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
Lannon, 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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
I purchased a new Silverado RST and Tony's help made it
I purchased a new Silverado RST and Tony's help made it extremely easy and smooth. The service department's support, communication, and work adding accessories were above and beyond my expectations.
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
Alex did a great job assisting us with our vehicle
Alex did a great job assisting us with our vehicle purchase. Our finance gentleman was great as well. Highly recommend Ewald.
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
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






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






Chevrolet Certified
2025 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2024 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2021 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features






Used
2019 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 Lannon, WI
1 Great Deal out of 22 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Menomonee Falls, WI
21 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Sussex, WI
1 Great Deal out of 25 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Butler, WI
28 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Germantown, WI
21 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Brookfield, WI
29 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Pewaukee, WI
1 Great Deal out of 29 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Richfield, WI
1 Great Deal out of 24 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Merton, WI
1 Great Deal out of 24 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Elm Grove, WI
29 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Wauwatosa, WI
29 listings starting at $32,981
-
Chevrolet Silverado 1500 LT Trail Boss in Brown Deer, WI
21 listings starting at $32,981
Chevrolet Silverado 1500 by trim
-
Chevrolet Silverado 1500 RST
10 Great Deals out of 60 listings starting at $26,608
-
Chevrolet Silverado 1500 LT
15 Great Deals out of 50 listings starting at $18,119
-
Chevrolet Silverado 1500 High Country
25 listings starting at $33,579
-
Chevrolet Silverado 1500 LTZ
4 Great Deals out of 24 listings starting at $18,440
-
Chevrolet Silverado 1500 LT Trail Boss
1 Great Deal out of 22 listings starting at $32,981
- ${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.