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Used
Chevrolet Silverado 1500 trucks
for sale
near
Winnetka, IL
under $99,995
- 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.
Chevrolet Certified
2024 Chevrolet Silverado 1500 WT
Vehicle information
Features
Reviews
Excellent staff at this dealership.
Excellent staff at this dealership. I highly recommend if you?re looking to buy a new Chevy and also for the service department.
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
2022 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Great experience.
Great experience. Alex was a charm to work with for the truck I been wanting.
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
2016 Chevrolet Silverado 1500 WT
Vehicle information
Features
Reviews
Great customer service, Alex helped me out with financing
Great customer service, Alex helped me out with financing ! I recommend them if you are looking for a reliable car and good financing options!
Runs with the best.
Bought used. Did some research on it found out problems with AFM. I installed a tuner and did AFM delete and got rid of the top speed limiter, also set other perimeters to high performance, cold air intake, got rid of vacuum pump for braking and went to intake vacuum for booster did tranny thermostat bypass. also changed intake from 5.3 to 6.2 and changed throttle body. Installed catch can for oil blow by. Installed a throttle control booster, change oil every 3000 miles has 125056 miles got rid of all3 cats and has headers and dual straight pipes. sounds great. hptuners got check engine light off. I have street raced this against Camaros mustangs ect and tear them up. tranny has no issues nor do valves. Have buried the Speedo several times max speed was 152mph going by speedo on tuner display. In a truck ride was smooth handles great. I dog the xxxx out of it and it just takes it. I invite others to race. tag says RUN YOU.
Used
2015 Chevrolet Silverado 1500 LTZ
Vehicle information
Features
Reviews
Sales person was so helpful
Stitch was very patient with me and made sure all of my questions were answered. If she did not have the answer she asked right away. She is great.
Bought my 2015 Silverado in 2023.
Bought my 2015 Silverado in 2023. It’s been a great running truck. It’s roomy and runs very smooth and is very good on gas mileage.
Used
2020 Chevrolet Silverado 1500 LT Trail Boss
Vehicle information
Features
Reviews
Service was amazing!
Service was amazing! I would say we were in and out within an hour and a half our advisor explained everything to us. We have no complaints.
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 Custom Trail Boss
Vehicle information
Features
Reviews
Excellent Service and Response
Thank you for getting my cehicle repairs done and workinf so hard to het me out of there to get to where I needed to go.
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
2018 Chevrolet Silverado 1500 High Country
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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!
I had a base 2018 LT for just over 4 years.
I had a base 2018 LT for just over 4 years. I bought it used off a lease buy back. I loved the truck, and if I didn’t end up needing a bigger back seat, for car seats, I’d probably still have it. I thought the ride was bouncy, almost too bouncy. I had no issues mechanically. The antenna was stuck and I marred it up trying to replace it. And the sunglasses holder started falling. The tpms sensors failed. But no big issues. That’s why I give it 4 of 5.
Used
2022 Chevrolet Silverado 1500 LT
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.
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
2022 Chevrolet Silverado 1500 LTZ
Vehicle information
Features
Reviews
Excellent Service
They are absolutely great. They always take care of my vehicle & make me feel like a valued customer. I always recommend or refer others to Jennings Chevrolet.
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
2012 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Andy was very attentive, patient, and not pushy at all.
Andy was very attentive, patient, and not pushy at all. Thanks Andy for a car buying experience!
Reliable Truck
Bought this truck several years ago - 2012 and it drives excellent! Pulled a 20 ft boat and trailer to the bay with no problem. It is a little tricky to maneuver around short turns.
Used
2022 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Thank you Faviola
Thank you, Fabiola, you are the best, a person who knew how to cover all my needs, and who could offer me everything I asked for, a person who makes you feel as if you were part of the family, always friendly, and with a smile ahead, a excellent service from 💯
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
2024 Chevrolet Silverado 1500 Custom
Vehicle information
Features
Reviews
Best dealer ever.
Best dealer ever. Tatiana did a great job..She is very smart respectful and she has a lot of knowledge. My next car l m going to buy with them also and with Tatiana of course. If you are looking for a good price and a solid car go there and ask about Tatiana. Mike volvo v v90 cross country
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
2015 Chevrolet Silverado 1500 1LT
Vehicle information
Features
Reviews
Colin help me find the perfect back to school car it was
Colin help me find the perfect back to school car it was in super nice shape and they gave me such a good deal. I would definitely come back once I need a new vehicle. Thanks Ace motor works team
Good truck, potential problems still exist
I have been very pleased with my 2015 Silverado 1500. There a few things to note about this model though, they tend to have some transmission issues and some may have drive shaft vibrations if not maintained properly.
Used
2011 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
I had the pleasure of being assisted by Sam, and he was
I had the pleasure of being assisted by Sam, and he was amazing. He wasn’t pushy at all and answered every question I had with confidence and clarity. He was friendly, approachable, and made the whole experience comfortable and easy. Great service all around.
Exact style of Truck looking for!
This truck met all of my needs for work and for work around the house hauling materials to build and update as needed and for wood to heat the house.
Used
2017 Chevrolet Silverado 1500 2LT
Vehicle information
Features
Reviews
Friendly and professional service rep, work completed as
Friendly and professional service rep, work completed as promised, vehicle returned washed. Nice waiting area.
Very good truck, bought it used, inside is comfortable
Very good truck, bought it used, inside is comfortable lots of features, engine runs good for now. enough power to pull a trailer and good on mileage for a truck
Used
2023 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Aylin Loredo- Great Staff!
Aylin is a great salesman! She made the process very easy for me and was able to speak to my spanish-speaking mother. Thank you so much for your help!!
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
Vehicle information
Features
Reviews
Good experience fast service
I had a good experience with Chris Price awesome sales man.. no pushy sales tactics.. he was honest and straight to the point.. I have bad credit.. and was turned down from alot of different dealers Marino, Hawk,Naperville and Shermans.. all said No.. but Carmax have me thre car I wanted wth super low miles.. Thanx Chris you a good guy 🤗
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
2013 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
From the moment we arrived, Zee was welcoming, friendly,
From the moment we arrived, Zee was welcoming, friendly, and incredibly helpful. He gave us plenty of time to look over the car, answered all our questions, and made sure we felt comfortable during the test drive. There was no pressure at all, just genuine support. Thanks to Zee, the whole process was enjoyable Highly recommend.
Truck purchase
Pricey but not for these days! $20000 for a 2013 best deal I could find! I did find exactly what I was looking for and the dealer was amazing! They worked with me on everything! So happy I found car. com to find my truck!
Used
2021 Chevrolet Silverado 1500 RST
Vehicle information
Features
Reviews
The general manager, Anthony was very polite.
The general manager, Anthony was very polite. Help me out find the right car and was very patient
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
2022 Chevrolet Silverado 1500 LT
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Features
Reviews
Great customer service.
Bought a car on Wednesday night noticed the brake light was out. Told me to bring it back on Monday and they would take care of it. Did the oh I am in a cabin filter and even filled it up. Will shop again.
Chevrolet Silverado 1500 prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2026 Chevrolet Silverado 1500 | $53,589 | |
| 2025 Chevrolet Silverado 1500 | $50,988 | 8 Good deals |
| 2024 Chevrolet Silverado 1500 | $49,210 | 12 Great deals |
| 2023 Chevrolet Silverado 1500 | $38,983 | 6 Great deals |
| 2022 Chevrolet Silverado 1500 | $37,210 | 40 Good deals |
| 2021 Chevrolet Silverado 1500 | $33,530 | 6 Great deals |
| 2020 Chevrolet Silverado 1500 | $31,676 | 5 Great deals |
| 2019 Chevrolet Silverado 1500 | $28,127 | 16 Good deals |
| 2018 Chevrolet Silverado 1500 | $24,218 | 20 Good deals |
| 2017 Chevrolet Silverado 1500 | $22,563 | 8 Great deals |
*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 Chevrolet Silverado 1500 by price
- Used Chevrolet Silverado 1500 under $15,000
- Used Chevrolet Silverado 1500 under $20,000
- Used Chevrolet Silverado 1500 under $25,000
- Used Chevrolet Silverado 1500 under $30,000
- Used Chevrolet Silverado 1500 under $40,000
- Used Chevrolet Silverado 1500 under $50,000
- Used Chevrolet Silverado 1500 under $100,000
Compare the Chevrolet Silverado 1500
Chevrolet Silverado 1500 under $99,995 by city
-
Chevrolet Silverado 1500 under $99,995 in Winnetka, IL
60 Great Deals out of 318 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Kenilworth, IL
61 Great Deals out of 311 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Northfield, IL
67 Great Deals out of 366 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Wilmette, IL
61 Great Deals out of 312 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Glencoe, IL
66 Great Deals out of 359 listings starting at $6,950
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Chevrolet Silverado 1500 under $99,995 in Glenview, IL
70 Great Deals out of 386 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Evanston, IL
62 Great Deals out of 318 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Skokie, IL
64 Great Deals out of 357 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Northbrook, IL
68 Great Deals out of 380 listings starting at $6,950
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Chevrolet Silverado 1500 under $99,995 in Morton Grove, IL
67 Great Deals out of 382 listings starting at $2,000
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Chevrolet Silverado 1500 under $99,995 in Highland Park, IL
62 Great Deals out of 360 listings starting at $6,950
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Chevrolet Silverado 1500 under $99,995 in Niles, IL
68 Great Deals out of 398 listings starting at $2,000
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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.
