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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.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Excelente!
Excelente servicio al cliente, compramos un auto nuevo y todo fue muy f�cil gracias a la atenci�n personalizada de la vendedora que nos atendi�, adem�s de que todo fue en espa�ol, lo cual agradezco infinitamente.
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
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Jezabel & Daniel are 2 very helpful sales staff
Jezabel and Daniel were extremely helpful in our search for a new vehicle. They were knowledgeable about both of the vehicles we tested and made the purchasing process very easy and quick.
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
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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.
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
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Reviews
Service
I made an appointment for an oil change & my car was making a sound when braking. Carlos went above and beyond to have my car inspected & find out exactly what the problem was. I have never been disappointed. I know I?m in good hands with Carlos!
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
2019 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Prompt service
Purchase service was fairly quick. Car is beautiful, everyone loves it! the entire staff was very friendly and welcoming during our visit. We would recommend this dealership.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Excellent as well as timely service.
Excellent as well as timely service. However, was not told in advance that paying with Credit Card would have a 3% fee.
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
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Reviews
Great purchase experience
The Team that my husband and I worked with Dillon, Tim & Dan, were all very helpful and courteous. We had a certain price point and they managed to get us very close to where we needed to be AND we got the car we really wanted. Buying process was seamless, communication was great, and customer service was wonderful. This was our second purchase with Haggerty and we highly recommend!! Thank you
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
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Reviews
Very quick service.
Very quick service. I was in and out in nothing flat. I hardly had a chance to sit down. I bought this car here too.
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
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Reviews
I've been buying cars since 2002.
I've been buying cars since 2002. This has, by far,been the best experience. Javier was great, helpful, gracious, and very informative throughout the entire process. Roberto , and Eddie were also very professional. No one I met was pushy or annoying. I really appreciate the whole crew. Toyota of Naperville is the greatest.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
I had the pleasure of working with Jeffrey Serwas at
I had the pleasure of working with Jeffrey Serwas at Advantage Chevrolet of Hodgkins & Countryside, and I was genuinely impressed. He was professional, personable, and made me feel welcomed—like I was a regular, part of the family. He took my concerns seriously and made sure I felt heard and valued. I don’t usually like name-dropping dealerships, but I have to be honest. I purchased two fully loaded Suburbans from Castle Chevy North, and yet, I still don’t feel welcomed or appreciated there. I barely get a proper greeting and often feel like a bother rather than a valued customer. The level of service and hospitality at Advantage is truly above reproach. Even though it’s a further drive for me, I will gladly make the trip just to work with Jeffrey moving forward. Thank you for such a refreshing and professional experience.
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
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Reviews
we purchased a Subaru here !
we purchased a Subaru here ! we went in and out under an hour !!! would recommend them !
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
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I had a great experience at Old Orchard Nissan.
I had a great experience at Old Orchard Nissan. Antoni was very knowledgeable and helped me and my family with new Nissan rogue. Couldn't be happier with my purchase. I also get a better deal than i expected. Will be telling my friends and family about Antoni.
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.






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
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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!
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
Buying my First car
I initially bought my car in July 2022. Our old family car broke down and needed a car. I had been window shopping for cars and looked but I didn?t see a car that stuck out to me until I saw the Buick Envision and fell in love with it and the color. The staff was super helpful throughout the buying process and I?m super happy with my purchase, I haven?t had my first oil change yet but I will def get that done soon at my dealer.
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
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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.
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
2025 Chevrolet Silverado 1500 Custom Trail Boss
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Golf Mill Chevrolet
Excellent experience from the purchasing process with Robert to the wonderful folks in the service area. Excellent all around.
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
2023 Chevrolet Silverado 1500 Custom Trail Boss
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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
2024 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Great place to do business with
Huge shout out to Tony Thomas and Ryan in financing got me all taken care of super fast and super easy to deal with. I purchased cars from some good dealers but this was by far my best experience I’ve had. I will be back for my next new car purchase. Thanks guys!
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
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Reviews
Great place to buy a vehicle.
Great place to buy a vehicle. The staff is very friendly and the process was very easy
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
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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.
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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 Custom Trail Boss in Burr Ridge, IL
2 Great Deals out of 28 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 28 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 28 listings starting at $19,945
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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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Chevrolet Silverado 1500 Custom Trail Boss in Downers Grove, IL
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
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2 Great Deals out of 28 listings starting at $19,945
Chevrolet Silverado 1500 Custom Trail Boss by year
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2026 Chevrolet Silverado 1500 Custom Trail Boss
21 listings starting at $46,945
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
9 Great Deals out of 102 listings starting at $6,950
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4 Great Deals out of 67 listings starting at $26,997
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7 Great Deals out of 41 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 1LT
15 Great Deals out of 30 listings starting at $11,995
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2 Great Deals out of 28 listings starting at $18,999
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2 Great Deals out of 23 listings starting at $17,945
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