Used 2021 Jeep Cherokee for Sale near Hamilton, ON

## Summary - With 347 currently listed for sale and an **average price of $26,110.00 CAD**, 31.7% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2021 Jeep Cherokee 4.81 / 5 stars. - **100.0% of 2021 Cherokee models on CarGurus are accident free**. ## Why it stands out The 2021 Jeep Cherokee continues the brand's legacy of producing capable and versatile vehicles, making it a strong contender in the compact SUV segment. Notable for its smooth ride and advanced technology, the Cherokee stands out with features such as impressive off-road capabilities, particularly in the Trailhawk trim that appeals to outdoor enthusiasts. Owners generally praise its value, abundant safety features, and comfortable interior, although some note concerns regarding pricing relative to missing features like Remote Start and a powered tailgate. The Cherokees’ consistent accident-free status adds to its appeal as a reliable used option for buyers looking for a compact SUV capable of handling various driving conditions. ## Other model years to consider - **[2020 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $22,788.00 CAD - Good/great deal percentage: 35.4% - User rating: 4.62 / 5 - Total listings: 455 - **[2018 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2018-Jeep-Cherokee-c27056)** - Average price: $17,442.00 CAD - Good/great deal percentage: 33.2% - User rating: 4.39 / 5 - Total listings: 437 - **[2019 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2019-Jeep-Cherokee-c27481)** - Average price: $19,346.00 CAD - Good/great deal percentage: 32.8% - User rating: 4.47 / 5 - Total listings: 427 This analysis is based on CarGurus' proprietary market data from March 20, 2026, CarGurus experts' opinions, and generative AI.