Used 2021 Jeep Cherokee for Sale near Chicago, IL
247 results
CarGurus Analysis:
2021 Jeep Cherokee
With 246 currently listed for sale near Chicago, IL and an average price of $18,438.00, 32.1% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Cherokee 4.81 / 5 stars.
98.8% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee stands out for its impressive technology integration, spacious interiors, and robust safety features.
CarGurus Analysis: 2021 Jeep Cherokee
overall
Summary
With 246 currently listed for sale near Chicago, IL and an average price of $18,438.00, 32.1% of 2021 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Cherokee 4.81 / 5 stars.
98.8% of 2021 Cherokee models on CarGurus are accident free.
The 2021 Jeep Cherokee stands out for its impressive technology integration, spacious interiors, and robust safety features.
Why it stands out
The 2021 Jeep Cherokee is a versatile and well-rounded compact SUV that excels in technology and comfort, making it an appealing choice for both families and adventure seekers. Its smooth ride quality and advanced safety features add to its overall value, particularly noted in the higher-end Trailhawk trim, which boasts enhanced off-road capabilities. The Cherokee's interior is cleanly designed and user-friendly, featuring an easy-to-navigate Uconnect infotainment system. Although some drivers may see limitations with cargo space and might find the base engine underwhelming, the availability of multiple engine options, including a powerful turbocharged four-cylinder, provides enough variety for different driving needs. Overall, the Cherokee represents a solid choice for those looking for a stylish SUV that balances daily usability with off-road functionality.
Other model years to consider
- Average price: $16,310.00
- Good/great deal percentage: 26.5%
- User rating: 4.62 / 5
- Total listings: 260
- Average price: $21,533.00
- Good/great deal percentage: 23.8%
- User rating: 4.47 / 5
- Total listings: 248
- Average price: $13,896.00
- Good/great deal percentage: 20.3%
- User rating: 4.39 / 5
- Total listings: 251
This analysis is based on CarGurus' proprietary market data from April 7, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
Best Jeep Lease Deals in April 2026
From the subcompact Compass to the rugged Wrangler, Jeep has a range of models suited to all drivers. We’ve collected the best Jeep lease deals available this month.
Best Hybrid Lease Deals in April 2026
Hybrid vehicles offer terrific fuel economy, and leasing can get you into one at a more affordable monthly price than financing. Many automakers regularly run lease specials on hybrids, too. Here are the best hybrid-car lease deals we've found this month.
The Best Used SUVs Under $15,000 in 2026
Used cars have grown more expensive, just like new cars. But you can still find a good used vehicle in sub-$15,000 price range with modern safety features, an infotainment system, and under 100,000 miles on the odometer.
4.8 Overall rating
Filter by rating
Xing F
Reviewed a 2021 Jeep Cherokee on Oct 22, 2024
The 2021 Jeep Cherokee is a versatile compact SUV that excels in off-road performance, particularly in the Trailhawk trim, thanks to its advanced 4x4 system and terrain management features.
Todd R
Reviewed a 2021 Jeep Cherokee on Jun 26, 2025
It’s a nice car, deceptively large inside, and comfortable. I’m average height but on the fluffy side, and it’s a very comfortable fit. Nice smooth ride. A/c feels like a freezer (I bought the car on the hottest day of the year and I was plenty cool on the long drive home.
Matthew P
Reviewed a 2021 Jeep Cherokee on Dec 29, 2024
The car’s features are awesome, all this at a great deal
John H
Reviewed a 2021 Jeep Cherokee on Nov 3, 2023
Great features and more than I expected. Great value for the money. Im very pleased with the SUV.
2021 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Latitude Plus FWD | $30,200 |
| Latitude FWD | $27,890 |
| Altitude 4WD | $32,895 |
| Latitude Lux FWD | $31,810 |
| Latitude Plus 4WD | $31,700 |
| Trailhawk 4WD | $36,540 |
| Limited 4WD | $37,340 |
| Latitude Lux 4WD | $33,310 |
2021 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Jeep Cherokee prices has changed over time.
See more price trends
