Used Porsche convertibles for sale near Trout Valley, IL

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.

A remarkable buying experience! Jackson was responsive, informative, personal and NOT pushy. I am enjoying my new ride and have already recommended Chicago Motor Cars to my friends. Thank you for the quick turn around for a memorable Christmas surprise for my wife and family!

Awesome looking 911, no power steering so it gives you the maximum road feel, brakes are SO solid (pedal barely moves) making the driving experience what you want in a vintage car, PLUS you get A/C!

William was awesome! He made the whole process very smooth. The facility is very nice and they made us feel very welcome. I would definitely recommend Willam and the Porsche Exchange.

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!

As always great experience. Very fair trade in. My salesman michael was very professional And thorough going over the car. Trevor in finance had me in and out quickly. Only place I would go to buy a Porsche.

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 gave them 2 days notice that I would be there at around noon, I got there at 2:30 pm. The man who helped me was very nice; unfortunately they had sold the car I was interested in earlier that morning.

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 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….

Last year, I had the pleasure of working with Alan and Ben when trading in my older G 63 for a newer model, and I couldn't be happier with the experience. I was there with my daughter, who was under the weather that day, and their professionalism and courtesy were highly appreciated. They got us in and out quickly and even offered her a tea, which was a nice touch. Their exceptional customer service made the entire process seamless and enjoyable. I'm so impressed with their team that I'm now in the process of purchasing another vehicle and exploring their selection as we speak. I highly recommend Ultimo Motors to anyone looking for an honest and hassle-free buying experience.

Not for everyone but if you want a roadster it’s the best for the money. A true joy to drive and as comfortable as you can get in a top-down car.

Great customer service.Thank you Fil, Greg and Ulises for making every step as easy and hassle free as possible,Quality vehicles at reasonable prices.

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!”

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.

Jerry in service department really took great care of me. Alex in sales as well. 5 star experience every time I go to Fields BMW.

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.

The 2005 Boxster S is an absolute blast to drive. I have a giant smile plastered across my face after every drive. The only other car I've driven that was this much fun was another Porsche (1986 944 Turbo). My Boxster has been very reliable with no major issues to date. My only complaints are that anything I have done on the car is expensive and it has some annoying quirks. One example: If the battery goes dead, the heated seats and built in garage remote stop working until a "factory reset" is preformed (strange but true). This factory reset requires a computer scan tool that costs $1000s. So, a trip to the mechanic is in order after a dead battery. That is both a waste of my time and expensive.

I couldn’t be happier with my experience at Driven Auto of Dundee! I recently purchased a Tesla from them and the entire process was smooth, transparent, and actually enjoyable which is rare when buying a car. Eddie Baker was my salesperson, and he went above and beyond to make sure I got exactly what I wanted. He was knowledgeable about every feature on the Tesla, explained the financing options clearly, and made me feel confident in my purchase. The inventory here is top-notch especially if you’re looking for Teslas or other luxury vehicles. If you’re in the market for a vehicle, I highly recommend checking them out and asking for Eddie. He’ll take great care of you!

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.

Well, there may have been some poor experiences for some, but my experience was exceptional. Alan answered all my questions prior to flying out from PA to IL. Even picked me up at the airport. The pictures provided matched up exactly with the car when I viewed in person. There were a couple of niggles with the car and Alan graciously offered to take care of them. Found Alan to be candid, gracious, helpful and honest. Office support, Brittni had more patience than I might have when talking with PNC for funding verification. I would recommend Illinois Motors and the whole process with no reservations.

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.

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!

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.

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.

Autos of Chicago is committed to delivering quality used cars and excellent customer service. Their inventory includes dependable vehicles for different lifestyles and budgets. Each car is inspected for safety and performance. With clear pricing and supportive staff, Autos of Chicago creates a positive and trustworthy car-buying environment.

1st Porsche -a base 2013 6-spd. I've owned a lot of more powerful sports cars. BMW's Audi, Vette's whatever. I love this car -drop the top and cruise the mountain roads -get serious in the twisties and the precision in handling and the sound of that flat 6 on downshift and acceleration to meet that next corner? Enough said. As a daily driver -no. as a weekend or extended weekend trip with the SO -sublime.

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

Comfy seats, great legroom, turns lots of heads, makes me relax, by far the best value for my money, drives like a SPORTS CAR, COMPLIMENTS NON STOP, above all......NICE RIDE.....