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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Elmhurst, 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
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
“Excellent Communication
My first experience at this dealership will definitely bring me back. We are so happy with our purchased! We had Alex Alverio from Sales, he was very professional & helpful, has awesome customer service & we highly recommend Alex. Thank you so much and keep it up!
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
I must take the time to express my gratitude because I
I must take the time to express my gratitude because I had the most wonderful experience with purchasing a car at this dealership! Every single person involved in the process was responsive, helpful and very professional. I received a great deal on my Jeep Grand Cherokee Summit Reserve and I couldn't be happier with the purchase. Frank Leonette was the Sales Consultant who assisted me. He was beyond awesome and you must ask for him when you go! He has many years of experience and it really shows! Also, a super thanks to the Finance Director, John Rizdy! He really helped me with receiving a reasonable and comfortable monthly payment. Shout out to Vic and Awad as well for answering all preliminary questions I had prior to coming into the dealership! It was stellar customer service all around and everyone works together efficiently and collectively to get the job done! I definitely recommend this dealership and would indeed purchase here again!
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
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
trustworthy for life
A friend recommended Chignoli to me for a used car. He has bought all his cars from them for decades. Now, I plan to buy all my cars from them from now on. They don't push you to buy. They ask what you are looking for, and your price range. They listen. Then, if they don't have it on the lot, they go hunting for what you want. They won't sell you a cheap lemon. And they offer a solid warranty. Our family bought two used cars from them in the past two years. Both run great. We couldn't be happier.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Derek & Gus are wonderful, professional and honest.
Derek & Gus are wonderful, professional and honest. I would highly recommend this dealership to anyone looking for a new vehicle! They have immaculate cars in their inventory and they are very well maintained. I will definitely be back to purchase another vehicle from Chicago Auto Warehouse!
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
I purchased a preowned car off the internet from Martin.
I purchased a preowned car off the internet from Martin. They were very helpful, easy to work with and honest through the process. I feel it was a fair transaction for me and for them. I would highly recommend them if you are shopping online. The car was exactly as they said it was when it was delivered to me almost 800 miles away.
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
The process was easy.
The process was easy. Went to see the car but they were waiting for a part. We liked it right away. When it was finished they called us to test drive. Dan and Dave were terrific no pressure. They gave us a figure and we gave them ours and they did more than we asked for including accessories. John in finance and John the gm were also terrific. I rate this dealership very high.
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Haggerty is great place to buy & service your car
From originally purchasing my car at Haggerty to having my car serviced at Haggerty, my experiences have all been positive. Everyone is friendly and answers all of my questions. Work is done well and on time.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Cadillac SRX
Felt welcome as I entered the door. Staff was available and when I asked for the sales person that I had been communicating with, salesperson was waiting.
My 2022 Silverado has not on the road long enough.
Driving not as good as my 2011 Silverado 6.2 what great truck for power and performance during long trips from Baltimore to Atlanta. Other than rear brakes problems there are no major issues






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
It’s rare to find someone as patient and understanding as
It’s rare to find someone as patient and understanding as Erick. He made a stressful process actually enjoyable.
2022 Chevrolet Silverado High Country 6.2 V8
My 2022 Silverado High Country was involved in a car accident caused by a teen, and the truck saved my life, the emergency collision system reacted right away, prevented an even worse outcome. I can't wait to fix my truck. It's amazing in every way, its quite a looker too. I had just done a 4" Lift Kit and was about to throw on some 35s, can't wait to do that, here soon. I would recommend this truck to everyone. Chevy really did am amazing job, with inside and outside, just an amazing truck overall.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Staff there were nice and made the dealership experience
Staff there were nice and made the dealership experience less painful. Worked with Juan and Ryan on the purchase of a used MDX. They were able to work out a deal to accommodate our agreement.
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
2023 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
This was my first time purchasing a vehicle from out of
This was my first time purchasing a vehicle from out of state. Donna Lee was very informational and great to work with! From day one phone calls until the day we met in person. Donna’ was professional, stayed in contact and made sure I had everything I needed to make the transition a smooth and easy process. I was comfortable throughout the whole process. I will definitely recommend Donna Lee for future transactions!
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
I called before visiting the dealership, after I stepped
I called before visiting the dealership, after I stepped out of my truck I was greeted by Paul, and he asked me how he could help, I pointed to the truck I had called about and told him that one. We went in and did initial paperwork and went for a test drive. Upon returning sat down and discussed pricing and options, after coming to an agreement, the paperwork and financing went smoothly. It was the easiest and fastest vehicle purchase in a dealership I have had.
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
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Reviews
New Suburban
Found the new 2023 suburban silver grey suburban I wanted on cars.com at Webb?s dealership. Drove 177 miles in my son?s Sierra pick up where Jason answered all my questions and completed the sale. All employees and facilities at web where friendly, clean and professional. Jason made my purchase possible by keeping the Sierra at the dealership until my son could pick it up one week later after arriving from O?Hare airport. As a lifelong Chevrolet customer, I highly recommend Webb to everyone.
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
Aleksandra and Jorge were awesome!
Aleksandra and Jorge were awesome! Extremely helpful and knowledgeable. We will definitely purchase future autos from them too. Excellent service!
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Owner of the company reached out to me and take care off
Owner of the company reached out to me and take care off all issues even it was after work hours. Good customer service.
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.






Chevrolet Certified
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Emily Salcido, our Service Consultant was excellent.
Emily Salcido, our Service Consultant was excellent. She listened to our concerns and made sure she understood everything was correct for the mechanics, made sure we were happy with our experience and just took great care in our experience. Highly recommend this dealership and Emily!
Great truck
Great truck awesome power Has the usual infotainment system issues that all makes have the sound goes out and radio system locks up shut it down for a few then works again The steering column upper cover came a part when I picked it up the dealer ordered the part but it’s been 3 months no called from the dealer ( Unity Chevy ) Newburgh ny No status updates very poor dealer Also no fog lights and none are available from the dealer or after market needs fog lights the normal headlights just aren’t enough lighting for night driving One other note the antenna paint is peeling and the dealer said I had to pay for that Lol truck had 230 miles on it the dealer was a joke so I will be going to another dealer for and warranty work






Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Matt is sales was very open and honest.
Matt is sales was very open and honest. He worked to get the payment I needed!
#1 Chevy Silverado
Not surprised the Chevrolet Silverado was named #1 Best Truck!! Overall, I highly recommend driving and owning a Silverado! From the way it drives to the technology with safety and convenience features, the Silverado is a solid choice.






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Everyone in the dealership was nice and helpful.
Everyone in the dealership was nice and helpful. Big shout out to David and Johnny for having delivering great customer experience and drive out their lot happy






Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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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.






Used
2021 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
DEF found in diesel fuel tank in my new truck
I love my new 2021 Chevrolet high country truck except for the location of Def and Diesel that they are located in the same compartment without any lids to identify the 2, for some strange reason l got Def in my diesel, the insurance company will not pay for this so it’s costing me over $13,0000 out of my own pocket to get fixed and keep the warranty good still. Chevrolet needs to be responsible for this. If this is such a problem that can happen to anyone at anytime. They need to separate the def and the diesel from the same location so that it can not accidentally put DEF into the diesel spout or if someone comes along and puts DEF into your diesel and your insurance will not cover the repairs as they blame you. To fix this huge mistake, Chevrolet will have to correct this by installing locking cover over the spout like most vehicles have and put a fuel cap back on, move the DEF back under the hood in a accessible area. I am saddened by all of this and the cast of all this has set me back as l am only surviving day by day due to all the rising costs today. Hope Chevrolet reads this and others that could potential have this happen to them. My new truck will never be the same again. One more thing to add, the mechanic mentioned that this was the 7 th Chevrolet truck that this happened to this year alone.
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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 Berkeley, IL
1 Great Deal out of 25 listings starting at $28,000
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1 Great Deal out of 25 listings starting at $28,000
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1 Great Deal out of 26 listings starting at $28,000
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1 Great Deal out of 25 listings starting at $28,000
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1 Great Deal out of 25 listings starting at $28,000
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1 Great Deal out of 25 listings starting at $28,000
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Chevrolet Silverado 1500 Custom Trail Boss in Bellwood, IL
1 Great Deal out of 25 listings starting at $28,000
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Chevrolet Silverado 1500 Custom Trail Boss in Lombard, IL
1 Great Deal out of 25 listings starting at $28,000
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Chevrolet Silverado 1500 Custom Trail Boss in Melrose Park, IL
1 Great Deal out of 25 listings starting at $28,000
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Chevrolet Silverado 1500 Custom Trail Boss in Addison, IL
1 Great Deal out of 28 listings starting at $28,000
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Chevrolet Silverado 1500 Custom Trail Boss in Oak Brook, IL
1 Great Deal out of 24 listings starting at $28,000
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Chevrolet Silverado 1500 Custom Trail Boss in Franklin Park, IL
1 Great Deal out of 24 listings starting at $29,998
Chevrolet Silverado 1500 Custom Trail Boss by year
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2025 Chevrolet Silverado 1500 Custom Trail Boss
26 listings starting at $44,975
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
15 Great Deals out of 94 listings starting at $5,997
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5 Great Deals out of 66 listings starting at $28,595
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Chevrolet Silverado 1500 LTZ
13 Great Deals out of 48 listings starting at $9,995
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Chevrolet Silverado 1500 LT Trail Boss
2 Great Deals out of 45 listings starting at $24,950
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5 Great Deals out of 36 listings starting at $17,495
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10 Great Deals out of 32 listings starting at $11,950
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Chevrolet Silverado 1500 2LT
10 Great Deals out of 31 listings starting at $13,977
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Chevrolet Silverado 1500 High Country
1 Great Deal out of 23 listings starting at $22,990
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