Used 2021 Jeep Cherokee for Sale near Wisconsin

## Summary - With 3,352 currently listed for sale on CarGurus and an **average price of $19,443.00**, 32.2% 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. - **78.4% of 2021 Cherokee models on CarGurus are accident free**. - The 2021 Jeep Cherokee offers a refined driving experience, advanced technology, and strong safety features, with an impressive off-road capability in the Trailhawk trim. ## Why it stands out The 2021 Jeep Cherokee distinguishes itself with a well-rounded set of features that appeal to a variety of buyers. This model year benefits from advanced technology, including an intuitive infotainment system with options for Apple CarPlay and Android Auto. Jeep has maintained its off-road legacy with the Trailhawk trim, which is equipped with distinctive features for rugged terrain such as a locking differential and enhanced suspension. However, the Cherokee does face some criticism regarding its cargo space, which can be limited compared to its competitors in the compact crossover segment. Nevertheless, its stylish design, coupled with a smooth ride and a reputation for safety makes the 2021 Cherokee an appealing choice for those seeking a dependable SUV. ## Other model years to consider - **[2022 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Cherokee-c32108)** - Average price: $23,479.00 - Good/great deal percentage: 31.9% - User rating: 4.82 / 5 - Total listings: 2,587 - **[2019 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2019-Jeep-Cherokee-c27481)** - Average price: $15,296.00 - Good/great deal percentage: 33.7% - User rating: 4.47 / 5 - Total listings: 4,665 - **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $17,086.00 - Good/great deal percentage: 32.6% - User rating: 4.62 / 5 - Total listings: 5,113 This analysis is based on CarGurus' proprietary market data from February 10, 2026, CarGurus experts' opinions, and generative AI.