Used 2014 Jeep Grand Cherokee for Sale nearRegina, SK

Summary

• With 152 currently listed for sale and an average price of $14,665 CAD, 17.8% of 2014 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.

• Favourably reviewed: Owners rated the 2014 Jeep Grand Cherokee 4.74 / 5 stars.

• 100.0% of 2014 Grand Cherokee models on CarGurus are accident free.

Why it stands out

The 2014 Jeep Grand Cherokee stands out because it sits in the fourth-generation WK2 era, which brought a fully independent suspension for a smoother on-pavement ride, plus prettier styling inside and out. It also offered more power than previous versions, and by this point the Grand Cherokee had become a vehicle that could feel both premium and genuinely capable. Standard four-wheel drive and sophisticated terrain modes helped preserve its off-road identity, while the available height-adjustable air suspension could provide up to 27 centimetres of ground clearance. For buyers who want a midsize SUV with real all-terrain credibility, that combination is a major part of its appeal.

For 2014, Jeep gave the Grand Cherokee revised exterior styling, a new dashboard setup with a new instrument cluster, and a host of driver-assist features, including forward-collision warning, automatic emergency braking, and adaptive cruise control. That same year also brought a new eight-speed automatic transmission, which improved efficiency, and the turbodiesel engine. The upscale Summit trim also arrived in 2014, adding plenty of leather and creature comforts. The cabin and technology were already a strong point for this generation, with increasingly sophisticated infotainment systems and, on higher trims, features that made the Grand Cherokee feel more upscale than many mainstream SUVs.

There are trade-offs, though. The 2014 Grand Cherokee sits within the early fourth-generation run, which has a poor repair record, with electrical and engine troubles among the main concerns. Some owners also face expensive repairs, and the need to move up to specific trims to get certain capabilities can be frustrating. Even so, its blend of comfort, capability, available luxury, and strong powertrain choices is what makes the 2014 Jeep Grand Cherokee distinctive.

Other model years to consider

• 2022 Jeep Grand Cherokee

  • Average price: $34,814 CAD
  • Good/great deal percentage: 31.7%
  • User rating: 4.86 / 5
  • Total listings: 581

• 2024 Jeep Grand Cherokee

  • Average price: $43,263 CAD
  • Good/great deal percentage: 32.1%
  • User rating: 5 / 5
  • Total listings: 629

• 2023 Jeep Grand Cherokee

  • Average price: $38,837 CAD
  • Good/great deal percentage: 35.5%
  • User rating: 5 / 5
  • Total listings: 561

This analysis is based on CarGurus' proprietary market data from September 7, 2026, CarGurus experts' opinions, and generative AI.