Used 2019 Jeep Grand Cherokee for Sale near Chicago, IL
365 results
CarGurus Analysis:
2019 Jeep Grand Cherokee
With 362 currently listed for sale near Chicago, IL and an average price of $19,614.00, 27.9% 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.
82.9% of 2019 Grand Cherokee models on CarGurus are accident free.
The 2019 Jeep Grand Cherokee offers a blend of off-road capability and daily driving comfort, featuring a spacious interior loaded with technology.
CarGurus Analysis: 2019 Jeep Grand Cherokee
overall
Summary
With 362 currently listed for sale near Chicago, IL and an average price of $19,614.00, 27.9% 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.
82.9% of 2019 Grand Cherokee models on CarGurus are accident free.
The 2019 Jeep Grand Cherokee offers a blend of off-road capability and daily driving comfort, featuring a spacious interior loaded with technology.
Why it stands out
The 2019 Jeep Grand Cherokee is a versatile midsize SUV that excels both on and off the road. Its robust design combines a comfortable ride with impressive off-road capabilities, making it appealing to a wide range of buyers. Powered by a competent 3.6-liter V6 engine delivering 295 horsepower, the Grand Cherokee has enough muscle for both everyday use and terrain conquering adventures. Owners have highlighted its smooth ride and roomy cabin, although some express dissatisfaction regarding its pricing and missing premium features in certain trims. Notably, the Grand Cherokee offers an array of trim levels, each catering to different preferences—ranging from standard models to performance-oriented versions like the Trackhawk. Despite its many strengths, potential buyers should be cautious of its mediocre safety ratings, particularly regarding frontal-impact protection.
Other model years to consider
- Average price: $32,132.00
- Good/great deal percentage: 82.8%
- User rating: 5 / 5
- Total listings: 302
- Average price: $28,414.00
- Good/great deal percentage: 83.2%
- User rating: 4.86 / 5
- Total listings: 286
- Average price: $15,355.00
- Good/great deal percentage: 23.8%
- User rating: 4.77 / 5
- Total listings: 311
This analysis is based on CarGurus' proprietary market data from May 5, 2026, CarGurus experts' opinions, and generative AI.
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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 |
|---|---|
| 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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