Used Chrysler 300 for Sale nearWinkler, MB

How much does the Chrysler 300 cost in today's market?

Used Chrysler 300 prices span a wide range depending on model year. Here's what the market looks like right now:

The Chrysler 300's current nationwide average price is $20,424 CAD, and over the past year that average reached a low of $20,424 CAD. Recently, prices have come down for the 2021, 2022, and 2023 models, making now a good time to shop recent model years.

Is the Chrysler 300 a good car?

Yes — the Chrysler 300 is a strong choice if you want a large sedan with a comfortable, spacious cabin and a distinctive style. The all-generations owner rating is 4.64/5 across every model year in the data.

Owners consistently praise the 300 for its smooth ride, roomy interior, and upscale feel, and many also value its powerful performance and strong road presence. Expert reviews echo that appeal by highlighting its styling, comfort, and overall value, especially in later years.

Expert reviews rate the 2023 model among the highest across all years.

The main trade-offs are fuel economy, dated technology in later years, and safety ratings that trail the rest of the car’s strengths.

26.2% of listings are priced as good or great deals.

Are Chrysler 300 models reliable?

Owners consistently describe the Chrysler 300 as comfortable, spacious, and satisfying to drive, with a strong sense of value that carries across the model line. Expert reviews also point to the car’s durable mechanical formula and long-running appeal as a big, well-equipped sedan.

• Owners rate the Chrysler 300 between 4.5 and 5.0 out of 5 stars across all model years in the data.

For used buyers, long-term ownership risk is generally lower in newer examples, while older ones deserve a closer look at wear items and age-related upkeep.

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

Key things to evaluate:

• Fuel efficiency: official Natural Resources Canada rating of 13.1 litres per 100 kilometres in combined driving; we averaged 13.4 L/100 km on the evaluation loop
• Infotainment: previous-generation Uconnect infotainment system with an 8.4-inch touchscreen, Apple CarPlay, Android Auto, SiriusXM satellite radio, Guardian connected services, navigation, traffic reports, and voice recognition systems
• Safety package: SafetyTec Plus Group with forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, blind-spot monitoring, rear cross-traffic alert, and adaptive cruise control

Which Chrysler 300 trim should I buy?

The 2023 Chrysler 300 offers these trims:

• Touring: V6 power, rear-wheel drive or all-wheel drive, and the core big-sedan formula for shoppers who want the Chrysler 300 experience at the entry point.
• Touring L: V6 power with rear-wheel drive or all-wheel drive, plus a more upscale take on the same roomy, comfortable package.
• 300S: adds the option of a V8 with rear-wheel drive, making it the best-value pick for buyers who want more performance without stepping all the way to the special edition.
• 300C: limited to 2,000 examples, with the bigger and more powerful V8, rear-wheel drive, adaptive damping suspension, Brembo brakes, performance tires, forged aluminium wheels, active exhaust, premium Laguna leather upholstery, carbon-fibre trim, and a fully loaded feel.

What Chrysler 300 do most buyers choose?

The Chrysler 300 years with the most listings are 2022, 2018, and 2017.

These higher-volume years tend to attract more shoppers because they offer a wider selection of trims, prices, and equipment combinations. They also give you a better chance of finding the right balance of condition, features, and value.

What is the Chrysler 300's resale value?

Most Chrysler 300 model years are moving lower year over year, which can work in your favour if you’re shopping used. The biggest drops are concentrated in older and mid-cycle examples, while a few newer years are easing down more gradually and one year is essentially flat.

The 2017 model year is holding steady, with prices close to flat year-over-year.

The 2017, 2023, and 2022 model years have held their value best, with the smallest year-over-year price changes.

Is the Chrysler 300 safe?

• 2023: 3/10

The Chrysler 300’s 2023 safety content centres on the SafetyTec Plus Group, which brings forward-collision warning, automatic emergency braking, lane-departure warning, lane-keeping assist, blind-spot monitoring, rear cross-traffic alert, and adaptive cruise control.

Should I buy a used Chrysler 300 now?

Buy now if:

• Price trend: The 2022 model is at −5.84% versus a year ago, and the 2021 model is at −8.58%.
• Deal availability: The 2022 model has 25% good and great deals, and the 2021 model has 30%.
• Sweet-spot year: The 2022 model has the most listings at a current average price of $27,476 CAD. The Chrysler 300 offers a roomy cabin and a distinctive full-size-sedan character that make it easy to live with. If you're buying used today, the 2022 model year offers the best mix of value and availability.

These recommendations are based on CarGurus' proprietary market data from October 13, 2026, CarGurus experts' opinions, and generative AI.