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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Stone Park, 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.






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
No long wait time Very thorough I love the idea of
No long wait time Very thorough I love the idea of having an appointment ! I like being able to communicate with text and not having to run back and forth
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
I thought the wait time was a little long for an oil
I thought the wait time was a little long for an oil change and tire rotation, especially when I made an appointment it took about an hour and a half.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I would highly recommend John Lipe and Robert Booth.
I would highly recommend John Lipe and Robert Booth. Fair pricing, friendly people and great service.
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.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Easy to schedule service.
Easy to schedule service. They shuttled me to my home and back and were super fast and on time!
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
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great experience friendly advisor brought in for recall
Great experience friendly advisor brought in for recall while I waited vehicle was done in half hour very satisfied I was also notified of work I will need in the future
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.






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Best dealership in town.
Best dealership in town. There’s no other dealer in Illinois that compares to this one. I’m a passionate automobile enthusiast with no patience for xx and THIS dealer has NONE of that. I walked in and I was greeted softly and warmly by the front desk discussing the reason for my visit and understanding if I was browsing or looking for something specific. When I spoke about a specific vehicle I wanted I was referred to Tiffany the sales manager. She was as warm and welcoming as the front desk people were. Tiffany paid careful attention to what I wanted and what I was looking for. I never felt rushed or pressured. I felt MY time and what I wanted is what mattered to her, which it did! She introduced me to her product specialist Roland ( With a cool Cowboy hat and a great sense of humor to accompany it). While Roland knew full well I wasn’t in the market to buy a car in the near future he still spent almost 2 hours with me discussing my options, my needs, and how to get those needs taken care of. By the end of my visit, Roland helped me place an order for the exact vehicle I want. Despite not making a sale that day, they invested those nearly 2 hours in MY NEEDS and they showed me how much MY time meant to them. I’m almost 40 years old and I’ve never purchased a brand new car before in my life, and you know what? This is the place that’s going to happen and I couldn’t be happier. Thank you Roland for explaining things so well and exploring everything down to the last detail to get me what I want and what I need. Bob Rohrmans Ford will be my first new car purchase and I’m confident it wont be my last. If you appreciate a no pressure environment that cares about your time, your needs, and communicates things clearly and easily….. This is the place for you
Awesome!!!
I took my Chevy Silverado in for a check engine light with no appointment and Melvin Thomas III greeted me and documented my concerns to have my vehicle inspected. Retrieved my vehicle the same day with all concerns addressed. I will definitely return to see my new advisor Mr. Melvin.






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Service
Made a online appointment came in and they did a oil change and tire rotation. Happy with the service.
2021 LT Trail Boss has great styling, powerful engines,
2021 LT Trail Boss has great styling, powerful engines, and tons of technology in a great package. A commanding view of the road, a nice comfortable interior, amazing Bose Stereo system, tons of storage and tons of space for adults in the crew cab. But there are issues, side mirrors are too small, harsher ride (which I expected), and DFM, GDI engines, and questions on the 10 speed transmissions. I recommend disabling DFM ASAP or using the L9 trick to overide the system, to help prolong the life of the engines from lifter failure. Mine is under warranty for another 18K miles, if it acts up at all its into the dealership for warranty service.






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Al Piemonte Chevy
I only visit this dealership because Carlos is working in the service center. He is always great. He takes care of my vehicle quickly and I can always trust that my vehicle is fixed right.
Beauty Truck
I drove a '99 Silverado Standard Cab 6 cyl for 24 years & decided it was time. I flirted with Ram & Tundra but when it came down to it, I've got Chevy in my blood & found what I think is a special vehicle. I'm still learning, lots of buttons, bells & whistles but think I'm gonna love this truck. It's big, real big, you have to plan for some driving/parking experiences ahead of time because it can't do what a single cab did. Would have preferred the 5.3 but ended up with a 6.2 but wow, power on demand, this baby moves. No need to worry about passing granny anymore.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
recently purchased a vehicle from Old Orchard Nissan, and
recently purchased a vehicle from Old Orchard Nissan, and I couldn’t be more satisfied with the entire experience. From the moment I walked in, the staff was welcoming, professional, and genuinely helpful — no pressure, just honest service. My salesperson, Jason Chu, was knowledgeable, patient, and took the time to answer all my questions. They helped me find the perfect car for my needs and made the process feel smooth and stress-free. The finance team also did a great job explaining everything clearly and worked to get me a great deal. The vehicle was clean, in excellent condition, and exactly as described. I truly appreciate the transparency, integrity, and care that went into every step of the process. Highly recommend Old Orchard Nissan to anyone looking for a reliable vehicle and top-notch customer service. I’ll definitely be back when it’s time for my next car!
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great place.
Great place. Up front honesty and not pushy at all. I would definitely return to purchase a vehicle here again.
What I am most satisfied with is its color.
What I am most satisfied with is its color. This matte silver color is matched with silver wheels, which is really unique. The matte texture is very good, and the personality is low-key but full of connotation. I just like not to follow the crowd.






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Joey was extremely helpful!
Joey was extremely helpful! the team at Zeigler Chevrolet was on point, thank you to Joey, Geio, Rick, Lawrence, and Mike. my wife and I left with a great car and even fantastic deal. Thanks everyone!
Roomy and powerful
Have the custom crew 5.3 .only wish it had center storage and volume controls.these should be standard on a 40 thousand dollar truck.great family truck ,great for pulling and bed hauling.






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Very nice dealership experience.
Very nice dealership experience. Jorge was very helpful and knowledgeable during my vehicle purchase. If you plan on purchasing from Toyota of Naperville, Jorge is the salesman to see.






Used
2025 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
New 2023 Camaro 2SS Purchase
Really very happy with my new 2023 Camaro 2SS! Golf Mill Chevrolet did an outstanding job with everything from the initial ordering process, to the delivery of my Camaro. I would like to personally thank Art, Frank, Edyta, and Melissa, for making my new car purchase and dealership experience a very good one!
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Adam and Jorge and Jonathan helped with our 2 cars bought
Adam and Jorge and Jonathan helped with our 2 cars bought today thank you guys
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






Chevrolet Certified
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Krystal helped us in finding a new tahoe.
Krystal helped us in finding a new tahoe. She had great knowledge and made the process quick and smooth.
good trk
been buying dhevy trucks since 1976 was my 1st truck, now i got a 2022 silverado with a 6.2 last Feb. of 2023,kicked up the computer kicking out 454 horse power to the wheels, still waiting on my tow mirrors dont make the wiring harrness for my modle is the only problem im having with this truck, will never buy any other truck.






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Had a great experience at Chevrolet of Naperville.
Had a great experience at Chevrolet of Naperville. Everyone was helpful and accommodating, showing me multiple cars and working with me on my trade in value.
Purchased new vehicle at Hendrix Chevrolet, Charlotte,
Purchased new vehicle at Hendrix Chevrolet, Charlotte, North Carolina helped by Chadwick, Dana, Brandon,& Nicholas, great hospitality great service. Excellent experience word buy her again






Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Excellent Service and Response
Thank you for getting my cehicle repairs done and workinf so hard to het me out of there to get to where I needed to go.
Workhorse of a truck
This is my 3rd Silverado and the best one yet. The infotainment features are great. The screen is big and easy to work. Looks great, rides smooth, quiet and is plenty powerful. (5.3 V8) Great every day driver for my family of 4.






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great place to buy a vehicle.
Great place to buy a vehicle. The staff is very friendly and the process was very easy






Used
2021 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.
1st truck in 20 years.
My Silverado runs and drives perfectly. My only complaint is the paint job. Every week when I clean the truck I find new nicks in the paint. Almost like there's no primer. I'm concerned about resale value because no matter how careful I am and I'm an older driver, paint is getting worse every day.






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Replacement Rear Window Wiper Blade Cover
Somehow the rear window wiper blade cover on my 2019 Buick Encore went missing.... Being a long-time friend and customer of Mike's, I went to his GMC service center for replacement, and was grateful that Bill Haggerty replaced the missing cover without charge! As always been my experience, GREAT service and GREAT dealership! ...Tom Noble
For context, I don’t buy new vehicles often.
For context, I don’t buy new vehicles often. My last truck was a 2002 Chevy Silverado 1500 LS. I drove it 22 years and put over 200,000 miles on it. It was a great truck, so I wanted to replace it with another one. In late November, I purchased a 2024 Silverado 1500 LTZ with all the bells and whistles and I couldn’t be happier with a vehicle. It looks fantastic, Summit White, crew cab with short bed and 20” wheels have it sitting at the perfect height. Inside there is plenty of headroom for 6 ft plus people. The seats are super comfortable and it drives and rides fabulously. The interior is amazing. My wife, who generally doesn’t care much for trucks raves about it every time she sits in it. She says she can’t believe how comfortable it is and wants to take trips in it. If there is anything I have to say that is a bit negative is how the 10 speed transmission works at slow speeds. At times, I experience a sort of surging with it. The truck apparently “learns” your driving habits, so that may have something to do with it. Otherwise, I really enjoy everything about it. Looking for another 20 years with it!:)
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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
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1 Great Deal out of 24 listings starting at $22,997
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1 Great Deal out of 23 listings starting at $22,997
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1 Great Deal out of 24 listings starting at $22,997
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1 Great Deal out of 24 listings starting at $22,997
Chevrolet Silverado 1500 Custom Trail Boss by year
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2026 Chevrolet Silverado 1500 Custom Trail Boss
22 listings starting at $46,249
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
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5 Great Deals out of 39 listings starting at $9,995
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6 Great Deals out of 24 listings starting at $7,933
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3 Great Deals out of 21 listings starting at $13,995
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