Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
La Grange, 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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Extremely pleased with the total level of Excellent
Extremely pleased with the total level of Excellent service we received from the Woody family of employees.(Sales, Service and Parts Departments). Everyone pulled together to assure we that received an excellent level of service and satisfaction.
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






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Let me just start off by saying.
Let me just start off by saying.....I have never met a more patient man/salesman than MOSHI!!!! This was my first ever car buying experience at a dealership and the anxiety was real. But no one else I would have rather had as a product specialist, than Moshi. Words cannot even begin to express my appreciation for his services. He was very punctual, professional, transparent, understanding and genuinely made the entire experience as comfortable as possible. Not to mention, he's very knowledgeable when it comes to vehicle systems. As difficult as I was as a first-time buyer, I commend Moshi for patiently working with me on site of the dealership, for hours, without giving up until I was comfortable enough with signing and driving my car off the lot. His dedication truly paid off because I couldn't be happier with my purchase. I arrived pre-approved for a loan and left with a better rate after their finance dept. hooked it up. Even after my purchase, Moshi checked in to see how I was doing with my purchase. Truly cannot express how thankful I am to everyone at this dealership for taking the time to work with me and easing my anxiousness with the process. Seriously though, promote a brotha! Moshi was the best!! Highly recommend working with him if you're looking to buy your next vehicle! Thank you to everyone at this dealership for your efforts. I'm forever grateful for my Mazda CX-5!!
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
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
Very professional, excellent communication Friendly
Very professional, excellent communication Friendly staff, and had the vehicle we wanted, would deal with them again
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
The men I worked with were friendly, attentive,
The men I worked with were friendly, attentive, personable, professional, and genuine, not just trying to "make a sale".
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
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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.
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
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I have brought my vehicle in for every oil change I have
I have brought my vehicle in for every oil change I have needed. Always courteous and professional, my car gets a diagnostic check every time and is freshly washed. I like that the Service Department send out coupons, and making an appointment is easy online or with a phone call.
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
Good selecrion
Wide selection and no haggle are a plus over other dealerships. I like being able to see how many different makes and models. CarMax is the only place I will shop
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
This was the best purchasing experiences I have ever had.
This was the best purchasing experiences I have ever had. The staff were friendly and very helpful. The vehicle was as advertised. Sometimes pictures don't accurately depict the vehicle, not in this case. I would highly recommend CAW to anyone looking to purchase a quality vehicle and be treated like an MVP!






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Service Department is top notch.
Service Department is top notch. Techs do great work. Happy to have them around. Keep up the good work!
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
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.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great staff!
Great staff! They made the purchase simple. Our sales associate Crystal was great, took time to help us locate the right vehicle. I would recommend this dealership to family and friends.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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.
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
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Webb Chevy is the only place I will service my vehicle
Webb Chevy is the only place I will service my vehicle at, they are the best on the Southside!
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Very nice experience here with Kendall.
Very nice experience here with Kendall. Did a nice job for us. We received everything we were promised without a hassle.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
On April 30th, I brought my 2018 Chevy Equinox to
On April 30th, I brought my 2018 Chevy Equinox to Advantage Chevrolet of Bolingbrook for routine maintenance and an oil change tire rotation. Their team of mechanics, Dylan specifically, and your service consultants Jimmy, Ray Jr. and Renee are truly exceptional, and I am immensely impressed by the level of professionalism and expertise I have experienced at your dealership throughout the years. Maintaining three Chevy vehicles can be quite a task, but the team at Advantage Chevrolet of Bolingbrook has consistently gone above and beyond to ensure that all of my cars are in top-notch condition. It's evident that they take pride in their work and are committed to delivering the best service possible. Their dedication to excellence has not gone unnoticed, and it has undoubtedly contributed to my continued trust in Advantage Chevrolet of Bolingbrook. I have peace of mind knowing that my vehicles are in the hands of experts who genuinely care about their customers. I?ve said it before and I?ll say it again, they?ve got a customer forever! Once again, I'd like to thank them for their exceptional service and for the peace of mind they provide as a trusted service provider. I look forward to continuing our partnership in the future. Jim McIlvain Downers Grove, IL.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
AMAZING PLACE!
AMAZING PLACE!!! I bought a 2021 Kia and I had it shipped to my house in Texas, extremely smooth process and it was a lot better than I expected it. Thank you Midway !! I will be back in the future!!!
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
Battery
Todd was very helpful and made sure my car was pulled inside when leaving as it was very slippery outside
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.






Chevrolet Certified
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
My salesman victor was great.
My salesman victor was great. The process was quick. I did not have to wait hours like at other dealerships I would definitely recommend you check Mike Anderson Chevrolet out. Thanks for everything
-
Prev - 1
- 2
-
Next
*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
-
Chevrolet Silverado 1500 Custom Trail Boss in Western Springs, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in La Grange Park, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Brookfield, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Countryside, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Hinsdale, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Lyons, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Indian Head Park, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Hodgkins, IL
1 Great Deal out of 22 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Westchester, IL
1 Great Deal out of 23 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Summit, IL
1 Great Deal out of 22 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in Riverside, IL
1 Great Deal out of 24 listings starting at $27,395
-
Chevrolet Silverado 1500 Custom Trail Boss in North Riverside, IL
1 Great Deal out of 24 listings starting at $27,395
Chevrolet Silverado 1500 by trim
-
Chevrolet Silverado 1500 LT
12 Great Deals out of 109 listings starting at $2,500
-
Chevrolet Silverado 1500 RST
4 Great Deals out of 70 listings starting at $25,435
-
Chevrolet Silverado 1500 LTZ
9 Great Deals out of 51 listings starting at $6,995
-
Chevrolet Silverado 1500 LT Trail Boss
5 Great Deals out of 42 listings starting at $21,750
-
Chevrolet Silverado 1500 1LT
11 Great Deals out of 33 listings starting at $7,490
-
Chevrolet Silverado 1500 Custom
5 Great Deals out of 33 listings starting at $15,488
-
Chevrolet Silverado 1500 2LT
12 Great Deals out of 24 listings starting at $10,789
-
Chevrolet Silverado 1500 WT
3 Great Deals out of 22 listings starting at $10,499
-
Chevrolet Silverado 1500 High Country
1 Great Deal out of 20 listings starting at $24,995
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
Certified cars are manufacturer warrantied and typically go through a rigorous multi-point inspection.
This car is likely to sell soon based on the price, features, and condition.
${award_blurb}
${award_two_blurb}