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
Hickory Hills, 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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
I was skeptical at first, but Jonathan Medina quickly put
I was skeptical at first, but Jonathan Medina quickly put me at ease. He was outgoing, but not pushy. He allowed me to fully inspect the vehicle at my pace. He was very forthcoming about the vehicle and very reasonable negotiating the price for the vehicle. Felt very comfortable with him and the other sales staff. The process was seamless. Very happy with the purchase. Would recommend them to anyone.
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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Salesman was very professional, courteous, and very
Salesman was very professional, courteous, and very helpful. Transaction went smoothly and to my liking
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
Features
Reviews
Money Carlos is the best!
Money Carlos is the best! Takes care of his customers and loves veterans! He makes you feel important and not just another number. Thanks 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
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
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.
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
2019 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
A salesman named Ron Assaf helped me.
A salesman named Ron Assaf helped me. I was looking for a used Car and I didn’t see the color I wanted so Ron asked me had I considered buying a new vehicle so he showed me a new Car and I walked out of that dealership with a new Car. Thanks Ron for all your help and service you gave me. You were Great.
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
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Great Cars and also good service.
Great Cars and also good service. Vincent Vega was very helpful thank you Vincent for all your help. This is our third car from Castle Buick GMC. We loved thank you .!
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
The service staff are always a pleasure to work with.
The service staff are always a pleasure to work with. I send all my friends to Homewood Chevy for sales and service. Give them a try, you won?t be disappointed!!!
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
2024 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Nathan and Kevin was great.
Nathan and Kevin was great. They made the car buying experience very simple and made sure that all of my questions were answered. Im very happy with my new Envista.
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
Made me feel like family as soon as I walked in very
Made me feel like family as soon as I walked in very helpful and accommodating to my needs didn?t feel rushed at all great staff and location overall.
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
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Frank was friendly and helpful.
Frank was friendly and helpful. He look up my records to make sure I was not receiving and paying for unnecessary service. He provided a coupon.
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
Features
Reviews
Process was incredibly simple and Blayne (salesman) and
Process was incredibly simple and Blayne (salesman) and the finance group were awesome. I was coming from out of state and they were able to accommodate me and I drove my truck home within 45 minutes of getting there. I can’t recommend them enough!
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.
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.






Used
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features





Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Chevrolet Certified
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Chevrolet Certified
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2019 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Chevrolet Certified
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
-
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 Hickory Hills, IL
3 Great Deals out of 31 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Bridgeview, IL
3 Great Deals out of 32 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Justice, IL
3 Great Deals out of 31 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Palos Hills, IL
3 Great Deals out of 32 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Chicago Ridge, IL
3 Great Deals out of 29 listings starting at $28,602
-
Chevrolet Silverado 1500 LT Trail Boss in Willow Springs, IL
3 Great Deals out of 31 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Worth, IL
3 Great Deals out of 29 listings starting at $28,602
-
Chevrolet Silverado 1500 LT Trail Boss in Hodgkins, IL
3 Great Deals out of 30 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Burbank, IL
3 Great Deals out of 32 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Bedford Park, IL
3 Great Deals out of 29 listings starting at $26,700
-
Chevrolet Silverado 1500 LT Trail Boss in Oak Lawn, IL
3 Great Deals out of 30 listings starting at $28,602
-
Chevrolet Silverado 1500 LT Trail Boss in Countryside, IL
3 Great Deals out of 30 listings starting at $26,700
Chevrolet Silverado 1500 LT Trail Boss by year
-
2026 Chevrolet Silverado 1500 LT Trail Boss
37 listings starting at $57,149
Chevrolet Silverado 1500 by trim
-
Chevrolet Silverado 1500 LT
11 Great Deals out of 105 listings starting at $6,950
-
Chevrolet Silverado 1500 RST
5 Great Deals out of 64 listings starting at $26,997
-
Chevrolet Silverado 1500 LTZ
3 Great Deals out of 39 listings starting at $9,995
-
Chevrolet Silverado 1500 LT Trail Boss
3 Great Deals out of 31 listings starting at $26,700
-
Chevrolet Silverado 1500 Custom
1 Great Deal out of 27 listings starting at $26,995
-
Chevrolet Silverado 1500 1LT
10 Great Deals out of 25 listings starting at $11,995
-
Chevrolet Silverado 1500 Custom Trail Boss
2 Great Deals out of 24 listings starting at $19,945
-
Chevrolet Silverado 1500 High Country
1 Great Deal out of 22 listings starting at $17,945
-
Chevrolet Silverado 1500 WT
7 Great Deals out of 22 listings starting at $10,988
- ${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.