Used 2021 Jeep Cherokee for Sale near Appleton, WI

## Summary - With 3,074 currently listed for sale on CarGurus and an **average price of $19,452**, 30.9% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Jeep Cherokee 4.81 / 5 stars. - **78.7% of 2021 Cherokee models on CarGurus are accident free**. - The 2021 Jeep Cherokee stands out for its impressive technology, smooth ride, and solid safety features, especially in its Trailhawk trim. ## Why it stands out The 2021 Jeep Cherokee distinguishes itself with a blend of ruggedness and modern sophistication. This model boasts notable technology features, including an intuitive infotainment system that offers seamless integration with Apple CarPlay and Android Auto. Reviewers have praised its smooth ride and versatility, especially in the Trailhawk trim, which enhances its off-road capabilities with features like Jeep Active Drive Lock and advanced crawl control. However, potential buyers should consider that the Cherokee's base engine underwhelms in terms of power, and some drivers have pointed out the design may not appeal to everyone. On the flip side, its strong safety ratings, boosted by standard features like lane departure warning and automatic emergency braking, make it a compelling choice for families. ## Other model years to consider - **[2019 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2019-Jeep-Cherokee-c27481)** - Average price: $15,323 - Good/great deal percentage: 32.4% - User rating: 4.47 / 5 - Total listings: 4,259 - **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $17,141 - Good/great deal percentage: 32.1% - User rating: 4.62 / 5 - Total listings: 4,634 - **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-c27056)** - Average price: $13,282 - Good/great deal percentage: 32.0% - User rating: 4.39 / 5 - Total listings: 3,829 This analysis is based on CarGurus' proprietary market data from March 9, 2026, CarGurus experts' opinions, and generative AI.