Used Chrysler 300 for Sale near Milan, IL

Summary

• With 935 currently listed for sale on CarGurus and an average price of $24,949.60, 30.9% of 2022 Chrysler 300s for sale on CarGurus are rated as good or great deals.
• Favorably reviewed: Owners rated the 2022 Chrysler 300 4.9 / 5 stars.
• 82.2% of 2022 300 models on CarGurus are accident free.
• The 2022 Chrysler 300 combined classic American luxury styling with a range of powerful engine options, making it a standout choice in its class.

Why it stands out

The Chrysler 300 stands out in its segment due to its combination of classic American luxury styling and a range of powerful, durable engine options, including the renowned 5.7-liter Hemi V8. With a spacious interior and rear-wheel drive dynamics, it offers an impressive balance of comfort and performance that appeals to families and driving enthusiasts alike. Additionally, as a used vehicle, the Chrysler 300 presents excellent value, often available at competitive prices while still providing modern features and a reputation for reliability.

Other model years to consider

When considering the Chrysler 300, the 2017 and 2019 model years stand out due to their excellent user satisfaction ratings of 4.6 out of 5 and competitive pricing, making them strong contenders in the used car market. The 2016 model also offers great value with a lower average price while maintaining a solid user rating of 4.6, highlighting its appeal for budget-conscious buyers seeking reliability and satisfaction. Overall, these years provide a compelling balance of affordability, quality, and positive consumer feedback that positions them well among peers in the full-size sedan category.

Model years to approach with caution

When considering the Chrysler 300, buyers should carefully evaluate the model years based on user feedback and market positioning. The 2012 model stands out as the most suitable option, with a strong user rating of 4.6/5, although it's important to note that many deals may not provide significant value. Conversely, earlier models like the 2006 and 2007 versions exhibit lower expert ratings and a high percentage of deals classified as not good/great, making them less optimal choices for potential buyers seeking value and reliability in their purchase.

These recommendations are based on CarGurus' proprietary market data from December 17, 2025, CarGurus experts' opinions, and generative AI.