Used 2019 Jeep Grand Cherokee for Sale near Winnipeg, MB
41 results
CarGurus Analysis:
2019 Jeep Grand Cherokee
With 40 currently listed for sale near Winnipeg, MB and an average price of $38,964.80 CAD, 17.5% 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.
The 2019 Jeep Grand Cherokee is praised for its smooth ride, spacious interior, and extensive features, making it a strong contender in the midsize luxury SUV market.
CarGurus Analysis: 2019 Jeep Grand Cherokee
Summary
With 40 currently listed for sale near Winnipeg, MB and an average price of $38,964.80 CAD, 17.5% 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.
The 2019 Jeep Grand Cherokee is praised for its smooth ride, spacious interior, and extensive features, making it a strong contender in the midsize luxury SUV market.
Why it stands out
The 2019 Jeep Grand Cherokee continues to uphold Jeep's legacy of blending rugged capability with luxury. This model stands out due to its impressive off-road prowess, which is complemented by a range of trims that cater to various budgets and preferences. The Grand Cherokee's spacious interior and user-friendly technology enhance its appeal, making it a favourite among families and adventure seekers alike. While some owners have noted concerns regarding pricing and the absence of certain features, the overall satisfaction remains high, reflecting its value in the competitive SUV segment. The 2019 model benefits from Jeep's long-standing reputation for reliability and performance, ensuring that it remains a solid choice for buyers looking for a versatile and capable vehicle.
Other model years to consider
- Average price: $45,000.00 CAD
- Good/great deal percentage: 27.5%
- User rating: 4.86 / 5
- Total listings: 69
- Average price: $42,000.00 CAD
- Good/great deal percentage: 32.8%
- User rating: 4.62 / 5
- Total listings: 64
- Average price: $50,000.00 CAD
- Good/great deal percentage: 21.3%
- User rating: 5 / 5
- Total listings: 61
This analysis is based on CarGurus' proprietary market data from July 22, 2026, CarGurus experts' opinions, and generative AI.
4.4 Overall rating
Filter by rating
Akiya S
Reviewed a 2019 Jeep Limited 4WD on Oct 24, 2025
The car is in immaculate condition for the price and mileage!!
David A
Reviewed a 2019 Jeep Limited 4WD on May 25, 2025
Sorry but the vehicle came from Canada, on the pictures doesn’t show but it has scratches and dents around the vehicle, engine and chasis was really rusty as well.
Dan L
Reviewed a 2019 Jeep SRT 4WD on Jan 28, 2025
Nothing more fun than this jeep. The features are fantastic. But the feeling in your chest when you put your foot down is indescribable.
Stephanie J
Reviewed a 2019 Jeep Limited RWD on May 26, 2025
I love everything about the grand Cherokee. Quite an amazing and fascinating vehicle.
2019 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| SRT 4WD | $68,395 |
| Summit 4WD | $54,695 |
| Overland 4WD | $48,995 |
| Laredo E 4WD | $35,795 |
| Limited X 4WD | $46,095 |
| Laredo 4WD | $34,245 |
| Altitude 4WD | $40,190 |
| Limited 4WD | $41,195 |
2019 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2019 Jeep Grand Cherokee prices has changed over time.
See more price trendsFAQs
How much does the 2019 Jeep Grand Cherokee cost in Winnipeg, MB?
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