Used 2016 Jeep Cherokee for Sale near Chicago, IL
286 results
CarGurus Analysis:
2016 Jeep Cherokee
With 287 currently listed for sale near Chicago, IL and an average price of $11,877.00, 20.2% of 2016 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Cherokee 4.12 / 5 stars.
67.2% of 2016 Cherokee models on CarGurus are accident free.
The 2016 Jeep Cherokee stands out for its sporty performance, comfortable interior, and impressive off-road capability, particularly in its Trailhawk variant.
CarGurus Analysis: 2016 Jeep Cherokee
overall
Summary
With 287 currently listed for sale near Chicago, IL and an average price of $11,877.00, 20.2% of 2016 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Cherokee 4.12 / 5 stars.
67.2% of 2016 Cherokee models on CarGurus are accident free.
The 2016 Jeep Cherokee stands out for its sporty performance, comfortable interior, and impressive off-road capability, particularly in its Trailhawk variant.
Why it stands out
The 2016 Jeep Cherokee is recognized for its versatility and performance both on and off the road. It features a rugged design with an elegant interior that offers a quality feel, making it appealing to drivers who desire a compact SUV capable of handling various terrains. The Trailhawk trim particularly enhances its off-road capabilities, featuring advanced 4WD systems, significant ground clearance, and technology designed to handle rough conditions, such as Selec-Terrain and Selec-Speed control. Additionally, user reviews praise its comfort and feature set, including heated seats and an intuitive infotainment system, though some owners mention concerns regarding reliability, particularly with the 9-speed transmission. Despite these criticisms, the Cherokee remains a strong contender in its class, combining practicality and style with an adventurous spirit.
Other model years to consider
- Average price: $12,395.00
- Good/great deal percentage: 23.9%
- User rating: 4.80 / 5
- Total listings: 422
- Average price: $17,011.00
- Good/great deal percentage: 40.8%
- User rating: 4.77 / 5
- Total listings: 213
- Average price: $15,476.00
- Good/great deal percentage: 37.0%
- User rating: 4.67 / 5
- Total listings: 192
This analysis is based on CarGurus' proprietary market data from May 26, 2026, CarGurus experts' opinions, and generative AI.
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4.2 Overall rating
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Stephanie F
Reviewed a 2016 Jeep Cherokee on Jun 5, 2024
My husband and I absolutely enjoy this new car of ours. This is the vehicle we want and need. The features are perfect and everything works great, though we had to replace the brakes, spark plugs , and a few other things. The vehicle is in excellent condition and still looks new. The interior is beautiful. It’s the best vehicle for all of the driving that we do.
Andrew H
Reviewed a 2016 Jeep Limited 4WD on May 29, 2025
Very well maintained and no issues that I can find.
Darren C
Reviewed a 2016 Jeep Cherokee on Apr 24, 2025
I think it’s a decent car for the money. Good for the Canadian winter.
Crystal C
Reviewed a 2016 Jeep Cherokee on Feb 3, 2021
Love my Cherokee so far, it’s the perfect size for my family! The leather seats are super comfortable , the only things I wish it had but weren’t a deal breaker is a sun roof and navigation
2016 Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Latitude 75th Anniversary 4WD | $29,875 |
| Limited FWD | $29,195 |
| Sport 4WD | $25,495 |
| Sport FWD | $23,495 |
| Latitude FWD | $25,295 |
| Trailhawk 4WD | $30,995 |
| Limited 4WD | $31,195 |
| Latitude 4WD | $27,295 |
2016 Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2016 Jeep Cherokee prices has changed over time.
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