Used 2014 Jeep Grand Cherokee for Sale near Chicago, IL
306 results
CarGurus Analysis:
2014 Jeep Grand Cherokee
With 306 currently listed for sale near Chicago, IL and an average price of $11,983.00, 24.5% of 2014 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Jeep Grand Cherokee 4.74 / 5 stars.
60.5% of 2014 Grand Cherokee models on CarGurus are accident free.
The 2014 Jeep Grand Cherokee offers a luxurious interior, impressive power, and a range of advanced features. Noteworthy updates include revised styling, a new 8-speed automatic transmission for improved fuel economy, and options such as a clean-diesel V6 engine.
CarGurus Analysis: 2014 Jeep Grand Cherokee
overall
Summary
With 306 currently listed for sale near Chicago, IL and an average price of $11,983.00, 24.5% of 2014 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Jeep Grand Cherokee 4.74 / 5 stars.
60.5% of 2014 Grand Cherokee models on CarGurus are accident free.
The 2014 Jeep Grand Cherokee offers a luxurious interior, impressive power, and a range of advanced features. Noteworthy updates include revised styling, a new 8-speed automatic transmission for improved fuel economy, and options such as a clean-diesel V6 engine.
Why it stands out
The 2014 Jeep Grand Cherokee distinguishes itself with its blend of luxury, performance, and off-road capability. It offers a spacious and refined interior, making it a comfortable option for both daily driving and adventurous outings. The incorporation of advanced technologies, such as the optional Uconnect Access system with an 8.4-inch touchscreen and improved safety features, enhances the driving experience significantly. With various trims available, buyers can choose from luxury and performance-oriented versions, including the new diesel variant that provides excellent power and fuel efficiency. However, it's essential to note that some drivers have raised concerns regarding reliability and the high cost of repairs for specific trims. Overall, the Grand Cherokee remains a well-rounded SUV appealing to those seeking versatility in a luxurious package.
Other model years to consider
- Average price: $31,977.00
- Good/great deal percentage: 76.8%
- User rating: 5 / 5
- Total listings: 310
- Average price: $29,346.00
- Good/great deal percentage: 73.7%
- User rating: 4.86 / 5
- Total listings: 297
- Average price: $34,288.00
- Good/great deal percentage: 79.2%
- User rating: 5 / 5
- Total listings: 293
This analysis is based on CarGurus' proprietary market data from April 28, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
Car Deals with 0% APR in April 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
The Best Future Classic Cars to Buy in 2026
“What car can I buy today that will increase in value down the road?” It's a timeless question with no definitive answer. However, two key factors often contribute to future collectibility: lower production volume and higher engine power. Here, we've picked some very promising contenders.
4.8 Overall rating
Filter by rating
V. James B
Reviewed a 2014 Jeep Grand Cherokee on Dec 9, 2024
Its a great looking and driving vehicle. I wish they made the third row in this model. However I always feel like the center of attention when driving a jeep that has that sleek, classic, luxury feel and vibe but also can be rugged and tough, and able to run with boss hogs whether on a trail or the open road. Its great for travel and great for inclement weather. What other car does what the Jeep Grand Cherokee does then or now? Not a one. Because Jeep is a stand alone Grand type of ride!
Gavin P
Reviewed a 2014 Jeep SRT 4WD on May 31, 2025
It’s very spacious and very light at the wheel. As you drive the car it feels like you’re floating and at peace. In my opinion the car lacks nothing and that was my first time driving a jeep and I highly recommend!!!!
Sheri S
Reviewed a 2014 Jeep Grand Cherokee on Jul 27, 2025
I like it because I think it's the right size for me and my bestie to go camping.
Tyrell W
Reviewed a 2014 Jeep Grand Cherokee on Jul 4, 2025
The summit is the luxury model and the trim is too notch with a 5.7 hemi to go along with it . The only issues would be the air suspension has problems so get a warranty.
2014 Jeep Grand Cherokee Trims
| Trim type | MSRP |
|---|---|
| Laredo | $29,495 |
| Overland | $43,195 |
| SRT 4WD | $64,380 |
| Limited | $36,495 |
| Summit 4WD | $51,195 |
| Laredo 4WD | $31,495 |
| Overland 4WD | $46,195 |
| Limited 4WD | $38,495 |
2014 Jeep Grand Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2014 Jeep Grand Cherokee prices has changed over time.
See more price trends
