Used 2021 Jeep Grand Cherokee for Sale near Chicago, IL
240 results
CarGurus Analysis:
2021 Jeep Grand Cherokee
With 242 currently listed for sale near Chicago, IL and an average price of $27,422.00, 50.0% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.59 / 5 stars.
100.0% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee offers a stylish design and a premium interior that combines rugged utility with luxury, catering to a wide range of buyers.
CarGurus Analysis: 2021 Jeep Grand Cherokee
overall
Summary
With 242 currently listed for sale near Chicago, IL and an average price of $27,422.00, 50.0% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.59 / 5 stars.
100.0% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee offers a stylish design and a premium interior that combines rugged utility with luxury, catering to a wide range of buyers.
Why it stands out
The 2021 Jeep Grand Cherokee is a robust vehicle that successfully blends luxury with off-road capability, maintaining its appeal among a diverse audience of SUV enthusiasts. Retaining a timeless design that continues to captivate, the Grand Cherokee boasts features that enhance both its aesthetic and functional appeal. Inside, the Grand Cherokee emphasizes comfort and quality with its premium materials, while offering advanced technology like the Uconnect infotainment system. However, the vehicle does face some scrutiny regarding safety ratings, particularly in IIHS testing, where it received mixed results. Despite this, its overall performance, spacious interior, and luxurious feel make it an attractive option for those searching for versatility in an SUV.
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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4.6 Overall rating
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James H
Reviewed a 2021 Jeep Grand Cherokee on Apr 21, 2025
I'm a little biased because I've always driven Grand Cherokees. But I've always done that for a reason. Good quality, good features, great 4x4 capabilities and great handling.
Anonymous
Reviewed a 2021 Jeep Grand Cherokee on Aug 31, 2024
This vehicle is exactly what I expected from the Jeep brand . It has some great features, including panoramic sunroof. It would have been nice to have a CD player or a hard drive that holds CD recordings.
Lisa C
Reviewed a 2021 Jeep Grand Cherokee on Jul 23, 2024
Its a nice car and was kept up very well. No rips or tears that I could see. It was priced too high for me.
Anonymous
Reviewed a 2021 Jeep Grand Cherokee on Apr 5, 2022
Great features. Tow package. Tow capacity 6200#. Love the overall looks of the vehicle.
2021 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| High Altitude 4WD | $54,175 |
| Trailhawk 4WD | $46,815 |
| Overland 4WD | $51,230 |
| Laredo X RWD | $38,960 |
| Laredo E 4WD | $37,485 |
| 80th Anniversary Edition 4WD | $45,970 |
| Laredo X 4WD | $40,985 |
| Limited 4WD | $43,580 |
2021 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Grand Cherokee prices has changed over time.
See more price trends
