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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
Glenview, 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 Custom Trail Boss
Vehicle information
Features
Reviews
“Excellent Communication
My first experience at this dealership will definitely bring me back. We are so happy with our purchased! We had Alex Alverio from Sales, he was very professional & helpful, has awesome customer service & we highly recommend Alex. Thank you so much and keep it up!
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
2019 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Excellent experience with Doug and the whole team here!
Excellent experience with Doug and the whole team here! I knew what I wanted when I came in and they helped me find the right car at the right price! I would recommend them to anyone!
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I must take the time to express my gratitude because I
I must take the time to express my gratitude because I had the most wonderful experience with purchasing a car at this dealership! Every single person involved in the process was responsive, helpful and very professional. I received a great deal on my Jeep Grand Cherokee Summit Reserve and I couldn't be happier with the purchase. Frank Leonette was the Sales Consultant who assisted me. He was beyond awesome and you must ask for him when you go! He has many years of experience and it really shows! Also, a super thanks to the Finance Director, John Rizdy! He really helped me with receiving a reasonable and comfortable monthly payment. Shout out to Vic and Awad as well for answering all preliminary questions I had prior to coming into the dealership! It was stellar customer service all around and everyone works together efficiently and collectively to get the job done! I definitely recommend this dealership and would indeed purchase here again!
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 Custom Trail Boss
Vehicle information
Features
Reviews
Derek & Gus are wonderful, professional and honest.
Derek & Gus are wonderful, professional and honest. I would highly recommend this dealership to anyone looking for a new vehicle! They have immaculate cars in their inventory and they are very well maintained. I will definitely be back to purchase another vehicle from Chicago Auto Warehouse!
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 Custom Trail Boss
Vehicle information
Features
Reviews
Came in for a oil Change and also got a 7500 mile service
Came in for a oil Change and also got a 7500 mile service maintenance with visit.
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 Custom Trail Boss
Vehicle information
Features
Reviews
I purchased a preowned car off the internet from Martin.
I purchased a preowned car off the internet from Martin. They were very helpful, easy to work with and honest through the process. I feel it was a fair transaction for me and for them. I would highly recommend them if you are shopping online. The car was exactly as they said it was when it was delivered to me almost 800 miles away.
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
The process was easy.
The process was easy. Went to see the car but they were waiting for a part. We liked it right away. When it was finished they called us to test drive. Dan and Dave were terrific no pressure. They gave us a figure and we gave them ours and they did more than we asked for including accessories. John in finance and John the gm were also terrific. I rate this dealership very high.
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
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Haggerty is great place to buy & service your car
From originally purchasing my car at Haggerty to having my car serviced at Haggerty, my experiences have all been positive. Everyone is friendly and answers all of my questions. Work is done well and on time.
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 Custom Trail Boss
Vehicle information
Features
Reviews
Cadillac SRX
Felt welcome as I entered the door. Staff was available and when I asked for the sales person that I had been communicating with, salesperson was waiting.
My 2022 Silverado has not on the road long enough.
Driving not as good as my 2011 Silverado 6.2 what great truck for power and performance during long trips from Baltimore to Atlanta. Other than rear brakes problems there are no major issues






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
It’s rare to find someone as patient and understanding as
It’s rare to find someone as patient and understanding as Erick. He made a stressful process actually enjoyable.
2022 Chevrolet Silverado High Country 6.2 V8
My 2022 Silverado High Country was involved in a car accident caused by a teen, and the truck saved my life, the emergency collision system reacted right away, prevented an even worse outcome. I can't wait to fix my truck. It's amazing in every way, its quite a looker too. I had just done a 4" Lift Kit and was about to throw on some 35s, can't wait to do that, here soon. I would recommend this truck to everyone. Chevy really did am amazing job, with inside and outside, just an amazing truck overall.






Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Staff there were nice and made the dealership experience
Staff there were nice and made the dealership experience less painful. Worked with Juan and Ryan on the purchase of a used MDX. They were able to work out a deal to accommodate our agreement.
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
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
I called before visiting the dealership, after I stepped
I called before visiting the dealership, after I stepped out of my truck I was greeted by Paul, and he asked me how he could help, I pointed to the truck I had called about and told him that one. We went in and did initial paperwork and went for a test drive. Upon returning sat down and discussed pricing and options, after coming to an agreement, the paperwork and financing went smoothly. It was the easiest and fastest vehicle purchase in a dealership I have had.
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 Custom Trail Boss
Vehicle information
Features
Reviews
I had such a great experience at Elite Motors.
I had such a great experience at Elite Motors. Carl and Michelle were very helpful and the entire team was excellent as well. Highly recommended to everyone.
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.






Chevrolet Certified
2021 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Mike was absolutely fantastic—he went above and beyond to
Mike was absolutely fantastic—he went above and beyond to secure an incredible deal for me!
DEF found in diesel fuel tank in my new truck
I love my new 2021 Chevrolet high country truck except for the location of Def and Diesel that they are located in the same compartment without any lids to identify the 2, for some strange reason l got Def in my diesel, the insurance company will not pay for this so it’s costing me over $13,0000 out of my own pocket to get fixed and keep the warranty good still. Chevrolet needs to be responsible for this. If this is such a problem that can happen to anyone at anytime. They need to separate the def and the diesel from the same location so that it can not accidentally put DEF into the diesel spout or if someone comes along and puts DEF into your diesel and your insurance will not cover the repairs as they blame you. To fix this huge mistake, Chevrolet will have to correct this by installing locking cover over the spout like most vehicles have and put a fuel cap back on, move the DEF back under the hood in a accessible area. I am saddened by all of this and the cast of all this has set me back as l am only surviving day by day due to all the rising costs today. Hope Chevrolet reads this and others that could potential have this happen to them. My new truck will never be the same again. One more thing to add, the mechanic mentioned that this was the 7 th Chevrolet truck that this happened to this year alone.






Used
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Excellent
They are always kind and great service! They get my car in and out quickly!






Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Aleksandra and Jorge were awesome!
Aleksandra and Jorge were awesome! Extremely helpful and knowledgeable. We will definitely purchase future autos from them too. Excellent service!
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.






Chevrolet Certified
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Trae at the Hodgkins location was my salesperson.
Trae at the Hodgkins location was my salesperson. Thank you Trae for listening, and addressing my questions and concerns. You were patient, empathic and understanding of my needs/concerns. You have a kind and professional demeanor which made it a very pleasant experience. I would highly recommend to family and friends. Thanks for going above and beyond.
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
2023 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Matt is sales was very open and honest.
Matt is sales was very open and honest. He worked to get the payment I needed!
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
2022 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Everyone in the dealership was nice and helpful.
Everyone in the dealership was nice and helpful. Big shout out to David and Johnny for having delivering great customer experience and drive out their lot happy
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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 Northfield, IL
1 Great Deal out of 30 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Morton Grove, IL
1 Great Deal out of 26 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Northbrook, IL
1 Great Deal out of 31 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Niles, IL
1 Great Deal out of 26 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Winnetka, IL
1 Great Deal out of 22 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Glencoe, IL
1 Great Deal out of 27 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Wilmette, IL
1 Great Deal out of 21 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Park Ridge, IL
1 Great Deal out of 26 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Des Plaines, IL
1 Great Deal out of 30 listings starting at $25,877
-
Chevrolet Silverado 1500 Custom Trail Boss in Skokie, IL
1 Great Deal out of 25 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Kenilworth, IL
1 Great Deal out of 21 listings starting at $28,000
-
Chevrolet Silverado 1500 Custom Trail Boss in Prospect Heights, 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
26 listings starting at $44,975
Chevrolet Silverado 1500 by trim
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Chevrolet Silverado 1500 LT
16 Great Deals out of 79 listings starting at $5,997
-
Chevrolet Silverado 1500 RST
6 Great Deals out of 60 listings starting at $28,595
-
Chevrolet Silverado 1500 LT Trail Boss
3 Great Deals out of 40 listings starting at $24,950
-
Chevrolet Silverado 1500 LTZ
8 Great Deals out of 35 listings starting at $18,995
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Chevrolet Silverado 1500 Custom
5 Great Deals out of 34 listings starting at $19,595
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Chevrolet Silverado 1500 1LT
10 Great Deals out of 30 listings starting at $9,999
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Chevrolet Silverado 1500 2LT
9 Great Deals out of 27 listings starting at $16,995
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Chevrolet Silverado 1500 High Country
1 Great Deal out of 21 listings starting at $22,990
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