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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.
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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Glendale Heights, 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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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
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
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.
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
Features
Reviews
I called in the morning with an alert about the oil level
I called in the morning with an alert about the oil level And without an appointment, I was told I could just come in anytime I was able. The service department was efficient and competent at addressing the issue. Thank you!
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
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.
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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.
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
2019 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.
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
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!
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
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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!
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
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.
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
“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!
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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.
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.






Chevrolet Certified
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Trae at the Hodgkins location was my salesperson.
Trae at the Hodgkins location was my salesperson. Thank you Trae for listening, and addressing my questions and concerns. You were patient, empathic and understanding of my needs/concerns. You have a kind and professional demeanor which made it a very pleasant experience. I would highly recommend to family and friends. Thanks for going above and beyond.
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
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
2022 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.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Excellent
They are always kind and great service! They get my car in and out quickly!






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
We just had a very positive and smooth interaction and
We just had a very positive and smooth interaction and used car purchase with Castle Chevrolet. We were shopping for a replacement Chevy Trax for my 86 year old mother in law and I found one on Castle's web site that was a perfect fit for her. I phoned the dealer to let them know we would be coming in. We were met by Jeff Vicari who handles our entire transaction and sale in a professional, courteous and respectful manner. My typical opinion of dealing with buying a car normally isn't very favorable but this experience was awesome. We did have a minor issue with the loan paperwork but it was our fault, I contacted Jerome Witt ( Sales Manager) who said he would fix the problem - low and behold, it was fixed within the hour. My thanks to both of these guys for making the transaction positive!






Used
2023 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
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
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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 Bloomingdale, IL
2 Great Deals out of 29 listings starting at $28,784
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2 Great Deals out of 28 listings starting at $30,936
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2 Great Deals out of 28 listings starting at $30,936
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2 Great Deals out of 26 listings starting at $30,936
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2 Great Deals out of 33 listings starting at $25,877
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Chevrolet Silverado 1500 Custom Trail Boss in Lombard, IL
2 Great Deals out of 26 listings starting at $30,936
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Chevrolet Silverado 1500 Custom Trail Boss in Wheaton, IL
2 Great Deals out of 27 listings starting at $30,936
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Chevrolet Silverado 1500 Custom Trail Boss in Winfield, IL
2 Great Deals out of 27 listings starting at $30,936
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Chevrolet Silverado 1500 Custom Trail Boss in Itasca, IL
2 Great Deals out of 30 listings starting at $28,000
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Chevrolet Silverado 1500 Custom Trail Boss in Hanover Park, IL
2 Great Deals out of 33 listings starting at $25,877
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Chevrolet Silverado 1500 Custom Trail Boss in Villa Park, IL
2 Great Deals out of 26 listings starting at $30,936
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Chevrolet Silverado 1500 Custom Trail Boss in Wood Dale, IL
2 Great Deals out of 30 listings starting at $28,000
Chevrolet Silverado 1500 Custom Trail Boss by year
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2025 Chevrolet Silverado 1500 Custom Trail Boss
27 listings starting at $44,225
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
14 Great Deals out of 91 listings starting at $5,887
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Chevrolet Silverado 1500 RST
8 Great Deals out of 62 listings starting at $28,595
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Chevrolet Silverado 1500 LTZ
12 Great Deals out of 48 listings starting at $9,995
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Chevrolet Silverado 1500 LT Trail Boss
4 Great Deals out of 46 listings starting at $24,950
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5 Great Deals out of 32 listings starting at $19,595
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11 Great Deals out of 31 listings starting at $13,977
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Chevrolet Silverado 1500 1LT
9 Great Deals out of 28 listings starting at $12,995
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Chevrolet Silverado 1500 High Country
22 listings starting at $25,995
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