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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Tinley 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
It was a great experience.
It was a great experience.i didn't get to go to the dealership but the staff was responsive and friendly.via phone and texts.the dealership is too far from me girl my needs.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Had a great experience with Steve D.
Had a great experience with Steve D. Very knowledgeable and honest. The process was easy and smooth,and would return for my next purchase. Would recommend to anyone.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Svet was amazing omg he helped me soooo much he was nice
Svet was amazing omg he helped me soooo much he was nice patient and he got me what was affordable for my daughter and I this man is definitely an angel and he’s very professional he’s the best there is
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
I felt with Jorge Rodrigues who I believe is a very
I felt with Jorge Rodrigues who I believe is a very competent sales person who went above and beyond to locate the vehicle I wanted and after the sale was completed has followed up with 1st class information on the EV systems. Just wish you had more than 5 stars as 5 isn?t enough to rate Jorge Rodrigues who is an outstanding sales person at Sunrise Chevrolet.
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
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
Very professional, excellent communication Friendly
Very professional, excellent communication Friendly staff, and had the vehicle we wanted, would deal with them again
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
Another great trip to A Phillips Chevy!
Another great trip to A Phillips Chevy!! Fast service, clean shop, friendly service staff. Been buying from Phillips since 2002. Will be back soon, Thank you
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
Very good profesional Menager Kris and all staff very
Very good profesional Menager Kris and all staff very helpful . They stay with me even after the hours and show me all of the cars I wanna see! So definitely I will recommend this dealership to all of my friends. Thank you again.
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
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Webb Chevy is the only place I will service my vehicle
Webb Chevy is the only place I will service my vehicle at, they are the best on the Southside!
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Everyone i dealt with at the dealership was very
Everyone i dealt with at the dealership was very welcoming. They were also quick and efficient getting me into my new vehicle.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Loved my experience at Top Gear Motors, such an easy
Loved my experience at Top Gear Motors, such an easy process and car was pristine. Will definitely come for all future purchases and recommend others do the same.
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
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Great experience, Patrycja (our sales associate) was
Great experience, Patrycja (our sales associate) was great. We purchased a 2023 Tesla model Y
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Great service.
Great service. The service department was courteous and friendly. My car was serviced and ready to go in a reasonable amount of time. I was very satisfied.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
The service met what i needed.
The service met what i needed. I was able to ensure that the price of the repairs that were needed were affordable and correct. I just wish some of the future repairs that are needed are more affordable and could be more explained by the customer service representative like the previous rep that I had at the previous visit. Overall, the facility was very clean and i was able to meet with one of the car/service representative. I was able to meet with a car dealer who was very friendly and ensure that I had his contact information, in the event I plan or may want to purchase a new vehicle in the near future, which i plan too.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Bas was my salesman and he did an excellent job.
Bas was my salesman and he did an excellent job. He educated me and made sure that I understood the process. Very satisfied!
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!:)






Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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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.
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.






Chevrolet Certified
2022 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
My salesman victor was great.
My salesman victor was great. The process was quick. I did not have to wait hours like at other dealerships I would definitely recommend you check Mike Anderson Chevrolet out. Thanks for everything
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
2025 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
I was looking for a 2022 Navigator and Driven Auto had
I was looking for a 2022 Navigator and Driven Auto had the only one in a 300 mile radius for a competitive price. The pictures of the vehicle were excellent, so I requested more info and their salesman Basil got back with me. He was extremely helpful and even checked to see if I could reserve the vehicle since I was out of state and it was Saturday and couldn't get into the dealership until Monday. I scheduled a trip to the dealership and let Basil know. When I got to the dealership, the car was washed and ready for me. The detailing was top notch. Basil was helpful and not pushy at all. He answered any and all questions and worked with my bank to get the purchase finalized. When the paperwork was signed, they didn't try to sell me a bunch of extra things. I really appreciated that. Overall it was very pleasant experience and everything went smoothly. The price was very competitive across 3 states, and Basil was very helpful and pleasant to interact with. I saw several reviews complain that Driven Auto didn't hold a car and sold it before they got there, so yes it really is first come first serve, but to me that is completely understandable and was communicated very clearly to me. 5 out of 5 would buy there again.
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
What a great experience at D?
What a great experience at D? Arcy Buick Dealership in Joliet IL. The staff was friendly, honest, and made the whole process easy. Ray our salesperson went above and beyond. I love my new Envision Sport and would definitely recommend D?Arcy Buick and ask for Ray!!
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Andrew was great!
Andrew was great!!! Very friendly with great customer service. We are very very happy with our 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.
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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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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.