Used 2016 Jeep Cherokee for Sale near Chicago, IL

## Summary - With 2,487 currently listed for sale on CarGurus and an **average price of $10,718.00**, 30.0% of 2016 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2016 Jeep Cherokee 4.08 / 5 stars. - **61.1% of 2016 Cherokee models on CarGurus are accident free**. - The 2016 Jeep Cherokee Trailhawk offers impressive off-road capability, comfort, and versatility, making it suitable for both urban driving and adventurous terrains. ## Why it stands out The 2016 Jeep Cherokee stands out in the compact SUV segment for its excellent balance between comfort, off-road capability, and everyday usability. The Trailhawk variant is particularly noteworthy, equipped with advanced off-road features like Jeep Active Drive Lock and Selec-Terrain technology, which enhance its performance on challenging terrain. Many drivers enjoy the sporty handling and comfortable interior, with notable features such as heated seats and a user-friendly Uconnect infotainment system. However, potential buyers should be aware of some concerns regarding build quality and the reliability of its 9-speed automatic transmission. Overall, the 2016 Jeep Cherokee is an appealing option for those looking for a versatile vehicle that can handle various driving conditions. ## Other model years to consider - **[2019 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2019-Jeep-Cherokee-c27481)** - Average price: $15,311.00 - Good/great deal percentage: 33.8% - User rating: 4.47 / 5 - Total listings: 4,582 - **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-c27056)** - Average price: $13,357.00 - Good/great deal percentage: 33.8% - User rating: 4.39 / 5 - Total listings: 4,149 - **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $17,021.00 - Good/great deal percentage: 33.4% - User rating: 4.62 / 5 - Total listings: 5,009 This analysis is based on CarGurus' proprietary market data from February 23, 2026, CarGurus experts' opinions, and generative AI.