Used Jeep Wrangler for Sale near Chicago, IL
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Recommended model year:
2014 Jeep Wrangler
Shop 2014 Jeep Wrangler »With 418 currently listed for sale near Chicago, IL and an average price of $14,358.00, 26.8% of 2014 Jeep Wranglers for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Jeep Wrangler 4.62 / 5 stars.
62.2% of 2014 Wrangler models on CarGurus are accident free.
The 2014 Jeep Wrangler impresses with its robust off-road capabilities and iconic rugged design, suited for adventurous driving.
FAQs
How much does the Jeep Wrangler cost in Chicago, IL?
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4.6 Overall rating
Customers say
Overall, Jeep Wrangler owners across all model years express strong enthusiasm for their vehicles, particularly praising their off-road capabilities, rugged design, and fun driving experiences. Many appreciate the iconic styling and the ability to customize their Wranglers. However, common criticisms include poor fuel economy, limited cargo space, and occasional discomfort during longer drives. While the Wranglers are loved for their adventurous spirit, some owners wish for more modern features and improved reliability in certain models.
AI generated from the text of customer reviews.
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What people say
Garie L
Reviewed a 2022 Jeep Sport 4WD on Apr 29, 2026
Love the features on this Jeep. I'm an outdoors person and I can go wherever I want. The value of the Jeep was good.
Cheri E
Reviewed a 2025 Jeep Wrangler on Apr 10, 2025
As a previous owner of a CJ7, and later a 1999 Wrangler, the 2025 Wrangler is very different. The clutch is feather light compared to any standard transmission I’ve ever driven. I love the ability to integrate my phone etc.. the Alpine stereo sounds good. The removable T top model sounds tight going down the road… Very little noise. The steering is easy yet responsive. The seats are comfortable and fit well even though I’m only 5’2” and my husband 6’1”. I wish the clutch were a bit more firm. But I’m sure I will get used to it and even prefer it overtime.
Destiny P
Reviewed a 2020 Jeep Sport 4WD on Jul 18, 2025
This jeep is absolutely beautiful I don’t think I would’ve found something as spot on to what vehicle I was looking for in another location. The soft top to the jeep makes it way easier to ride with the top opened up compared to the hard top jeeps which I love. The value of it was absolutely worth it too compared to other jeeps I’ve seen with the same amount of mileage you can’t really find something to beat its value. Overall I will definitely be referring friends and family to search for their cars here when they’re in the market for one.
Anonymous
Reviewed a 2013 Jeep Wrangler on Jul 24, 2024
Absolutely great vehicle! This our 3rd Jeep and by far my favorite!
Jeep Wrangler Trims
| Trim type | MSRP |
|---|---|
| Sport S 2-Door 4WD | $39,345 |
| Rubicon X 4-Door 4WD | $59,995 |
| Sport 2-Door 4WD | $35,595 |
| Rubicon 4-Door 4WD | $49,300 |
| Sahara 4-Door 4WD | $48,470 |
| Sport 4-Door 4WD | $38,600 |
| Willys 4-Door 4WD | $44,500 |
| Sport S 4-Door 4WD | $41,000 |
Jeep Wrangler Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Jeep Wrangler prices has changed over time.
See more price trendsCarGurus recommends the 2014 Jeep Wrangler
Summary
With 418 currently listed for sale near Chicago, IL and an average price of $14,358.00, 26.8% of 2014 Jeep Wranglers for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Jeep Wrangler 4.62 / 5 stars.
62.2% of 2014 Wrangler models on CarGurus are accident free.
The 2014 Jeep Wrangler impresses with its robust off-road capabilities and iconic rugged design, suited for adventurous driving.
Why it stands out
The 2014 Jeep Wrangler is celebrated for its exceptional off-road performance, allowing drivers to tackle challenging terrains with confidence. Characterized by its timeless design and customizable features, it remains a favorite among those who cherish adventure. While it may not excel in daily commuting with its rugged ride and fuel efficiency, the Wrangler delivers an engaging driving experience that can't be matched by traditional SUVs. Owners praise its capability to go places others cannot, celebrating both its style and performance as a true American icon.
Other model years to consider
- Average price: $28,546.00
- Good/great deal percentage: 61.0%
- User rating: 4.85 / 5
- Total listings: 251
- Average price: $34,743.00
- Good/great deal percentage: 67.4%
- User rating: 5 / 5
- Total listings: 215
- Average price: $25,971.00
- Good/great deal percentage: 49.1%
- User rating: 4.36 / 5
- Total listings: 214
These recommendations are based on CarGurus' proprietary market data from April 28, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2025 Jeep Wrangler
- Expert review5/10
- MSRP$32,095-$99,995
- Avg. price$46,600
- User rating3.6667
2024 Jeep Wrangler
- Expert review8/10
- MSRP$31,995-$99,995
- Avg. price$41,851
- User rating4.5
2020 Jeep Wrangler
- Expert review8/10
- MSRP$28,295-$49,750
- Avg. price$26,821
- User rating4.36
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