Used 2014 Jeep Cherokee for Sale near Winnipeg, MB

## Summary - With 155 currently listed for sale and an **average price of $10,377.00 CAD**, 25.8% of 2014 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2014 Jeep Cherokee 3.86 / 5 stars. - **100.0% of 2014 Cherokee models on CarGurus are accident free**. ## Why it stands out The 2014 Jeep Cherokee makes its mark through a blend of comfort and style, appealing to buyers who value interior quality and features. While many owners appreciate these aspects, mixed reviews point to performance issues, particularly with the underwhelming 4-cylinder engine and some reliability concerns. The Jeep Cherokee is recognised for its roomy interior and an array of amenities, especially in higher trims, making it a suitable option for those prioritising a well-appointed cabin over raw engine power. It stands out particularly in the compact SUV segment with off-road capabilities that maintain its reputation as a serious contender in the SUV market. ## Other model years to consider - **[2020 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $22,535.00 CAD - Good/great deal percentage: 34.9% - User rating: 4.77 / 5 - Total listings: 438 - **[2018 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2018-Jeep-Cherokee-c27056)** - Average price: $16,733.00 CAD - Good/great deal percentage: 32.7% - User rating: 4.8 / 5 - Total listings: 398 - **[2019 Jeep Cherokee](https://www.cargurus.ca/Cars/l-Used-2019-Jeep-Cherokee-c27481)** - Average price: $19,352.00 CAD - Good/great deal percentage: 31.9% - User rating: 4.67 / 5 - Total listings: 404 This analysis is based on CarGurus' proprietary market data from April 20, 2026, CarGurus experts' opinions, and generative AI.