Used Mercedes-Benz SL-Class for sale near St. Charles, IL under $799,996

I worked with Regis on a 2000 Corvette and can say it was the easiest buying experience. I’d asked to have the front fender alignment looked at and he had it fixed along with a missing trim piece. The car was in excellent shape and all modifications were disclosed. He’s very knowledgeable and easy to work with. Pricing was very fair and I was in and out within a half hour on the day of pick-up. You can tell he genuinely enjoys the work he does and it shows. Thank you Regis and everyone at Illinois Motors for helping me find my dream car.

In my opinion, the 1999-2002 SL500's represent the very best two-seater convertible in the world at any price. Sure there are now metal-retractable-top convertibles, and they're very slick - however, as far as classic rag-tops go, there is nothing that beats the SL500 in all six categories... In the under $100K price-range, there was nothing at the time to beat it - the Jaguar XJS and XK8 are both nice, but the SL is just more solid, more subtle and engineered to perfection. Whether it's competing with a Porsche Cabriolet, a BMW Z8, a Jaguar or any number of other prestige-brand luxury two-seaters, the SL holds its own against convertibles even in a higher price-range, such as late-90's early 2000's Aston-Martins, Maserati's (99-2002), and even the comparable Ferrari's (355 Spyder)... To find a car more competent, fast, stylish AND comfortable is not easy - at any price. I bought a '99 SL500 with 42K miles on it - it has been just stellar. I bought in 2009 for $20K (less than a fifth of its almost $100K new-car cost). Fast, fluid, fun - and safe, reliable and efficient... People don't buy these for the gas-mileage, but they are as efficient as anything new in the same class - I get over 20mpg average, and that's with a 300hp V8... Even the brand-new models don't do much better. In any case, I cannot fault this car in any category - the styling, both inside and out, is timeless, elegant and sporty. The car rides beautifully, is hushed at all speeds, handles nimbly (especially for such a heavy car) and feels solid as a vault. Although I had to do a fair amount of maintenance to get the car perfect when I bought it (such as power-top actuators, etc.), there were no surprises, as we had the car inspected. A properly-maintained car is incredibly reliable and durable - they are built to deliver lots of trouble-free motoring, and they are just about the classiest thing out there. Although this model (99-02) is now passing the ten-year mark, it is still so modern in every respect - from performance to comfort and safety... The only thing it doesn't have is Navigation and parking sensors - two things I've never missed, as the car is a very modest size (easy to park), and it's easy to use a smart-phone for navigation... Bottom-line: the safest, most reliable convertible of this genre - a beautiful, elegant car that still holds its own thirteen years later...

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.

One of the better Mercedes models to have ! All together very nice car ,have everyting you need from confort to speed No need for faster one

Barry at Icars of Chicago has been phenomenal since day one, and he truly shines even a year after I bought my car. When I reached out with a follow-up issue, he didn’t hesitate—he jumped in, listened carefully, and helped me get things sorted quickly. It’s rare to find a dealer that stays engaged long after the sale, and Barry embodies that in every interaction. What stands out most is how they stand behind what they sell. I felt supported and respected from the moment I walked in, and that commitment hasn’t faded over time. The team’s customer service is second to none—honest, responsive, and genuinely invested in making sure you’re happy with your purchase. Their focus on building long-term relationships, not just closing a deal, is the best I’ve seen anywhere. If you’re shopping for a car and want a dealership that treats you like family while delivering real value and ongoing support, I’d absolutely recommend Icars of Chicago and Barry in particular. Their customer retention is unmatched, and that peace of mind is priceless.

My 2014 SL550 has been absolutely trouble free. It's actually one of the most reliable cars I've ever owned. I live in Denver and frequently travel to Winter Park which involves a twisty mountain pass that crosses the Continental Divide. During summer months, I'll drive this car and the handling capabilities of the car allow it to shine. It's extremely agile and corners like a 911, with similar power (insane power to weight ratio from the twin-turbo V8, with all aluminum frame and body construction). Let's just say I like to drive in a spirited manner, and demand a lot from a car's power and handling. This car's capabilities are vastly unknown by the general public. To put it in perspective, no stock Mustang, Camaro, Charger, or Tesla has ever beaten me off the light in this car, and they sure try. I'm convinced every Tesla owner seems to just think their car is faster than ANY other car out there, and it's most definitely not. I frequently have Tesla drivers want to race me from a light in this car. The juvenile in me comes out and smokes them every time. The styling of this car might be controversial to some, but wherever you go or park, I've never had a car where so many people get giddy with excitement over how great they think it looks. Be ready for that...lol

Autos of Chicago prides itself on offering a dependable selection of used vehicles with quality you can trust. From fuel-efficient sedans to family SUVs and performance cars, each vehicle is carefully evaluated to ensure value and durability. With fair pricing and knowledgeable staff, customers enjoy a smooth buying journey from start to finish.

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!

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.

Thanks it was a great night and thanks again to all of you at the Dealership for the help me in the BMW that you let me test drive and driving it now. Thanks again

A few concerns to address, the first is ABC active body control is a concern for this car. I own Phone Doctor in Frederick Maryland and hardware tech is my passion so I want to give my feedback. I love the classy lines of the exterior. The interior is equally elegant and tasteful without gaudy disco lights. I was mesmerized into test driving a 2005 SL500 because my daily driver is a 2001 Mercedes s600. The audio system is lackluster, next weakness is the headlights, but the biggest problem is the ABC (active body control) hydraulic suspension. The audio system is disappointing and leaves me feeling flaccid but I’m used to twelve inches of JL systems shimmed into my high school hoopties. The audio system is not the deal-breaker for this $90,000 machine. And the mediocre headlights can be remedied with aftermarket auxiliary lights. The biggest weakness is the high performance suspension system. Mercedes likes to call it ABC (active body control). The hydraulic pump, seals, and mechanical moving parts gets weak and loses its performance anywhere between 80,000 to 150,000 miles. It’ll cost just as much to replace the ABC system than it does to purchase your 2nd hand sl500. If you’re in the market for one make sure you have an extra $20,000 in socked up before you drop your drawers and plop $15k on your first SL500. A dream ride with one last caveat: This car will draw a lot of attention from single ladies!

Service was amazing! I would say we were in and out within an hour and a half our advisor explained everything to us. We have no complaints.

I've enjoyed all 3 of the SL's I've had over the last 22 years starting with the 97 SL 500 and now it's time to upgrade my 2011 to the new blunt front end that came out in 2012; I did not like the look, however it grows on you. I'm retired now so no more new SL's, but a low mileage 2014 or 2015 will do nicely as I don't like the 2016 front end, yet. The reason for the blunt front end is the European Union Pedestrian Impact Regulations that were announced back in 2005; it's to protect pedestrians from up to 25 MPH hits, so no more pointy front ends.

Come see, he is very frienly and attentive, a good place to buy and shop.

This car was in excellent condition. 22,000 miles clean car fax. One owner. No dings great leather. Changed to 550 in 07 from SL 500 on 06. Quick enough!! All I’ve done is change out ALL FLUIDS. Cost a bit to do. Overall elated with purchase

Diamond Motorworks is truly a hidden gem! Rami and his team made the entire buying process an absolute pleasure! Their showroom is gorgeous and their selection of high end inventory is second to none! Thanks so much for making the first of many of my dreams come true 😊

By far the best Mercedes I have ever owned. I might say the last of the real Mercedes. 2015 SL400 may be the last real Mercedes.

All was good. Came to close and hit With a &1500. Dealer fee! Sorry not on this planet!

I have been driving various.SL's for 25 years and as a 2 seat grand touring car , I would not choose anything else.

My salesperson, Gytis from AG Autohaus, went above and beyond to make sure I found the right car within my budget. They were knowledgeable, patient, and made the whole experience stress-free. The financing process was smooth as well, and the team explained everything clearly.

This car is the best combination of massive AMG horsepower and handling along with beauty and comfort!

A friend recommended Chignoli to me for a used car. He has bought all his cars from them for decades. Now, I plan to buy all my cars from them from now on. They don't push you to buy. They ask what you are looking for, and your price range. They listen. Then, if they don't have it on the lot, they go hunting for what you want. They won't sell you a cheap lemon. And they offer a solid warranty. Our family bought two used cars from them in the past two years. Both run great. We couldn't be happier.

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.

It was very excellent. The sales representatives was very professional and curious. He went above and beyond. Even tho me and my wife live 2hrs away. He responded promptly to our calls and delt with any issues we had.

My 2005 sl has been nothing but great! The inerior is just about perfect, and the exterior shines better than new. ONE notoriours problem is with the leveling system. Mine as others started to sink to the left when garaged..yikes! I was quoted around $3500 to fix it, but I found a great mechanic to do this for $800 including other maintenence. Thus car handles like a dream. Top up or down, it has great appeal and I cant tell you with way Iike it best. You can steal one of these cheap too..but make sure the owner kept it nice! My interior is perfect, yet Ive seen others quite shabby.

My experience was phenomenal from the ONE AND ONLY AMEN AND THE FINANCIAL MANAGER HIS NEPHEW great customer service they had provided us a lot of options and me and my wife walked out with 2 cars MOST DEFINITELY BUYING ANOTHER CAR FROM THESE SPECIFIC PEOPLE BECAUSE THEIR ARE BRUTALLY honest and they don?t play games when helping out the community we need more people like them and encourage ford to give them A HUGE APRAISE AND RECOGNITION

I purchased a 1995 SL500 on eBay for $7000 + about $600 shipping. Car had just under 80,000 miles. Has been my good-weather daily driver since. Biggest problem is that the European environmentalist whakos used a biodegradable insulation on the wiring. New engine harness was just over $700 and about three hours to replace. The M119 engine, when running properly, is a smooth and powerful monster that makes the car really fun to drive. Wash and wax and it looks like a million bucks. I get a lot of comments - as a teacher folks like to ask how I can afford a car like that. When I tell them what it cost I get the strangest, amazed looks. It has been as reliable as any car I've owned once the wiring was fixed. It is comfortable, fast, fairly agile for two tons of metal, and really cool. It does help to be a little bit mechanically inclined, as shops think you can afford expensive repairs when you bring it. (Estimate for the wiring harness from above: $2800....$700 parts and 3 hours? Glad I could do it myself) The car does have 12 hydraulic cylinders that work the soft-top. Mine were replaced by the previous owner - something to ask as the seals in the originals weren't as good as the neoprene replacements. Cylinders are easy to rebuild, parts are cheap, but the labor to remove several of them makes the job a real pain. For the driver, this car will run up into the three digits very quickly. Look down and see 120 mph but feels like 60 mph. Smooth and very stable at speed, nothing like my old '70 Challenger that was really scary past 3 digits. It is a great machine and I can't imagine ever not driving one. I now have a couple - added a 40k mile 1999 to my stable a while back.

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!

I found this place on google after searching for a new car for me to buy. Fortunately, the last car I bought for $17,300 was totaled (minor fender bender but airbags went off) and valued at $19,200 by insurance, meaning I had a good chunk towards a different car. I emailed Jasin about this 2016 X5 50i since it caught my eye with all of the packages and features it has and I got a reply within 25 minutes of doing so. The process was made very simple and to the point which I appreciate. When I get to Skokie he had everything already signed on his end so all I had to do was sign my parts, and after the test drive and some small talk about the car, I bought it and was in and out of the dealership within 45 minutes. The car is extremely clean and inside and out and there is zero issues with it. If anyone is looking to get a car without all of the hassle I highly recommend iCars Chicago. I’m very happy with my purchase

Extremely powerful, but comfortable even at a casual pace. Makes roads seem somehow smoother, even with firm, sporty ride and handling. Amazing car. This is my second one.

not the cheapest to maintain with a hydraulic top and suspension however it's a pleasure to drive and it makes you feel special which to me is worth the money I spend on it

Alex was great to work with. He communicated well and kept me in the loop during every part of the process. I'm now waiting for my vehicle to be shipped

This car is the perfect car. Its ready for anything and occasion. A drive to the beach is the greatest thing to do with this car

EXOTIC MOTORS HAS HANDS DOWN THE MOST EXOTIC AUTO COLLECTION I HAVE EVER SEEN IN ONE LOCATION. I FOUND MY DREAM CAR A 2017 MERCEDES-BENZ AMG GLE 63. THE SALES AND PROCESS WAS THE SMOOTHEST I HAVE EVER EXPERIENCED. DONT GO ANYWHERE ELSE EXOTIC MOTORS IS YOUR ONE STOP SHOP WITH TOP QUALITY VEHICLES AND SERVICES. THE BEST IN MY BOOK!. IM DISABLED AND THE RIDE IS A BIT HARD ON MY SPINE BUT I HAVE NO DOUBT THEY WILL RESOLVE THE MINOR ISSUE TO A AMAZING TRUCK, ILL KEEP UZ POSTED WITH AN UPDATE. DENNIS IS A GREAT SALES MANAGER AND SALEEM IS JUST A SOLID BUSINESS OWNER WITH THE BEST INTEGRITY!. THANKS GUYS! ANDRE RODRIGUEZ.

My Sunday beach runner for two. Hard top/convertible, perfect for senior single to do day trips to the coast with a pal. While the maintenance will be a little higher, its perfect for a used grand touring roadster and so far its a blast and have had no issues. Certified Benz and Beemer, Scottsdale did a complete certification inspection and prep job. Out the door for under $20k.

Chris Antzaras at Ultimo Motors has represented my family for 2 car purchases at Ultimo Motors East. He made the purchase of my Corvette Z06 so easy. He is professional, knowledgeable and easy to work with. I understood everything. He’s honest too. I will never purchase from another agent. What a great experience!

It’s a very beautiful car! Very sporty, classy and great! It’s legendary!!!!! I can not described how I feel when driving the SL. Thanks there is nothing like purchasing your dream car