Used Mercedes-Benz SL-Class for sale near Chicago, IL under $799,996

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

Great service and easy to work with. In and out quickly and they had a great selection of imports.

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.

I recently sold my 2014 Corvette Z51 to Diamond Motorwork, and the experience was outstanding from start to finish. I worked with Luke, who was incredibly kind, patient, and professional. He made the entire process seamless — even going out of his way to meet me at my workplace to pick up the car and finalize paperwork. His flexibility and attention to detail made it easy to choose Diamond over other offers. The price was fair, their reputation solid, and they took the time to ensure I was comfortable with every step. I especially appreciated how Luke worked around my schedule and kept everything stress-free. The owner, Rami, was also very attentive. While Luke handled things so smoothly that Rami didn’t need to step in much, he was present and supportive throughout — especially when I requested a wire transfer instead of a check. That extra layer of reassurance gave me real peace of mind. If buying from Diamond is anything like selling to them, I’ll be stopping in there first when it’s time for my next car. Highly recommend Diamond Motorwork for anyone looking for a trustworthy, respectful, and hassle-free automotive experience.

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

Sherry was amazing & did an excellent job at finding us the suv we wanted. We would definitely buy from her again and she became a great friend! The entire experience was seamless. We couldn’t be happier.

Looks, luxury, performance, reliability, sun on your face or closed roof GT. One of the truly special cars on the road. New it was $100,000 more than our selling price.

I am in the market for a nice used car for my wife and the team over at Auto Park Imports mainly the gentleman named Zazar were fabulous. He was very attentive and understanding of our needs and was not pushy in any way. We did not purchase yet but plan on making our next purchase with Nazar souls based off of our last interaction.

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!

Autos of Chicago is committed to delivering high-quality used cars backed by excellent customer service. Each vehicle undergoes careful inspection, ensuring performance, safety, and long-term durability. With flexible financing options and helpful staff, every visitor receives the guidance they need to make a confident purchase.

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.

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.

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

great dealer great cars nothing other to say, super helpful with my car purchase. great guys

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.

Beyond happy with my purchase here at Oswego Motors, Jared & the team are great! I Love My BMW

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

I purchased a car in early April and I had a pleasant experience. Mike the owner/manager of the facility ensured that any concerns that I may have had were addressed promptly. I’ll for sure look to purchase here in the future.

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...

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!

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.

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

I had a wonderful car buying experience at Tab Auto Brokers. I am a first-time car buyer and Todd, the owner, went above and beyond with his transparency of the vehicle and helping me understand the process. He also gave me time to get things in order to purchase the vehicle; something I know would never happen at a typical dealership. 10/10 customer service, car and experience!

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.

I recently purchased a used Lincoln MKX Reserve from Odgen Lincoln of Westmont, and was more than satisfied! Im an out of state buyer that found my Lincoln on line. I worked with Henry and Jack who were both outstanding in making this transaction as painless as possible. I was a little hesitant on purchasing something like this without actually seeing or driving it in person, but Henry went the extra mile Facetiming me on the vehicle walk around and putting the deal together. In addition, I had the vehicle shipped to my driveway, and Henry stuck with me all the way! The shipper did an excellent job, and the Lincoln arrived fully detailed, and as described. This isn't the way I would normally purchase a vehicle, but Ogden Lincoln, Henry, and Jack made it a fantastic experience. I purchased a used car, but received the new car treatment which was the frosting on the cake! Thank you Ogden Lincoln, Henry, and Jack! This was a fantastic experience, and I appreciate it very much!

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.

Excellent Car with Comfort, Style, and Outstanding Service I recently purchased a 2016 Honda Accord EX-L, and I couldn’t be happier with my decision. Not only is the car fantastic, but the buying experience was smooth and enjoyable, thanks to Elman, the salesperson who assisted me. The car itself is a perfect blend of performance, comfort, and style. The 2.4L engine delivers smooth acceleration with excellent fuel efficiency, making it ideal for both city commutes and highway trips. The CVT transmission ensures a seamless and comfortable driving experience. Inside the cabin, the premium feel stands out. The leather seats are not only luxurious but also extremely comfortable, especially with the heated feature. The dual-zone climate control is a thoughtful addition that allows for personalized comfort. The technology package is impressive for a 2016 model. I love the touchscreen infotainment system, Apple CarPlay, and Android Auto for seamless connectivity. The advanced safety features, like lane-keeping assist and adaptive cruise control, provide added peace of mind on every drive. As for the exterior, the sleek, timeless design of the Accord EX-L is a head-turner. The LED daytime running lights and stylish alloy wheels enhance its sporty yet sophisticated appearance. I also want to give a big shoutout to Elman, who made the buying process truly enjoyable. He was professional, knowledgeable, and patient throughout. He took the time to answer all my questions, explain the features, and ensure I was confident in my purchase. It’s rare to find such excellent customer service, and Elman went above and beyond to make sure I had a great experience. Overall, I’m thrilled with my 2016 Honda Accord EX-L and highly recommend both the car and working with Elman if you’re in the market for a vehicle.

I needed a comfortable cruiser with sport driving capabilities. This car has it all with a manual shift mode and sport suspension setting for driving the mountain roads where I live. I never get fatigued or uncomfortable on long rides due to the excellent seat design, with massage built-in. The six cylinders are what I wanted, didn't need eight. The way it is designed, the torque and bi-turbo let you cruise at low rpm yielding a surprising 27 mpg highway. But it will push you back in your seat when provoked. Final note, the cornering is so flat you would think you're riding in a go-cart.

This was by far the best car buying experience EVER! Victor was professional , prompt and made sure our transaction ran smooth from start to finish ! Victor took extra time to show us all the cool features our new Toyota Corolla has. The finance guy made sure we got the best rate and helped us find the best deal for an extended warranty. Can not say enough good things about this dealership and the entire team at West Chicago auto mall

This Mercedes was above other Sports Cars I've owned. All of the Power Functions were reliable, good acceleration when needed. Could sustain speed with little, if any effort. Comfortable, no matter how long the trip. Expensive to repair, should something go wrong, is the only drawback..

Julian was great. He even took my car to a pre pruchase inspection to make sure it was the perfect car for me. Will definitely buy my next car from ace motorworks

This car is a dream. This is one of a kind and has been maintained at Mercedes and on time. That kept it running trouble free. It is a complex car with many systems that provide unmatched driving experience. Car is amazing. reading the manual and checking the fuses and relays are key. Many of the issues could be nothing than a bad fuse or relay. I won't drive anything else.

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.

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

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.