Used 2014 Chrysler 300 for Sale nearChicago, IL

How much does the 2014 Chrysler 300 cost?

Prices have held steady compared to this time last year, signaling a stable and predictable market for this model year.

There are 400 listings available, which gives you a reasonable amount of inventory to compare before you buy.

Is the 2014 Chrysler 300 a good car?

Yes — owners rate it 4.6/5, which points to strong overall satisfaction. The review summary highlights its luxury, power, and comfort, and it also comes through as a great value for a luxury sedan. That makes sense if you want a roomy full-size sedan with a substantial feel and everyday usability. With 27.3% of listings marked as good or great deals, you have some room to shop selectively.

Is the 2014 Chrysler 300 reliable?

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

The review summary points to a car that owners appreciate for being luxurious, comfortable, and powerful, with value that keeps people happy over time. That said, the broader ownership picture suggests you should pay close attention to maintenance history and condition, especially on used examples that may have seen heavier wear. For you, the main long-term risk is buying a neglected car rather than one that has been consistently cared for.

What should I look for when buying a used 2014 Chrysler 300?

At 52.8% 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 ownership changes. After that, prioritize a pre-purchase inspection that focuses on body condition, suspension wear, and electrical or infotainment operation. Because this is a large sedan with a premium feel, you’ll want to make sure the cabin, controls, and ride quality still match the car’s asking price.

Is now a good time to buy a used 2014 Chrysler 300?

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

• Deal availability: 27.3% of listings are priced as good or great deals.
• Inventory: There are 400 listings available.
• Price trend: Prices have held steady compared with last year.
• Clean inventory: 52.8% of listings are accident-free.

If you find a listing below $10,006, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2014 Chrysler 300's resale value?

The current average of $10,538 sits slightly below last year's $10,599.

That small decline suggests the market has been fairly stable, which can help future sellers because it reduces the risk of sharp value swings. If you buy well and keep the car in strong condition, you’re more likely to preserve value than if you chase a higher-priced example with questionable history. The steady pricing also means your resale outcome will depend heavily on mileage, condition, and maintenance records.

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 2014 Chrysler 300 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:

• 27.3% of listings are priced as good or great deals.
• At 52.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have held steady compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.

The bottom line:

If you want the 300’s roomy cabin, strong power, and classic full-size sedan character, the 2014 is a solid place to focus your search. It makes the most sense if you value comfort and presence more than the newest features. If you’re especially price-sensitive, you can still shop this year confidently, but you should be selective about condition and history so you don’t overpay for a rough example.

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