Used Mercedes-Benz SL-Class for sale near Chicago, IL under $40,000

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.

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

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!

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!

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 can't tell you what a privilege it was to find and buy a car at this small auto store. Leo was above and beyond what EVERY reputable dealer should strive to be; honest, straight to the point, and most importantly, fair! I was literally in and out within 20 minutes of taking the test drive which is the fastest I've ever purchased a car. He went above and beyond and I will forever be grateful. His store will be the first place I recommend people to check out before anyone else.

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!

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

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 was in an accident and needed a car asap! Check in hand I walked into Lucky Motors not knowing what to expect from the reviews. Thank God I went here first! They saved me what could amount to 6-8 hours in another dealership. Chris was nice and to the point. My experience was great even though I had a small issue with the key they called someone and had another key made while I waited. Thanks to Lucky Motors for being kind and thorough!

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.

Everything was great . Andrew was great. I had no problems . All the people I meet were amazing.

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

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

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

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 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!

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..

I just purchased a car from Castle Hyundai of Oak Lawn, and I couldn’t be more grateful for the experience. From start to finish, the team showed true professionalism, care, and integrity—qualities that can be hard to come by in the car-buying world. Now I truly understand what they mean when they say “Drive Happy!” Jim (Sales Manager), Nick (Sales Consultant), Brennan (Internet Representative), and John (Finance Manager) were an absolute pleasure to work with. They went above and beyond to make sure I felt informed, respected, and supported throughout the process. They were transparent, never pushy, and always willing to answer my (many!) questions with patience and honesty. It was clear that they genuinely cared—about the car, the deal, and most importantly, about me as a customer. They didn’t just meet expectations - they exceeded them. The entire process was smooth, respectful, and even enjoyable. These are good people who take pride in doing right by others. Thank you to everyone at Castle Hyundai of Oak Lawn—you didn’t just help me get a great car, you made the whole experience one to remember. You went the extra mile (pun absolutely intended) and because of you, I now Drive Happy!

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.

Inquired when I located the car online. They responded in a timely manner and we set up an appt. Staff was very friendly. Price point and negotiations were very fair. No pressure sales. They handled all the paperwork, licensing and registration. The entire process was very easy.

This car is ahead of its time. The features from 2003 are still not available on many other cars today. Amazing sports car with a luxury refined look.

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 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 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

We purchased this vehicle from the owner who had it for 11 years. It was meticulously maintained and only has 42,000 miles. I drove it home for over 150 miles. The car was incredibly comfortable and the gas mileage on the highway was about 25 miles per gallon. We are enjoying the car and I can’t wait for the cool months in south Florida to put that top down. I am glad we got this car and I think we will keep it for a long time.

Recently purchased a barely used 2025 Honda from City Werks. Their price for the vehicle I wamted at the time was one of the lowest in the country. Steve A was my contact there and made the sale as painless and as easy as possible. They honored their price and didn't xxxxxx around. It was a relief to buy a car that was what I wanted but wasn't hassled and had to play the dealership game.

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!!!!!

I had a wonderful and enjoyable experience purchasing a car with Auto Park Imports. The team was proffesional and efficient, couldn’t be happier with the experience.

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.

We purchased a 2024 Corvette spur of the moment. (No regrets!) From the moment I walked in, I was immediately taken care of. Kim was amazing from start to finish- she was sweet / funny! The process did not take as along as we would at any other dealer. I would definitely be coming back for any other purchases we may need in the future!

MBZ has been making the SL for 50+ years and the build quality, style and performance are excellent. If you are looking for a top of the line hard top that converts to a convertible, I highly recommend you test drive an SL.

My experience was extremely pleasant and Jake was very helpful and he worked efficiently and got me out in a timely manner!

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.

Colin help me find the perfect back to school car it was in super nice shape and they gave me such a good deal. I would definitely come back once I need a new vehicle. Thanks Ace motor works team

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.