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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Willowbrook, IL
- 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.






Chevrolet Certified
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
They were able to squeeze my car in for repair but it was
They were able to squeeze my car in for repair but it was there 5 days. I am not sure if all the work they did was necessary. Even though i have an extended warranty they said not of the repairs were covered.
very good truck it is the best car i jave bought since my
very good truck it is the best car i jave bought since my opd one was broken this help me alot and thanks for seeing this






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Kris Kevorkian was such a great sales and got us a great
Kris Kevorkian was such a great sales and got us a great deal on a new car.
I have a 2020 1500 RST with the 5.
I have a 2020 1500 RST with the 5.3 engine and 8 speed transmission. My truck now has 67,000 miles. The acceleration is outstanding and smooth from gears 3-8. Probably could use more torque for gears 1-2, but not weak by any means. I have had no mechanical problems outside of the clunking rear suspension which was fixed by retorqueing the rear leaf spring suspension bolts. Other than that minor issue, it has been very reliable. I have heard these transmissions have had issues, but nothing that has caused issues for me. It has the 60-70 MPH shutter that is common to these transmissions, but I have learned how to drive to avoid the shutter, as I did with my 2011 1500. Overall pretty satisfied at this point. Comfort and amenities could be better for the front seats for the price, but I bought it knowing that. FYI my front brakes at this point are still 50%, and I have invested very little outside of a few fluid exchanges and routine maintenance. Excellent fuel mileage: 20 mpg with 50% highway vs city driving.






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
A salesman named Ron Assaf helped me.
A salesman named Ron Assaf helped me. I was looking for a used Car and I didn’t see the color I wanted so Ron asked me had I considered buying a new vehicle so he showed me a new Car and I walked out of that dealership with a new Car. Thanks Ron for all your help and service you gave me. You were Great.
My 2024 Chevy Silverado LTZ provides a deluxe large SUV
My 2024 Chevy Silverado LTZ provides a deluxe large SUV interior and a standard (short) tuck bed all in one vehicle. It is loaded with features to make it look and operate very well, and it provides mid 20's regular unleaded fuel mileage. The dynamic fuel management system combined with the 10 speed automatic transmission work together flawlessly to deliver smooth power without being able to realize what gear or how many cylinders the powertrain is using at any given time.

Chevrolet Certified
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Mike Haggerty was wonderful!
Mike Haggerty was wonderful! Second traverse we have bought from Jerry Haggerty! Such a pleasant experience from start to finish ! Thank you!!!
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
2025 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I just got a 2021 Toyota Sienna from driven auto even
I just got a 2021 Toyota Sienna from driven auto even though I live in Minnesota. Comparing the price it’s about 4-5k less from where I live which was concern me about the quality of the car. Big thank you to Basil for helping me testing out the car and the honest feedback, the car is in excellent condition 10 out of 10. Also to Jim doing a great job answering all my questions financing the car, and have it shipped to me earlier than I expected. I definitely going to get another car from here.
Love this car.
Love this car. I wish there was more to the interior though, as it is pretty plain and nothing extraordinary. If they had the bigger infotainment screen for the front bench seat it would have a gotten that one. This car over all is great bang for the buck.
Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Excellent sale team and service department is great only
Excellent sale team and service department is great only buy cars from D?Arcy team. Myself and family have buying cars from D?Arcy for years
Thumbs up
Since I've owned it, so far so good. I like my truck and I appreciate it everyday. A little bit of shaking in the steering at high speeds but I'm not concerned with it. Overall, pretty great.






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great experience overall.
Great experience overall. I was offered a fair deal without any pressure or unnecessary upselling. Chuck Fioravanti was straightforward, answered all my questions clearly, and made the whole process easy and stress-free. I?d definitely recommend this dealership to anyone looking for an honest and smooth car-buying experience.
Oil line failure
I recently found a oil leak earlier on the engine oil cooling lines. It took a couple of days to find the parts to fix it. It seems the there were 3 dealers in the area that had the part but they were already designated for other pickups with the same problem. This being said I believe GM is aware of the problem and should take responsibility for the cost encured for repairs.
Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I had a great experience at Woodfield Nissan.
I had a great experience at Woodfield Nissan. The process of trade in my car went smoothly and Ali helped me to find a good car with my budget. I really appreciate it and very satisfied with whole process.
Will buy another Chevrolet but older.
I have owned Chevrolet for over 70 years but the newer they get the worse the Electricions get right now having trouble with the brakes only work when everything esle is working.
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Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2025 Chevrolet Silverado 1500 Custom Trail Boss
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Used
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Used
2024 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
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Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
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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.
**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 Custom Trail Boss by city
-
Chevrolet Silverado 1500 Custom Trail Boss in Willowbrook, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Burr Ridge, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Darien, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Clarendon Hills, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Indian Head Park, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Westmont, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Hinsdale, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Western Springs, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Countryside, IL
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 Custom Trail Boss in Willow Springs, IL
2 Great Deals out of 23 listings starting at $19,945
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2 Great Deals out of 28 listings starting at $19,945
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2 Great Deals out of 23 listings starting at $19,945
Chevrolet Silverado 1500 Custom Trail Boss by year
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2026 Chevrolet Silverado 1500 Custom Trail Boss
23 listings starting at $46,945
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
10 Great Deals out of 102 listings starting at $6,950
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Chevrolet Silverado 1500 RST
3 Great Deals out of 65 listings starting at $26,997
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Chevrolet Silverado 1500 LTZ
7 Great Deals out of 42 listings starting at $9,995
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Chevrolet Silverado 1500 LT Trail Boss
4 Great Deals out of 31 listings starting at $26,700
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Chevrolet Silverado 1500 Custom
2 Great Deals out of 30 listings starting at $18,999
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15 Great Deals out of 29 listings starting at $11,995
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Chevrolet Silverado 1500 Custom Trail Boss
2 Great Deals out of 28 listings starting at $19,945
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Chevrolet Silverado 1500 High Country
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5 Great Deals out of 23 listings starting at $10,988
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.