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Used
convertibles
for sale
near
Winnetka, 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.
Porsche Certified
2025 Porsche 718 Spyder RS
Used
2014 Volkswagen Beetle DSG 2.0T R-Line
Used
2021 Porsche 911 Carrera 4
Vehicle information
Features
Reviews
We would like to give a shout out to Hannah Kane on
We would like to give a shout out to Hannah Kane on helping us purchase our Mercedes Benz. Hannah was a great sales person. Our purchase was a great experience.
Best car I’ve owned
992 C2S. Best performance car I’ve ever drivin. Can’t think of any negatives. People complain about the price but 100,000 for a suv or loaded pickup is ok. Took years to finally acquire this car , happy it finally became a reality.
Used
2023 Aston Martin Vantage Base
Vehicle information
Features
Reviews
Glenview was very responsive working with phone calls and
Glenview was very responsive working with phone calls and texts. They worked hard to get me into the car I had contacted them about.
Used
2024 Ford Mustang GT Premium
Vehicle information
Features
Reviews
Excellent value for the price.
Excellent value for the price. Do not purchase this vehicle without the active exhaust option. The fake vents are disappointing but otherwise the car is perfect.
Used
2015 Mercedes-Benz E-Class E 400
Vehicle information
Features
Reviews
Barry at Icars of Chicago has been phenomenal since day
Barry at Icars of Chicago has been phenomenal since day one, and he truly shines even a year after I bought my car. When I reached out with a follow-up issue, he didn’t hesitate—he jumped in, listened carefully, and helped me get things sorted quickly. It’s rare to find a dealer that stays engaged long after the sale, and Barry embodies that in every interaction. What stands out most is how they stand behind what they sell. I felt supported and respected from the moment I walked in, and that commitment hasn’t faded over time. The team’s customer service is second to none—honest, responsive, and genuinely invested in making sure you’re happy with your purchase. Their focus on building long-term relationships, not just closing a deal, is the best I’ve seen anywhere. If you’re shopping for a car and want a dealership that treats you like family while delivering real value and ongoing support, I’d absolutely recommend Icars of Chicago and Barry in particular. Their customer retention is unmatched, and that peace of mind is priceless.
My Bucket List car. It’s beautiful.
I love it. This was on my bucket list. I couldn’t be happier. The employees at the dealership are top notch. I recommend them to anyone.
Used
2020 Porsche 911 Carrera
Vehicle information
Features
Reviews
Happy that I purchased at this dealership rather than
Happy that I purchased at this dealership rather than others in town. Turned out to be better deal and better car!
I used to own this C4S and it caused me freak out
I used to own this C4S and it caused me freak out multiple times if I would take to the train station to get to work the battery wouldn’t work most of the times I got it replaced but it just wouldn’t work. Performance is great though. I wouldn’t daily it would though that’s why I switched the 2022 BMW M850i it’s luxurious it has decent power sound great stock an is very reliable and also looks pretty good. Overall get it if you have 2 or more cars don’t if this will be the only one.
Porsche Certified
2025 Porsche 718 Spyder RS
Used
2016 Ferrari California T
Vehicle information
Features
Reviews
EXCELLENT Experience at D&M
I can not say enough about Angie and her team at D&M Motorsports! This is a wonderful, family owned business who CARES about providing you with the right vehicle for your needs. They sold me a vintage corvette in near showroom new condition. Not only did they make sure the car was in excellent cosmetic and mechanical condition- Angie personally delivered it to my home. In today's day and age- it is IMPOSSIBLE to find service like this! I highly recommend D&M Motorsports- they now have a customer for LIFE! Thanks again Angie!!!!
Awesome drive!
Love this car’. Can’t say more than that! Runs like a beast and amazed at the attention it gets. Love the fact that it can be a convertible also.
Used
2025 Ford Mustang EcoBoost Premium
Vehicle information
Features
Reviews
Very friendly customer service team willing to work hard
Very friendly customer service team willing to work hard for you to find the right vehicle for you.
I bought a Mustang GT because I was dissatisfied with my
I bought a Mustang GT because I was dissatisfied with my 2020 Corvette's ride and ergonomics. Also, because neither Chevrolet nor Dodge had an answer to the Mustang. The GT has great features with its touch screens, intuitive HVAC controls and other vehicle control features, The interior is comfortable. It could use power tilt-tele steering wheel. There's plenty of gauge clusters, and color schemes to keep you busy. Same for Drive modes. Braking is very good, especially the optional Brembo's. The sound system in top B&O guise is the minimal you'd expect. It doesn't measure up to Mopar. Power is good, but low end torque could be better. The exterior styling would be second to Camaro if there were one, but it keeps improving. Opt for the 20inch wheels for looks and handling. Choose the right paint, and get the 6 speed if you like manual gears. Ford, increase fuel tank size from 16 to 18.
Used
2025 Porsche 718 Spyder RS
Vehicle information
Features
Reviews
Just purchased a Porsche Cayenne Hybrid, and the
Just purchased a Porsche Cayenne Hybrid, and the experience was fantastic! Simon was knowledgeable, professional, and made the process seamless. The car is a perfect blend of power and efficiency—exceeded my expectations. Highly recommend Simon for anyone looking for a Porsche! 🚘🔋 JD
Used
2023 Lexus LC 500 Base
Vehicle information
Features
Reviews
Very pleasant environment, friendly staff, has kids area
Very pleasant environment, friendly staff, has kids area mini Theater, I think best Lexus dealership in chicago
One of the most beautiful cars I have ever seen regarding
One of the most beautiful cars I have ever seen regarding it style and color combination it’s metallic red with caramel interior and a caramel top. The car is very fast very smooth and very elegant with only 1803 miles must see to appreciate.
Used
2023 Mercedes-Benz AMG SL 63 Base
Vehicle information
Features
Reviews
As a return customer with Mercedes-Benz of Hoffman
As a return customer with Mercedes-Benz of Hoffman Estates, I am very satisfied with the customer service throughout the dealership. Worked with David Bennett on my trade-in and his expertise helped me to understand and narrow down my vehicle choice. The entire Team was a pleasure to work with and they got me out the door quickly with my new GLE.
I waited 71 years to get this car.
I waited 71 years to get this car. It's a stunner! Other motorists roll down their windows to comment how beautiful it is, and its available changeable drive moves allow it to go from a boulevard cruiser to a growling beast at the turn of a button! Its fast as xxxx but nimble too. Four-wheel drive and rear axle steering make it incredibly responsive. The Premium Burmeister sound system is great, and the surround sound makes you feel like you're sitting in a concert hall. I specked the interior and steering wheel in gorgeous carbon fiber which nis enhanced by the 164 available ambient light settings. This car turns heads!
Used
2024 Mercedes-Benz CLE 450 4MATIC
Vehicle information
Features
Reviews
Julio R and Gary K did what was necessary to get my car
Julio R and Gary K did what was necessary to get my car repaired in a short time with care and respect.
Used
2022 Mercedes-Benz AMG SL 55 Base
Vehicle information
Features
Reviews
Jamie was great to work We had a less than great
Jamie was great to work We had a less than great experience at a different Mercedes dealership after contacting Hoffman Estates he stepped up and found us the vehicle that we wanted and had it at the dealership in less than a week The rest of the team was just as great as well They made purchasing our first Mercedes the awesome experience it should be Thanks again to everyone at Hoffman Estates especially Jamie We will definitely return Thanks again Darin and Kay
Mercedes-Benz Certified
2024 Mercedes-Benz CLE 450 Base 4MATIC
Vehicle information
Features
Reviews
Great Overall Experience
Was looking to purchase a specific vehicle from this dealership. The one I wanted had a pending sale. The sale was not finalized and the salesman I was working with called me inmediately to inform me. I think everything went pretty fast once at the dealership.
Used
2024 Mazda MX-5 Miata RF Grand Touring
Vehicle information
Features
Reviews
Great people and great cars!
Great people and great cars! Pleasure to drive my new M3H purchased from Eric Fragassi & Anthony (manager). Highly recommend. Thanks guys
Car drives and handles like a true sports (not race) car.
Car drives and handles like a true sports (not race) car. The hardtop convertible is a big plus especially if you aren’t keeping this somewhat protected from the elements. The only small complaint is where the glove box is located. I understand they have it in the center for interior constraints, but I wish they would have found some way to have it by the passenger front side.
Used
2013 Chevrolet Camaro 2LT
Vehicle information
Features
Reviews
Excellent sales service from J.
Excellent sales service from J. R.! We are very pleased with our recent purchase, and J. R.'s patience, professionalism, and assistance was greatly appreciated.
Car was bought as a graduation gift by my dad and I love
Car was bought as a graduation gift by my dad and I love it! Better than I thought it would be on gas for a car of this reputation, have yet to have any issues out of it and I got it with a great deal of miles on it. Always getting compliments on it as well which is nice.
Used
2017 MINI Convertible Cooper S
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Reviews
Jerry McDuffie has always been a pleasure to work with.
Jerry McDuffie has always been a pleasure to work with. Our family and friends have purchased several cars from him over the last 20 years. He always gives you a fair deal and takes the time to make sure you get the car that is right for you. He is very patient in dealing with us seniors who can be technically challenged about some of the new car features on today's modern cars. I highly recommend Jerry for anyone looking to buy a new or used car.
Most Fun car I’ve ever owned
Love the Mini Cooper S convertible. It drives live a bullet and is heavy as a tank. The styling is so elegant. Most fun car I’ve ever owned.
Used
2018 Audi A5 2.0T Premium Plus
Vehicle information
Features
Reviews
Bob was absolutely wonderful!
Bob was absolutely wonderful! He is very kind, knowledgeable, and super funny. He explained the entire process of purchasing my car very clearly and carefully so I was able to understand everything fully. Great first car experience! Everyone else there was also very nice too.
7th Audi
2021 a5 PREM Plus; B&O 7th audi I've owned & they just keep getting better. Not a fan of the tap every time screen I want to do something feature which is fairly new. This one could be a keeper! The stereo is very high quality & handling rocks, quick & nimble. Sport suspension is a personal choice, always order it. Stiffer but smooth. Car is quite. Sport seats heated, heated mirrors, heated steering wheel. Need I say more?
BMW Certified
2024 BMW M440 i xDrive
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Features
Reviews
Vel is a great sales guy.
Vel is a great sales guy. Very responsive and will work with the customer. We drove from MI with a trade in and they honored their offer. There were a couple minor things like steering wheel was more worn than we would have expected given the nice condition of the rest of the car. Small headliner plug interior for convertible top was missing. Other than that it was a smooth transaction.
Used
2024 MINI Convertible Cooper S
Vehicle information
Features
Reviews
Fast and easy.
Fast and easy. All staff was pleasant, well spoken and mannered. Made an out of state purchase with a few email and phone calls. Sales person Luke was excellent.
Used
2023 Chevrolet Corvette Stingray w/3LT
Vehicle information
Features
Reviews
Easy buying experience.
Easy buying experience. They were very professional and the whole purchasing process was with one person.
Update from Vette Guy of Tucson, Az.
Update from Vette Guy of Tucson, Az. I received my replacement Z-06 convertible almost exactly 2 months from the date I ordered it. It arrived exactly as ordered: Mist Red with Natural interior, Z07 Handling Package, Visible Carbon Fiber Big Aero Package, Carbon Fiber Wheels and Racing Seats. I have 800 miles on the car, so far no problems. I plan on racing the car in the September Silver State Challenge Ely, Nv. open road race. I raced the 2023 Z06 there in May, great race try it! I'm also attending the Z06 driving school in Pahrump,Nv. I did the Z51 school last year, highly recommended! Overall a big Thumbs up to Watson Chevrolet for keeping their word on getting me a replacement Z-06!
About convertibles
What is the cheapest convertible available?
The Volkswagen Eos is the cheapest available convertible by average Cars.com listing price, with an average listing price of $9,947.
Which convertible has the best MPG?
The FIAT 500C has the best MPG among traditional internal combustion convertibles and offers up to 31 MPG city and 40 MPG highway for a combined rating of 34 MPG. The Mercedes-Benz AMG SL 43 has the best MPG amongst convertibles with hybrid powertrains, reaching 21 MPG city and 27 MPG highway for a combined rating of 23 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which convertible has the longest range?
The Tesla Roadster has the longest range among convertibles and can travel up to 245 miles on a single charge depending on electric motor and battery options.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which automaker has the most convertible deals?
Chevrolet has the most available convertible deals on Cars.com with 673 great deals out of 3235 listings starting at $3,500.
Where can I find the most convertible deals?
The most convertible deals can be found near Rosemont, IL with 209 great deals out of 1119 listings starting at $1,900.
*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 Convertibles by city
-
Convertibles for sale in Kenilworth, IL
169 Great Deals out of 944 listings starting at $1,999
-
Convertibles for sale in Northfield, IL
181 Great Deals out of 999 listings starting at $1,999
-
Convertibles for sale in Wilmette, IL
173 Great Deals out of 957 listings starting at $1,999
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Convertibles for sale in Glencoe, IL
173 Great Deals out of 973 listings starting at $1,999
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Convertibles for sale in Glenview, IL
193 Great Deals out of 1056 listings starting at $1,999
-
Convertibles for sale in Evanston, IL
165 Great Deals out of 923 listings starting at $1,900
-
Convertibles for sale in Skokie, IL
179 Great Deals out of 978 listings starting at $1,900
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Convertibles for sale in Northbrook, IL
188 Great Deals out of 1038 listings starting at $1,999
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Convertibles for sale in Morton Grove, IL
196 Great Deals out of 1063 listings starting at $1,999
-
Convertibles for sale in Highland Park, IL
160 Great Deals out of 931 listings starting at $1,999
-
Convertibles for sale in Niles, IL
204 Great Deals out of 1104 listings starting at $1,900
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Convertibles for sale in Deerfield, IL
184 Great Deals out of 1001 listings starting at $1,999
Convertibles in Winnetka, IL by make
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Mercedes-Benz Convertibles in Winnetka, IL
32 Great Deals out of 183 listings starting at $3,900
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Chevrolet Convertibles in Winnetka, IL
23 Great Deals out of 155 listings starting at $5,987
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BMW Convertibles in Winnetka, IL
22 Great Deals out of 129 listings starting at $4,988
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Ford Convertibles in Winnetka, IL
20 Great Deals out of 87 listings starting at $7,195
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Porsche Convertibles in Winnetka, IL
14 Great Deals out of 78 listings starting at $9,900
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Audi Convertibles in Winnetka, IL
13 Great Deals out of 57 listings starting at $2,900
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Ferrari Convertibles in Winnetka, IL
2 Great Deals out of 48 listings starting at $109,800
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Mazda Convertibles in Winnetka, IL
7 Great Deals out of 25 listings starting at $7,945
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Volkswagen Convertibles in Winnetka, IL
3 Great Deals out of 25 listings starting at $3,500
Find great prices on used Convertibles in Winnetka, IL
- Convertibles for sale under $7,000
- Convertibles for sale under $8,000
- Convertibles for sale under $9,000
- Convertibles for sale under $10,000
- Convertibles for sale under $15,000
- Convertibles for sale under $20,000
- Convertibles for sale under $25,000
- Convertibles for sale under $30,000
- Convertibles for sale under $40,000
- Convertibles for sale under $50,000
- Convertibles for sale under $100,000
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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.
