Used 2021 Chrysler 300 for Sale near Illinois

How much does the 2021 Chrysler 300 cost?

Prices have softened 10.02% compared to this time last year, making it a favorable time to shop this model year.

There are 522 listings available, which gives you a decent amount of inventory to compare across trims and conditions.

If you find a listing below $20,187.51, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2021 Chrysler 300 a good car?

Yes — the 2021 Chrysler 300 earns a 4.6/5 user rating, and our experts give it a 7.67/10.

The standout strength is Technology at 9/10.

Owners consistently praise the luxurious look, smooth ride, and impressive handling, and they also frequently mention the car’s comfort and acceleration. In practical terms, that lines up with a sedan that feels relaxed and upscale rather than flashy or complicated.

The main trade-off is value: the expert review calls it poor value for money, and the cons also point to that same concern. It’s best suited to you if you want a traditional luxury-sedan formula with rear-wheel-drive character, available all-wheel drive, and a V8 option rather than the newest feature set in the segment.

With 28.4% of listings marked as good or great deals, you still have room to shop selectively.

Is the 2021 Chrysler 300 reliable?

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

The owner feedback points to a car that feels reliable, comfortable, and dependable, with praise for its smooth, trouble-free everyday character. That kind of feedback matters if you want a used sedan you can count on for regular driving rather than constant attention.

The expert review also reinforces that theme by describing the car as quiet, capable and comfortable on the road. It’s a straightforward setup, which usually helps long-term ownership feel less complicated.

The ownership risk for used buyers is less about mechanical drama and more about finding one that has been maintained well and hasn’t been worn down by age or heavy use.

What should I look for when buying a used 2021 Chrysler 300?

At 68.4% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and then prioritize a pre-purchase inspection, especially if you’re considering a higher-mileage example or one with a lower asking price. Focus on overall condition, signs of prior bodywork, and whether the car’s equipment and trim-level features still work as expected.

Key things to evaluate:

• Trim level: The base Touring trim uses cloth upholstery and 17-inch wheels, while higher trims add Nappa leather, larger wheels, and more upscale lighting and comfort features. The biggest gap at the lower trim is that some desirable equipment is reserved for packages or higher trims.
• Powertrain: You get a 3.6-liter Pentastar V6 with an eight-speed automatic, and the 300S also offers a 5.7-liter V8. Rear-wheel drive is standard, and all-wheel drive is available on most trims but not the 300S.
• Safety package: The SafetyTec Plus Group adds forward collision warning, automatic emergency braking, adaptive cruise control, automatic high beams, lane departure warning, and rain-sensing wipers. Blind-spot monitoring and rear cross-traffic alert are only available on the Touring L or 300S trims.
• Infotainment: The 8.4-inch Uconnect 4C touchscreen is standard, and Apple CarPlay and Android Auto are included. The Popular Equipment Group adds navigation, a premium Alpine audio setup, surround sound, and a dual-pane sunroof.
• Fuel efficiency: The rear-wheel-drive V6 returns 19 mpg city, 30 mpg highway, and 23 mpg combined. AWD lowers that to 18 mpg city, 27 mpg highway, and 21 mpg combined, while the V8-powered 300S gets 16 mpg city, 25 mpg highway, and 19 mpg combined.

Which 2021 Chrysler 300 trim should I buy?

The 2021 Chrysler 300 is offered in 3 trim levels: Touring, Touring L, 300S.

Here's the short version:

• Touring: This is the entry point, and it gives you the core Chrysler 300 experience with the V6, rear-wheel drive, the 8.4-inch touchscreen, Apple CarPlay, Android Auto, and a comfortable, quiet cabin. It makes sense if you want the lowest-cost way into the model and don’t need the extra luxury touches.
• Touring L: This is the best-value trim for most shoppers because it adds a more upscale feel with Nappa leather, available adaptive HID lamps through the Comfort Group, and access to more safety and convenience equipment. If you want the 300’s traditional luxury character without jumping all the way to the V8 model, this is the one to target.
• 300S: This is the most performance-oriented version, with standard 20-inch Black Noise wheels, paddle shifters, and the option of the 5.7-liter V8. It suits you best if you want the strongest engine choice and a more aggressive look, but it also comes with the highest fuel-use penalty.

Safety equipment is packaged unevenly, so if advanced driver assistance matters to you, check carefully for the Touring L, 300S, and SafetyTec Plus Group combinations.

Is now a good time to buy a used 2021 Chrysler 300?

This is a moderate market for selective buyers, so you can shop with some leverage if you’re patient.

• Deal availability: 28.4% of listings are priced as good or great deals.
• Inventory: There are 522 listings available.
• Price trend: Prices have softened 10.02% compared with last year.
• Clean inventory: 68.4% of listings are accident-free.

If you find a listing below $20,187.51, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2021 Chrysler 300's resale value?

The current average of $20,185 sits slightly below last year's $22,433.

That decline suggests the market has already adjusted downward, which can help you as a buyer today but may limit upside if you’re thinking about future resale. If you buy at the right price, you reduce the chance of taking a bigger hit later.

The good news is that the 300 still has a distinct identity, and that can help it hold interest among shoppers who want a traditional rear-wheel-drive sedan. Well-kept examples with desirable equipment should remain easier to move than neglected ones.

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.

Is the 2021 Chrysler 300 safe?

The 300 received top "Good" scores in all Insurance Institute for Highway Safety (IIHS) crash tests except the small overlap tests, where it received a "Marginal" score. It also received a "Poor" rating for headlights. Over at the National Highway Traffic Safety Administration (NHTSA), the 300 received a four-star overall crash test rating, with four-star driver and passenger side crash test ratings, and a four-star rollover rating. On the plus side, it received a five-star rating for NHTSA's combined side barrier and side pole crash test.

It earns a 7/10 safety score from our experts.

All Chrysler 300s offer active head restraints, an arsenal of airbags, traction and stability control with brake assist, rain brake support, ready alert braking, and hill start assist.

Advanced safety features are not evenly spread across the lineup. Blind-spot monitoring and rear cross-traffic alert are only available on the Touring L or 300S trims, and the SafetyTec Plus Group adds forward collision warning, automatic emergency braking, adaptive cruise control, automatic high beams, lane departure warning, and rain-sensing wipers.

The Marginal small-overlap result and Poor headlight rating are the main caveats to keep in mind if safety is a top priority.

Should I buy a 2021 Chrysler 300 or consider a different year?

If you're weighing the 2021 against nearby model years, here's how to think about it:

Choose the 2021 if:

• 28.4% of listings are priced as good or great deals.
• At 68.4% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 10.02% compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.
• You want the 2021’s mix of rear-wheel-drive luxury-sedan character, available all-wheel drive, and V8 availability in a traditional package.

The bottom line: If you want the Chrysler 300’s classic formula and you find a clean, well-priced 2021, it’s a compelling used buy. If your priority is maximizing value, focus on the best-priced examples and be selective about condition, equipment, and accident history.

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