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Used
convertibles
for sale
near
Waukegan, IL
under $899,990
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2018 Audi S5 3.0T Premium Plus
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I had a great experience at Autos of Chicago.
I had a great experience at Autos of Chicago. The team treated me with respect and made the entire process simple. They were honest about the car’s condition and offered a fair price. My vehicle runs perfectly, and I appreciate their professionalism. I would definitely come back and recommend them to anyone looking for a used car.
STUNNING MACHINE S5 Cabriolet
I can write an entire diatribe about this car but I'll keep it simple! If you are looking for a luxury, convertible, look no further than the S5 cabriolet. I looked at the C43, M440i, this car, IMO, is the BEST value for the money! It is an absolute beast in the performance department, the options that come with this car for the price are unmatched and of course every single detail is perfectly executed!
Used
2005 Mercedes-Benz SL-Class Convertible
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I worked with Regis on a 2000 Corvette and can say it was
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.
Draws too much attention from the ladies!
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!
Used
2018 Mercedes-Benz C-Class Cabriolet
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Autos of Chicago truly impressed me with their
Autos of Chicago truly impressed me with their exceptional customer service and professionalism. From the moment I walked in, the staff greeted me warmly and took their time understanding exactly what I needed. They showed me several used cars, explained their features clearly, and were completely honest about pricing. The car I chose was clean, well-maintained, and fairly priced. The entire process—from test-driving to paperwork—was smooth and stress-free. I’m extremely satisfied with my purchase and highly recommend this dealership to anyone looking for a reliable used car.
Most reliable and usefull car I've had as a daily driver.
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...
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I just bought a 2019 Mercedes-Benz CLS 53 AMG from
I just bought a 2019 Mercedes-Benz CLS 53 AMG from Chicago Auto Place. I'm out of state but deal was great. Took about 5 days to get delivered. Longer than i wanted but they delivered. Kept communications the entire time. Ricky was great. In the process i got worried and started researching. There are some people years ago that didn't review well. I really don't thinknthe deserve those reviews. After i got the car i asked the owner about them. He said they changed their business modelnto higher end cars with lower miles. And it has worked for them. I am 100% happy and have a stellar car. Inwould recommended whole-heartedly. They are in Chicago and i amnin Texas. Stressful buying online but they delivered on all cylinders.
Very sporty
Great convertible. This car has attitude! Very comfortable, good looking, big power for a turbo-charged 6. Easy to drive, and easy to learn all the new bells and whistles.
Used
2012 Jaguar XK Base
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Waiting to get back home to do the deal so sharpen your
Waiting to get back home to do the deal so sharpen your pencil I’m coming for the 2013 red Mercedes
12 XK it's about time
Got my 12 XK and absolutely love the lines. The wide hips in the rear with growl of the exhaust makes me happy. Absolutely love the car, don't care for no Bluetooth car play, but making due. 83K om the odometer and paid 12 for it, not bad. Will enjoy beefing up suspension, PowerPlant and make this egg plant colored exotic my baby!
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Great customer service
Every one I met here were extremely nice and very welcoming, they answered every question I had and I would definitely recommend this place for vehicle shopping.
I really like my 2017 mustang Roush, The only complaints
I really like my 2017 mustang Roush, The only complaints are the front bumper clips break easy and most of all the paint is less than paper thin and in 4 years was flaking off around back window it sad such an expensive car. THE BIGGEST THING IS THERE IS NO BLUE BOOK FOR ROUSH.
Used
2022 MINI Convertible Cooper S
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I haven’t purchased here, but I’ve been a prospect and
I haven’t purchased here, but I’ve been a prospect and they are well priced and very transparent with the vehicle history. They’re also prompt with follow up. The person who posted the fact that they are Ukraine owned has zero impact on them as a business. In fact, the same person posted twice just to damage the ratings. There’s always a dingdong out there.
Certified
2023 Lexus LC 500 Base
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Everyone at Woodfield Lexus were very professional, yet
Everyone at Woodfield Lexus were very professional, yet friendly and very knowledgeable. Each person I dealt with met me with a nice smile and a handshake.
One of the most beautiful cars I have ever seen regarding
One of the most beautiful cars I have ever seen regarding it style and color combination it’s metallic red with caramel interior and a caramel top. The car is very fast very smooth and very elegant with only 1803 miles must see to appreciate.
Used
2002 Lexus SC 430 Base
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My experience at Autos of Chicago was truly impressive.
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.
Never a "have to have it" kind of car guy until I saw,
Never a "have to have it" kind of car guy until I saw, researched and drove this car. It's a solid, powerful, and super slick cabriolet that only catches the eye of the passionate. It has a beautiful saddle leather interior with gorgeous wood details and a really good stereo that rivals todays' car stereos. It has strong and silent 4.3 V8 that is top of the list reliable. I bought my 2002 in 2023 and fixed a few things with the audio system and is now a low-mile like-new car. I love driving it when I can and will til I can't drive anymore.
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It was very excellent.
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.
Timeless Masterpiece
After 20 years of dreaming, I found my Egyptian Sand Pearl ‘03 beauty with 142910 original miles. Got most of its records and it had great care! I have changed all the fluids and timing belt water-pump Tensioner, thermostat, hoses & radiator to drive everyday in the summer and fall! Mileage on super has been 19.8 to 22 mpg mostly city driving ! It has been nothing short of a fantastic cruiser! Make sure you do the tb and wp every 9 yrs or 90000 miles and the engine will be bulletproof.
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Barry at Icars of Chicago has been phenomenal since day
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.
I had an eye on this car for years and was finally able
I had an eye on this car for years and was finally able to purchase it pre-owned from the Lexus dealership with 81k original miles. I have had it for 1 year now and I am happy. For its age, it is a very Comfortable ride, powerful V8 engine, Reliable, and still in great condition. I have replaced the ML factory sound system with new speakers, sub and amp. Overall Love this ride. Hoping to have it for many years to come.
Used
2005 Lexus SC 430 Base
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EXOTIC MOTORS HAS HANDS DOWN THE MOST EXOTIC AUTO
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.
I have had a Lexus 430 SC for 8 years I love this car.
I have had a Lexus 430 SC for 8 years I love this car.I had a Mita before,.wanted a heavier car to drive on the interstate.this car is a dream very smooth ride. Easy top Down....had very little problems. It's unique and beautiful....I love the back seat..great for a dog or child or your coat and purse. . The mita had nothing...no it's not for everyone, but I like it....better than any new car....Getting ready for a new timing Belt , which they say will take care of most of the maintenance for long time. It is a 2004. They only made this car 2002 to 2010..
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I found this place on google after searching for a new
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
Maybe I'm easy to please.
Maybe I'm easy to please...but I doubt it. I bought this vehicle for my wife, and to be honest I tried driving it every chance I got. The hard top convertible is amazingly quiet, impressively functional (opened & closed in 7 seconds), and just all around amazing. I've never enjoyed driving a convrtible (road noise) until we purchased this vehicle. Great handling with the top up or down. Great product all around. We regret that we traded it in a couple of years ago. Should have kept it.
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I love how friendly they were and how they went above and
I love how friendly they were and how they went above and beyond to make sure that we were happy with the car and in the car and that this was the car we were choosing. One thing I liked about the dealership was the communication most dealerships. They are wanting to sell you a car and this dealership wanted to sell a car but also was very communicative when it came to telling us what it was that was gonna happen. I really like how they took the time to not only make sure we knew what was going on, but to help us along the way. This is a dealership that I will recommend to all of my friends or to anyone I know that needs a car. I already have recommended it to a couple of the people I know.
Family has owned 3 TT's so far!
Sporty, fun, zippy. My second TT - my loss, your gain. A safe, well-engineered ride. Must see to appreciate. Detailed and road ready. High quality leather interior, heated seats, great MPG.
Mercedes-Benz Certified
2020 Mercedes-Benz SL 550 SL 550
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We would like to give a shout out to Hannah Kane on
We would like to give a shout out to Hannah Kane on helping us purchase our Mercedes Benz. Hannah was a great sales person. Our purchase was a great experience.
Used
2023 Lexus LC 500 Base
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Used
1999 Plymouth Prowler Convertible
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I purchase the blue 69 restomod Camaro over the internet.
I purchase the blue 69 restomod Camaro over the internet. I had Alan Gordon as my sales representative.He was on top of it all the way . He reassured me that everything was on the up and up . Did everything he said he would . Got the car to me in California and couldn’t be happier! If they have what you want , trust is their main goal. Thanks Illinois Motirs and Thanks Alan . I would tell anyone they are great !
Try and find another low production, hand built, all
Try and find another low production, hand built, all aluminum and carbon fiber reliable concept car that actually made it to th sales floor for under $40,000...I will wait.
Used
2000 Honda S2000 Base
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I had a problem with my 2025 Honda HR-V.
I had a problem with my 2025 Honda HR-V. Scheduled an appointment and Tim helped me when I arrived. Tim had the tech go through the car after I explained what I was feeling, and when they were done, they recommended a plan to resolve my concern. Tim was especially helpful and I can highly recommend him for any of your service needs. He’s very knowledgeable, and easy to talk to. He listens very well!
Most reliable car I have ever owned
Best and most fun car I have ever owned. I bought it in 2008 with only 11,000 miles, so only drive about 11,000/year for the past 13 years.
Used
2019 Aston Martin DB11 Volante
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We purchased a used car from them.
We purchased a used car from them. They made the process so easy! They provided personalized service. Everyone was friendly and professional. The whole experience was positive.
Most beautiful car on the road
A beautifully designed and very powerful car. Everywhere you go, people will stop to look and take photos. If you don't like being the centre of attention - don't buy this car! The engine sound is just wonderful. Every start-up brings a smile to my face. The torque it provides is awesome - great acceleration at any speed and in any gear.
Used
1955 MG TF Roadster
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Bought my wifes Mercedes Sl here
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.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Find great prices by city
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Convertibles under $899,990 in Waukegan, IL
97 Great Deals out of 491 listings starting at $2,499
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114 Great Deals out of 561 listings starting at $2,499
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139 Great Deals out of 708 listings starting at $2,499
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Convertibles under $899,990 in Grandwood Park, IL
102 Great Deals out of 484 listings starting at $2,499
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141 Great Deals out of 685 listings starting at $2,499
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69 Great Deals out of 351 listings starting at $2,499
Find great prices on used Convertibles in Waukegan, IL
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
