Used 2021 Jeep Cherokee for Sale near Hamilton, ON

## Summary - With 363 currently listed for sale and an **average price of $25,179.00 CAD**, 28.9% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2021 Jeep Cherokee 4.8 / 5 stars. - **100.0% of 2021 Cherokee models on CarGurus are accident free**. ## Why it stands out The 2021 Jeep Cherokee stands out for its robust off-road capability and a strong collection of modern features that enhance both comfort and safety. Drivers highly appreciate the vehicle for its excellent value and smooth ride, with the Trailhawk trim coming particularly recommended for its rugged approach to tackling challenging terrains. Despite some criticism regarding missing features like Remote Start in certain trims, owners find the advanced technology and strong build quality appealing. The Jeep Cherokee's impressive safety features, combined with its off-road prowess, make it a compelling option for buyers looking for both adventure and everyday utility. Overall, the vehicle maintains Jeep's legacy while catering to a diverse range of driver needs. ## Other model years to consider - **[2018 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2018-Jeep-Cherokee-c27056)** - Average price: $16,595.00 CAD - Good/great deal percentage: 32.6% - User rating: 4.8 / 5 - Total listings: 427 - **[2019 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2019-Jeep-Cherokee-c27481)** - Average price: $19,253.00 CAD - Good/great deal percentage: 31.6% - User rating: 4.67 / 5 - Total listings: 430 - **[2020 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $22,306.00 CAD - Good/great deal percentage: 31.5% - User rating: 4.77 / 5 - Total listings: 457 This analysis is based on CarGurus' proprietary market data from May 4, 2026, CarGurus experts' opinions, and generative AI.