Used Mercedes-Benz convertibles for sale near Winnetka, IL

I recently had the pleasure of working with Chris when purchasing my new vehicle, and I couldn’t be more satisfied with the experience

Owning this car, and drives like rocket with F1 turbo tech and 4CYL. Engine difference is just surprising. Love the steering and looking forward to upgrade to 21' rims and apply upgrades.

George was very knowledgeable in helping me narrow down what I was looking for and ultimately finding a car. Would recommend!

I bought my 2003 mb SL500 in 2023 with 30,000 original miles. It runs excellent has a bullet proof engine and design will always be IN vogue cuz of its sleek design. I got all the previous repair receipts from original owner which is great to know the history. As with any 21 yr old car there may be repairs. I have a great MB independent repair shop called Star Motors in Gainesville Fl who really knows these cars and they fix them right and for less than a dealer. Sure thing’s can go wrong and I have found repairs about 25% more than Honda or Toyota. One has to factor in repairs no matter what. I like the 5.0 engine and one thing is they last! They ride so smooth on the wide tires on the highways and there tight steering. Bose sound system still working great afte all these years. Buy one have it inspected if your worried. There in my view great cars. Depreciated a lot since new at $100,000 out the door. So paying 15k to 20k is a bargain. You’ll love it!

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!

Just sold mine after owning it for eight plus years. While I loved the looks of the SLK and I did enjoy owning and driving it, I was never that crazy about the spartan interior. For a Mercedes that cost $40K new, I thought it was rather plain Jane. I also wasn't happy with things like the door panels delaminating, the dash finish scaling off and probably most of all, the dang roof...I expected better from a Mercedes Benz. The roof went kaput three times while I owned the car and I got sick of the bother and the cost to deal with it. I would have also hoped it would hold its value better. I sold it rather cheap despite having put thousands into it. It's a cool little hardtop convertible but if you buy one, beware...be prepared to sink some $ into it.

Overall, the experience was very good. We purchased the car from Mo, a polite, soft spoken man that gave us zero pressure during the entire sales process. His communication was excellent throughout the process. The car needs a bit of work, but it was listed at a great price. He offered an optional extended powertrain warranty, and fixed a worn-out serpentine belt when a local mechanic pointed it out during a pre-sale inspection. Thanks!

I've had my '03 SL55 since new. It was one of the 1st US delivery cars. 19 years later it still is a gem. Looks amazing, performance from the 500hp V8 is brilliant. I really haven't had very many problems during my ownership. The worst part is depreciation. Mine was $130K out the door. Since I am not planning to sell, I haven't lost a penny. The problem with depreciation is as they get cheaper to buy, the bottom feeders swoop in, but they can't afford to maintain the $130K car they just bought for $30K. This will leave fewer and fewer good cars. If the SL55 is on your radar, buy the best car you can afford, have it inspected by someone who knows these cars and be prepared to maintain it like the $130K car that it is and it will reward you like very few cars can.

Thank you so much, Korey was fantastic! Great customer service! Easy and Fast! And Your Driving

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.

The general manager, Anthony was very polite. Help me out find the right car and was very patient

Always a dream Mercedes Benz! Fantastic car to drive and enjoy Life! Drives like a dream! I do Bilsteins B4 and H&R springs with 18” Stagger Wheels! A Super Car!

A dealer with a unique eye for high quality vehicles. They find amazing cars. They are easy to work with and they have great shipping options. I will buy from them again.

I had a 2013 was total loss after a pickup truck ran into me on my driver door! walked out with no problem! Very safe car. im living proof. Now i replaced it with a 2014 sl550 Im A happy man!!!!!

My Fiancé was talking with Brandon, (General Manager)for about a month or so on the Mercedes G Wagon. Brandon was awesome, and a very respectable gentleman. He went above and beyond for us on our purchase. We are from Arkansas, and we drove 578.6 miles to West Chicago, traded in my Range Rover for the G-Wagon. Brandon stayed after hours, patiently waited for our arrival. Everything about our meet with Brandon was very much of a Blessing. Thank you Brandon for all your help and patience. It was a pleasure working with you. The drive back home to Arkansas in my G-Wagon was all so amazing. We did not have any issues with the vehicle. I will be purchasing my next summer car from Luxury Car Outlet! See you soon Brandon and Thanks for the great hospitality and wonderful customer service!!

easy to drive,fun car with top down plenty of performance.classic body style should hold its value and appreciate over time. great collector car . buy it.

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.

Chris and Matt are all world! Love my car and our entire experience buying from them. Very responsive and dependable. Knowledgeable as well. Joey

Always wanted an sl55 amg and finally found one for a reasonable price. The ABC suspension is a huge expense but the car is solid aside from that. With a few modifications and consistent upkeep this car will be a classic sports car for years to come.

Robert was super helpful. Found a Honda CRV and was able to make the deal right away. Car is in excellent condition inside and out and they were able to help me secure financing and got me a great warranty! Thanks again UMC Team!

I have been a big fan of the Mercedes Benz motorcars for years, and have always admired the SL's. I found a 1998 SLK230 advertised on my local marketplace on Facebook of all places. I have now owned this stunning little car for going on two years. I have put very little work into it since I purchased it. Oil change, coolant flush, injectors cleaned and changed out the shocks for a set of Bilstein b6's instead of the b4's, which gave the car a little stiffer ride. One of the main lifting cylinders for the roof sprung a leak and now the top does not work. Just waiting to replace it. This seems like a typical problem facing the older SLK's. Mine is the sunburst yellow like the one pictured. After 24 years the paint still gleams bright. I have received so many admiring comments on this car. People can't believe it's as old as it is. If you ever run across one, my advice would be grab it before it gets away. this seems like a typical problem facing the older SLK

We bought my wife c300 4matic over a year ago from Paul and when we were looking to buy another car for my son we went back to Paul he ended up getting another C300 4matic .Paul makes it easy to buy cars .I'll be buying my next car from Paul thanks again !

I bought the car for the purpose of relaxing after work on winding roads near our home. It has been one of the best auto purchases I have made. It is fun to drive, is very responsive, with a strong and reliable V 6 engine. It has been garaged since new, and I was careful to avoid driving it on salt treated roads. The paint and finish are pristine, the interior very good. Leather seats have no cracks or splits.

Zoran was great to work with. Clear communicator, efficient buying process, and took good care of me as a customer throughout the entire interaction. Would recommend checking out his inventory, and when I find myself back in the market for another vehicle I'll be doing the same.

I recently had the pleasure of working with Alex Hernandez during my car-buying process, and I couldn’t be happier with the experience. From the moment I walked in, Alex was friendly, professional, and genuinely interested in helping me find the right vehicle without any pressure or pushy sales tactics.

What stood out most was how smooth the communication was from start to finish. They answered all my emails promptly, sent detailed photos and videos, and kept me updated throughout the process. I felt confident every step of the way. My car arrived in perfect condition, and it’s even better than I expected. This dealership sets the standard for what buying a car should feel like — effortless, enjoyable, and trustworthy.

Most reliable and usefull car I've had as a daily driver. Everything in the interior is placed where it should be found functionally. Power, while not a muscle car, is more than adequate. Gas mileage is excellent. Adjusting from Comfort to Sport make a very noticeable impact on the driving experience from gear shifting to steering...

The purchasing experience was enjoyable. There was no pressure during the initial contact, pricing negotiation, money transfer, or delivery. Yassin and Deanna, the initial point of contact, were very kind and quick to respond. After everything was resolved, Stan, who was also receptive, was presented to me. I have no complaints and would suggest them once more.

I love my 300C with the AMG Package. You get a much sportier look and drive. The car rides very comfortably in Comfort Plus but you can put it in Sports Plus and it becomes a whole different car. It feels like the car stiffens up and the Torque is immediately right there. Also, the AMG Package comes with great brakes! At this price point, you're going to hear a slight wind noise at higher speeds and the back seats don't have a lot of legroom. But, as an entry-level Mercedes, this is the best Mercedes for value in my opinion.

Don't stop till you get to Nick Fisher. Everywhere else is second rate. Honest and easy, that's what buying a car is supposed to be like.

Great upgrade from the SLK350. Performance and appointment much superior. Completely different car from suspension for performance. Representation of the car was exactly what was described in ad.

Go no farther than Autos of Chicago if you're looking for a reliable used automobile dealer. To help me receive the greatest offer, their team went above and beyond. I valued their openness regarding vehicle history and pricing. No unpleasant surprises or unstated costs! I left the lot with a car that I adore, and the entire process was quick and easy. I can tell they truly care about their consumers because of their excellent customer service. I heartily suggest this location to anyone looking for a straightforward and truthful car-buying experience!

While getting groceries out of my car, My trunk came down on my head (C-300, 2017). Sometimes trunk opens after I lock the car. This is dangerous. What is the problem?

Waiting to get back home to do the deal so sharpen your pencil I’m coming for the 2013 red Mercedes

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.

Amazing company! As a new driver and buying my first car Auto Park Imports have done everything they can to help me. I felt supported and well informed. All the staff are extremely professional and kind. I have recommended them to friends and family. Anyone looking to buy a car from a trustworthy company should go for this option. Special thanks to Julia!!

Although this car is not my everyday car (for that I kept my Toyota Corolla), it is definitely perfect for pleasure! Drop the top and take off. It is definitely luxury. It was very low mileage for a 2007, but very clean -- almost new -- and beautiful! It rides beautifully. Hugs the road and you cannot feel bumps -- so smooth! It does have a lot of power, though, so not for the faint of heart or the youngsters! The sound system is fabulous, too. Have been enjoying driving this more than I could have ever imagined. Cannot imagine ever getting rid of this car -- just wish I would have found it sooner! Actually pretty comfortable, too. Love the dual climate controls and the messaging seats. We are going to be driving it from Virginia to Iowa to visit my family soon and looking forward to the fun and frolic with this little beauty!

Bought a few cars from this place. Great guys, good vibes and Nice cars. They always follow through on fixing the small stuff. Always water and pop ready to go. Love that. Will be back for more when I’m ready.

Car is very reliable and have driven it on long trips. in the last few years mostly local driving. Its and expensive car and you really purchase It for its contort and safety. Service has been pretty good i have owned six Mercedes over the years