Used 2019 Jeep Grand Cherokee for Sale near Windsor, ON
67 results
CarGurus Analysis:
2019 Jeep Grand Cherokee
With 436 currently listed for sale and an average price of $23,520.00 CAD, 33.7% 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.
CarGurus Analysis: 2019 Jeep Grand Cherokee
Summary
With 436 currently listed for sale and an average price of $23,520.00 CAD, 33.7% 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 continues to build on Jeep's reputation as a leader in the SUV segment, combining rugged off-road capability with a luxurious driving experience. This midsize SUV is well-loved by its owners, who appreciate its smooth ride, spacious interior, and a wealth of features that provide real value for the price. It occupies a unique niche in its class, offering luxury equal to that of traditional premium brands, but at a more attainable price. Moreover, it maintains Jeep's iconic trail-ready lineage, making it a great choice for outdoor enthusiasts and everyday drivers alike. While some users have pointed out concerns about price and missing features (like a sunroof), the overall consensus is positive, reinforcing the Grand Cherokee's standing in the competitive SUV landscape.
Other model years to consider
- Average price: $36,012.00 CAD
- Good/great deal percentage: 33.4%
- User rating: 4.86 / 5
- Total listings: 608
- Average price: $38,920.00 CAD
- Good/great deal percentage: 33.8%
- User rating: 5 / 5
- Total listings: 586
- Average price: $44,297.00 CAD
- Good/great deal percentage: 32.8%
- User rating: 5 / 5
- Total listings: 668
This analysis is based on CarGurus' proprietary market data from June 29, 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 |
| Overland 4WD | $48,995 |
| Summit 4WD | $54,695 |
| Laredo E 4WD | $35,795 |
| Laredo 4WD | $34,245 |
| Limited X 4WD | $46,095 |
| 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 Windsor, ON?
How many 2019 Jeep Grand Cherokee vehicles in Windsor, ON have no reported accidents or damage?
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