Used Porsche convertibles for sale near Winnetka, IL

I had a fantastic experience at this dealership! From the moment I contacted the dealership while I was in Tennessee, I flew in, and the staff was incredibly friendly, welcoming, and professional. Uri (The rep) took the time to answer all my questions, made sure I felt comfortable, and went above and beyond to help me find the right car. The entire process was smooth, transparent, and stress-free. It’s refreshing to deal with a team that truly values customer satisfaction. Highly recommend this dealership to anyone looking for great service and an amazing team!

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 chose a used boxster after spending several years reviewing every roadster out there. Everyone you can think of. This car was designed by a genius Harm Lagaay. This is the car that saved Porsche. I know why, design, engineering, fun, performance, reliabilty, every adjective you can tell how great a roadster is doesn't describe how you feel when you drive this car. It is an absolute work of art. Best sports car I ever owned.

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.

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.

Professional and friendly staff. Clean and inviting facility. Sales team are responsive and work hard earn your business.

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.

Joey was amazing to work with. Answered all my questions and was very knowledgeable. Highly recommend him. 5 gold stars!!! Keep up the awesome work and look forward to working with you more in the future!

Best car I ever owned. Yes it is not practical and it’s expensive. But the 911 is amazing and it does everything quite well. No disappointments.

Happy to purchase from this dealership rather than others in town! Turned out to be much better deal and car. Thank you

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.

John Tan is great!! Every time I come in for service John, as well as others, treat me as if I were their only customer. John is knowledgeable and above all honest. I actually enjoy coming in and waiting in the showroom while my car is being serviced.

Their level of customer service, communication and follow up was very good. They strive for customer satisfaction and work to place you in the right car.

One of the best sports cars available today. Comfortable daily driver with canyon carving capability. Still available with a naturally aspirated gasoline engine and a manual transmission. One of the last (mostly) analogue delights at a (relatively) affordable price.

Thijis was great when I got my new Macan, and Camden has always taken me with my last one! I am sure he will again! Great store!

What a great sportscar...maybe a little expensive but after you have one you will agree that it is worth every penny...don't buy one as an investment, buy one to drive

Great dealership would definitely recommend it to others staff is very knowledgeable and prices are reasonable

I flew to San Jose, California 3/1/22 and bought a used 2000 Cabriolet, one owner, 54k miles. I drove down Pacific Coast Hwy over 2 days. To LA area and tooled around for a week. Had it inspected by a Porsche restorer who gave it 👍🏻👍🏻. Drove to Las Vegas through Death Valley with top down. After a couple of days drove to Phoenix. Spent several days running on desert roads. Then spent 6 days driving back to SC. Went through “Tail of Dragon” 5 times. I named the car the “Beast”. I love it and I’m a car guy but never had a car like this. Drove it 4500 miles in 18 days. Would recommend highly.

Simon and his colleagues were exceptional. As an out-of-state client, Simon alleviated any of my concerns transacting a large purchase and ensured the process went smoothly. As an impatient person by nature, I felt the financing and paperwork took forever as I had to hit the road before nightfall. Otherwise, a really good experience.

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.

I worked with Regis on a 2000 Corvette and can say it was the easiest buying experience. I’d asked to have the front fender alignment looked at and he had it fixed along with a missing trim piece. The car was in excellent shape and all modifications were disclosed. He’s very knowledgeable and easy to work with. Pricing was very fair and I was in and out within a half hour on the day of pick-up. You can tell he genuinely enjoys the work he does and it shows. Thank you Regis and everyone at Illinois Motors for helping me find my dream car.

I have had my '02 base 6 speed manual Carrera Coupe for about 5 years. It was a car I had checked out, but my wife bought for my 50th. I love the car. I do some "spirited drives" with a great group of folks early Sunday mornings (when the back roads are pretty empty). The car is just a blast to drive hard. I have never come close to finding its limits in terms of cornering. It can be driven quite sedately if you keep it under about 4,000 RPMs. Fine around town. Stop and go traffic is obviously a pain with any manual car, but the clutch is a little stiffer than, say, a Honda. Road trips are fine if you can fit, and it's a bit noisy on the highway from tire noise. I was interested in the 911 over a used Cayman (or Miata, etc.) because I can put my kids in the back (they are 4 and 7, and they LOVE pulling "g-forces" The main downside is this is a 22 year old car with a list of things that really need to be replaced. Not because they are broken, but just standard maintenance. I need a transmission rebuild to fix an occasional issue with 2nd gear. Rear main seal. Check the IMS bearing. Water pump. Then the suspension and engine mounts probably need to be gone over. All this is probably $12,000-$15,000. Bottom line, these 996 911s can be had for mid-20's, but it's still a Porsche. You don't get Honda-priced parts when you need to replace something.

Had a wonderful experience buying by 2016 Mercedes AMG G63 from Chicago Motor Cars. Seraj “Raj”Abughoush was an amazing sales representative and cares for me start to finish. I was an out of town purchase and Raj walked the car with me twice, did a road test and even fixed an issue he saw with the windshield during our drive together. His manager was very great with his customer service and I will definitely be back to buy another car with Raj and the whole team at Chicago Motor Cars. Was an amazing experience!

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.

Although I didn't buy a high end exotic, I was treated like I was buying one. The 2007 XKR was wonderful and Jackson went above and beyond to answer all my questions, inquiries and upfront about everything with respect to the car. It was prepared beautifully and the transaction was as smooth as could be for an out of state buyer. I would recommend them to anyone looking for a specialty vehicle and hope to deal with them again in the future.

Top Down Fun a Classic and last of the "Air Cooled" Convs! and Classic Design This Car Turned Heads Everywhere my Wife and I drove it!

It was very excellent. The sales representatives was very professional and curious. He went above and beyond. Even tho me and my wife live 2hrs away. He responded promptly to our calls and delt with any issues we had.

This car is a rocket on 4 wheels. The PDK transmission shifts very quickly with no lag or delay in torque. In fact the torque seems to increase in addition to achieving great gas mileage. That's a formidable task compared to other performance cars. The car does sit low to the ground so if you have bad knees or hips then it might not be a good fit for you.

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!

This is my first Porsche and I am hooked. A fabulous convertible that has been an absolute joy to drive and own. I have not had any mechanical issues.

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!

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.

We just purchased a new Cayenne. From ordering right thru delivery, the people at Porsche Exchange made us feel special. They made the whole process fun! You hear of people who dislike going to car dealers, or the process of purchasing a car, well those people should go here! This was just an amazing experience!