Used 2019 Jeep Grand Cherokee for Sale near Chicago, IL
281 results
CarGurus Analysis:
2019 Jeep Grand Cherokee
With 273 currently listed for sale near Chicago, IL and an average price of $19,640.00, 35.9% of 2019 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Jeep Grand Cherokee 4.39 / 5 stars.
93.4% of 2019 Grand Cherokee models on CarGurus are accident free.
The 2019 Jeep Grand Cherokee is known for its versatile performance, featuring a smooth ride, spacious interior, and a range of trims catering to both luxury and off-road enthusiasts.
CarGurus Analysis: 2019 Jeep Grand Cherokee
overall
Summary
With 273 currently listed for sale near Chicago, IL and an average price of $19,640.00, 35.9% of 2019 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Jeep Grand Cherokee 4.39 / 5 stars.
93.4% of 2019 Grand Cherokee models on CarGurus are accident free.
The 2019 Jeep Grand Cherokee is known for its versatile performance, featuring a smooth ride, spacious interior, and a range of trims catering to both luxury and off-road enthusiasts.
Why it stands out
The 2019 Jeep Grand Cherokee distinguishes itself with a blend of rugged capability and everyday comfort. It provides an impressive range of engine options, from a standard 295-hp V6 to a powerful 707-hp supercharged V8 in the high-performance Trackhawk model. Its design remains timeless, characterized by a classic grille and sharp lines that exude confidence on the road. Inside, while some materials may not meet expectations for a luxury SUV, the spacious cabin offers comfortable seating and numerous tech features, such as Apple CarPlay and Android Auto through the updated Uconnect system. Although the Grand Cherokee shines in both on-road handling and off-road prowess, potential buyers should be mindful of its crash test ratings, which reveal some weaknesses in occupant protection. Nonetheless, its strong accident-free rate and favorable reviews make it a compelling choice in the SUV market.
Other model years to consider
- Average price: $31,977.00
- Good/great deal percentage: 76.8%
- User rating: 5 / 5
- Total listings: 310
- Average price: $29,346.00
- Good/great deal percentage: 73.7%
- User rating: 4.86 / 5
- Total listings: 297
- Average price: $34,288.00
- Good/great deal percentage: 79.2%
- User rating: 5 / 5
- Total listings: 293
This analysis is based on CarGurus' proprietary market data from April 28, 2026, CarGurus experts' opinions, and generative AI.
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4.4 Overall rating
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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.
Anonymous
Reviewed a 2019 Jeep Grand Cherokee on May 1, 2024
Comfortable, reliable, drives smoothly, looking good, feels safe on the road.
2019 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Limited X 4WD | $46,095 |
| Trailhawk 4WD | $44,295 |
| Altitude RWD | $37,890 |
| Overland 4WD | $48,995 |
| Limited RWD | $39,195 |
| Laredo E 4WD | $35,795 |
| 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.
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