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 367 listings available, which gives you a moderate amount of inventory to compare before you buy.

Is the 2014 Chrysler 300 a good car?

Yes — the 4.6/5 user rating points to strong owner satisfaction. Owners consistently praise its luxury feel, power, and comfort, and many also describe it as a strong value for a luxury sedan. That lines up well with the 300’s roomy cabin and broad appeal as a comfortable, full-size sedan. With 26.7% of listings marked as good or great deals, you still have a decent chance of finding a compelling price if you shop carefully.

Is the 2014 Chrysler 300 reliable?

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

The review summary also points to a car that many owners see as dependable, with praise centered on its comfort, power, and overall value over time. That kind of feedback suggests the 300 can be a reassuring choice if you want a used sedan you can count on for regular driving. For used buyers, the main long-term ownership risk is making sure you choose a well-kept example, since condition and maintenance history will matter a lot.

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

At 49.3% 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 thorough pre-purchase inspection, especially for signs of uneven panel gaps, paint mismatch, or wear that could point to past repairs. Focus on overall condition and maintenance records, since a well-kept car is likely to be a better buy than one that simply looks good in photos.

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

This looks like a moderate, selective buyer’s market, so you have room to shop but should still move quickly on the best examples.

• Deal availability: 26.7% of listings are priced as good or great deals.
• Inventory: There are 367 listings available.
• Price trend: Prices have held steady compared with last year.
• Clean inventory: 49.3% 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 $10,147 sits slightly above last year's $10,146.

That small change suggests the market has been stable, which is helpful if you plan to sell later because it reduces the risk of a sharp value drop in the near term. A steady price trend also means buyers are still willing to pay for the 300’s mix of space, comfort, and traditional sedan character. If you keep the car in strong condition and maintain it well, you should be in a better position to protect its value.

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:

• 26.7% of listings are priced as good or great deals.
• At 49.3% 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: The 2014 is a solid choice if you want the 300’s roomy cabin, strong owner satisfaction, and stable pricing without stretching for a newer model. If your priority is simply finding the best value, you can also keep an eye on nearby years and compare condition, accident history, and asking price before deciding.

How does the 2014 Chrysler 300 compare to the 2014 Dodge Charger?

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.