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Used
convertibles
for sale
near
Highland Park, IL
under $400,000
- 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
2025 BMW 430 i xDrive
Used
2019 Ford Mustang EcoBoost Premium
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Had a problem with the service department on Saturday
Had a problem with the service department on Saturday when price at payment time was more then discussed. Left dealer pissed off and called when I got home with a cooler head. Nothing was accomplished so I wrote a review that was seen by upper management. Saturday afternoon a gentleman named Mark called to discuss the issue with me. After talking in order to keep me happy and being a returning customer he first had offered his apology for the misunderstanding then refunded the entire service charge price to me. This showed me they're a stand-up dealership. The icing on the cake was the owner Dave called me on Sunday to apologize and assure me he was behind the total refund. Sherman in Skokie a place ypu can feel your needs will be addressed no matter what they are. I will be back in the future. Thanks again Mark and David!
Love love love!
I absolutely adore my Mustang. It does require performance mode to be as fast as I would prefer. It is reliable as all h e double l, the 10 speed is fast and sounds great. 10/10 I would purchase again.
Used
2016 Ford Mustang V6
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We've worked with Tony before & he is very
We've worked with Tony before & he is very knowledgeable & knows just what we like.
2016 Gt
Bought my 2016 Mustang GT used have had it exactly one year it has 45,000 miles on it, haven't had one problem it runs great and is fast! . And I'm always still getting compliments on it. It looks great, is fun to drive, and still turns heads. This is my 8th Mustang I'm a Mustang fantatic! Love them.
Used
2024 Chevrolet Corvette Z06
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Jackie was great!
Jackie was great! She was helpful and knowledgable. She seemed interested in helping me find exactly what I was looking for. I would highly recommend her.
2024 Stingray Z51 Convertible.
2024 Stingray Z51 Convertible. Great buying experience and no issues in 7 months and 5K miles. Great features and and runs great with better than expected fuel mileage. Just a couple Cons - Run flat summer tires are somewhat noisy and not offered with adaptive cruise.
Used
2024 Ford Mustang GT Premium
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Definitely, it is the place you fell at home and in a
Definitely, it is the place you fell at home and in a good hands! We just got an used car over there with German! He is the best! I can call him a friend right now! The all team are amazing! They will take care of you and your car!
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
2021 Ford Mustang EcoBoost Premium
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Rudy was a good sales man!
Rudy was a good sales man! I would recomend this dealership to friends and family
Mach I is a great Mustang
I bought a 2021 Mustang Mach I and couldn’t be happier. The car is everything I dreamed of. The quality of the vehicle shows each and every time I drive it. Best vehicle I’ve owned. Sales staff was the greatest in helping me get my dream car.
Used
2024 Ford Mustang GT Premium
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I worked with Tarik to get my 2024 Alfa Romeo Stelvio and
I worked with Tarik to get my 2024 Alfa Romeo Stelvio and it was a really great experience. He was extremely patient through the sales process and took me through all my options and helped me find the best way to get what I wanted. I would certainly recommend using Tarik and the rest of the team at Glenview to purchase another car in the future and recommend them to anyone who's in the market!
Always a fan of ford - the 2024 is amazing
I just purchased the 2024 rapid red turbo. I love the mode change and it has that great sound as you pull away from others. Great take off and smooth ride. The only negative and it is very slight-- it that it is difficult to change the temp, and my Sirus does not have all features. This is my 4th mustang, with my first being the very small box shape. Every model gets better
Used
2002 Chevrolet Corvette Base
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Very professional and easy to deal with.
Very professional and easy to deal with. The salesman walked me through the whole deal. I would recommend this company if you’re looking for a good deal. MGM
Truly an American dream car!
It truly is an American dream car... fast, reliable, easy to maintain, quick response, surprisingly good gas mileage better than my Nissan XTerra, and most of all very affordable sports car in the market. Most maintenance can be done by an average DIYer and there's a glut of after market parts available everywhere. I have a convertible triple black and it gets admired every time I'm on the road. This is my first Corvette and with my age, probably not my last.
Ford Certified
2024 Ford Mustang GT Premium
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Thank you Mike and Jonny for helping my husband get his
Thank you Mike and Jonny for helping my husband get his new truck!! Mike thank you for your great service and Jonny for wrapping it up to get on the rode!! Everybody else was all smiles and very welcoming...
Worth Every Penny.
Definitely a drivers car, very comfortable and easy to drive. I have the manual transmission and shifting is a breeze. I bought all the premium gadgets and interior along with the sports package. Plenty of power in this vehicle everywhere. Nice long gears so makes traffic with a manual tolerable. Only complete, its a big mustang. I have a 2011 and it is a slimer design. But plus side of case feel like you are in a NASCAR! Can't wait to hit the Kancamagus and spring into next summer.
Used
2021 Ford Mustang GT Premium
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Can’t be happier, they were very professional and
Can’t be happier, they were very professional and knowledgeable and went above and beyond to deliver my Mustang.
New Mustangs are fantastic 👏
For the money it is hard to beat a new Mustang on any trim level but especially the 5.0. Also the 10 speed automatic is a fantastic transmission as it keeps the engine in the powerband when asking for performance.
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Try and find another low production, hand built, all
Try and find another low production, hand built, all aluminum and carbon fiber reliable concept car that actually made it to th sales floor for under $40,000...I will wait.
Used
1998 Chevrolet Corvette Base
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Very good vehicles.
Very good vehicles. It was great to work with the people at Chicago Auto Warehouse.
Lots of fun in my 22 year old convertible. A+
We use this vehicle for weekend outings and for just having fun. Very reliable, very comfortable and very fast. I think everyone should own one.
Used
2012 Mercedes-Benz E-Class Cabriolet
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What stood out most was how smooth the communication was
What stood out most was how smooth the communication was from start to finish. They answered all my emails promptly, sent detailed photos and videos, and kept me updated throughout the process. I felt confident every step of the way. My car arrived in perfect condition, and it’s even better than I expected. This dealership sets the standard for what buying a car should feel like — effortless, enjoyable, and trustworthy.
These cars are very very reliable, the engine gives the
These cars are very very reliable, the engine gives the driver of power over and stability over most other cars, the car is very quiet considering the 300 eye popping, seat of the pants performance, the E class makes you feel like a spell person, and you would be if you bought one today.
Aston Martin Certified
2023 Aston Martin DB11 Volante
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We recently purchased a Porsche Macan from Napleton
We recently purchased a Porsche Macan from Napleton Maserati of Downers Grove, and I can’t say enough about the exceptional service we received from start to finish. Even though we’re located all the way in Seattle and never saw the vehicle in person before buying, the entire experience was seamless, trustworthy, and surprisingly personal. From the very beginning, Orsie on the sales side went above and beyond — answering every question promptly, providing detailed photos and information, and making us feel confident and excited about the purchase. His honesty and commitment to service were truly refreshing. On the financing side, Alex made the entire process smooth and straightforward. He explained everything clearly, helped us understand all options, and kept things moving quickly despite the distance. What impressed us most was the trust and transparency every step of the way. In an age where buying a car sight unseen can feel risky, they built an experience grounded in professionalism and care. We would highly recommend Napleton Maserati of Downers Grove to anyone — no matter where you're located. They proved that exceptional service and trust can travel any distance.
Used
2013 Chrysler 200 Touring
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Visited Raymond Chevrolet on 10/10/25 after texting with
Visited Raymond Chevrolet on 10/10/25 after texting with Blake. When I arrived I was greeted immediately by Drew and he seemed to immediately know exactly why I was there. Pulled the car around that I wanted to look at and off we went on a test drive. Drew had more of a consultative approach rather than a high pressure approach which was definitely appreciated. The car drove great, yet my hopes weren’t high due to the fact that I have bad credit because of some stupid mistakes I made when I was young and haven’t spent the time/effort to repair yet. After a quick discussion with Drew upon our arrival back at the dealership, Jerry, the Used Car General Manager, came over to sit with me and he answered every single question I had written down (and there were around 15 of them!). At this point, they already knew my credit situation since I made them aware pretty early on. Instead of just going through the motions, EVERY single employee at Raymond Chevrolet took the time to make sure my questions were answered and ensure I had a great experience and I never felt less than or judged because of my credit situation. After Jerry answered all my questions, I wanted the car! I had previously been denied for an auto loan through a local credit union (even with offering a higher down payment than I did at the dealership). It didn’t take long at all and after a very short wait Jerry came over and approached me with his thumbs up, “we got you approved.” I was literally shocked….Sure, I didn’t get the best interest rate possible, but with my credit, simply getting an approval at all was amazing. At this time it was around 9:30 PM and the dealership closes at 9:00 PM. If there was an employee that was needed to make this happen for me that night, they hung tight and worked late to make sure I was taken care of. I want to give a special shout out to Janelle, the Customer Experience Manager. Janelle walked me through some very important Tesla specific topics and was very patient with me. The entire time I felt like I was being HELPED, not SOLD. Any “add-ons” were throughly explained and literally each one made sense with my situation (kids, first time Tesla owner, Chicago winters, etc.)… They offered me what I really needed, not just what they could make extra money on. Janelle made sure that I was clear on everything and then I wrapped up the process with the Sales Manager Cooper. Cooper made the signing process extremely easy and went above and beyond to make sure that what needed to get done, got done that night regardless of the time or any obstacles we encountered. At this point, I was extremely happy with my experience & it was time to head out at which time Jerry (manager) and Drew (sales person) escorted me from Antioch to Pleasant Prairie just so that I could take the vehicle home THAT NIGHT. Keep in mind, by the time we arrived in Pleasant Prairie, WI, it was at least 1:30 AM. My plan was to check out a vehicle so that I could then go look for a co-signor because I didn’t think I stood a chance of getting an approval; however, the folks at Raymond Chevrolet made it possible for me to make ONE trip to the dealership, purchase the vehicle ai wanted AND take it home that same day… All while going above an beyond to make sure that I was taken care of and having a great experience which I 100% did. IF YOU ARE AFRAID THAT YOUR CREDIT WILL PREVENT YOU FROM BUYING A CAR FROM A DEALERSHIP, I URGE YOU TO VISIT MY NEW FRIENDS AT RAYMOND CHEVROLET AND JUST GIVE THEM A CHANCE TO DO WHAT MANY PLACES JUST AREN’T ABLE TO - ON MANY DIFFERENT LEVELS (non-judgement environment, friendly and extremely helpful staff and even the ability to obtain an approval for financing for someone with POOR credit). Every aspect of the experience was on point and I highly recommend visiting Raymond Chevrolet if you’re in the market for a new vehicle and you want to avoid the high pressure sales tactics that we see too often at dealerships! Thanks for everything, guys!
This is my daily drive.
This is my daily drive. Bought new in 2014 and have 93,000 miles. The car itself is gorgeous and looks sporty. For the time, this was luxury. Drives smooth, looks nice, interior has nice features, but in 2024 it is definitely 'dated' to say the least. No back up cameras, no drive assist or passing vehicle warnings, and no touch screen apps like the new vehicles have. But the heated seats work well, the AC is great, and it's fast and smooth. Don't get me wrong. I love my car. I've babied my car. The review of the vehicle is positive and I'd buy it again. But here are my complaints: 1. There is a huge delay between putting your foot down and getting those RPMs up. Response time is slow. This is definitely electronically intended. 2. For some reason, the window wipers fail. Been that way since day 1. Maybe this was a fault model. But it doesn't last long. Likely just a one off. 3. The battery and the serpentine belt are hidden behind the wheel well. It means you either have the tools and time at home, or you bring it into a shop. The design is ridiculous. 4. The spacers between the back windows deteriorate. I am not sure why its made of some different material than the rest of the exterior and window, but it's definitely a design flaw. Sadly, there arent many other vehicles, at least in 2024 that come close to the quality and design of the 2013 Chrysler 200 Limited with the same or similar price tag. Instead you're looking at vehicles 2-4x the price. I've enjoyed it a lot. I've received plenty of compliments over the years. Hopefully it will last me another 10 years. At 93,000 miles and now 12 years old, I've only had to replace the front rotors, the struts, and stabilizer bar.
Used
2018 Mercedes-Benz C-Class C 300 4MATIC
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Although I ultimately did not buy a car from this
Although I ultimately did not buy a car from this dealership, I was thankful for their assistance during my shopping process. My sales associate, Griffin, was extremely helpful - patiently answering my questions and providing me with information that I was looking for. Hopefully we'll be able to cross paths again sometime!
Most reliable and usefull car I've had as a daily driver.
Most reliable and usefull car I've had as a daily driver. Everything in the interior is placed where it should be found functionally. Power, while not a muscle car, is more than adequate. Gas mileage is excellent. Adjusting from Comfort to Sport make a very noticeable impact on the driving experience from gear shifting to steering...
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I highly recommend Ray Chevrolet and will buy from them
I highly recommend Ray Chevrolet and will buy from them again. They have an incredibly organized system. They?re efficient and friendly. And they?re knowledgeable in all aspects of the industry.
Camaro Convertible: 💰Money can buy Happiness
2023 Chevrolet Camaro ZL1 Convertible It doesn't get any better than this in a Camaro. Absolute cream of the crop car. ZL1 comes with évery creature comfort you'll ever desire other then it driving itself & that would take all the fun away. Complete comfort, endless source of power & everything that brings happiness to your eyes 👀. I paid $80000.⁰⁰ & have zero regrets, best & happiest investment I made, cause I'll have this for the next twenty plus years.
BMW Certified
2025 BMW M4 Competition xDrive
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I can’t say enough about the outstanding service at BMW
I can’t say enough about the outstanding service at BMW of Barrington, especially thanks to Justin in the service department. He always goes above and beyond to take care of us. Justin is professional, responsive, and truly committed to making sure everything is handled quickly and correctly. No matter the situation, I know I can count on him to provide updates, answer questions, and ensure the work is done right the first time. It’s rare to find someone so dedicated to their customers, and Justin has made every experience stress-free and enjoyable. Thank you, BMW of Barrington, and especially Justin, for always delivering such an exceptional level of care and service!
Used
2024 Mercedes-Benz CLE 300 4MATIC Cabriolet
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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
The CLE is the Perfect blend of luxury, style and
The CLE is the Perfect blend of luxury, style and performance. Only negative is premium fuel and higher insurance due to the automobile being a luxury sport coupe.
Used
2024 Mazda MX-5 Miata RF Grand Touring
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Excellent service and execution from Jeff Williams and
Excellent service and execution from Jeff Williams and the whole autobarn Mazda team in Evanston
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.
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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.
Pay attention to the options
Recently purchased a 2024 4 series convertible. Love the way it looks and drives. ‘Ordered the car with the assumption that it had the cruise control and lane as dust that I was used to in my other vehicles. This car does not come standard with a front facing camera. Also does not come standard with the cruise that is what I call “radar” cruise. Just putting it out there for anyone shopping. I do love the car.
About convertibles
What is the cheapest convertible available?
The BMW 328 is the cheapest available convertible by average Cars.com listing price, with an average listing price of $9,715.
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?
Ford has the most available convertible deals on Cars.com with 832 great deals out of 2561 listings starting at $2,950.
Where can I find the most convertible deals?
The most convertible deals can be found near Prospect Heights, IL with 225 great deals out of 920 listings starting at $2,499.
*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.
Find great prices by city
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Convertibles under $400,000 in Highwood, IL
175 Great Deals out of 767 listings starting at $2,499
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Convertibles under $400,000 in Deerfield, IL
204 Great Deals out of 840 listings starting at $2,499
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Convertibles under $400,000 in Bannockburn, IL
187 Great Deals out of 801 listings starting at $2,499
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Convertibles under $400,000 in Northbrook, IL
211 Great Deals out of 867 listings starting at $2,499
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Convertibles under $400,000 in Glencoe, IL
196 Great Deals out of 823 listings starting at $2,499
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Convertibles under $400,000 in Riverwoods, IL
211 Great Deals out of 858 listings starting at $2,499
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Convertibles under $400,000 in Lake Forest, IL
156 Great Deals out of 679 listings starting at $2,499
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Convertibles under $400,000 in Lincolnshire, IL
207 Great Deals out of 848 listings starting at $2,499
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Convertibles under $400,000 in Northfield, IL
201 Great Deals out of 837 listings starting at $2,499
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Convertibles under $400,000 in Winnetka, IL
197 Great Deals out of 819 listings starting at $2,499
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Convertibles under $400,000 in Wheeling, IL
220 Great Deals out of 899 listings starting at $2,499
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Convertibles under $400,000 in Glenview, IL
217 Great Deals out of 890 listings starting at $2,499
Find great prices on used Convertibles in Highland Park, IL
- 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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