Used 2016 Jeep Wrangler for Sale near Chicago, IL
196 results
CarGurus Analysis:
2016 Jeep Wrangler
With 187 currently listed for sale near Chicago, IL and an average price of $17,736.00, 28.3% of 2016 Jeep Wranglers for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Wrangler 4.6 / 5 stars.
63.6% of 2016 Wrangler models on CarGurus are accident free.
The 2016 Jeep Wrangler is celebrated for its fun driving experience, rugged design, and versatile features, including removable doors and roof for open-air driving.
CarGurus Analysis: 2016 Jeep Wrangler
overall

Summary
With 187 currently listed for sale near Chicago, IL and an average price of $17,736.00, 28.3% of 2016 Jeep Wranglers for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2016 Jeep Wrangler 4.6 / 5 stars.
63.6% of 2016 Wrangler models on CarGurus are accident free.
The 2016 Jeep Wrangler is celebrated for its fun driving experience, rugged design, and versatile features, including removable doors and roof for open-air driving.
Why it stands out
The 2016 Jeep Wrangler stands out due to its iconic design and unique ability to traverse both city streets and off-road trails with ease. Its combination of a robust V6 engine providing 285 horsepower and an available 4-wheel-drive system makes it an excellent choice for adventure enthusiasts. The Wrangler's ability to be customized with ease adds to its charm, allowing owners to tailor their vehicles to their preferences. While it offers an enjoyable driving experience, especially with a manual transmission, some buyers may find its on-road handling to be bumpy and its fuel economy less than ideal. Overall, the 2016 Wrangler continues to appeal to those who prioritize ruggedness and fun over a smooth ride.
Other model years to consider
- Average price: $39,732.00
- Good/great deal percentage: 36.3%
- User rating: 4.5 / 5
- Total listings: 567
- Average price: $39,887.00
- Good/great deal percentage: 75.7%
- User rating: 5 / 5
- Total listings: 210
- Average price: $29,060.00
- Good/great deal percentage: 58.5%
- User rating: 4.85 / 5
- Total listings: 229
This analysis is based on CarGurus' proprietary market data from June 2, 2026, CarGurus experts' opinions, and generative AI.
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4.6 Overall rating
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Anthony B
Reviewed a 2016 Jeep Wrangler on Sep 14, 2025
Jeep looks great for it's age. Paint almost perfect Interior in excellent condition. Rides great. Feels like a new vehicle
Laci R
Reviewed a 2016 Jeep Wrangler on Jul 7, 2025
The car states it has several benefits such as heated seats, rear camera, led lights, and a wench, however, none of these things work on the vehicle. This could be because if after market add ons, but as of no hardly anything works correctly. We will have to put a lot of money into it to get it working, therefore the price was not a good value.
Osman ( Robert ) A
Reviewed a 2016 Jeep Unlimited Sport 4WD on Apr 23, 2024
Great Jeep Wrangler Sport unlimited fully loaded , reliable , leather seats , removable hard top , lifted , big size tires , Raptor liner paint, amazing value .
Prestus N
Reviewed a 2016 Jeep Wrangler on Sep 12, 2021
So much fun to drive. More power and responsiveness than expected. Automatic start is awesome. Only wish it was equipped with a rear back up camera (installingonethisweek).
2016 Jeep Wrangler Trims
| Trim type | MSRP |
|---|---|
| Unlimited Sahara 75th Anniversary 4WD | $38,475 |
| Willys Wheeler 4WD | $28,195 |
| Unlimited Rubicon Hard Rock 4WD | $41,795 |
| Unlimited Sport S 4WD | $30,895 |
| Sport 4WD | $23,895 |
| Unlimited Rubicon 4WD | $36,995 |
| Unlimited Sahara 4WD | $33,795 |
| Unlimited Sport 4WD | $27,695 |
2016 Jeep Wrangler Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2016 Jeep Wrangler prices has changed over time.
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