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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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Used
2020 Chevrolet Silverado 1500 Custom Trail Boss trucks
for sale
near me
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Tracey did a great job helping me get the car that I
Tracey did a great job helping me get the car that I wanted, and very social
Purchased new a 2020 Chevrolet custom Trail Boss in Satin
Purchased new a 2020 Chevrolet custom Trail Boss in Satin Steel metallic, it has been great. I just turned 80,000 miles with no issues, it’s been a pleasure to drive, just replaced brakes and tires for the first time at 75,000 miles . I have also purchased new a 86 F-250 and a 01 GMC 1500 which also were great trucks and sold with 190,000 miles on them. Maintenance is key Chevrolet did a great job on the exterior of this truck, love the look and color. Nothing bad to say only a positive experience.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
So far so good. Its not a Dodge or Ford
Best truck I've ever owned. Great power...good fule economy on highways. comfortable and roomy great bose sound system No over dramatic fanciness but practicality. I like the design and added features such as a sliding rear window power outlets inside and in the bed. 20k miles on her so...maybe too soon to tell?






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
My salesman Dean is great.
My salesman Dean is great. He has been my salesman now for 3 cars. He always finds me the car I want at a great price. He cares about his customers. I highly recommend him and will continue doing business with him. Today he helped me become a proud owner of a 2025 Toyota Land Cruiser. Thanks again Dean for helping me get what I wanted.
CHEVROLET Silverado 4 cylinder turbo charged engin
Awesome Truck except for transmission troubles. Very good gas mileage and comfort and ride are the best. A very dependable truck with lots of great features. Back up camera is great.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Big thank you to the service department at Mark Wahlberg
Big thank you to the service department at Mark Wahlberg Chevrolet! I was in Columbus traveling 500 miles from home when the tire pressure light on my 2018 Silverado came on with a zero pressure indicator. The guys in service were empathetic to my situation and immediately started inspecting the tires and checking the sensors. Turns out the tires were fine. One of the sensors had gone bad. I had peace of mind to drive home eastern PA. I asked what I owed and was told no charge, glad they could help. Thanks again.
Good basic pickup
Have had this since new in 2020. No major issues. Transmission is rough when cold, but not an issue. Three years in and no major work. One brake adjustment and oil changes. Other than that it’s been a great truck.
There are 15 matching cars close to your year range.






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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2019 Chevrolet Silverado 1500 Custom Trail Boss
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2019 Chevrolet Silverado 1500 Custom Trail Boss
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2022 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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Chevrolet Silverado 1500 prices by year
About the 2020 Chevrolet Silverado 1500 Custom Trail Boss
WT shown (base trim).
- Seating
- 2
- Door count
- 2
- Drivetrain
- Rear-wheel drive
- Combined MPG
- 16
- Transmission
- 6-Speed A/T
- Engine
- 310.0-hp, 2.7-liter, 4 Cylinder Engine (Gasoline Fuel)

How much does the 2020 Chevrolet Silverado 1500 Custom Trail Boss cost?
The 2020 Chevrolet Silverado 1500 Custom Trail Boss price depends on several factors, including optional features, mileage, vehicle history and location. The nationwide average price for a 2020 Silverado 1500 Custom Trail Boss is $31,643, with pricing starting at $19,997.
What is the MPG of the 2020 Chevrolet Silverado 1500 Custom Trail Boss?
The 2020 Chevrolet Silverado 1500 Custom Trail Boss offers up to 20 MPG in city driving and 23 MPG on the highway for a combined rating of 21 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle options, driving conditions, driving habits, vehicle maintenance, and other factors.
What are some similar vehicles and competitors of the 2020 Chevrolet Silverado 1500 Custom Trail Boss?
The 2020 Chevrolet Silverado 1500 Custom Trail Boss compares to and/or competes against the following vehicles:
Is the 2020 Chevrolet Silverado 1500 Custom Trail Boss reliable?
The 2020 Chevrolet Silverado 1500 has an average reliability rating of 4.5 out of 5 according to Cars.com consumers. Find real-world reliability insights within consumer reviews from 2020 Silverado 1500 owners.
Is the 2020 Chevrolet Silverado 1500 Custom Trail Boss a good truck?
Below are the Cars.com consumer ratings for the 2020 Chevrolet Silverado 1500.
- Comfort 4.7
- Interior 4.6
- Performance 4.6
- Value 4.5
- Exterior 4.8
- Reliability 4.5
86% of drivers recommend this car
- Comfort 4.7
- Interior 4.6
- Performance 4.6
- Value 4.5
- Exterior 4.8
- Reliability 4.5
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Chevrolet Silverado 1500 trims
-
Chevrolet Silverado 1500 2020 LT
111 Great Deals out of 651 listings starting at $16,888
-
Chevrolet Silverado 1500 2020 RST
44 Great Deals out of 576 listings starting at $18,000
-
Chevrolet Silverado 1500 2020 LT Trail Boss
16 Great Deals out of 361 listings starting at $16,984
-
Chevrolet Silverado 1500 2020 Custom
29 Great Deals out of 309 listings starting at $15,997
-
Chevrolet Silverado 1500 2020 LTZ
17 Great Deals out of 255 listings starting at $21,991
-
Chevrolet Silverado 1500 2020 High Country
7 Great Deals out of 115 listings starting at $23,500
-
Chevrolet Silverado 1500 2020 WT
18 Great Deals out of 98 listings starting at $13,995
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