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 LT Trail Boss
for sale
near
Riverwoods, 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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
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.
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
Features
Reviews
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.
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
2021 Chevrolet Silverado 1500 LT 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.
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 LT 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.
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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
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!
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.






Chevrolet Certified
2024 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
George McElroy Sales Specialists
George McElroy Sales Specialists did a Great Job and Professional on this Sale today Gloria D Johnson 2023 Malibu. Keep up the Great Work I will Refer more Business to George Kingdom Chevy Dealership.
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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
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
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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
The entire experience was great!
The entire experience was great! Everyone was friendly and there was a good selection. Randy was excellent to work with. Woodstock Chevy is a great place to buy a vehicle!
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 LT Trail Boss
Vehicle information
Features
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
2025 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
I definitely recommend Hopkins Ford!!
I bought a new 2023 F-150 XLT from Hopkins Ford today. Jaden was my salesman, and he knew every question I had right away. He was extremely helpful, and was an awesome salesman. I’m very happy to do business with him, and Hopkins Ford. We couldn’t find a price that was going to work for me, but we kept talking for 5 more days, and they kept working harder and harder to get the truck to me at the price I needed it. They were finally able to make it work, and I’m very grateful that they worked so hard for me. I will absolutely be buying more cars from them in the future. I would 100% recommend this dealer, and Jaden as your salesman. Thanks Jaden!
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.






Used
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
I am going to this dealership for last 10 years.
I am going to this dealership for last 10 years. Amazing staff and services. Always available to drop you off home if needed.
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.






Chevrolet Certified
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Best experience I've had when purchasing a vehicle.
Best experience I've had when purchasing a vehicle. Everything was handled quicky and professionally with no pressure to consider anything other than what I had asked for. I was completely satisfied and would recommend this dealer and my sales associate Larry.
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.






Chevrolet Certified
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
WE’RE WALKING OUT WITH A TRUCK!
WE’RE WALKING OUT WITH A TRUCK!!!! We are so happy and satisfied with our purchase today with Rheya! She was so much fun to shop with and very knowledgeable and able to answer all our questions and concerns. Manager was also very helpful and delighted to help up walk out with the price we were looking for !!! Come get your Chevy here!!! You won’t regret it!!! ❤️❤️❤️
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
Vehicle information
Features
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
2021 Chevrolet Silverado 1500 LT 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.






Used
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
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






Chevrolet Certified
2024 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Not real good on communication, the managers are a little
Not real good on communication, the managers are a little self indulged. They made me feel as though I should be a little more grateful that they would allow me to purchase a vehicle from them. Salesman, Arnulfo us very good very pleasant. Overall I would go 4.5 out of 5.0. As dealerships go not too bad
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
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
It wasn't the best, but not the worst.
It wasn't the best, but not the worst. Mamagement is a little self indulged, they gave me the impression that they were doing me a favor by selling me a vehicle. Even thought I had the check the day after my initial visit, it took a week for deluvery, they didn't appear to care if it was delivered or not. The salesman, Arnulfo, was top notch!
#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
2024 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
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.
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!:)






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Al Piemonte Nissan.
Al Piemonte Nissan. The best sales and service departments ever. Make sure you go there for all your needs. Thanks
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
-
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 LT Trail Boss by city
-
Chevrolet Silverado 1500 LT Trail Boss in Bannockburn, IL
3 Great Deals out of 33 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Lincolnshire, IL
3 Great Deals out of 33 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Deerfield, IL
3 Great Deals out of 33 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Wheeling, IL
6 Great Deals out of 36 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Buffalo Grove, IL
5 Great Deals out of 36 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Northbrook, IL
3 Great Deals out of 33 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Highland Park, IL
2 Great Deals out of 29 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Highwood, IL
2 Great Deals out of 26 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Lake Forest, IL
3 Great Deals out of 26 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Prospect Heights, IL
6 Great Deals out of 39 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Mettawa, IL
3 Great Deals out of 29 listings starting at $17,950
-
Chevrolet Silverado 1500 LT Trail Boss in Vernon Hills, IL
3 Great Deals out of 29 listings starting at $17,950
Chevrolet Silverado 1500 LT Trail Boss by year
-
2026 Chevrolet Silverado 1500 LT Trail Boss
28 listings starting at $58,399
Chevrolet Silverado 1500 by trim
-
Chevrolet Silverado 1500 LT
9 Great Deals out of 82 listings starting at $3,999
-
Chevrolet Silverado 1500 RST
9 Great Deals out of 58 listings starting at $26,887
-
Chevrolet Silverado 1500 LTZ
5 Great Deals out of 37 listings starting at $4,995
-
Chevrolet Silverado 1500 1LT
9 Great Deals out of 30 listings starting at $6,750
-
Chevrolet Silverado 1500 Custom
3 Great Deals out of 29 listings starting at $15,488
-
Chevrolet Silverado 1500 WT
3 Great Deals out of 25 listings starting at $10,988
-
Chevrolet Silverado 1500 Custom Trail Boss
2 Great Deals out of 22 listings starting at $21,945
-
Chevrolet Silverado 1500 High Country
1 Great Deal out of 20 listings starting at $23,496
- ${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}
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.
${award_blurb}
${award_two_blurb}