Used 2020 Land Rover Defender for Sale near Chicago, IL
90 results
CarGurus Analysis:
2020 Land Rover Defender
With 88 currently listed for sale near Chicago, IL and an average price of $38,153.00, 27.3% of 2020 Land Rover Defenders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Land Rover Defender 5 / 5 stars.
81.8% of 2020 Defender models on CarGurus are accident free.
The 2020 Land Rover Defender stands out with its impressive off-road capabilities, spacious interior, and modern technology features.
CarGurus Analysis: 2020 Land Rover Defender
overall
Summary
With 88 currently listed for sale near Chicago, IL and an average price of $38,153.00, 27.3% of 2020 Land Rover Defenders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Land Rover Defender 5 / 5 stars.
81.8% of 2020 Defender models on CarGurus are accident free.
The 2020 Land Rover Defender stands out with its impressive off-road capabilities, spacious interior, and modern technology features.
Why it stands out
The 2020 Land Rover Defender has successfully combined rugged off-road capability with modern luxury, which makes it appealing to a broad range of buyers. With a powerful 3.0-liter twin-turbocharged inline-six engine in some trims and advanced features like Terrain Response 2, this vehicle excels in challenging terrains while also offering a smooth ride on paved roads. Its distinctive styling retains the classic boxy Land Rover design while incorporating modern conveniences, such as a high-tech infotainment system—Pivi Pro—which improves usability significantly compared to previous iterations. Although some owners have noted concerns about the interior's materials not living up to luxury standards, the Defender remains a top choice for those seeking adventure without sacrificing comfort.
Other model years to consider
- Average price: $44,382.00
- Good/great deal percentage: 28.9%
- User rating: 5 / 5
- Total listings: 197
- Average price: $61,544.00
- Good/great deal percentage: 29.8%
- User rating: 5 / 5
- Total listings: 262
- Average price: $40,643.00
- Good/great deal percentage: 26.8%
- Total listings: 138
This analysis is based on CarGurus' proprietary market data from May 19, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
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Mark G
Reviewed a 2020 Land Rover Defender on Nov 16, 2025
Power and grace. Well built and versatile if a little too expensive
Juan L
Reviewed a 2020 Land Rover Defender on Jun 20, 2024
Beautiful car. Everything that Ive expected and more. It feels powerful, robust, and well-built. Composed on the highway, and very agile on secondary roads with curves. Its off-road capabilities are beyond any comments.
Gary D
Reviewed a 2020 Land Rover Defender on Jun 24, 2024
The used one I bought was overpriced. I liked the ride and the options. It seems well built. It has the feel I was looking for.
Anonymous
Reviewed a 2020 Land Rover Defender on Apr 8, 2021
Excellent vehicle for those who want practicality, great styling, and offroad capability without sacrificing styling. This is vehicle checks all the boxes!
2020 Land Rover Defender Trims
| Trim type | MSRP |
|---|---|
| 110 X AWD | $80,900 |
| 110 SE AWD | $62,250 |
| 90 First Edition AWD | $65,100 |
| 110 First Edition AWD | $68,650 |
| 110 AWD | $49,900 |
| 110 S AWD | $53,350 |
| 110 HSE AWD | $68,350 |
2020 Land Rover Defender Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Land Rover Defender prices has changed over time.
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