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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.
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Used
Chevrolet Silverado 1500 LT Trail Boss
for sale
near
Hinsdale, 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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Another great trip to A Phillips Chevy!
Another great trip to A Phillips Chevy!! Fast service, clean shop, friendly service staff. Been buying from Phillips since 2002. Will be back soon, Thank you
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
2022 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Ted was great it was a great experience this is my fifth
Ted was great it was a great experience this is my fifth car I bought from this place
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
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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
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
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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.
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.






Certified
2019 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
Best Car Dealership I have ever been to.
Best Car Dealership I have ever been to. Will definitely go back and refer friends and family! Wonderful experience without any pressure or gimmicks. Chris Babalis was an amazing salesman and went above and beyond for me. Thank you again!
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 LT Trail Boss
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Reviews
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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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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
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?






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.
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
2021 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Had a great experience with Steve D.
Had a great experience with Steve D. Very knowledgeable and honest. The process was easy and smooth,and would return for my next purchase. Would recommend to anyone.
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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
What a great experience at D?
What a great experience at D? Arcy Buick Dealership in Joliet IL. The staff was friendly, honest, and made the whole process easy. Ray our salesperson went above and beyond. I love my new Envision Sport and would definitely recommend D?Arcy Buick and ask for Ray!!
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
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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
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!!
Will buy another Chevrolet but older.
I have owned Chevrolet for over 70 years but the newer they get the worse the Electricions get right now having trouble with the brakes only work when everything esle is working.






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
I recommend Old Orchard Nissan, is the BEST place to
I recommend Old Orchard Nissan, is the BEST place to service a Nissan! Gary is an incredible Manager, that leads a great team of Service Consultants that have wonderful Customer Service skills like Daniel and Mary. I have had nothing but the BEST Service experience with all of these wonderful individuals... I appreciate you Old Orchard Nissan for having a remarkable Service team!
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
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
Excellent sale team and service department is great only
Excellent sale team and service department is great only buy cars from D?Arcy team. Myself and family have buying cars from D?Arcy for years
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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
So this was my first new vehicle purchase as well as
So this was my first new vehicle purchase as well as being my first truck. Jake was very informative and efficient with the buying process. Big shout out to Walter too for crunching numbers and getting me the best rate like a beast! Would definitely buy from Phillips again!
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 LT Trail Boss
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Reviews
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 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
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
Bought my car on a busy Saturday Luis P was helpful and
Bought my car on a busy Saturday Luis P was helpful and efficient when I bought my Mazda.
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
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.
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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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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
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Reviews
I had a great experience with car shopping with Kendall
I had a great experience with car shopping with Kendall Maxey, he had great knowledge with the whole process. I would highly recommend Castle Chevy to others!
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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
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4 Great Deals out of 30 listings starting at $26,700
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Chevrolet Silverado 1500 LT Trail Boss by year
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2026 Chevrolet Silverado 1500 LT Trail Boss
35 listings starting at $57,649
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11 Great Deals out of 96 listings starting at $6,950
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4 Great Deals out of 63 listings starting at $28,250
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8 Great Deals out of 44 listings starting at $9,995
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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.