Used Porsche convertibles for sale near Bannockburn, IL

Very fun and surprisingly reliable. Known problems are somewhat commonplace but can be remedied. But pricey which is reflected in the price of the car. No other car I have driven matches the smiles and fun.

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.

I've dreamed of owning a 911 Turbo since I was in my teens. I'm now 63 years old and don't need to drive 150mph anymore. Last year my wife and I decided to look for a convertible to recapture the days of when we first started dating in 1987 when she had a 1982 Fiat Spyder 2000 convertible. We traded that in 2004 on a BMW 330Xi. We had a pretty sweet deal lined up on a 2008 BMW Z4 until the day before we went to pick it up and found out the dealer sold it from under us. What could have really sucked turned into a golden opportunity: we chanced upon a 2001 Boxster S with 59,000 original miles. We have not regretted the decision one bit. Yes, the ergonomics are somewhat dated compared to today and it's not the latest and greatest technology, but we bought it to drive, not to be distracted with all sorts of gizmos. (I'm employed as a Sales representative at a local Chrysler/Dodge/Jeep Dealer for over 35 years. I'm exposed to all the technology). This little Bavarian bomber is an absolute blast to drive; comfortable, quick, sticks to the road like burnt eggs to a cast iron frying pan, and turns heads everywhere. It's capable of 160+ mph, but the right road at 55 mph brings grins all the time. We just went for a weekend trip with it and had no problem with room for our luggage, a tote bag, and a small soft-sided cooler. And as an added bonus, we took it through the famed Hawk's Nest Highway on Route 97 north of Port Jervis, NY. Wonderful to drive, comfortable even after a couple hours, fuel-efficient (except when I play with the Tiptronic on a twisty road), and so far, dead-bolt reliable. So I didn't get my 911 Turbo; the Boxster S is a more than welcome consolation prize. You owe it to yourself. P.S- My wife drives it more than I do!

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.

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!

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.

Owner of Porsche's since my first purchase new in 1970. 12 registered to me and another 20 or so I bought, drove on dealer plate when I was in used car business.M y 2006 997.1 Carrera 4 Cab with 30k on the odometer is one of the most dialed in cars I have driven. PASM along with the AWD helps keep this one glued to the road. The 4 is Wider than a 2 the S is not necessary. All season road runner. Top down warm weather, AWD for the rest. 😎

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.

After owning ~20 cars, I find the 2009 911 Turbo to be the perfect understated example of class and performance. Great handling, ride quality and just raw power.

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 own a 2018 GTS 718 Boxster. This is my 4th Porsche, I've had 2 air cooled 911s and first gen Cayman S. This is by far the best car I've ever owned. Everything about is perfect. Looks excellent, handles excellent, sounds excellent in sport mode with the sport exhaust. You can actually hear noises from the turbo. Excellent power. I've always had manual transmissions and this is my first PDK and it's excellent as well, it's so smooth, you'd think Carlos Santana tuned it. First topless Porsche, my others were all coupes. Tell this girl take her top off and she does it almost instantly, topless in about 10 seconds, even when jogging! Gets thumbs up and "daaamn" remarks by passer by's. It's one of the best looking cars I've ever seen. Extremely fun to drive. I feel lucky and honored to own this car. If you have the opportunity to get one, do it, you won't regret it. Even the base model is excellent, I driven them too!

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.

I have had 7 Porsches and assorted other 'exotic' cars over the years includinga Lamborghini Miura, Mercedes CLS 550 Biturbo V8 , 1973 Pantera, Ferarri 348, TVR, BMW's, and others, including a 1969 Camaro Z28 that i still drive with a big grin! My 2014 Carrera 911S Cabriolet is by far my favorite Plenty of power, responsive, luxurious, and just a kick in the rear to drive anywhere. Just driving to the store is a fun experience! For me, at 76, It is the perfectly balanced sports car that is capable of taking my breath away! And I drive it hard when conditions permit! Truly a wonderful high performance sports car of the first order! I couldn't be happier than behind the wheel of my 911 S Cab!