Used 2016 Jeep Grand Cherokee for Sale near Chicago, IL
330 results
CarGurus Analysis:
2016 Jeep Grand Cherokee
With 181 currently listed for sale near Chicago, IL and an average price of $15,064.00, 30.9% of 2016 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Grand Cherokee 4.8 / 5 stars.
62.4% of 2016 Grand Cherokee models on CarGurus are accident free.
The 2016 Jeep Grand Cherokee is known for its spacious interior, advanced off-road capabilities, and an impressive towing capacity that reaches up to 7,400 pounds with the optional V8.
CarGurus Analysis: 2016 Jeep Grand Cherokee
overall
Summary
With 181 currently listed for sale near Chicago, IL and an average price of $15,064.00, 30.9% of 2016 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Grand Cherokee 4.8 / 5 stars.
62.4% of 2016 Grand Cherokee models on CarGurus are accident free.
The 2016 Jeep Grand Cherokee is known for its spacious interior, advanced off-road capabilities, and an impressive towing capacity that reaches up to 7,400 pounds with the optional V8.
Why it stands out
The 2016 Jeep Grand Cherokee differentiates itself through its robust performance, luxurious interior, and strong off-road prowess. With several engine options, including a powerful 5.7-liter Hemi V8, the Grand Cherokee can accommodate varying needs for power and towing, making it a versatile choice for those who require both family-friendly features and rugged capabilities. Notable upgrades for this model include a switch to electric steering, enhancing maneuverability in urban settings while maintaining the rugged charm that Jeep is known for. Although some elements like the infotainment system could use modernization, the overall experience provides a blend of comfort and functionality that appeals to buyers looking for an SUV that fulfills multiple roles.
Other model years to consider
- Average price: $31,836.00
- Good/great deal percentage: 68.3%
- User rating: 5 / 5
- Total listings: 290
- Average price: $29,392.00
- Good/great deal percentage: 67.5%
- User rating: 4.86 / 5
- Total listings: 283
- Average price: $13,604.00
- Good/great deal percentage: 28.7%
- User rating: 4.69 / 5
- Total listings: 320
This analysis is based on CarGurus' proprietary market data from April 14, 2026, CarGurus experts' opinions, and generative AI.
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4.8 Overall rating
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Thomas T
Reviewed a 2016 Jeep Laredo 75th Anniversary 4WD on Jan 20, 2025
After driving it for the first time I knew I wanted it. I had to have some things line up for me to be able to buy it but they did and I was able to bring it home. The style, comfort and luxury are more than I ever could’ve asked for.
Russ E
Reviewed a 2016 Jeep Grand Cherokee on Jan 19, 2026
Rides and handles great. The 3.0L diesel runs awesome and gets excellent fuel mileage. Can't hear the diesel at all on the road. The looks of the GC are so sexy!
Ken N
Reviewed a 2016 Jeep Limited on Oct 22, 2025
The car is nice I like the black and it’s clean it has a back up camera even though I don’t use them that’s nice as well it’s very spacious
Cory L
Reviewed a 2016 Jeep Grand Cherokee on Feb 11, 2020
2016 Jeep Cherokee - great everyday vehicle. Super comfortable and great capabilities. 4x4 with all the comfort of a fine leather chair. Mudd/rocks no problem. Highway driving @ 80 mph no problem. Plenty of space for all my sh...stuff. :) This is our fourth GC and fifth Jeep overall. No complaints.
2016 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Limited 75th Anniversary 4WD | $43,175 |
| Laredo 75th Anniversary 4WD | $36,975 |
| Laredo | $29,995 |
| Limited | $37,565 |
| Summit 4WD | $52,795 |
| Overland 4WD | $47,395 |
| Laredo 4WD | $32,295 |
| Limited 4WD | $39,565 |
2016 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2016 Jeep Grand Cherokee prices has changed over time.
See more price trends
