Used 2019 Jeep Grand Cherokee for Sale nearMississauga, ON

Summary

• With 100 currently listed for sale near Mississauga, ON and an average price of $24,069 CAD, 29.0% 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 stands out because it blends Jeep’s traditional off-road capability with a more premium, midsize-SUV feel. In the fourth-generation section, Jeep describes the WK2 Grand Cherokee as a steel unibody SUV with a fully independent suspension for a smoother on-pavement ride, plus prettier styling inside and out. It also came standard with 4WD and various terrain modes, and buyers could choose from more sophisticated systems and an available height-adjustable air suspension with up to 27 centimetres of ground clearance. That combination gives it a broader appeal than a purely rugged SUV: it is still built to handle rough conditions, but it is also meant to feel more refined day to day.

For 2019, the Grand Cherokee’s appeal is strengthened by its broad range of powertrains and equipment. The source says the WK2 offered the 295-horsepower 3.6-litre Pentastar V6, the 357-horsepower 5.7-litre Hemi V8, and the 707-horsepower Trackhawk in the broader generation, while the 2019 model year falls before the later changes that removed some options. It also benefited from the generation’s increasingly sophisticated infotainment systems, including the intuitive Uconnect 4 on an 8.4-inch screen, and from the 2018 addition of a 7-inch touchscreen, Apple CarPlay, and Android Auto as standard equipment. Those features help explain why the Grand Cherokee remained popular: it offered capability, technology, and a wide spread of trims and prices.

There are still trade-offs. The buying guide notes that early fourth-generation Grand Cherokees had a rotten repair record, and while later versions are better, upkeep can still be costly. It also says the Grand Cherokee’s fuel economy is only mediocre by midsize SUV standards. Even so, for buyers who want a used SUV that feels more upscale than many mainstream rivals while still keeping Jeep’s off-road identity, the 2019 Grand Cherokee is distinctive for how much it can do without giving up its rugged character.

Other model years to consider

• 2022 Jeep Grand Cherokee

  • Average price: $33,201 CAD
  • Good/great deal percentage: 25.2%
  • User rating: 4.86 / 5
  • Total listings: 135

• 2024 Jeep Grand Cherokee

  • Average price: $40,955 CAD
  • Good/great deal percentage: 26.8%
  • User rating: 5 / 5
  • Total listings: 153

• 2023 Jeep Grand Cherokee

  • Average price: $36,527 CAD
  • Good/great deal percentage: 28.7%
  • User rating: 5 / 5
  • Total listings: 129

This analysis is based on CarGurus' proprietary market data from September 9, 2026, CarGurus experts' opinions, and generative AI.