Used 2014 Jeep Grand Cherokee for Sale near Chicago, IL
339 results
CarGurus Analysis:
2014 Jeep Grand Cherokee
With 327 currently listed for sale near Chicago, IL and an average price of $11,271.00, 19.0% 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.
57.2% of 2014 Grand Cherokee models on CarGurus are accident free.
The 2014 Jeep Grand Cherokee features advancements like a new 8-speed automatic transmission and a clean-diesel V6 engine option, enhancing performance and fuel efficiency across the lineup.
CarGurus Analysis: 2014 Jeep Grand Cherokee
overall
Summary
With 327 currently listed for sale near Chicago, IL and an average price of $11,271.00, 19.0% 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.
57.2% of 2014 Grand Cherokee models on CarGurus are accident free.
The 2014 Jeep Grand Cherokee features advancements like a new 8-speed automatic transmission and a clean-diesel V6 engine option, enhancing performance and fuel efficiency across the lineup.
Why it stands out
The 2014 Jeep Grand Cherokee continues to impress with its balanced mix of off-road capability and everyday usability. This SUV is not just about rugged terrain; it has been refined for daily driving, making it appealing to a broad range of buyers. The addition of advanced technology such as the Uconnect Access system and performance improvements through a new 8-speed automatic transmission highlight Jeep's commitment to combining luxury with functionality. Owners appreciate the spacious interior and upscale features that provide comfort on every journey, but some concerns arise regarding reliability and the costs associated with repairs on specific trims. Overall, the 2014 Jeep Grand Cherokee remains a top choice for drivers seeking versatility without compromising on luxury or performance.
Other model years to consider
- Average price: $31,828.00
- Good/great deal percentage: 77.2%
- User rating: 5 / 5
- Total listings: 312
- Average price: $28,767.00
- Good/great deal percentage: 75.4%
- User rating: 4.86 / 5
- Total listings: 297
- Average price: $34,361.00
- Good/great deal percentage: 75.4%
- User rating: 5 / 5
- Total listings: 305
This analysis is based on CarGurus' proprietary market data from June 2, 2026, CarGurus experts' opinions, and generative AI.
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4.8 Overall rating
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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 |
|---|---|
| Overland | $43,195 |
| SRT 4WD | $64,380 |
| Laredo | $29,495 |
| Limited | $36,495 |
| Summit 4WD | $51,195 |
| Overland 4WD | $46,195 |
| Laredo 4WD | $31,495 |
| 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.
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