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New & Used 2025 Jeep Wrangler for Sale near Chicago, IL

1,064 results

CarGurus Analysis:

2025 Jeep Wrangler

3.7

  • With 443 currently listed for sale near Chicago, IL and an average price of $35,636.00, 29.6% of 2025 Jeep Wranglers for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2025 Jeep Wrangler 3.67 / 5 stars.

  • 100.0% of 2025 Wrangler models on CarGurus are accident free.

  • The 2025 Jeep Wrangler boasts iconic looks, legendary off-road ability, and comes available in both two-door and four-door versions.

Research summarized using AI

 

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CarGurus Analysis: 2025 Jeep Wrangler

5.3
of 10
overall
Look and feel6/10
Technology7/10
Performance7/10
Safety4/10
Form & function4/10
Cost effectiveness4/10
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Summary

  • With 443 currently listed for sale near Chicago, IL and an average price of $35,636.00, 29.6% of 2025 Jeep Wranglers for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2025 Jeep Wrangler 3.67 / 5 stars.

  • 100.0% of 2025 Wrangler models on CarGurus are accident free.

  • The 2025 Jeep Wrangler boasts iconic looks, legendary off-road ability, and comes available in both two-door and four-door versions.

Why it stands out

The 2025 Jeep Wrangler remains a symbol of adventurous driving with its rugged styling and unmatched off-road prowess. It offers flexibility with a choice of three engines and seven trim levels, catering to diverse consumer needs. This year, every Wrangler model comes standard with power windows and door locks, marking a nice improvement in convenience features. The Wrangler is designed to be easily customizable, appealing to buyers who value personalization and outdoor activities. With features like removable tops and doors, it's made for exploration, making it a fun vehicle for thrill-seekers. However, its distinct character does come with trade-offs, including a rough ride quality and a lack of sophistication compared to modern vehicles. Ultimately, it embodies a spirit of adventure, making it an enduring choice for off-road enthusiasts.

Other model years to consider

  • 2024 Jeep Wrangler

    • Average price: $39,732.00
    • Good/great deal percentage: 36.3%
    • User rating: 4.5 / 5
    • Total listings: 567
  • 2023 Jeep Wrangler

    • Average price: $39,887.00
    • Good/great deal percentage: 75.7%
    • User rating: 5 / 5
    • Total listings: 210
  • 2021 Jeep Wrangler

    • 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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