Used 2021 Jeep Grand Cherokee for Sale near Chicago, IL
238 results
CarGurus Analysis:
2021 Jeep Grand Cherokee
With 241 currently listed for sale near Chicago, IL and an average price of $29,901.00, 43.2% 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 4.6 / 5 stars.
120.3% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee offers a blend of rugged utility and upscale sophistication, featuring a spacious interior, advanced technology options, and off-road capabilities.
CarGurus Analysis: 2021 Jeep Grand Cherokee
overall
Summary
With 241 currently listed for sale near Chicago, IL and an average price of $29,901.00, 43.2% 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 4.6 / 5 stars.
120.3% of 2021 Grand Cherokee models on CarGurus are accident free.
The 2021 Jeep Grand Cherokee offers a blend of rugged utility and upscale sophistication, featuring a spacious interior, advanced technology options, and off-road capabilities.
Why it stands out
The 2021 Jeep Grand Cherokee continues to appeal to buyers looking for a versatile SUV, combining luxury and capability in a time-tested package. Its exterior features a stylish design that has aged well, while the interior boasts premium materials, including plush leather and wood accents that elevate the driving experience. With a powerful standard 3.6-liter V6 engine as well as an optional 5.7-liter HEMI V8, the Grand Cherokee delivers dynamic performance for both daily driving and off-road adventures. However, some users express concerns over fuel economy, particularly with the V8, and critique the lack of certain tech features that can be expected in competitor vehicles. Despite these drawbacks, the Grand Cherokee's solid build quality and array of configurations make it a compelling choice for many.
Other model years to consider
- Average price: $29,393.00
- Good/great deal percentage: 55.1%
- User rating: 4.73 / 5
- Total listings: 283
- Average price: $13,158.00
- Good/great deal percentage: 30.3%
- User rating: 4.68 / 5
- Total listings: 277
- Average price: $14,983.00
- Good/great deal percentage: 27.1%
- User rating: 4.77 / 5
- Total listings: 329
This analysis is based on CarGurus' proprietary market data from March 24, 2026, CarGurus experts' opinions, and generative AI.
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4.6 Overall rating
Filter by rating
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.
Ricardo Q
Reviewed a 2021 Jeep Grand Cherokee on May 15, 2021
I just bought a 2021 80th anniversary edition. I came from multiple Audi Q5s and SQ5s. 300 HP, better tech than Audi. Beautiful leather interior, ventilated seats not available from Audi. Remote start not available from Audi. Sound system substantially better than the Audi. The only thing thats better in the Audis is the suspension and handling, by far. But everything else is equal or better than the Audi. Its also roomier than the Audi and has more cargo space, without being too large like a Yukon or an Explorer. At $20K less than the Audi its a much better value. Its the perfect car for me. This is the second one for me I just came out of a 2019 Grand Cherokee upland. That one was very nice but I didnt dig the cloth seats. It was more of an off-road vehicle. The new one is definitely a street/highway vehicle. I chose my new one in black on black with gunmetal rims. Looks heavy metal. Love it.
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
