Used 2019 Jeep Grand Cherokee for Sale near Milton, ON

## Summary - With 472 currently listed for sale and an **average price of $24,395.00 CAD**, 34.1% of 2019 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2019 Jeep Grand Cherokee 4.39 / 5 stars. - **100.0% of 2019 Grand Cherokee models on CarGurus are accident free**. ## Why it stands out The 2019 Jeep Grand Cherokee continues to cement its place as a versatile midsize SUV that combines luxury with rugged capability. Renowned for its outstanding off-road ability, the Grand Cherokee appeals to both adventurers and families alike. This model year features an impressive range of trims, allowing buyers to select a configuration that perfectly fits their budget and lifestyle. Notably, the 2019 version enhances its user-friendly technology, making it intuitive and accessible for drivers and passengers. While it does come with a premium feel, many owners have noted concerns regarding its pricing relative to expected features, such as the absence of specific luxury elements like a sunroof. Nevertheless, the blend of comfort, space, and extensive features strongly positions the Grand Cherokee as an attractive choice in the competitive SUV market. ## Other model years to consider - **[2022 Jeep Grand Cherokee](https://www.cargurus.ca/Cars/l-Used-2022-Jeep-Grand-Cherokee-c31991)** - Average price: $37,069.00 CAD - Good/great deal percentage: 29.4% - User rating: 4.86 / 5 - Total listings: 605 - **[2023 Jeep Grand Cherokee](https://www.cargurus.ca/Cars/l-Used-2023-Jeep-Grand-Cherokee-c32404)** - Average price: $38,856.00 CAD - Good/great deal percentage: 30.7% - User rating: 5 / 5 - Total listings: 567 - **[2024 Jeep Grand Cherokee](https://www.cargurus.ca/Cars/l-Used-2024-Jeep-Grand-Cherokee-c33112)** - Average price: $46,491.00 CAD - Good/great deal percentage: 29.6% - User rating: 5 / 5 - Total listings: 651 This analysis is based on CarGurus' proprietary market data from May 4, 2026, CarGurus experts' opinions, and generative AI.