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Used
Chevrolet Silverado 1500 LT Trail Boss
for sale
near
Glencoe, 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 LT Trail Boss
Vehicle information
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Reviews
Great staff and very good deals on new vehicles.
Great staff and very good deals on new vehicles. Quick, friendly and very helpful. I would recommend if your looking for a great deal check with these guys first. They will get you that Great deal others can't.
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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
Rich was great - very easy process to purchase my new
Rich was great - very easy process to purchase my new Ford Expedition. Thanks for everything!
I have a 2020 1500 RST with the 5.
I have a 2020 1500 RST with the 5.3 engine and 8 speed transmission. My truck now has 67,000 miles. The acceleration is outstanding and smooth from gears 3-8. Probably could use more torque for gears 1-2, but not weak by any means. I have had no mechanical problems outside of the clunking rear suspension which was fixed by retorqueing the rear leaf spring suspension bolts. Other than that minor issue, it has been very reliable. I have heard these transmissions have had issues, but nothing that has caused issues for me. It has the 60-70 MPH shutter that is common to these transmissions, but I have learned how to drive to avoid the shutter, as I did with my 2011 1500. Overall pretty satisfied at this point. Comfort and amenities could be better for the front seats for the price, but I bought it knowing that. FYI my front brakes at this point are still 50%, and I have invested very little outside of a few fluid exchanges and routine maintenance. Excellent fuel mileage: 20 mpg with 50% highway vs city driving.






Used
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
We actually traveled four hours to this Chicago used car
We actually traveled four hours to this Chicago used car dealership that listed a lot of used model X's, drove a couple, then found out that they will personally inspect a car and give us a high-quality video walk around and deliver to us for $350 [chicago to 49417]. Nader was very helpful and patient. So we went home and kept checking online until that dealership listed the car with all the options we wanted, then got videos via txt, called back and asked some basic questions, then bought and had it delivered. They also helped us navigate the intricacies of an interstate purchase. We also learned that model X's move quickly, Driven Auto dozens of cars per week if not more, so when you see it you better pull the trigger quickly
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
2020 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Marco Torrens was excellent and patient the entire time
Marco Torrens was excellent and patient the entire time with the process and very polite with every question we asked, the driving test was great and even pointed directions back to the dealership easily
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.






Certified
2019 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
My experience pertains specifically to the Ford service
My experience pertains specifically to the Ford service department - not the actual car dealership. So this place is clearly under new management. After getting some ridiculous estimates from other mechanics and body shops, I decided to give this place a try…. I got outstanding service from Pat Gavin. He quickly got me estimates which confirmed my suspicions that the other mechanics were trying to gorge me into paying for a bunch of unnecessary repairs. Pat & team were able to fix several problems that had been lingering on my car for several months. I always postponed getting these things fixed because other mechanics wanted literally $5-10k for what seemed like small issues. I’m ecstatic to have finally found someone in this industry that conducts business with (1) integrity and (2) high standards in delivering quality! It’s such a relief to know where to go to get my car fixed without getting guided into a bunch of high priced and unnecessary work. I also got my car back cleaner than when I dropped it off!! Everything from the service to the price to the quality of the work exceeded my highest expectations. 1 month later my car is running as good as new. If only everything in the auto industry (particularly the service & repair industry) was run this way.
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.






Chevrolet Certified
2025 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Marquartd of Barrington is an amazing dealership because
Marquartd of Barrington is an amazing dealership because of their integrity and great customer service! I bought my new car 2017 and have relied only on them to maintain it. They are trustworthy and truly care about the customer. Their work ethic and philosophy reflect heavenly standards. I will never go anywhere else!
Love this car.
Love this car. I wish there was more to the interior though, as it is pretty plain and nothing extraordinary. If they had the bigger infotainment screen for the front bench seat it would have a gotten that one. This car over all is great bang for the buck.






Chevrolet Certified
2023 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Bought my wife a trailblazer from Rheya and she was
Bought my wife a trailblazer from Rheya and she was amazing. Very easy experience and she was incredibly helpful. Would 100% recommend her to anyone in the market!!
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
2023 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Nora was great!
Nora was great! Took the time to help find the right vehicle. She was patient and was great to work with! Mary G.
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
2024 Chevrolet Silverado 1500 LT Trail Boss
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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!
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 LT Trail Boss
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I love going to the Autobarn Volkswagen of Countryside!
I love going to the Autobarn Volkswagen of Countryside! I have purchased 2 cars from Adrian, but the entire team is so fantastic to work with. The service department is very kind and thoughtful, as well as prompt. They will also give you a ride anywhere that you need to go if you are waiting for an extended period of time. If you are looking to purchase a car or just want a great place to get your car serviced, I would highly recommend Autobarn Volkswagen of Countryside!
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
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
Great experience with Luis Portales in sales.
Great experience with Luis Portales in sales. Showed us many different cars and options. No pressure to buy. Very easy to talk to and he listened to what we were looking for
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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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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.
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
2021 Chevrolet Silverado 1500 LT 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
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
2024 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Everyone i dealt with at the dealership was very
Everyone i dealt with at the dealership was very welcoming. They were also quick and efficient getting me into my new vehicle.
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
2024 Chevrolet Silverado 1500 LT Trail Boss
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A must stop for Audi newbies
We had been searching causally for a few months for a plug in hybrid suv. We had toured a bunch of different brands and nothing felt right. We made an appt to see one at this dealership and we’re blown away. The team gave us our most in depth tour (over 2 hours ), helped us navigate finances and find the perfect vehicle. We loved working with Wesley and Jazmin. We’re based in the city, but found the dealership so easy to get to. As young professionals, this was our first big car purchase and know it won’t be out last with this team.
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






Chevrolet Certified
2020 Chevrolet Silverado 1500 LT Trail Boss
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My sales person at Castle Chevrolet was Tony Twall.
My sales person at Castle Chevrolet was Tony Twall. He was awesome to work with. He answered all my questions and was very knowledgeable. I have to say that this was the best vehicle buying experience I have ever had. My next purchase will be with the Castle dealership in McHenry IL and I will ask for Tony to be my sales person.
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?






Chevrolet Certified
2023 Chevrolet Silverado 1500 LT Trail Boss
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Thank you
I was impressed with the professionalism of Pola he is a great salesman .. keep up the good work
#1 Chevy Silverado
Not surprised the Chevrolet Silverado was named #1 Best Truck!! Overall, I highly recommend driving and owning a Silverado! From the way it drives to the technology with safety and convenience features, the Silverado is a solid choice.






Used
2023 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
I bought a new Toyota Camry Hybrid.
I bought a new Toyota Camry Hybrid. I didn’t really understand what a hybrid was but Darek Gniadek took the time to explain it to me. He answered all my questions and concerns. Darek bent over backwards to put me in the exact car I wanted. When Schaumburg did not have the color I wanted, Darek searched other Toyota dealers and found the perfect car for me. I was pleased with the service I received and I highly recommend Darek Gniadek for anyone looking to buy a new car.






Used
2019 Chevrolet Silverado 1500 LT Trail Boss
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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!!
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
2022 Chevrolet Silverado 1500 LT Trail Boss
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JC and Marino dealership provided an exceptional
JC and Marino dealership provided an exceptional experience. JC walked us thru all the benefits, applications and dashboard to be sure we knew all the wonderful features of our new Jeep Grand Cherokee. In addition to knowledge sales people, the process of buying a new car was seamless. Everything from getting the registration card, license plates and applying for the title happened in JCs office! Everyone was super friendly and excited about our new car. It felt like we were treated like family… that’s how much care and attention we were given. 10 score all around!!! Thank you JC and Marino team.
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.
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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 LT Trail Boss by city
-
Chevrolet Silverado 1500 LT Trail Boss in Winnetka, IL
3 Great Deals out of 24 listings starting at $28,839
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Chevrolet Silverado 1500 LT Trail Boss in Northfield, IL
3 Great Deals out of 29 listings starting at $26,880
-
Chevrolet Silverado 1500 LT Trail Boss in Northbrook, IL
3 Great Deals out of 29 listings starting at $26,880
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Chevrolet Silverado 1500 LT Trail Boss in Highland Park, IL
1 Great Deal out of 25 listings starting at $28,839
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Chevrolet Silverado 1500 LT Trail Boss in Kenilworth, IL
3 Great Deals out of 24 listings starting at $28,839
-
Chevrolet Silverado 1500 LT Trail Boss in Wilmette, IL
3 Great Deals out of 24 listings starting at $28,839
-
Chevrolet Silverado 1500 LT Trail Boss in Glenview, IL
4 Great Deals out of 33 listings starting at $26,880
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Chevrolet Silverado 1500 LT Trail Boss in Deerfield, IL
2 Great Deals out of 29 listings starting at $26,880
-
Chevrolet Silverado 1500 LT Trail Boss in Highwood, IL
1 Great Deal out of 24 listings starting at $28,839
-
Chevrolet Silverado 1500 LT Trail Boss in Morton Grove, IL
4 Great Deals out of 32 listings starting at $26,880
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Chevrolet Silverado 1500 LT Trail Boss in Bannockburn, IL
2 Great Deals out of 30 listings starting at $26,880
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Chevrolet Silverado 1500 LT Trail Boss in Skokie, IL
4 Great Deals out of 31 listings starting at $26,880
Chevrolet Silverado 1500 LT Trail Boss by year
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2026 Chevrolet Silverado 1500 LT Trail Boss
36 listings starting at $58,149
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
14 Great Deals out of 81 listings starting at $3,999
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Chevrolet Silverado 1500 RST
6 Great Deals out of 46 listings starting at $29,800
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Chevrolet Silverado 1500 LTZ
8 Great Deals out of 42 listings starting at $4,995
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Chevrolet Silverado 1500 Custom
3 Great Deals out of 33 listings starting at $20,695
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Chevrolet Silverado 1500 WT
2 Great Deals out of 29 listings starting at $10,988
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Chevrolet Silverado 1500 1LT
8 Great Deals out of 23 listings starting at $12,995
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Chevrolet Silverado 1500 Custom Trail Boss
2 Great Deals out of 21 listings starting at $19,945
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.