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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
La Grange 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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I recently assisted my daughter and her husband in
I recently assisted my daughter and her husband in purchasing a new Chevy Trax at Golf Mill Chevrolet and it was one of the best new car buying experiences I have ever had. I contacted Christopher over the phone based on his excellent reviews and set up an appointment and from that point forward I was extremely impressed with Christopher's communication, honesty, product knowledge and professionalism. On the second contact both my daughter and her husband were able to be there and they too were very impressed and satisfied and they purchased the vehicle. Christopher is very detailed to make sure all steps of the purchase and delivery process were completed including a tour of the dealership service department and introduction with the Service Manager and Service Advisor. All other employees we encountered at the dealership were also very friendly and efficient - finance, sales manager, cashier and other sales staff. I worked for GM for 31 years and purchased many, many new GM vehicles and again this was one of the best ever purchase experiences!! Bill S
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
Matt is sales was very open and honest.
Matt is sales was very open and honest. He worked to get the payment I needed!
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I bought new 2025 Yukon at Woody.
I bought new 2025 Yukon at Woody. It's second time I bought a car there and will never look for other GMC dealership. My favorite salesman - Brian is the best. It's always available when i need him. Quite quick and nice purchasing procedure. New car came with more features so I needed a lot of explanations and Brian knew everything and explained it to me. If you are looking for BEST place for new GMC and the BEST place to service your car - Woody GMC is your place and Brian is your salesman !
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
Features
Reviews
Amazing as always!
Amazing as always! Paul and his team always take care of me and the process is efficient.
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
Vehicle information
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Reviews
A dealership you can trust
I was looking for a specific car that was at this CarMax. Problem was that I live in Minnesota, not Chicago and would have to traveling a great distance for a car I had not seen other than in pics, potentially risking wasting a great deal of time and money. I had to trust Jonathan, my salesman, to tell me the condition of the car where the pics could not. He was completely honest and the car was exactly what he said it was. Between Jonathan and Adam, the sales manager i was able to close the deal and drive back to home within an hour. I am completely pleased with the car and 100% satisfied with the dealership. I guess you can trust a car dealership. I did and they did not let me down. Thanks guys.
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
Finally a positive car buying experience!
I usually dread dealing with car dealerships but Hawk Ford was different and went out of their way to make it positive, especially the salesman Rich Bergmann.
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
Features
Reviews
Good people no pressure nice clean used cars I highly
Good people no pressure nice clean used cars I highly recommend this dealership they make it easy to get the car you want
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
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
Vehicle information
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Reviews
McGrath Arlington KIA was professional with no hidden
McGrath Arlington KIA was professional with no hidden charges. Petros knew his cars and answered all our questions. We highly recommend McGrath Arlington KIA.
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
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Reviews
Very good vehicles.
Very good vehicles. It was great to work with the people at Chicago Auto Warehouse.






Used
2023 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.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Frank was friendly and helpful.
Frank was friendly and helpful. He look up my records to make sure I was not receiving and paying for unnecessary service. He provided a coupon.
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
Easy!
If you’re not looking to be served champagne and want a simplified buying experience this is the place to go! The no haggle pricing takes some of the anxiety out of the car buying experience, and if you cross check the vehicle on cars.com it will directly tell you if you’re getting a good deal or great deal or fair deal. We purchased a Porsche Cayenne from them and Dan and Brian were awesome! Thank you!!






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Crystal helped me out and she was amazing.
Crystal helped me out and she was amazing. Showed me all the features of the car and everything was very informative. Process was smooth as well. Crystal aka ?lil Becky G? is the sales associate to ask for when you shop here.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Paolo was our salesman and he was beyond helpful, kind,
Paolo was our salesman and he was beyond helpful, kind, and easy to work with. I had been talking to Rachel through emails and she set everything up for us, as far as what payment we wanted. She got us just we asked for. We then went to the dealership and Paolo helped us with the rest of the way. He showed us the truck, ran numbers for us and made it work so that we got the payment we asked for. This was my sons first experience buying a new car and it could not have been a better experience. The manager there also came out to talk to my son and be sure he understood everything about the lease. I thought that was awesome. There was at no time any feeling of being rushed, or being pressured to buy the truck. We went home to talk about the payment and 2 days later bought the truck. I WOULD RECOMMEND ADVANTAGE AND PAOLO TO ANYONE LOOKING TO BUY A CHEVY TRUCK.






Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
We've worked with Tony before & he is very
We've worked with Tony before & he is very knowledgeable & knows just what we like.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Five-Star Experience at Castle Chevy Our experience at
Five-Star Experience at Castle Chevy Our experience at Castle Chevy was truly outstanding from start to finish. After receiving an invitation in the mail, we were contacted by Linda, who was not only friendly but also incredibly helpful. She took the time to understand our situation and helped us consider whether buying a car after bankruptcy was the right step. Her guidance was thoughtful and never pushy. When we visited the dealership, Kevin took over and exceeded our expectations. I had some hesitation due to our financial past, but Kevin was patient, professional, and informative. He clearly explained how purchasing a vehicle could help us begin rebuilding our credit and finally get out of a costly car rental situation. What impressed us most was Kevin?s genuine commitment to our needs. He didn?t try to steer us toward just any vehicle?he helped us find the right one for us. He also worked hard to secure the best possible financing available. The entire process, including the paperwork, was smooth and stress-free thanks to his outstanding support team. Although I don?t remember every staff member?s name, I won?t forget how respectfully and kindly we were treated throughout. At Castle Chevy, we never felt like just another number. The team made us feel valued and respected. That?s why I?m giving them a well-deserved 5-star rating.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
They were able to squeeze my car in for repair but it was
They were able to squeeze my car in for repair but it was there 5 days. I am not sure if all the work they did was necessary. Even though i have an extended warranty they said not of the repairs were covered.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great dealer, definitely recommend them, everything went
Great dealer, definitely recommend them, everything went super smooth and I got an amazing rate for financing as well
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Yesterday I purchased a car by phone for the first time.
Yesterday I purchased a car by phone for the first time. As a senior citizen I sold my car on the 9th of March thinking I would get totally travel by taxi or Uber or Lyft but I under estimated the value of getting up and going when you like. The team at CarMax from beginning to directions to the highway were the very best. Each and every member made me feel valued as a customer. And feel like they were treating me like they would their family members. You could not ask for more than that. Bj
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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1 Great Deal out of 24 listings starting at $27,395
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1 Great Deal out of 24 listings starting at $27,395
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1 Great Deal out of 24 listings starting at $26,199
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1 Great Deal out of 24 listings starting at $26,199
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
12 Great Deals out of 104 listings starting at $2,500
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4 Great Deals out of 71 listings starting at $25,435
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11 Great Deals out of 49 listings starting at $6,995
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4 Great Deals out of 41 listings starting at $21,750
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11 Great Deals out of 36 listings starting at $7,490
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5 Great Deals out of 35 listings starting at $15,488
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12 Great Deals out of 24 listings starting at $10,789
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Chevrolet Silverado 1500 WT
3 Great Deals out of 22 listings starting at $10,499
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