Used convertibles for sale near Winthrop Harbor, IL under $25,000

Tony & Cam were beyond a five stars, they made the process extremely fast & easy. The whole staff made me feel very comfortable and confident about buying a Maserati. Definitely would come back again. Thanks again ENE!

I've owned my 2003 3.0i 6sp E85 for almost 9 years. Equipped w/ M Sport option, 18" staggered alloys and painted in a beautiful Toledo Blue. Yes the car has need some maintenance, some worn parts replaced, but nothing too surprising or extraordinary expensive aside from tires. I'm in my 60's and still do most of my own work. Love the ride, the style, 6sp manual transmission, the power, the smoothness of the car in general. Would I recommend this car? Only to those that love a car that YOU want to drive. NO AI frills to distract one. Just a pure driving experience.

Highly recommended and really nice to work with 10/10 great cars Joe and Dani are the best

My 2005 SLK 350 has 250,000 km and it runs very well and the body is clean (no rust). There is a small oil leak but that is to be expected for a car with this milage. Overall, I love this car.

Mitch was excellent to work with, best experience ever at a dealer. I got a beautiful car and was treated very well. I would definitely recommend doing business with these folks.

Best covertible under $30k used. Italian styling/handling and Japanese reliability. What a car. As a previous 911 and SL 300 owner, I prefer this as a toy without the expensive repairs. All parts are Japanese and repairs are minimum. Best KEPT secret, buy a classic car, and enjoy for years! Handling is insane! Not a daily driver!

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.

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.

My experience has been awesome so far! They got me into a very nice car, for an awesome price, in less than 2 hrs, and Monique literally saved my life, lol! I would recommend this place to any and every one! Amazing prices, reliable, decent vehicles, and alot to choose from too! They will take care of you, I can promise you that!

Love it! Powerful engine, cute appearance, hard convertible top. Back seat is small but it’s still nice to have the option of fitting more passengers. Very limited trunk space. Perfect for summer days and is very well-made and designed.

Estamos muy satisfechos con este dealership, su equipo es fantastico. Todos los vendedores y jefes son muy amigables y Profesionales. Lo recomendare a todos mis familiares y amigos.

Quick, classy and fun. Makes you feel good every time you start it. There are cars that do many things better, but as a package it cannot be beat.

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

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 smooth V8 engine/transmission, faster than most cars, the interior is perfect for me 6ft tall, sound system has some deep bass, I would marry my sc430 and I believe my sc430 would get the "Will" built to last, til deff du us

This car is a great city car, handles well, accelerates awesome, looks great. Great for trips, comfortable, fast, smooth. Great for all weather. xxxxxxthrough a foot of snow, handles ice, and rain with secure confidence. I've never gotten stuck in this car! There's a reason half the cars in Boulder are Audi's. It's been reliable transportation and lovingly cared for.

This is a perfect car for California, especially now in needing to get out to feel free. Nothing is better than driving the coast with the top down. This Quattro is in excellent condition driven by my wife who took great care of the care.

Sporty, fun, zippy. My second TT - my loss, your gain. A safe, well-engineered ride. Must see to appreciate. Detailed and road ready. High quality leather interior, heated seats, great MPG.

Andy was very attentive, patient, and not pushy at all. Thanks Andy for a car buying experience!

I have had a Lexus 430 SC for 8 years I love this car.I had a Mita before,.wanted a heavier car to drive on the interstate.this car is a dream very smooth ride. Easy top Down....had very little problems. It's unique and beautiful....I love the back seat..great for a dog or child or your coat and purse. . The mita had nothing...no it's not for everyone, but I like it....better than any new car....Getting ready for a new timing Belt , which they say will take care of most of the maintenance for long time. It is a 2004. They only made this car 2002 to 2010..

Sam provided outstanding service. He was always available to take my calls and ensured that the entire purchase process was smooth and stress-free. I truly appreciated his professionalism, responsiveness, and support throughout.

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 had a great experience at Your Choice Autos! Sam was extremely helpful and knew exactly what I wanted. The whole process was smooth and stress-free. I’m very happy with my experience and would definitely recommend them to others.

If you are after comfort and looks, this is the car for you, but, and here's the big but, be prepared to spend more than normal for maintenance. It is a Jaguar, and that is a small company, and there are not that many dealers to take the car to, and when you do, bring a full wallet or a very good credit card. Not a sports car. This is a grand touring car, and not something for the race track. It is pretty quick for what it is, and it does handle well.

Visited Raymond Chevrolet on 10/10/25 after texting with Blake. When I arrived I was greeted immediately by Drew and he seemed to immediately know exactly why I was there. Pulled the car around that I wanted to look at and off we went on a test drive. Drew had more of a consultative approach rather than a high pressure approach which was definitely appreciated. The car drove great, yet my hopes weren’t high due to the fact that I have bad credit because of some stupid mistakes I made when I was young and haven’t spent the time/effort to repair yet. After a quick discussion with Drew upon our arrival back at the dealership, Jerry, the Used Car General Manager, came over to sit with me and he answered every single question I had written down (and there were around 15 of them!). At this point, they already knew my credit situation since I made them aware pretty early on. Instead of just going through the motions, EVERY single employee at Raymond Chevrolet took the time to make sure my questions were answered and ensure I had a great experience and I never felt less than or judged because of my credit situation. After Jerry answered all my questions, I wanted the car! I had previously been denied for an auto loan through a local credit union (even with offering a higher down payment than I did at the dealership). It didn’t take long at all and after a very short wait Jerry came over and approached me with his thumbs up, “we got you approved.” I was literally shocked….Sure, I didn’t get the best interest rate possible, but with my credit, simply getting an approval at all was amazing. At this time it was around 9:30 PM and the dealership closes at 9:00 PM. If there was an employee that was needed to make this happen for me that night, they hung tight and worked late to make sure I was taken care of. I want to give a special shout out to Janelle, the Customer Experience Manager. Janelle walked me through some very important Tesla specific topics and was very patient with me. The entire time I felt like I was being HELPED, not SOLD. Any “add-ons” were throughly explained and literally each one made sense with my situation (kids, first time Tesla owner, Chicago winters, etc.)… They offered me what I really needed, not just what they could make extra money on. Janelle made sure that I was clear on everything and then I wrapped up the process with the Sales Manager Cooper. Cooper made the signing process extremely easy and went above and beyond to make sure that what needed to get done, got done that night regardless of the time or any obstacles we encountered. At this point, I was extremely happy with my experience & it was time to head out at which time Jerry (manager) and Drew (sales person) escorted me from Antioch to Pleasant Prairie just so that I could take the vehicle home THAT NIGHT. Keep in mind, by the time we arrived in Pleasant Prairie, WI, it was at least 1:30 AM. My plan was to check out a vehicle so that I could then go look for a co-signor because I didn’t think I stood a chance of getting an approval; however, the folks at Raymond Chevrolet made it possible for me to make ONE trip to the dealership, purchase the vehicle ai wanted AND take it home that same day… All while going above an beyond to make sure that I was taken care of and having a great experience which I 100% did. IF YOU ARE AFRAID THAT YOUR CREDIT WILL PREVENT YOU FROM BUYING A CAR FROM A DEALERSHIP, I URGE YOU TO VISIT MY NEW FRIENDS AT RAYMOND CHEVROLET AND JUST GIVE THEM A CHANCE TO DO WHAT MANY PLACES JUST AREN’T ABLE TO - ON MANY DIFFERENT LEVELS (non-judgement environment, friendly and extremely helpful staff and even the ability to obtain an approval for financing for someone with POOR credit). Every aspect of the experience was on point and I highly recommend visiting Raymond Chevrolet if you’re in the market for a new vehicle and you want to avoid the high pressure sales tactics that we see too often at dealerships! Thanks for everything, guys!

My 2008 Redline was one of my favorite car purchases ever. I bought it as a second vehicle to cruise around with the top down. This car shocked me by it's performance. Super quick with very little turbo lag. Handling is on par with a Miata. With it's massive clam shell hood it's also super easy to work on. Not the nicest interior materials, but it's reliable and parts are readily available. My opinion is this is the perfect buy for someone looking for an affordable sports car.

I bought a used 2005 chrysler pt cruiser a few years ago. My wife found in in Trenton , NJ. It was a one owner with just over 30,000 miles on it. We only drove it a few blocks, tried the convertible top and was sold on it. I had a small accident a few years ago but it was fixed fantastic like new. I love my car everything works like new and always getting some compliants Inferno Red Black Top Will never sell it!

I purchased a car from Citi Auto and I couldn't be happier with my experience. Mr. Erdem and Mr. Yusuf were incredibly helpful, professional, and honest throughout the entire process. They made everything smooth and stress-free, answering all my questions and ensuring I got the best deal possible. The car is in excellent condition, and I truly appreciate their outstanding customer service. I highly recommend Auto Citi to anyone looking for a reliable vehicle and a trustworthy dealership. Thank you, Mr. Erdem and Mr. Yusuf!, Thank you Citi Auto!

2001 BMW solid used car if you can make your own repairs. 2nd owner bought used form dealer Bellflower Ca. Good looking car. Solid. Thanks

Bought a used Certified Mazda best sales experience Robert and Maciek were true professionals knowledgeable and quick recommend to anybody looking for a used Mazda

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.

This is my second S2000 , after we retired my wife said go get one , took awhile but finally found an 2004 with 40,000 on her , all I can say , just drive it you’ll love as I do , I won’t be selling this one going to my son after I kick the bucket.

A great sales experience. The Sales Consultant Galo, and the Finance Manager Dean were both excellent

Great daily driver! I've owned many sports cars, this one is close to the top of the list. Never lets me down, always fun to drive