Used 2016 Jeep Grand Cherokee for Sale nearWinnipeg, MB

Summary

• With 196 currently listed for sale and an average price of $18,666.00 CAD, 29.1% of 2016 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.

• Favourably reviewed: Owners rated the 2016 Jeep Grand Cherokee 4.8 / 5 stars.

• 100.0% of 2016 Grand Cherokee models on CarGurus are accident free.

Why it stands out

The 2016 Jeep Grand Cherokee sits in the fourth generation of a model that built its reputation on blending SUV capability with a more premium feel. By this point, the Grand Cherokee had already established itself as a smooth-riding, unibody SUV with standard 4WD and a wide range of terrain-focused hardware, and the fourth generation added a fully independent suspension for a more comfortable on-road ride. It also brought increasingly sophisticated infotainment systems, which helped make the Grand Cherokee feel more modern and user-friendly than many rivals.

For 2016, the key appeal is the breadth of choice and the way Jeep balances everyday comfort with genuine off-road ability. The Grand Cherokee could be had with the 3.6-litre Pentastar V6, the 5.7-litre Hemi V8, or the 3.0-litre diesel V6, and the model’s towing and trail credentials remained strong. Buyers also benefited from the upscale touches that had been added to the generation, including available luxury-oriented trims and driver-assist features. That combination makes the 2016 Grand Cherokee attractive to shoppers who want something more refined than a typical SUV without giving up Jeep’s traditional capability.

There are trade-offs, though. The fourth-generation Grand Cherokee’s reliability record is mixed, and the model’s complexity can make some repairs difficult. Fuel economy is only mediocre by midsize SUV standards, and some versions are more desirable than others depending on how much power, efficiency, or off-road hardware a buyer wants. Still, for shoppers who value comfort, strong performance, and a premium cabin with real utility, the 2016 Grand Cherokee remains one of the more distinctive used SUVs in its class.

Other model years to consider

• 2022 Jeep Grand Cherokee

  • Average price: $34,840.00 CAD
  • Good/great deal percentage: 32.3%
  • User rating: 4.86 / 5
  • Total listings: 535

• 2024 Jeep Grand Cherokee

  • Average price: $43,318.00 CAD
  • Good/great deal percentage: 31.8%
  • User rating: 5 / 5
  • Total listings: 592

• 2023 Jeep Grand Cherokee

  • Average price: $38,781.00 CAD
  • Good/great deal percentage: 34.5%
  • User rating: 5 / 5
  • Total listings: 528

This analysis is based on CarGurus' proprietary market data from August 31, 2026, CarGurus experts' opinions, and generative AI.