Used Porsche convertibles for sale near Deerfield, IL

Come see, he is very frienly and attentive, a good place to buy and shop.

Second Porsche Boxster this lifetime. Fully equipped top down fun with the finest in modern technology. Best value sports car on the market for reliability and motoring enjoyment.

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!

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!

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!

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

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.

I have been searching for a Saturn sky for about a year. I was fortunate that I found this dealership on the internet and was able to find exactly what I had been looking for. I was really apprehensive about buying a car sight unseen and from a stranger with the fraud schemes that happen all the time but I talked myself into it. The customer service was fantastic, the car is immaculate and everything they said it would be!! Thanks guys for restoring my faith in humanity. You are truly one of the good ones and I will recommend you to everyone.

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.

Chris Reis was very helpful and knowledgeable about the differences between the CX-5 and CX-50 Hybrid and made my trade-in an efficient experience.

Reliability, ease of maintenance, fuel economy, ergonomics, I don’t see what’s not to love about the first generation Boxster. I even decided to keep my 986 boxster over a performance tuned 996 turbo... that’s how much I like this platform. It’s a wonderful design and doesn’t seem to get the attention it deserves. I’ve daily driven my boxster extensively over the past year, road tripping from Colorado to Florida to California and even down to Arizona. Miles of smiles.

Best used car dealership I've been to during my car search. Adam and Eddie were some of the most helpful people that I met at a used car dealership.

Incredibly fun car, a blast to toss around in the corners. Not particularly fast cars but they age well and still look fantastic. The convertible top is just the icing on the cake.

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 employees, clean environment, and well maintained vehicles. As a returning customer, this dealer has come a long way and always prioritizes customer satisfaction

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.

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

I have owned old and new 911’s, including a 2004 911 Turbo, and my current 2006 Boxster Base with the silky smooth 5 speed manual has been the most fun to drive. Small, light, nimble, great exhaust note, etc. It’s just a well-refined, well-engineered and perfectly balanced roadster. I love it. My dad once said “The Germans will always be the world’s best toy makers, and he was right!”

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.

This is the car I always wanted to own since playing the monster arcade hit game N.A.R.C by Williams in 1988. WHY? I fell in love with those two guys jumping out of the red Porsche, but that Porsche itself was the 1988 911 Turbo! (funny, that when you jump out of the car, you can actually blow it up with your rocket launcher, haha!). Anyway, I paid a tremendous amount for this used and it was WORTH every single penny. NO car for the "reasonable price" of $100k I paid comes close in terms of value and styling and handling and raw power (the torque is insane!). Yes I know other cars would have gotten me close and certainly even beyond like a souped up gently used Corvette C7 at that price range but I like small cars and love the styling on the default 911 models, especially the Turbo :) Say no to drugs and yes to Porsche 911 Turbo!

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.

We bought our 2014 Porsche Boxster Base in early 2016 with only 1,200 miles on the odometer from a Porsche dealer in NC. We’ve owned Corvettes, BMW 528i’s, Mercedes 300D’s, Subaru’s, Prius, Explorer, Suburban, etc and our Boxster is by far the best car overall! During the extended factory warranty we had it serviced at a dealer and their warranty was excellent. Now we use other experts for service and the have access to the factory maintenance and can reset the yellow service requests after completion. The 2.7 liter flat 6 is excellent and nothing beats the sound it makes above 4,000 rpm. Also ours gets 40+ mpg at highway speeds and corners like it’s on rails! Go ahead. Buy one!

Luis T. Was very kind and helpful throughout the process, he was willing to negotiate with me and my situation!! He was excellent

I recently purchased a 2.5L one used and i love it! The 2 storage compartments are practical, it sounds awesome and looks stylish 10/10 would recommend!

I had a very positive experience at Autos of Chicago. The team was friendly, knowledgeable, and took the time to understand what I was looking for. The cars were clean, well-priced, and exactly as advertised. The buying process was quick and straightforward, with no hidden fees or surprises. I’m very happy with my purchase and would highly recommend Autos of Chicago to anyone searching for a trustworthy used car dealer.

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.

I don’t usually write reviews, but this experience was truly exceptional. Working with Matt from Executive Motor Carz was an absolute pleasure. From the start, his and the team's professionalism, honesty, and transparency stood out - qualities that can be hard to find in the car-buying industry. I initially hesitated about purchasing a car sight unseen, but they made the entire process seamless and stress-free. Matt was incredibly patient with my many questions, always available to talk, and guided me through each step with complete transparency. His willingness to go the extra mile, including a detailed video walk-through where we tested every feature, gave me complete confidence in my purchase. Any minor thing that came up was addressed and resolved immediately. It was clear from the beginning that EMC is committed to quality and customer satisfaction. Even being out of state, I never once felt disconnected or uncertain about my decision. Now that I have the car, I couldn’t be happier! Without hesitation, I’d work with them again and recommend them to friends, family, and anyone looking for a reliable, honest dealership. If you’re considering purchasing a vehicle, *this is the place to do it.* Thanks again EMC team!

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.

I am in the market for a nice used car for my wife and the team over at Auto Park Imports mainly the gentleman named Zazar were fabulous. He was very attentive and understanding of our needs and was not pushy in any way. We did not purchase yet but plan on making our next purchase with Nazar souls based off of our last interaction.

A friend was commuting in LA traffic, finally decided he really needed a commuting car. So he agreed to sell it to me. i'm retired but volunteer in places and cross town regularly to co-sign checks at a non-profit. The Porsche was my "daily driver" for the last seven years without incident. The car is docile when driven gently but the 6 cylinder engine can really open up when called on. It's got Porsche handling. i showed it to an acquaintance who wasn't very familiar with Porsches and he couldn't get over the solid "thunk" when you close the door. Porsche brought out its first water-cooled engine in 1999 with this model - the "996" 911. Mine was manufactured late the following year. Worth round about $20,000 now - with about 51,000 miles on it - it's a truly classic car for a fraction of the new price. i've loved owning it.

Only Porsche can make a rock solid performance machine. High reliability, insane performance. Good luck finding this with the Ferrari, Bentley, Aston Martin, Lamborghini, and the rest. When you get in the car the childhood dream pops into mind every time. Amazing

5 stars was a good place and answered all the questions that I had about the car

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 bought my 2007 Boxster S about 6 months ago after totaling my 4x4 off-road truck. It was a massive change for me to switch over to a roadster, but I couldn’t be happier I made the switch. I purchased the car with 58k miles on it. Lots of Porsche owners say that’s a ton of miles for the cars, but mine feels just as tight, spirited, and smooth as some of the newer model Boxsters that I test drove. I haven’t had any issues with the car after putting about 5k miles on it, but I did have to replace the clutch, flywheel, clutch bearings, and pressure plate about a week after I bought it. I knew the clutch was worn out, so I worked that into the purchase price. I also had to replace a horn that went out. No biggie. The clutch on any manual will wear out after a while, and the previous owner either didn’t know how to drive a manual properly, or just rode it hard. I was pleased to find out that the 2007 Boxster S doesn’t suffer from the IMS issues earlier models did. I asked my mechanic to check it out while they were replacing the clutch, and he told me it was a non-issue in 2007+ models. I take it out for a drive every evening with the top down (it’s summer in ATL GA), and I can’t stop smiling driving it around. It’s the only car I’ve owned that I get excited about simply driving it to the grocery store. It certainly limits what I can go pick up at Home Depot, but to be honest, it has a surprising amount of storage space considering it’s a two person roadster. Sure it’s older... but owning one, I never feel like I’m driving a 12 year old car. Drives and handles better than 99.9% of 2019 sports cars I test drove before taking a chance on a 987 Boxster S. I did end up replacing all the speakers and audio head unit with a CarPlay enabled one, and installed a small subwoofer. The original Bose speakers were pretty bad. It sounds amazing now, even with the top down. I couldn’t be happier! I hope it lasts another 100k+ miles so I never have to stop driving it.