Used convertibles for sale near Winthrop Harbor, IL under $30,000

Autos of Chicago made the entire purchasing experience simple and comfortable. The staff was polite, informative, and truly focused on helping me choose the right vehicle. Everything was explained clearly, and there were no hidden surprises. I’m very satisfied with my used car and appreciate their honest, customer-centered approach. Highly recommended.

I was initially looking for a used Golf, but the more I looked at the Beetle the more I liked it. When I found the one I ended up buying, it was love at first drive. This little car packs a punch with the 2.0T, and will throw you back in your seat. It’s an absolute blast to drive. Handles well around town and on the interstate, where it could easily get one in trouble since it wants to GO. The same engine as is found in the GTI, so this should be unsurprising. Easily gets 30+mpg on the highway when cruising along, typically around 20-25 city. These cars handle city driving just fine, but they are meant for the freeway in my opinion. I find the interior to be quite luxurious. Heated leather seats (not available in the Golf) with plenty of storage compartments. Not many frills, just a sleek and mostly practical dash. The trunk is big enough for grocery runs, and the rear seats fold forward for larger loads. It’s not going to haul large appliances or furniture, although it could possibly carry some bigger stuff on a roof rack. The Fender audio system is impressive, wouldn’t change a thing about it except it could benefit from an updated head unit with CarPlay. This hasn’t been an issue for me. I think the car is a real looker, it turns heads and has drawn the occasional compliment. My used model had some imperfections, but it’s still a great looking car that I want to look after and keep for as long as I can. It feels well built, the doors close with the satisfying weighty thud of a premium vehicle. Overall, I am very happy with my 2013 beetle. It’s not only fun, but it seems to be reliable with a couple caveats that some owners might not be aware of. The 2.0T engine is designed for premium fuel, using regular will eventually damage it. The 2.5 can run regular, but I believe the 1.8T will also want premium. The reason for this is lower octane fuel will cause detonation in these high compression engines. If you don’t know what detonation is, just know it’s bad. The oil needs changed more regularly than the manufacturer recommended 10k miles. 5k to be safe, 7k at a stretch. This is especially true for higher mileage vehicles. Speaking of stretch, there is a known issue with some 2.0T engines where the timing chain stretches over time and many miles, so if buying used that’s something I’d have a mechanic check out. This is an expensive maintenance item, but IF it’s needed, getting it done along with the tensioner and a new water pump for good measure will ensure that the new to you Beetle is reliable for many years and miles to come. The other issue is carbon build up. Getting it cleaned out is not as spendy as the timing chain but it’s also not a cheap fix. I believe this can largely be avoided by using top tier fuel (it contains detergents that help with this) as well as regular oil changes and some regular spirited driving. Would not recommend this car to someone who mainly does town or city driving, the 2.5 engine might be better suited for that. According to my research, the 2.5 is quite bulletproof BUT it’s not good for any engine to be driven at low RPM all the time.

Great Sales and service! Treated us with the utmost respect and even met the CEO! Would highly recommend! We bought 2 cars within a 3 month period…

I purchased my 350 z base black coupe new with 12 miles on it in 2006 … she still purrs with 206,000 miles on her odometer…

They proved themselves to be the best when looking around Racine area for my first work truck, and after purchasing my 5th vehicle from them last week, They have earned a customer for life.Best pricing and trade in value around! Thanks Chris & Marcus

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).

Excellent service. Bought a used Subaru Impreza and the process was smooth and painless. Rheya was the best!

Bought this car used in 2020. Amazing amount of luxury for the price point. Gas mileage was amazing and was extremely reliable, never had any problems getting serviced. Unfortunately, I got rear ended in this vehicle, but was saved by how well my car protected me. Loved my car, and I am set out to buy another A3.

Very easy process. Omar was very helpful and patient. I did not feel pressured at all. Ended up buying a great car at a reasonable price. I couldn’t be happier with the experience.

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.

I’m really impressed with the service at Autos of Chicago. The staff was knowledgeable, friendly, and took the time to understand what I needed. They walked me through each step and made sure I felt confident with my decision. My used car runs perfectly. I would definitely return and recommend this dealership to anyone.

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!

I had a great experience at Autos of Chicago. The team treated me with respect and made the entire process simple. They were honest about the car’s condition and offered a fair price. My vehicle runs perfectly, and I appreciate their professionalism. I would definitely come back and recommend them to anyone looking for a used car.

Great car, but expensive to own and maintain. Style is superb, every conceivable option and feature. Problems with computer suspension system, body hardware and cracks in wheels.

Autos of Chicago truly impressed me with their exceptional customer service and professionalism. From the moment I walked in, the staff greeted me warmly and took their time understanding exactly what I needed. They showed me several used cars, explained their features clearly, and were completely honest about pricing. The car I chose was clean, well-maintained, and fairly priced. The entire process—from test-driving to paperwork—was smooth and stress-free. I’m extremely satisfied with my purchase and highly recommend this dealership to anyone looking for a reliable used car.

This car checks all of the boxes. The color of Sepang Blue Pearl Effect is outstanding. I own the prestige trim with the black optics package and the quality is excellent. The ride is comfortable, the performance rivals most cars on the road and the luxury of leather and alcantara with the bang olufsen sound makes driving this car a pleasure every single time.

My experience at Autos of Chicago was truly impressive. The team was professional, patient, and never made me feel rushed or pressured. They walked me through the features of each vehicle and helped me choose one that matched my expectations. The pricing was fair, and the paperwork process was quick and organized. I left feeling confident and happy with my purchase. This dealership is a great choice for anyone looking for quality used cars and excellent customer care.

Surprisingly an excellent value for sports car. Bought mine used and quality is still intact. The reliability has proven to be very good. A fun DIY car that is easy to work on. Parts are priced reasonably well and readily available. The Mercedes roadability is the true fun factor. Classic Mercedes styling, being a unique hardtop convertible, and name, will win many over now in and in the future.

Dani and Joe are very professional and do fantastic work. You can't find a better deal!

I love to take the back roads with the top down and the music cranked. Handles and corners better than any vehicle I have ever driven.

Don't be fooled by cheaper sticker prices elsewhere. The quality of the cars here and servicing before you drive off is outstanding and worth every penny! Our family has bought 3 cars and have had nothing but excellent service.

Beautiful workmanship, five years young. Goes like a rocket, looks like a dream. The interior is refined. The car has all the bells and features of a new car.

I had the pleasure of being assisted by Sam, and he was amazing. He wasn’t pushy at all and answered every question I had with confidence and clarity. He was friendly, approachable, and made the whole experience comfortable and easy. Great service all around.

This is the 2nd SL class I've owned, so ill try to keep this objective. These are state of the art vehicles with features way ahead of their time. They are built straight forward and repairs can be undertaken by the owner more than one would think. If you can find one in a salvage yard, you can learn how things come apart with little risk of damaging your own. The value of the experience sometimes outweighs the time it takes to learn. If that makes any sense... This car is easy to love, who wouldn't? Neck breaking acceleration, sexy good looks, the way it cradles its occupants, and surrounds them with luxury appointments unmatched by other maker's offerings. The feel is rock solid at the wheel and pedals, despite how heavy the car feels. More than enough ponies, to confidently pass or merge, and brakes that could stop a semi-tractor. The gauges are well placed, and logical information comes at your finger tips with the multi-function steering wheel. The cockpit seating seems to have an Infinite number of positions, and the easy exit feature will undoubtedly preserve the leather of the lumbar lobe. Controls are semi-ergo friendly; however the roll bar and hard top controls would be better positioned anywhere besides directly under your elbow. Concealing the roll bar up/down switches beneath the top control, does not demonstrate forethought by MB engineers. Driving the car is truly exhilarating, top up or top down. The sound remains with BOSE, and a disc changer allows for more choice. Staggered wheels are staple with the MB roadster, and improved with 35/40 series width adding to the nimble agility already demonstrated by the car. So... What's to hate? Depreciation! I feel sorry for the 1st owners of an SL. At the same time i envy that they can take it in stride. If it were not for these brazen buyers, i would never be able to afford this car. Repairs and failures... Fortunately, I've got advanced wrenching ability or this car would keep me in hock up to my neck. Although the hard top is a mastery of elegance in motion, it is delicate and prone to failure. The deck lid/boot cover/trunk lid, can present quite a challenge when, (not if), the latch fails. There is literally no way to get at the repair w/o creating damage in the course of gaining access to the latch assembly. I ended up designing and fabricating a tool that can reach the manual release levers from the rear of the cockpit. This body style incorporates a fuel cel that has an internal problem. A baffle becomes disconnected and creates an obnoxious clunk at the storage bulkhead. The fix is said to call out 18+ hours of tech time to remedy. (Ouch!) The bottom line is: you take the good with the bad, and hope that you can DIY when the time comes for repair. Till that time...enjoy the love.

I arrived late to pick up my vehicle. Fortunately one of the Service writers noticed my arrival as he was leaving for the night. He came back to the dealership and secured my vehicle and billing. Great service.

A beautiful automobile gift from my beautiful wife on 6/2/23. I’ve been searching for a tbird and a friend told me to call and see if this guy was willing to sell one of 3 Tbirds he had. Little did I know in a few hours I’d be the new owner of Dale Jarrett’s personal Tbird with only 6,842 miles on it. His signature is on the dash and also his personal leather racing jacket signed. Needless to say it handles like new and has new car smell. We drove it from Charlotte NC to Charleston SC and couldn’t believe how it performed handled and rode. It’s definitely an eye catcher. The hardtop was easy to remove with 2 people. It would have been nice if it would have been designed to retract into the trunk. But mine came with hoist to attach to garage ceiling which made it very easy. I’m 100% satisfied and happy with my new Tbird.

I would highly recommend Carmax Kenosha. We setup an appt and test drive on their website, and Sergio reached out right away and put the vehicle on hold for us. When we arrived the car was ready for us to test drive, and while we were test driving they looked over our current trade in. We got a fair value on our trade in, a fair price on our new vehicle, and we were in and out in under 2 hours. Thanks Carmax and Sergio for the awesome experience!!

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!

Nice and all staff are very friendly, and everyone there was so much fun, and Ed Wanland have a great time to work out for me. Thank you

Great comfort and every conceivable feature. Responsive steering and breaking and plenty of power. Doesn’t hurt that it a beautiful car in perfect condition. Bought it at the right time from the right place.

Again, I cannot stress how knowledgeable, friendly, honest and efficient the staff is. The service was prompt and thorough. Very reasonable charges. Will continue to take all my cars here.

Love driving this fun car. Maintenance has been an issue and will probably only get worse... Item: Like most modern cars, there are no grease points in the suspension. So when the little rubber boots that cover the joints rot away, there's no way to lubricate the suspension, and the parts start to grind against each other. Out $4k to replace the front and rear suspension. Had them do the struts too since they had to take everything else out. Item: Many parts no longer available. The accelerator pedal switches failed. No Ford or aftermarket replacement to be found. Good news: found one at a salvage yard. Bad news: it's the same age as the one it replaced. Item: Crack in the windshield? Stay away from any chain that rhymes with "Chafe-Bite." Replacing the windshield means removing the frame. Very few of their techs are trained on how to do this.

Specifically, my car is the Audi A5 Cabriolet with all-wheel-drive. It's a gorgeous car, drives great, comfortable, and reliable. I would have preferred a manual transmission (this is my first ever automatic daily-driver), but a manual was unavailable in the cabriolet (and most cars anymore these days). The bottom line: It is a nice, comfortable, and reliable cruiser.

This vehicle is the epitome of technology. Everything is designed to pamper the driver with ultimate comfort in the safest environment possible. The diamond white exterior is simply breathtaking and the interior details are absolutely amazing.

I purchased a Mercedes SL500 as an anniversary gift for my wife and dealt with both Brian and Tom (the owner) throughout the sale. The car was as described in their ad and they were super easy to work with. My wife loves the car and we've been going back to have them service it and store the hardtop too. We've had a good experience and would recommend them for both sides. If anything just stop in and see the cool cars they have in the showroom and in back too.

Its weird to read bad reviews on this car, specifically the sl55. Im on my third one. All used. My latest purchase was October 2019. a 2004 sl55. daily driver. I am second owner. Top up and down every day. 95 south Miami traffic and heat. She's been perfect. You just need to find one that the service was kept . The suspension is only a problem when neglected. and now with all the parts and certified techs (private) its a $4,000 fix. Or , do like some others and go coil over for under a grand. I would get in mine and drive anywhere with out any hesitation.

Purchased a car from Mitch that I did not know existed before yesterday, 2019 Ford Fusion Sport; a real muscle car sleeper. He has a number of interesting and unique automobiles that you do not see everywhere. The experience was easy and I think it was the quickest transaction for a car that I've ever had. Highly recommended.

This is my second Volvo C70, the last one I bought is the T5 Polestar Engineered with only 35.000 miles on the counter. The first C70 I swapped with my Mustang convertible. This is the best car I have ever driven! Every time we go to France the holiday starts with the beginning of the journey! It drives smooth, not the fastest car but just enough and it cruises likes it's made for it!