Used 2020 Chevrolet Silverado 3500HD for Sale near Chicago, IL
65 results
CarGurus Analysis:
2020 Chevrolet Silverado 3500HD
With 67 currently listed for sale near Chicago, IL and an average price of $37,000.00, 17.9% of 2020 Chevrolet Silverado 3500HDs for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Chevrolet Silverado 3500HD 5 / 5 stars.
68.7% of 2020 Silverado 3500HD models on CarGurus are accident free.
This heavy-duty truck boasts impressive towing and payload capacity, with configurations that can manage up to 36,000 pounds when utilizing a gooseneck hitch.
CarGurus Analysis: 2020 Chevrolet Silverado 3500HD

Summary
With 67 currently listed for sale near Chicago, IL and an average price of $37,000.00, 17.9% of 2020 Chevrolet Silverado 3500HDs for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Chevrolet Silverado 3500HD 5 / 5 stars.
68.7% of 2020 Silverado 3500HD models on CarGurus are accident free.
This heavy-duty truck boasts impressive towing and payload capacity, with configurations that can manage up to 36,000 pounds when utilizing a gooseneck hitch.
Why it stands out
The 2020 Chevrolet Silverado 3500HD is among the most robust heavy-duty trucks on the market, uniquely blending power and comfort for serious work demands. Its ability to tow up to 36,000 pounds shows its raw capabilities, making it ideal for heavy-duty tasks such as pulling massive trailers or boats. As part of a newer generation, this model includes advanced technology and safety features that enhance both usability and comfort. Many users appreciate the spacious interiors available in various cab configurations, and the truck's ride quality remains competitive. Although it occasionally faces criticism for fuel efficiency compared to rivals like the Ford F-350 and Ram 3500, its reliability and durability remain strong selling points. The Silverado 3500HD stands out with options like the powerful Duramax turbodiesel engine, providing remarkable torque and towing power, which is invaluable for those who rely on their trucks for work.
Other model years to consider
2022 Chevrolet Silverado 3500HD
- Average price: $43,969.00
- Good/great deal percentage: 18.5%
- User rating: 5 / 5
- Total listings: 119
2021 Chevrolet Silverado 3500HD
- Average price: $38,776.00
- Good/great deal percentage: 18.6%
- User rating: 5 / 5
- Total listings: 97
2023 Chevrolet Silverado 3500HD
- Average price: $61,398.00
- Good/great deal percentage: 16.8%
- Total listings: 173
This analysis is based on CarGurus' proprietary market data from June 2, 2026, CarGurus experts' opinions, and generative AI.
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5.0 Overall rating
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Richard B
Reviewed a 2020 Chevrolet Silverado 3500HD on Mar 12, 2023
Fully loaded, fun to drive, plenty of room inside cab.
Richard B
Reviewed a 2020 Chevrolet Silverado 3500HD on Mar 18, 2023
Solid quiet ride. Roomy interior with all the bells and whistles!
2020 Chevrolet Silverado 3500HD Trims
| Trim type | MSRP |
|---|---|
| Work Truck Crew Cab LB RWD | $40,200 |
| High Country Crew Cab LB 4WD | $63,000 |
| Work Truck Double Cab LB 4WD | $41,200 |
| Work Truck Crew Cab LB 4WD | $43,000 |
| Work Truck Crew Cab 4WD | $42,800 |
| LT Crew Cab 4WD | $46,400 |
| High Country Crew Cab 4WD | $62,800 |
| LTZ Crew Cab 4WD | $54,900 |
2020 Chevrolet Silverado 3500HD Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Chevrolet Silverado 3500HD prices has changed over time.
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