Used convertibles for sale near Crestwood, IL under $20,000

I love this place. Being a client for 10 years now. Great cars, great customers service. Glenn is the absolute best!

Very reliable car. Extremely low maintenance. Fast and powerful biturbo makes it really enjoyable. Great way to save when driving. Did I mention, it's really comfortable with a great audio system.

Agnes was very helpful through out the buying process and went above and beyond to make sure that I was taken care of during the whole purchase process. I can’t say enough that she is the best in the business and will not lead you on or waste your time.

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.

I purchased a 2025 Nissan Pathfinder from Zeigler Nissan in Orland Park. The whole process from start to finish was very smooth and easy and Djamal our saleman was willing to go above and beyond to help us and make the whole process easy and enjoyable. Would highly recommend to anyone looking for a Nissan!

Bought this car after my wife said she missed her old Solara convertible. She loves it. Drives well. Extremely comfortable. Only complaint so far is that the trunk is small—and with the top down it’s almost non-existent. Her golf clubs ride in the front seat. We’ve only had it two weeks, so can’t comment meaningfully on reliability. But she loves it.

Great experience overall , we purchased out of state . The car came as described ( via facetime )

The CLK 320 stands out as the most remarkable car I've driven In terms of reliability, appearance and performance it truly excels. I've driven my cabriolet for 260k miles and still going strong. Love it so much that I just bought another for my daughter to start college at 81K miles, I anticipate tis vehicle to last 450K-500k miles on original engine and transmission (all with proper maintenance).

This has been the best car buying experience I've ever had in my life. No haggle prices everything is in black and white inspections are already done, the friendliest staff and owners I've ever came across. We definitely recommend them to everyone!!!!!

In 2002 they sold over MSRP adjusted for inflation @$54K in todays money- pricier than the 2002 Corvette and sold like 30,000 that year. I think that new car buyer had to probably be searching for the 1955 Thunderbird experience to shell out that kind of cash, and most people born on the 60’s and 70’s just didn’t understand that appeal. Oddly, the demographic that did BABIED their cars, kept up maintenance, have all the original tools and covers (just try and find that T-handle wrench for the hard top for example) when you get lucky enough to get a shot at buying one of these babies cars you’ll find they’re sharp and quick, amazingly so despite what people someone lent one to to write about said 20 years ago. Shod with 17inch tires 🛞 and solid suspension, people can complain about the horsepower being light, but stomp it and it will jump, zoom and weave solidly with the best of them. My drive home from buying this car was a blast. Will other sports models eke out slightly better speed, power and performance over these 20 year old T-birds? Sure, why not. Does it matter if you’re not at Road Atlanta? No. For me, this a sleeper sports car that’s about to bust onto the scene and see its reputation finally living up to the 2002 Car of the Year Award Motor Trend gave it. I think you need to find one of these babied sweethearts like I did. It’s a blast to find a good one and discover what an under rated blast it is to drive. Can’t really call it super nimble, but I respect mines solid ride and reasonably quick response & rocket like performance. The incredibly clean lines scream style visually and I suggest that a 2 tone leather optional interior is worth an extra $1K (over the basic. $11-12 K value) a hard top/rack/tonneau cover intact is worth another grand. ($13-14K total seems fair generally for a babied one). Check the rubber suspension parts underneath (inside the front wheel well behind the tire) is the easiest one to check quickly for rot w/o getting under the rear).

Amazing experience. Made the process so simple for me to get what I want. Would definitely recommend to everyone

This is my second Mini convertible, my previous one was a 2007... I also own a 2014 Mini Clubman. I just LOVE this car!! Super fun to drive and "dress up" with little customizations. I have the "S" model in an automatic now and, unfortunately, it's not as good on gas as my '07 manual was, but hey, it's a small price to pay for so much fun!

Very friendly and efficient place. They made a stressful process so easy. I am happy that I decided to go with Chicago Motor Credit.

A car that can provide exhilarating performance, and comfortable highway cruising. It simultaneously provides top up solidarity and safety with top down panache with beautiful elegance. The “experts” say it is heavy. It is, but some right foot snaps away that illusion. They squabble about “dead steering” and brakes that are a bit numb. But If you toss it into a turn or need to stop it , be assured it will perform with aplomb, without the fussy twitching of a boy-racer. All cars, even ones with $100,000+ price tags, are compromises between performance and comfort, nimbleness and stability. This car is not aimed at a testosterone-fueled owner clawing up the ladder, but rather a confident owner that needs to prove nothing other than to show up. And for me, that makes this car the perfect compromise. It never fails to bring a smile. Few machines provide this level of comfort, performance, and design quality. And if a machine can bring joy along with performance, hasn’t really done its job In a spectacular way?

Great selection of cars. I bought my Tesla at Affinity and couldn't be happier. After going to a few different places Affinity had the cleanest and by far the best service. I will be back again when the time comes.

The Volkswagen Eos is an amazing hard-top convertible with a large sunroof. Eos is a highly engineered German vehicle. The DSG transmission is superb. I get spectacular gas mileage with my 2014 Eos Sport. It's great for me to commute to work or run around town. Then there are the topless excursions...

One of the best dealerships out there with some great quality cars along with best customer service. Loved it

My purchase experience was made so easy and efficient by my salesman, Daryl Miranda at Autonation Honda Sanford. I highly recommend both if you're looking for a professional and quick purchase experience! Go check them out!

This place is amazing! The selection of high end rare collectible cars is simply eye candy for the soul. The vehicles are fairly priced and there’s no haggling required. The owner, Michael Colby, and his staff are all pleasant and easy to work with. They love and appreciate these cars as much as the customer and it shows! My car purchase was easy and enjoyable. You must check this place out, if you’re looking for a premium pre-driven vehicle. Im going to be telling my friends about this place!

Very powerful, fun, roomy, stylish, fun under the Sun. Lots of fun. The price is very affordable. It needs several STANDARD features. Camara, parking system,

I called about the Hyundai Santa Fe and had some questions they were very helpful and answered all my questions without pushing to buy the car, I would definitely make it the first stop once I’m ready to purchase.

My Little Red VW-ette (sorry prince) Great little second car for fun, I have a SUV for all that boring stuff, but this a joy to drive.

Best car buying experience I ever had at Auto house motors. Martin was my sales guy he was very helpful and responsive and exceptional in finding me a great car that is mechanically sound and under my budget. Car is excellent even after a month of driving. I will definitely recommend this place and will come back again if I am looking to trade or buy another car. Thank you Martin!

This vehicle provided me with countless memories, and I believe everyone should drive a convertible at one point in their life-- super comfortable, reliable, and fun to drive.

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 drove Mustangs for many years, and was reluctant to switch over to the Audi, but I have never regretted it. The car is comfortable, quiet, and elegant. I am happy whenever I drive it. And the upkeep has been surprisingly reasonable. It is a wonderful car and I plan to buy Audi convertibles from now on.

From the moment I met Sales Executive Kelvin , I felt I was in good hands. He was warm and welcoming, making the entire process smooth and enjoyable. Overall, it was a professional and genuinely positive experience.

My baby name is Sunshine. The color I was showed was not the color I got. I love blue when I saw the blue it was different, It didn't pop, I was still like ok whatever, as long as it's blue, she'll grow on me. Before I get her I had only seen one a few yrs back and was puzzled like a buick with a rag top?? Is that a convertible?? Anyway, fast forward... usually when u buy a car u start seeing a lot of them. Well, I didn't so I'm looking at cars (waiting on the delivery of mines) I finally seen the blue I was getting and I was like, ok that's cute. The day of my new arrival. Omg she was more beautiful in person and the Blue was NOT the blue I thought. She popped!!! This baby is beautiful and rides so smooth I wanted something different and she has not disappointed me at all she had 15,910mi I've had her for a lil over 6mos. She sitting at 25k now. Absolutely no regrets i am her third and prayfully her last owner.

Nice experience with David Campos, Kevin Boyle, and Barb Smith. Straight forward pricing . They swapped a battery prior to test drive. Able to do paperwork quickly.

Awesome driving experience. I love this car! Fun to drive. Great handling. Fast, fun and the convertible is amazing! I recommend this car to anyone.

Todd helped me from start to finish and went out of his way to answer all my questions and address concerns. I wasn’t able to inspect the car myself and when it arrived it was just as promised. I couldn’t be more satisfied with Todd and my experience with Tab Auto Brokers.

Great ride for the age and miles, you cant even tell. Runs smooth and strong, and you cant even tell the car is on. Car just needs floor mats and a really good detail, but overall very clean inside and out.

Car Luxe is one of the better car lots we have experienced. Omar and his team...were very friendly and helpful. We recommend Car Luxe...honest & friendly...thanks Omar!

I bought my 2012 C70 in Platinum trim back in December 2011. I also got the 10 year extended warranty and it had first 5 years of maintenance included. As of May 2024 the car still looks great, runs amazing and should go for at least 100K more miles. I did get the Polestar turn about 2 years ago and have done regular maintenance. Over the first 10 years the car had a few standard issues along with a couple of sensors but nothing major. The extended plan covered everything and All I have had to do is the timing belt and water pump out of pocket. Great hard top convertible that is a keeper...

Jose, Josh and Alex were very professional and very attentive to my needs. I appreciated all the help they gave me. Excellent customer service. Thank you guys!

My 2011 Chrysler 200 has been a joy to own. At 200,000 the engine went out but repaired would be about 5k so I guess it will go to car heaven since I can’t afford to replace the engine. Just put $600 set of tires and new battery. I am truly going to miss it.

These guys are awesome I just bought my lifted truck from them and I couldn't have been any happier with the service and vehicle as well, thanks a lot Main Street Motors for my new lifted pickup truck!

I've own a 1997 sl500 and it's reliable, fun to drive..still gets a lot of attention when you drive. Parts aren't expensive. Highly recommended for Mercedes sl enthused.

I bought a 2011 VW Routan from Auto Gallery. Steve went above and beyond to make my car buying experience painless and easy. Great guys to work with. Will recommend to friends and family.

I have my 1999 CLK 320 Convertible for 12 years , It is great car , fast, comfortable , stylish , good gas mileage , has 12 sparkplugs , 2 for each cylinder ,if you live in a city with good weather like where I live in San Diego,CA you will gett great experience with convertible car ,my top is down most of the year.