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
Tichigan, WI
- 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
Reviews
Overall pleasant experience.
Overall pleasant experience. I had some issues arise in the purchasing process, but they were all addressed timely and satisfactorily. Nice people to deal with.
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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Tim Cameron is an amazing Service advisor!
Tim Cameron is an amazing Service advisor! I work with him every time I go, he is polite, professional, and thorough. Thanks Tim!
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 LT Trail Boss
Vehicle information
Features
Reviews
I had a nice experience at this dealership.
I had a nice experience at this dealership. Danny was very helpful and didn’t make me feel pressured. Leo did my paperwork when the finance department was busy!
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
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
We purchased a used car from Robert and he was extremely
We purchased a used car from Robert and he was extremely respectful and went out of his way to be helpful. We needed to get a car trailer to get the car back to Louisville Kentucky. He was able to find one and reserve it for us. Everyone at the dealership was very nice and helpful. We enjoyed dealing with everyone. We will always remember the great service and friendly staff. We will remember them if we make any future car purchases.
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.






Chevrolet Certified
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
I went in for an oil change and came out with a new
I went in for an oil change and came out with a new vehicle. The sales staff are amazing. Friendly, accomodating and efficient. The manager in the service department pays attention to the details. He has been very friendly and accomidating.
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
2022 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Overall, friendly and trustworthy staff
I travelled out of state for my purchase and Brad did a great job at answering my multitude of questions! They had a driver pick us up at the airport(1 hour away), washed and filled up the car. Brad sat down with us helped us find some local eats and got us convict way with ease. Paperwork was quick as well. I can't thank them enough for making this car buying experience very productive and hassle free! Thanks again Brad!
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
2024 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Great!
Great!! Did everything they could to make it a pleasurable car buying experience! Great job to the team at Boucher BGMC
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.






Chevrolet Certified
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
I was very happy with my entire experience at this
I was very happy with my entire experience at this dealership ship. The entire staff from the sales manager, salesman, service manager and master mechanic were all very friendly respectful and professional. I would highly recommend this dealership to anyone looking to purchase a vehicle.
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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Met with Pete Austin a couple of times before I bought my
Met with Pete Austin a couple of times before I bought my Trailblazer. He is not just kind, he is extremely knowledgeable in this industry. Never pushy and very understanding to my situation, wants and needs. Everyone at this dealership is amazing!!!
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.
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
2019 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2019 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2019 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2024 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






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






Used
2023 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Chevrolet Certified
2025 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 Tichigan, WI
29 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Waterford, WI
29 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Wind Lake, WI
27 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Rochester, WI
31 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Big Bend, WI
30 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Mukwonago, WI
31 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Potter Lake, WI
31 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Muskego, WI
27 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Browns Lake, WI
1 Great Deal out of 31 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Eagle Lake, WI
27 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in East Troy, WI
30 listings starting at $32,642
-
Chevrolet Silverado 1500 LT Trail Boss in Burlington, WI
1 Great Deal out of 31 listings starting at $32,642
Chevrolet Silverado 1500 LT Trail Boss by year
-
2026 Chevrolet Silverado 1500 LT Trail Boss
35 listings starting at $56,459
Chevrolet Silverado 1500 by trim
-
Chevrolet Silverado 1500 RST
6 Great Deals out of 77 listings starting at $25,997
-
Chevrolet Silverado 1500 LT
9 Great Deals out of 56 listings starting at $3,999
-
Chevrolet Silverado 1500 High Country
2 Great Deals out of 39 listings starting at $30,990
-
Chevrolet Silverado 1500 LT Trail Boss
29 listings starting at $32,642
-
Chevrolet Silverado 1500 LTZ
5 Great Deals out of 26 listings starting at $10,950
- ${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.