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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Palatine, 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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I had a great experience working with Toni the salesman,
I had a great experience working with Toni the salesman, he answered all of my questions. i bought a BMW x5 the other day, for a great price. there was a small ding that i notices afterwords (a very minor ding). He gave me bindis number (the service advisor) and they took care of it. Awesome dealership and I will be recommending to friends and family.
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
Trent greeted me as soon as I stepped out of my car.
Trent greeted me as soon as I stepped out of my car. He told me that I was going to receive VIP treatment and he did not disappoint me. He did a presentation of both MDX that I wanted to see by having all doors open and a brief walk through and overview of the features before the test drive. He was knowledgeable, courteous, respectful and absolutely the best car sales experience I’ve ever had in my entire life.
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
Very friendly and knowledgeable service staff.
Very friendly and knowledgeable service staff. I am a repeat customer of the service department having my truck serviced a few times through the years. I spoke to Rich in the service dept on the phone about an airbag light, he had an idea right a way of what the issue was, so we brought it in at 5:00 pm and they had it repaired and back to me the next day by 4:00. Great service and staff.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great service very good with communication and very fast
Great service very good with communication and very fast with the paperwork Vehicle vehicles are clean and beautiful and great options to pick from. Harris was the one that took care of me with the process. He is great to work with.
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great emergency service in repair shop
I was visiting the area for an extended weekend 800 miles from home, when on Friday evening the dash showed a check engine light, the information center warned about a transmission issue. First thing Saturday morning I called Biggers, and spoke with Mike, the service manager, who said they were booked up, but would be willing to check the diagnostic trouble codes. I arrived at Biggers, and noticed that the repair shop was very large, busy, clean, and well organized. The assistant service manager, also named Mike, checked the codes, showing issues with the transmission. He conferred with their transmission technician, who advised to either leave or tow the car, as there could be potential for a catastrophic failure. While we were waiting for a rental car, Mike came out to say that he'd found a Technical Service Bulletin describing the problem with the recommended fix being to load new software on the transmission control module. I agreed to go ahead; they did the recommended service, and 45 minutes later the car was back on the road. In the 1000 miles I've driven since, the car has been perfect. I really appreciate Mike going out of his way to fit in a stranded out-of-towner for an emergency repair on a busy Saturday morning. If I were local, I'd definitely be back for future service work.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Thumbs up ask for Dustin and Mike!
Buying my 2022 Durango was the most pleasant car purchase I ever had. From start to finish they were "Johnny on the Spot". If you need a car, go here>>>>>. Mike Borawski and Dustin Pittman are truly Real gentlemen who were helpful, experienced salespeople you could ask for. Thank you!
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
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.
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
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
A dealership you can trust
I was looking for a specific car that was at this CarMax. Problem was that I live in Minnesota, not Chicago and would have to traveling a great distance for a car I had not seen other than in pics, potentially risking wasting a great deal of time and money. I had to trust Jonathan, my salesman, to tell me the condition of the car where the pics could not. He was completely honest and the car was exactly what he said it was. Between Jonathan and Adam, the sales manager i was able to close the deal and drive back to home within an hour. I am completely pleased with the car and 100% satisfied with the dealership. I guess you can trust a car dealership. I did and they did not let me down. Thanks guys.
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Fast and great service
Brought my jeep in with next to no notice, and they were able to detect the problem and fix it by the next morning. Asked about my tire leaking air, and the found the leak and didn’t charge me since they felt bad for not looking before I asked. Great customer service!
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Although I didn’t end up making a deal with them, as I am
Although I didn’t end up making a deal with them, as I am to far upside down in my current car. I will say they were very nice to deal with, salesman I worked with was great, not overly pushy. Overall they were pretty fair and I would recommend them for a new car.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Absolutely stellar experience at this dealership!
Absolutely stellar experience at this dealership! From the moment I spoke to Derek, I was impressed by his honesty and upfront approach. He listened attentively to my needs and budget constraints, ensuring that I got exactly what I was looking for without any unnecessary upselling. The entire process was transparent and smooth, and they delivered a top-notch product that exceeded my expectations. The staff went above and beyond to make sure I was satisfied every step of the way. I highly recommend this dealership to anyone in search of a trustworthy and reliable car-buying experience. Five stars all the way!
Cab noise
Love my 22 Chevy LTZ truck, I have the cat back mufflers on it which are not that loud. The inside cab noise is really loud from the road noise and pipes. Don't feel the cab is insulated very well.






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!
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?






Chevrolet Certified
2022 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
My experience was great .
My experience was great ..Shaq was Great he made the process quick and simple ..
Air conditioner failed two times, brought back
Having issues with the AC not working properly, had in 2xs for this an dealerships fines nothing wrong, tells me if it happens again bring back in.






Used
2019 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.
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
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.
Great Truck
Ive driven 43,000 miles. Runs and drives great. Love the 10 spd transmission for towing. Only issue was a faulty clock spring for heated steer wheel. Under warranty. Has the 6.2 ltr motor

Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I have visited more than 10 dealerships for my next lease
I have visited more than 10 dealerships for my next lease but they are all not supportive. Here at Arlington Heights Buick, I met Shelley Barr and made a deal !! She is well informed and tried helping me a lot. Just try to go and meet her then you will realize it.
2021 TB LT 5.3L L84
5.3L, 18,000 miles, 2021 TB LT and have had no real issues. Ebrake triggered a warning message which was reset 1,000 miles ago no warning light since. MPG is decent but if you like to drive a vehicle it will be 13-14mpg. Wish the exhaust made real noise and GM loves thier 33's, come on 35s look fantastic. I had a 2017 LT Z71 5.3L L82 and had no issues at 65,000 miles when I traded her in.

Used
2025 Chevrolet Silverado 1500 Custom Trail Boss
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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
2020 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
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
2023 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.
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.

Chevrolet Certified
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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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.
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.
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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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Chevrolet Silverado 1500 by trim
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15 Great Deals out of 97 listings starting at $3,999
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6 Great Deals out of 58 listings starting at $26,887
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6 Great Deals out of 34 listings starting at $18,750
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10 Great Deals out of 32 listings starting at $6,750
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