Used 2016 Jeep Cherokee for Sale near Chicago, IL
222 results
CarGurus Analysis:
2016 Jeep Cherokee
- With 220 currently listed for sale near Chicago, IL and an average price of $11,615.00, 21.8% of 2016 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2016 Jeep Cherokee 4.08 / 5 stars.
- 56.8% of 2016 Cherokee models on CarGurus are accident free.
- The 2016 Jeep Cherokee Trailhawk offers impressive off-road capabilities while providing a comfortable driving experience with features like heated seats and steering wheel.
CarGurus Analysis: 2016 Jeep Cherokee
overall
Summary
- With 220 currently listed for sale near Chicago, IL and an average price of $11,615.00, 21.8% of 2016 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2016 Jeep Cherokee 4.08 / 5 stars.
- 56.8% of 2016 Cherokee models on CarGurus are accident free.
- The 2016 Jeep Cherokee Trailhawk offers impressive off-road capabilities while providing a comfortable driving experience with features like heated seats and steering wheel.
Why it stands out
The 2016 Jeep Cherokee is distinguished by its combination of on-road comfort and off-road prowess, particularly in the Trailhawk trim, which is designed for more rugged terrain. This model offers a 271-horsepower V6 engine, which enhances both acceleration and fuel efficiency while navigating city streets or taking on adventurous trails. Its high ground clearance and various four-wheel-drive systems also contribute to its versatility as a compact SUV. The Cherokee’s interior quality is notably high for its price, providing a comfortable space that accommodates both daily driving and off-road excursions. However, some concerns regarding the reliability of the transmission have been reported, which could factor into a buyer's decision.
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: $18,438.00
- Good/great deal percentage: 32.1%
- User rating: 4.81 / 5
- Total listings: 246
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.
4.2 Overall rating
Filter by rating
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 FWD | $27,875 |
| Sport 4WD | $25,495 |
| Limited FWD | $29,195 |
| 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.
See more price trends
