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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Itasca, 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
Features






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Excellent.
Excellent. Upfront, thorough, and personable. Have checked in after our purchase to ensure satisfaction and answer any questions. Much appreciated!
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
Vehicle information
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Reviews
Awesome dealership helped me out when I needed it the
Awesome dealership helped me out when I needed it the most especially Ragheed Mecherfieh even tho I came in last minute he still went above and beyond to make sure I got what I was looking for highly recommend going to him for any cars
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Buy from Keith G he does'nt push you and he makes you
Buy from Keith G he does'nt push you and he makes you feel at ease picking a car out .
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
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.
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
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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!
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
Had a fantastic experience with Motor Cars of Chicago,
Had a fantastic experience with Motor Cars of Chicago, Seraj “Raj” Abughoush was amazing to work with. He was attentive from start to finish. I am an out of town buyer and Raj worked with me to make sure I was satisfied before and after purchase. He followed up timely and walked the vehicle with me via FaceTime twice. He took me on a drive via FaceTime and even found a chip in the window and had it fixed before delivery. I will definitely buy another vehicle from Motor Cars of Chicago, they have a customer for life. The manager was also highly engaged And customer focused. I highly recommended and customer friendly. Thanks Raj and team.
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
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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
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
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
Very professional, excellent communication Friendly
Very professional, excellent communication Friendly staff, and had the vehicle we wanted, would deal with them again
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
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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!
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Best dealer ever.
Best dealer ever. Tatiana did a great job..She is very smart respectful and she has a lot of knowledge. My next car l m going to buy with them also and with Tatiana of course. If you are looking for a good price and a solid car go there and ask about Tatiana. Mike volvo v v90 cross country
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
Martin Chevy in Crystal Lake is an AMAZING dealership
Martin Chevy in Crystal Lake is an AMAZING dealership with AMAZING people working there. From searching the right cars, making the purchase, financing and service, this place rocks it all!!! Highly recommended!!!
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
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!






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Teaverse
I cried about the price of my tires but to know they are covered was a big load off my shoylders
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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Reviews
Steve was very up front from the very beginning.
Steve was very up front from the very beginning. Thank u for ur help Steve
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
2019 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
I purchase a 2019 Qx60 my experience was very very good
I purchase a 2019 Qx60 my experience was very very good sale person Thomas pates did a wonderful job to get me in this car everyone was helpful I will purchase another vehicle from there I am from Milwaukee thanks carwise
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
Battery
Todd was very helpful and made sure my car was pulled inside when leaving as it was very slippery outside






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






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Reviews
I had an amazing experience working with my salesman
I had an amazing experience working with my salesman Antoni. He guided me and my family to the best car that suited us. He makes the car buying process super easy and smooth. The car was also a very good price too!






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Quick and painless purchase with financing.
Quick and painless purchase with financing. Did most of it via text and phone call and agreed to a price and showed up the next evening to pick up the car. Could not have been simpler! Ruben the sales rep was great!
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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
-
Chevrolet Silverado 1500 Custom Trail Boss in Itasca, IL
1 Great Deal out of 33 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Wood Dale, IL
1 Great Deal out of 33 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Elk Grove Village, IL
1 Great Deal out of 33 listings starting at $25,877
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Chevrolet Silverado 1500 Custom Trail Boss in Addison, IL
1 Great Deal out of 31 listings starting at $30,936
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Chevrolet Silverado 1500 Custom Trail Boss in Roselle, IL
1 Great Deal out of 36 listings starting at $25,877
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Chevrolet Silverado 1500 Custom Trail Boss in Bensenville, IL
1 Great Deal out of 31 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Bloomingdale, IL
1 Great Deal out of 32 listings starting at $28,784
-
Chevrolet Silverado 1500 Custom Trail Boss in Schaumburg, IL
1 Great Deal out of 34 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Glendale Heights, IL
1 Great Deal out of 31 listings starting at $30,936
-
Chevrolet Silverado 1500 Custom Trail Boss in Hanover Park, IL
1 Great Deal out of 36 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Villa Park, IL
1 Great Deal out of 29 listings starting at $30,936
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Chevrolet Silverado 1500 Custom Trail Boss in Elmhurst, IL
1 Great Deal out of 29 listings starting at $30,936
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
17 Great Deals out of 89 listings starting at $6,000
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Chevrolet Silverado 1500 RST
3 Great Deals out of 61 listings starting at $28,595
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Chevrolet Silverado 1500 LTZ
7 Great Deals out of 49 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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Chevrolet Silverado 1500 Custom
6 Great Deals out of 35 listings starting at $20,980
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Chevrolet Silverado 1500 1LT
11 Great Deals out of 33 listings starting at $9,999
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Chevrolet Silverado 1500 Custom Trail Boss
1 Great Deal out of 33 listings starting at $28,000
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Chevrolet Silverado 1500 2LT
10 Great Deals out of 30 listings starting at $15,995
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Chevrolet Silverado 1500 High Country
22 listings starting at $25,995
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