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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Plainfield, 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
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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!
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
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Denise was very attentive, gave me all information
Denise was very attentive, gave me all information needed. Staff was very welcoming and made you confident with your purchase!
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
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Motor Cars of Chicago is a great dealership to work with!
Motor Cars of Chicago is a great dealership to work with! I purchased a used Dodge 3500 there and was provided a wonderful experience from the moment I walked in the door. Mark assisted me through the process and was helpful and very pleasant to work with! Highly recommend Mark AND this dealership!
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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Stellar service.
Stellar service. Took my Silverado in for service. Very professional and Cody one of the service techs really took care of me. They are thorough but fast at the same time. I will always go to Castle for service and any future purchases! Great job.
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
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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
2022 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Everything was wonderful
When people complaining about the car buying process this wasn?t one of them they were great!!!
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.






Chevrolet Certified
2024 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Purchased a Camaro from 900 miles away.
Purchased a Camaro from 900 miles away. Anthony and Dan did a good job and made the purchase easy. They also assisted in shipping the car to me.
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
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Alex Alverio
Alex is the man to see he knows his vehicles. Easy to talk to great customer service, he finds the vehicle you need. Alex help us in every aspect. Would highly recommend this dealership and recommend you all to see Alex.
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
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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!
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Webb Chevy
Every time I go in For an oil change I am always satisfied with the the work they do ?????????????????
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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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!
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
2022 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 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
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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.
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
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Reviews
One hour twenty minutes from walk in to drive off
This is the second car I've bought from CarMax (I also once sold a car). Every experience has been fantastic but this actually ranks as the best. Sales Consultant LaShinda John answered every question I had via email and then, for financing, by phone so that I walked in with the exact make, model and trim I wanted waiting for me to test drive and pre-approved for financing. The entire in-dealer experience took less than an hour and a half. Fantastic company and fantastic sales consultant.






Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
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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!
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
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Reviews
We Buy all our vehjcals from Ron Westphal Chevrolet.
We Buy all our vehjcals from Ron Westphal Chevrolet. The service dept is top notch and very good. You won't go wrong coming here.
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
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I recently purchased a 2025 Traverse RS from Brian
I recently purchased a 2025 Traverse RS from Brian Crunican, and I couldn't be happier with the experience. From the moment I walked in, Brian was professional and knowledgeable. He made sure that I had all the information I needed to make the best decision. He was friendly and helpful by taking the time to answer all my questions and thoroughly explain all the technology in the vehicle. He even helped set up features like Super Cruise, making sure I felt comfortable and confident using them before I drove off the lot. What I appreciated most about Brian was his honesty and transparency. He walked me through all the details, ensuring there were no surprises along the way. The entire process was smooth and stress-free as he made everything easy to understand. If you're looking for a trustworthy and reliable salesperson, I highly recommend Brian—he truly goes above and beyond for his customers!
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!:)






Chevrolet Certified
2024 Chevrolet Silverado 1500 Custom Trail Boss
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We absolutely love our 2016 Rubicon we purchased from
We absolutely love our 2016 Rubicon we purchased from Jerry Haggerty Chevrolet in Glenn Ellyn, IL. I called and spoke with the sales department, and explained that we would be driving for over 3 hours to look at and possibly purchase the Jeep. I asked if there was any way they could send pictures of the underneath of the Jeep. We were concerned because we had looked at several Jeeps all over, and some had very bad rust on the frame. They were so kind to speak with the Service Dept, and have the Jeep put onto a hoist in the shop to get us the pictures we requested. After receiving the pictures we were pleased that the frame and undercarriage looked really clean with minimal rust especially in the Midwest. We made pre arrangements on the price as we were going to be purchasing out right, and wanted a quick sale so we could be back home in good time. We decided to drive on Friday evening to Glen Ellyn, IL from our home town of Bellevue, IA. We spent the night so we could look at the vehicle early and if it was every thing we hoped it was, it was coming back to Iowa with us :) We arrived early and notified the sales Dept that we were on our way, they had it all ready sitting out front and center for us to look at. It was in such wonderful condition. So well cared for and all detailed to almost new. We obviously decided to purchase the Jeep, we had such a wonderful time with the Finance Dept Manager, Brian Folan, he was hilarious. Made us feel right at home!! Everything went as planned and we purchased the Jeep. After getting the Jeep home the next morning we had an issue with the Jeep stalling when put into gear. After doing some research my husband found that there is a well known issue with the Torque Converters with the Jeep Wranglers. We contacted Jerry Haggerty right away on Monday morning when they opened. After speaking with the Sales Dept they spoke with the Service Dept and we started working on a plan to resolve the issue. We took the Jeep to the local "Jeep Dealership Turpin Dodge, Chrysler, Jeep" they spoke with the Service Dept at Haggerty and came up with a plan to flush the transmission, and do a chip reset. This costed around $480.00. Jerry Haggerty paid for the service to be done. Unfortunately this did not correct the issue and we still had the same issue the Torque converter. We got multiple estimates because the Jeep Dealership wanted $2800.00 to replace it. The best estimate we got was $1800.00. We contacted Jerry Haggerty again and they were so kind, and are going to help us cover almost all of the cost and sent us a check for $1200.00. I really really want to emphasize the fact that Jerry Haggerty did this and he absolutely DID NOT HAVE TO!! We did not purchase the extended warranty, they did this because they are a family owned dealer ship and actually care for they're customers!! We are so pleased and humbled that Jerry did this for our family! My husband had been on strike for almost 6 months and this was a tough time for us. I want to tell anyone, if you are driving from afar and have been screwed and are skeptical definitely give this dealership a shot!! We were not disappointed and love our 2016 Jeep Rubicon from Jerry Haggerty Chevrolet!!
I own a 2024 2WD WT, Double Cab.
I own a 2024 2WD WT, Double Cab. The WT model is the least expensive of the line up and comes with the 2.7L 4-cylinder HO motor. It has analog gauges, which I actually prefer over LED displays. The engine pulls like a V8 and sounds more like a small diesel. The 8 speed transmission shifts at the right times and is smooth. Cabin noise is minimal. It is a solid truck!
Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
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Repairs to XT5
Needed a repair for a noise in driver's side door. Service people did a great job.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
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Great dealership.
Great dealership. Bought a 2015 Honda Accord. Will definitely be back! Thanks to the whole team at Midway Autohaus!
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.
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2024 Chevrolet Silverado 1500 Custom Trail Boss
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2021 Chevrolet Silverado 1500 Custom Trail Boss
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2022 Chevrolet Silverado 1500 Custom Trail Boss
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2024 Chevrolet Silverado 1500 Custom Trail Boss
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2019 Chevrolet Silverado 1500 Custom Trail Boss
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2024 Chevrolet Silverado 1500 Custom Trail Boss
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2020 Chevrolet Silverado 1500 Custom Trail Boss
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2024 Chevrolet Silverado 1500 Custom Trail Boss
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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.
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