Used 2020 Land Rover Defender for Sale near Chicago, IL
58 results
CarGurus Analysis:
2020 Land Rover Defender
With 62 currently listed for sale near Chicago, IL and an average price of $41,092.00, 14.5% 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 4.8 / 5 stars.
83.9% of 2020 Defender models on CarGurus are accident free.
The 2020 Land Rover Defender is praised for its impressive off-road capabilities, spacious interior, and a robustly smooth driving experience.
CarGurus Analysis: 2020 Land Rover Defender
overall

Summary
With 62 currently listed for sale near Chicago, IL and an average price of $41,092.00, 14.5% 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 4.8 / 5 stars.
83.9% of 2020 Defender models on CarGurus are accident free.
The 2020 Land Rover Defender is praised for its impressive off-road capabilities, spacious interior, and a robustly smooth driving experience.
Why it stands out
The 2020 Land Rover Defender makes a remarkable return to the SUV market, standing out with its legendary off-road prowess and practicality. Owners are vocal about their satisfaction, highlighting its performance in various terrains and robust styling. A key differentiator is its blend of classic appeal and modern functionality, as it holds onto its rugged design while incorporating advanced technology. The interior is designed for ease of use, spaciousness, and resilience, featuring durable materials suited for adventurous lifestyles. Although concerns about its pricing persist, many buyers justify the investment due to its capability and luxurious comfort on-road, making it appealing to off-road enthusiasts and luxury car seekers alike.
Other model years to consider
- Average price: $68,211.00
- Good/great deal percentage: 26.6%
- User rating: 5 / 5
- Total listings: 244
- Average price: $48,555.00
- Good/great deal percentage: 24.1%
- User rating: 4.67 / 5
- Total listings: 187
- Average price: $41,338.00
- Good/great deal percentage: 20.2%
- User rating: 4.67 / 5
- Total listings: 104
This analysis is based on CarGurus' proprietary market data from March 31, 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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