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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 Custom Trail Boss
for sale
near
Glencoe, 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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Bill was fantastic to work with!
Bill was fantastic to work with! Whole process took only a couple of hours and everyone was very helpful. Pricing was transparent and they worked with me to get me best interest rate possible.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
We had an excellent experience working with Carlos.
We had an excellent experience working with Carlos. We initially visited due to issues with our current vehicle, but thanks to his help, we were able to trade it in and drive away in a new one. The process was smooth.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
My salesman victor was great.
My salesman victor was great. The process was quick. I did not have to wait hours like at other dealerships I would definitely recommend you check Mike Anderson Chevrolet out. Thanks for everything
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I absolutely loved Mr.
I absolutely loved Mr. Mike Haggerty's cheerful attitude presented during my car shopping experience. He went out of his way to make sure I was totally satisfied with the purchase, and he made sure the applications needed were downloaded before I left the lot. I can honestly say, of all the years that I've shopped for cars (over 40+ years), this is the first time I've encountered someone who made me feel as if I was a part of his family. His pleasant smile & helpful hospitality will definitely be remembered. Mr. Haggerty's salesmanship was a 10+.
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 Custom Trail Boss
Vehicle information
Features
Reviews
Great dealer, definitely recommend them, everything went
Great dealer, definitely recommend them, everything went super smooth and I got an amazing rate for financing as well
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 Custom Trail Boss
Vehicle information
Features
Reviews
In my pursuit of a new truck I was taken care of.
In my pursuit of a new truck I was taken care of. Any question I had was answered, all the employees I talked to were friendly and helpful, and my main contact - Esbeyde - was excellent. Because of their consistency in taking care of me and my needs, Ray Chevrolet is my go to for any service or when I am ready for a new vehicle.
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.






Chevrolet Certified
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
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Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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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 Custom Trail Boss by city
-
Chevrolet Silverado 1500 Custom Trail Boss in Glencoe, IL
2 Great Deals out of 26 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Winnetka, IL
2 Great Deals out of 20 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Northfield, IL
2 Great Deals out of 29 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Northbrook, IL
2 Great Deals out of 30 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Highland Park, IL
1 Great Deal out of 27 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Glenview, IL
2 Great Deals out of 29 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Deerfield, IL
2 Great Deals out of 32 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Highwood, IL
1 Great Deal out of 26 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Morton Grove, IL
2 Great Deals out of 24 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Bannockburn, IL
1 Great Deal out of 31 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Skokie, IL
2 Great Deals out of 23 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Riverwoods, IL
1 Great Deal out of 32 listings starting at $25,877
Chevrolet Silverado 1500 Custom Trail Boss by year
-
2025 Chevrolet Silverado 1500 Custom Trail Boss
20 listings starting at $46,411
Chevrolet Silverado 1500 by trim
-
Chevrolet Silverado 1500 LT
17 Great Deals out of 66 listings starting at $5,997
-
Chevrolet Silverado 1500 RST
9 Great Deals out of 54 listings starting at $26,989
-
Chevrolet Silverado 1500 LT Trail Boss
4 Great Deals out of 41 listings starting at $24,950
-
Chevrolet Silverado 1500 LTZ
10 Great Deals out of 37 listings starting at $18,995
-
Chevrolet Silverado 1500 Custom
5 Great Deals out of 32 listings starting at $19,595
-
Chevrolet Silverado 1500 1LT
9 Great Deals out of 27 listings starting at $9,999
-
Chevrolet Silverado 1500 Custom Trail Boss
2 Great Deals out of 26 listings starting at $25,877
-
Chevrolet Silverado 1500 2LT
11 Great Deals out of 25 listings starting at $16,995
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