Used Mercedes-Benz SL-Class for sale near Wood Dale, IL under $100,000

We actually traveled four hours to this Chicago used car dealership that listed a lot of used model X's, drove a couple, then found out that they will personally inspect a car and give us a high-quality video walk around and deliver to us for $350 [chicago to 49417]. Nader was very helpful and patient. So we went home and kept checking online until that dealership listed the car with all the options we wanted, then got videos via txt, called back and asked some basic questions, then bought and had it delivered. They also helped us navigate the intricacies of an interstate purchase. We also learned that model X's move quickly, Driven Auto dozens of cars per week if not more, so when you see it you better pull the trigger quickly

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

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.

it is a super car without the screaming flamboyance of most super cars. Inside it is even more elegant than outside with the 2 vanity mirrors, lean design with so much beauty you just don't want to leave the car. The passengers are always delighted by the good taste it presents. Driving is fun and it is quite and strong matching its classiness. Handling fantastic and super reliable. Maintenance is key. Overall it seams to be low key due to the incredible Mercedes quality of the area.

The staff who helped us were friendly, approachable, and very helpful throughout the process. The cars are very good and offer excellent value for money. Overall, a great experience

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.

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.

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!

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

What an incredible car dealer. Purchased a car and they have absolutely gone above and beyond all expectations. The sales process was wonderful and then when we needed a little warranty work, so fast and professional. Made the whole experience the best vehicle purchase in my lifetime. Well Done and Thank you so much!

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.

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

I'm reviewing the SL600 with AMG package. First of all, it is an absolute blast to drive! Incredibly fast and responsive, and handles like a dream. Goes around corners like it's on rails. The handling is precise and it will out "sport" most sports cars, yet the ride is silky smooth. Don't be fooled by the naysayers who complain that it's "too heavy and luxurious". When you push it, it's an absolute rocket ship. Imho it also may be one of the best looking cars ever built, whether the top is up or down. Every line from every angle is sleek and curvy. As far as maintenance goes, just maintain it well and it'll treat you well. If you don't maintain it yourself, find a mechanic who knows the V-12. Stay away from the dealers and from your local mechanic who's not familiar with it. And don't forget to change the hydraulic fluid periodically, contrary to what the Mercedes dealers will tell you.

Elvir and Matt did a great job and I was pleased with the attention, negotiation and the car I got.

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.

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.

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

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 bought a 2004 Cadillac Escalade EXT from Julian with 200k miles. I paid a very reasonable price for the condition it was in. On the test drive I noticed much electrical work had needed to be done to get this vehicle in tip-top shape and I expected that scenario with a used vehicle. I have adequate knowledge in cars and can read a repair/wiring manual. I replaced the dash gauge cluster, all the window switches, heated seat switches and upgraded the headlights and fog lights to LED not to mention 4 parking sensors. The engine is pristine, yes, I said pristine! Runs and shifts smoothly and flawlessly. After a little outside professional body scratch and ding repair I know have a new looking, outstanding running vehicle with customized led lighting to include blue dash back lights. I paid $4200.00 for the vehicle and invested another $2500.00 (including paint). Total investment of $6700.00. I can't find another one even near $6700.00. All that's left out there are also high miles for $10,000.00 and above in worst looking shape and that's not counting mechanical issues you can't see in a photo. If you buy a used vehicle, you had better know something about doing some repairs yourself... or you can expect to shell out some major coin!

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.

I haven't seen a car yet but the sales person I spoke with was cordial and accommodating

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!

Had to find car quickly. I asked for no nonsense pricing and was able to get a new Outback with 0.9 financing and was out within an hour or so. Great customer service.

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.

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 !

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.

Excellent Cust service!! Yassin was phenomenal and made sure that all of our concerns were addressed and taken care of.

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.

I couldn’t be happier with my experience at Driven Auto of Dundee! I recently purchased a Tesla from them and the entire process was smooth, transparent, and actually enjoyable which is rare when buying a car. Eddie Baker was my salesperson, and he went above and beyond to make sure I got exactly what I wanted. He was knowledgeable about every feature on the Tesla, explained the financing options clearly, and made me feel confident in my purchase. The inventory here is top-notch especially if you’re looking for Teslas or other luxury vehicles. If you’re in the market for a vehicle, I highly recommend checking them out and asking for Eddie. He’ll take great care of you!

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

Talked on the phone, and the second I walked in, very laid back and honest people, best car buying experience I’ve had, Ryan and the whole crew in there are amazing!

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

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 had my car in for a head light replacement. It’s a very nice place & very friendly. I would recommend going there!

Sl400 is really a great car, comfortable, fast, reliable, well put together, little low to the ground so a little harder to get in and out of but once inside the car you don’t feel like it low and lot of room inside, love this car.

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...