Used Porsche convertibles for sale near Naperville, IL

My son and I purchased a used Mazda from Bob Pearson at the Pre-owned building. We made an appointment and communicated with Bob before visiting the store. When we arrived the car was inside the dealership garage area ready for us to inspect out of the cold weather. We then went on one of the more informative test drives I've ever been on. When we returned Bob had the pricing and paperwork ready for us to review in less than 10 minutes. We paid cash, so I knew it would be a little faster than financing but was shocked at how quickly we were in and out of the store. All in, with the test drive, paperwork and detailing the entire process was less than 90 minutes and felt even shorter. Well done St. Charles Toyota and Bob Pearson, thank you!

The mid-engine layout and a 3.2l Porsche flat six makes it super fun to drive. Over the 18 years of ownership my Boxter S also proved to be a extremely reliable. Can't beet this combination.

Downtown Porsche is awesome! The dealership was like a museum and well displayed. The staff were very friendly, professional, and helpful. The staff treated us with great respect and probably 5 people said hi during our visit! Very nice people and store!

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.

Great experience with these guys. They were very helpful throughout the the process. Even though we didn’t purchase the car I would definitely come back to purchase here.

The PDK transmission is the most responsive transmission that I have ever driven. The creature comforts are superb both heat and A/C. The mileage per gallon is much better than I expected in a performance vehicle

Really outstanding service. Made transactions very easy and fast. People working there super friendly and courteous.

Exhilarating, Fun, Well Designed and Appointed Special Automobile Great fun car to drive Hoffman Porsche has been great on delivery, follow up and service Love the car and the dealership is special

From the moments I got in the dealership until I left I was treated very nice and very welcomed. I looked at Lexus RX and end up buying it because I felt comfortable and car is clean with good competitive price. Very recommend

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.

After looking for 4 months ,we bought a f150 and f250.Alex was awesome!!!! He helped us transport the cars from IL to Cali,paperwork was easy , he did everything for ! Wish we had dealers like this in San Diego! Will come again to buy another car! Thanks Alex!!!

I've been fortunate to own several cars, including a 06 Boxster, 08 911 and now this 2013 911, which I purchased Certified with 27k miles on it. It does not disappoint, the sound, the handling, the drive is amazing and so typical Porsche. Still tight after more then 10 years and 2 prior owners. Wow. Love the car and yes, found it on Cars.com

Everything is as in the description. Honest and no pressure. Easy communication Easy financing. Thank you 🙏

Owned a corvette, a viper, the 911 and the boxster. I’d say the boxster s was a bit more fun to drive, and like both porsches equally for different reasons. Test drove BMWs on multiple occasions, never liked any of them. Test drove a couple of ferraris, a bit too small and expensive. Same for the NSX. Bought it 2 years old and got a great price. The targa 4s that I currently have, has some nice 911 features, including the large retractable roof, and the pop up rear window, for easy access to the back seat.

I had an amazing experience buying my car here! The process was smooth, and the team was very supportive throughout. Highly recommend this dealership!

The car is perfect. Looks fabulous, handles magnificently, is solid and fast. Nothing ever seems to go wrong with it. Oh’ it is a cabriolet and is perfect for the Texas climate. No additional comments needed.

Porsche Downtown Chicago is exceptional. Great team, great communication, and an overall flawless buying experience. I’ll absolutely be returning for my next Porsche. Thijs and Jack were great! Cool showroom too!

I contacted them and had a quick response. I was able to test drive the car that night. Everyone there was extremely courteous and able to answer any questions. I ended up buying the car that night. No pressure, no gimmicks, just honest and pleasant. I highly recommend working with these folks, they put the customer first! Thank you, Simon.

What can you say about any 911? The one I test drove was the S. It’s just the perfect sports car. Light, just enough power to go fast, not overwhelming. Comfortable, quiet, composed at any speed. The soft top is so quiet. Almost like a regular top. With the top down, you can still hold a somewhat normal conversation at highway speeds. Just the perfect car for a cruise or fast run on a sunny day.

This is exactly the car that I expected, and more beautiful in person. It meets all expectations, and the interior and driving position is perfect for long distance touring.

Great people to buy a car from. Easy and enjoyable process.

The 991.2 Porsche 911 really is the everyday sports car. Not conspicuous but also not mundane. With so many variants available, its hard not to find a 911 that fits YOUR needs and wants. The engine is sublime, the interior is refined and well built, and the cockpit ergonomics are unmatched. After driving a 911 (any variant), any other sub-150K sports car is just Meh. One of the underappreciated aspects of using this car on a daily basis is how easy it is to live with: the outward visibility is excellent, the tech is great, and the car is comfortable on long drives. When looking for your first 911, you should consider with a well-loved 991. I prefer the "Dot 2's" because of the turbo engine and the Apple CarPlay but the 991.1's have a charm of their own and shouldn't be discounted. One of the few drawbacks to any 911 is the road noise...you will have to get used to hearing those big tires hitting the road and if you drive on rough roads the majority of the time you WILL be annoyed (maybe look at a NSX or a C8 instead). Otherwise, you will not regret the ownership experience!

What can I say, the benchmark of sports cars. I have a 4S Cabrio. I chose the 4 as I like all-wheel-drive, even in Florida. Better grip. The S also has more horsepower. Build quality and fit and finish our superb. The ultimate sports car without all the problems of the Italian cars. You’d be hard to find a car with better handling and Performance. The look is timeless. There’s no mistake at what you’re looking at when you see a Porsche. Great car.

I do not provide feedback to anyone unless the experience was excellent (Prior bad experiences). My experience at Napleton was excellent! Jessica, Brian and Julian were friendly, personable and yet professional. Email responses were timely and addressed any concerns or questions I had. The ppf was a late minute addition that was quickly addressed so that the car could be picked up on schedule. The car was prepared and detailed, looked new (CPO). The hospitality was very accommodating. The show room was filled with some really impressive cars. Overall a I left with a very satisfying experience and would recommend this dealership to anyone.

This is my 3rd Porsche and this time I chose the 911 T. I wanted a xxxxx to the wall driving experience in the Smokie Mountains near my home. The T does not disappoint. It performs flawlessly. It hugs the corners -I can easily take 25 mph at 50 mph or more in perfect control. The engine/weight ratio gives more power than can ever be realistically used even if you have a long stretch that is police free. Overall it is a thrill to drive, the cabin is comfortable without being fussy and it growls like a caged tiger with the sport exhaust.

This Boxster has super low mileage (40,500 miles). Its great fun and in very good condition. It has a new clutch, new brakes, and new mats. Needs drivers' seat refurbished. Price: $12,000.

Got a car from Ryan, easy to deal, great vehicle options. Definitely recommended, 10 out of 10!

I have had 3 Boxster s over the years and this one for over 10. Loved every minute driving it. Great pick up and handling plus two trunks to allow for hauling things. A real head turner. Just need to maintain it for it to keep running well. I'm only selling mine cause we moved down a dirt road and its too rutted for a sports car. I got it for a great price, so letting it go for thousands less than it's blue book.

I recently bought a car from Autos of Chicago, and I’m extremely satisfied with the entire experience. The staff was friendly, knowledgeable, and very patient while helping me explore different options. They made sure to explain all the details clearly, including pricing, vehicle history, and financing. The car I chose was in excellent condition and matched the description perfectly. I really appreciated their honest and no-pressure approach. The paperwork process was quick and well-organized, making everything easy to understand. Overall, it was a smooth and stress-free experience, and I would highly recommend Autos of Chicago.

Not a daily driver. But, by far the most fun car I’ve ever owned. Bought a 2013 S MT in 2015, still can’t part with it in 2024. This one’s a keeper. It is a pure joy to drive, mostly top down but even top up, the flat 6 boxer engine sound is incredible. Handling is superb - it’s like the car is an extension of the person driving it…the car goes where ever you want it to go effortlessly and nimbly…it’s amazing! The 981s MT is an incredible value. One of the best purchases I’ve ever made.

After having a not so pleasant experience with two dealerships for another car company, downtown VW was like a breathe of fresh air. From the reception shop to the sales person (Muhammad) to the financing, the staff at VW were welcoming, friendly, informative, and patient. VW not only is a gold standard for car models and warranty packages, it is also representative in its entire dealership team.

My car had the IMS bearing replaced. With that said it has been a very reliable car. I use it as an everyday driver and also on the autocross track for fun. It now has 75k miles and is still a very trusted driver. I love this car!

Recently bought a S580 from this dealership and I was blown away by their professionalism and their attention to detail. Chris made sure my experience was TOP NOTCH. They also made sure my purchase was to my liking and they had no issue in making sure my vehicle looked fresh off the showroom floor. The whole transaction was very smooth and I do intend on purchasing from there again very soon! So if you want a good experience and a good deal, definitely give them a try, you won't be disappointed.

I love my Porsche, as much a one can love a thing. It is an incredible machine that also happens to be a car. The car handles like no other I've driven and just goes like a cheetah.

I was a little skeptical about purchasing a vehicle I had not seen in person, the owner Michael was extremely helpful and reassured his words were honest, happy to say we are pleased with the purchase. Had this beauty shipped to Texas and it arrived in a timely manner. Definitely recommend!

I have owned 2 Boxters. First one was a 2001 S series. Currently own a 2008 Base model. These cars are just fantastic to drive. Both were Triptonic. The exterior update on the 2008 is perfect. Only 47,000 miles on it. Bought the car with 34,000 miles on the odometer. Near mint condition. One tip for new owners is to change oil and filter every 5,000miles. I have a great mechanic who specializes Porsches and Land Rovers, I have both. Saves me me big $$$ over dealerships cost costs on repair. Follow the maintenance ‘schedule and you will have a blast. My wife and I love driving through New England with the top down. God I love the car….