable?

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

The owner feedback also points to a dependable, trouble-free character, with praise centered on durable engines and a car that many drivers feel they can count on over time. That said, you should still expect the usual used-car ownership risks tied to age and prior maintenance, so condition and service history matter.

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

At 53.9% 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 reported damage was repaired properly. Put inspection priority on body condition, panel alignment, and signs of past collision work, then make sure the cabin and mechanical condition match the seller’s description. Because this model is already a few years old, you’ll want to focus on overall wear, maintenance records, and whether the car still feels tight and well cared for.

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

This is a moderate market for buyers, so you can be selective without expecting every listing to be a bargain.

• Deal availability: 27.9% of listings are priced as good or great deals.
• Inventory: There are 659 listings available.
• Price trend: Prices have softened 9.73% compared with last year.
• Clean inventory: 53.9% of listings are accident-free.

If you find a listing below $15,745, 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 $15,745 sits slightly below last year's $17,443.

That softer pricing suggests the model has become more accessible for used buyers, but it also means future sellers may not see strong appreciation from short-term ownership. If you buy well and keep the car in good condition, you can help protect value, but the broader market trend still favors buyers more than sellers right now. 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:

• 27.9% of listings are priced as good or great deals.
• At 53.9% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 9.73% compared with last year.
• Owners rate it 4.62/5 — a strong satisfaction signal.

The bottom line: If you want the best mix of value, comfort, and owner satisfaction, the 2019 is a strong primary choice. If you’re especially price-sensitive, you can also compare nearby years to see whether a lower-mileage or better-kept example offers a better overall deal, but the 2019 already gives you a compelling balance of market pricing and owner approval.

These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.