Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
convertibles
for sale
near
Winthrop Harbor, IL
under $40,000
- 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
2001 Chevrolet Camaro
Used
2006 Mazda MX-5 Miata Grand Touring
Used
2014 Audi A5 2.0T Premium Plus
Vehicle information
Features
Reviews
Tony & Cam were beyond a five stars, they made the
Tony & Cam were beyond a five stars, they made the process extremely fast & easy. The whole staff made me feel very comfortable and confident about buying a Maserati. Definitely would come back again. Thanks again ENE!
Wonderful Car
I drove Mustangs for many years, and was reluctant to switch over to the Audi, but I have never regretted it. The car is comfortable, quiet, and elegant. I am happy whenever I drive it. And the upkeep has been surprisingly reasonable. It is a wonderful car and I plan to buy Audi convertibles from now on.
Used
2006 Nissan 350Z Touring
Vehicle information
Features
Reviews
A great experience personnel was very friendly and
A great experience personnel was very friendly and attentive. My sales person and manager were fantastic I felt like I was their priority. The credit consultant explained in detail all paperwork and was super clear so I could have a clear understanding. I even meet the owner Mr Greg it was nice. Am pretty happy with Gregory Hyundai personnel. My experience was very positive and I would recommend it visit and see what they can offer.
Blacc Gul!!!
I purchased my 350 z base black coupe new with 12 miles on it in 2006 … she still purrs with 206,000 miles on her odometer…
Used
2009 Mercedes-Benz SL-Class NAVI PREMIUM 1 PANO ROOF KEYLESS GO MSRP $107,235
Vehicle information
Features
Reviews
Highly recommend!
I’m so happy I found my dream car so close to home! The sales team at Lux was wonderful to work with. Highly recommend buying a car here!
not the cheapest to maintain with a hydraulic top and
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
Used
2008 Audi A4 2.0T Cabriolet quattro
Vehicle information
Features
Reviews
Great dealership would definitely recommend it to others
Great dealership would definitely recommend it to others staff is very knowledgeable and prices are reasonable
Great car.
Great car. We purchased ours in 2020 with 130k miles for our daughters to learn on a manual and it has been a very reliable car. The suspension remains tight and the car is quiet with virtually no rattles. The 6 speed is smooth shifting and great fun to drive.
Used
2018 Mercedes-Benz C-Class Cabriolet
Vehicle information
Features
Reviews
I’m really impressed with the service at Autos of
I’m really impressed with the service at Autos of Chicago. The staff was knowledgeable, friendly, and took the time to understand what I needed. They walked me through each step and made sure I felt confident with my decision. My used car runs perfectly. I would definitely return and recommend this dealership to anyone.
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...
Used
2015 BMW 650 xDrive
Vehicle information
Features
Reviews
Top notch dealership with great customer service!
Absolutely great dealership to work with, esp with Arsh and Milan. They were able to help me get what I was looking for. Very detailed and kept me up to date on the progress. Will definitely work with them again. Thank you EMC!
Looking for a classy look with go power
Beautiful workmanship, five years young. Goes like a rocket, looks like a dream. The interior is refined. The car has all the bells and features of a new car.
Used
2017 Mercedes-Benz AMG C 43 4MATIC
Vehicle information
Features
Reviews
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.
great car
had my c 43 since 2017 and still going i have stage 1 tun up and i can blow the socks out of most cars including mustangs
Used
2013 Mercedes-Benz SLK-Class SLK 250
Vehicle information
Features
Reviews
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.
2013 Classic White SLK250 lives on and well.
Surprisingly an excellent value for sports car. Bought mine used and quality is still intact. The reliability has proven to be very good. A fun DIY car that is easy to work on. Parts are priced reasonably well and readily available. The Mercedes roadability is the true fun factor. Classic Mercedes styling, being a unique hardtop convertible, and name, will win many over now in and in the future.
Used
2016 Audi TT 2.0T
Vehicle information
Features
Reviews
Great Service
I had an issue with my coolant that could not be identified when I went to another dealer. When I went to BMW Northfield, they were able to figure out what was wrong and fix everything really quickly. They were also very helpful!
I absolutely love my TTS!
I bought my used TTS with 8k miles last summer and it has been such a thrill to drive! I bought it after not being fulfilled with my Scion FR-S and what an upgrade. If you love a sporty car with just the right amount of horsepower, this is the car for you. I look forward to driving my car every time I get in it!
Vehicle information
Features
Reviews
Unparalleled Service!
The Service Department at Glenview Luxury Imports never fails to provide phenomenal Service. Jon, Ketan, and Gary are always helpful in answering questions and coordinating service appointments at the earliest time available.
An exceptional car
Have owned many premium cars. This 640 is our first BMW. This vehicle is attractive, fun to drive, and well equipped. The buying experience was exceptional. Definitely would buy again.
Used
2024 Mazda MX-5 Miata RF Grand Touring
Vehicle information
Features
Reviews
Came in and they help me right away!
Came in and they help me right away! Was a relatively quick process and they helped me with any questions. Haven’t had a service like this before. Working with Chase he understood the different criteria’s and considered all them! Chase was willing to go above and beyond to find the perfect car for me. (If you are an international and looking for a car this is the place to go, they have knowledge and all visas and what is best for you!)
Car drives and handles like a true sports (not race) car.
Car drives and handles like a true sports (not race) car. The hardtop convertible is a big plus especially if you aren’t keeping this somewhat protected from the elements. The only small complaint is where the glove box is located. I understand they have it in the center for interior constraints, but I wish they would have found some way to have it by the passenger front side.
Used
2004 Mercedes-Benz SL-Class SL 500 ROADSTER V8
Vehicle information
Features
Reviews
Every step was very organized, and the sales
Every step was very organized, and the sales representative was extremely helpful. Overall, it was a great experience.
A Love/Hate Relationship
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.
Used
2001 Mercedes-Benz SL-Class Convertible
Vehicle information
Features
Reviews
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.
Bugatti
So so. Great for fishing trips. Or grocery shopping. I take my dog to the park every day, he seems to love it. He even pup in it few times. Is great.
Used
2013 Volkswagen Beetle 2.0T
Vehicle information
Features
Reviews
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.
I was initially looking for a used Golf, but the more I
I was initially looking for a used Golf, but the more I looked at the Beetle the more I liked it. When I found the one I ended up buying, it was love at first drive. This little car packs a punch with the 2.0T, and will throw you back in your seat. It’s an absolute blast to drive. Handles well around town and on the interstate, where it could easily get one in trouble since it wants to GO. The same engine as is found in the GTI, so this should be unsurprising. Easily gets 30+mpg on the highway when cruising along, typically around 20-25 city. These cars handle city driving just fine, but they are meant for the freeway in my opinion. I find the interior to be quite luxurious. Heated leather seats (not available in the Golf) with plenty of storage compartments. Not many frills, just a sleek and mostly practical dash. The trunk is big enough for grocery runs, and the rear seats fold forward for larger loads. It’s not going to haul large appliances or furniture, although it could possibly carry some bigger stuff on a roof rack. The Fender audio system is impressive, wouldn’t change a thing about it except it could benefit from an updated head unit with CarPlay. This hasn’t been an issue for me. I think the car is a real looker, it turns heads and has drawn the occasional compliment. My used model had some imperfections, but it’s still a great looking car that I want to look after and keep for as long as I can. It feels well built, the doors close with the satisfying weighty thud of a premium vehicle. Overall, I am very happy with my 2013 beetle. It’s not only fun, but it seems to be reliable with a couple caveats that some owners might not be aware of. The 2.0T engine is designed for premium fuel, using regular will eventually damage it. The 2.5 can run regular, but I believe the 1.8T will also want premium. The reason for this is lower octane fuel will cause detonation in these high compression engines. If you don’t know what detonation is, just know it’s bad. The oil needs changed more regularly than the manufacturer recommended 10k miles. 5k to be safe, 7k at a stretch. This is especially true for higher mileage vehicles. Speaking of stretch, there is a known issue with some 2.0T engines where the timing chain stretches over time and many miles, so if buying used that’s something I’d have a mechanic check out. This is an expensive maintenance item, but IF it’s needed, getting it done along with the tensioner and a new water pump for good measure will ensure that the new to you Beetle is reliable for many years and miles to come. The other issue is carbon build up. Getting it cleaned out is not as spendy as the timing chain but it’s also not a cheap fix. I believe this can largely be avoided by using top tier fuel (it contains detergents that help with this) as well as regular oil changes and some regular spirited driving. Would not recommend this car to someone who mainly does town or city driving, the 2.5 engine might be better suited for that. According to my research, the 2.5 is quite bulletproof BUT it’s not good for any engine to be driven at low RPM all the time.
Used
2016 Audi A3 2.0T Premium Plus
Vehicle information
Features
Reviews
Rheya was a pleasure to work with and very helpful.
Rheya was a pleasure to work with and very helpful. Happy birthday outstanding service. Thank you
Best car I ever had
Bought this car used in 2020. Amazing amount of luxury for the price point. Gas mileage was amazing and was extremely reliable, never had any problems getting serviced. Unfortunately, I got rear ended in this vehicle, but was saved by how well my car protected me. Loved my car, and I am set out to buy another A3.
Used
2014 Volkswagen Beetle DSG 2.0T R-Line
Vehicle information
Features
Reviews
Andrew Doyle at this dealership was amazing to work with.
Andrew Doyle at this dealership was amazing to work with. He was soft spoken, detailed yet concise. He was influential in making a deposit for a purchase. I had to pull out later for other reasons. But I give high regards to Andrew’s work.
Love the convertible! Makes me happy driving.
Solid for a convertible. Goes surprisingly well in the snow and with the seats down can haul stuff. I have this as my only car and it is actually very practical. Plus, it’s just a joy to drive.
Used
2019 MINI Convertible S
Vehicle information
Features
Reviews
Buying Car
Nice and all staff are very friendly, and everyone there was so much fun, and Ed Wanland have a great time to work out for me. Thank you
I LOVE THESE CARS!
This is my second Mini convertible, my previous one was a 2007... I also own a 2014 Mini Clubman. I just LOVE this car!! Super fun to drive and "dress up" with little customizations. I have the "S" model in an automatic now and, unfortunately, it's not as good on gas as my '07 manual was, but hey, it's a small price to pay for so much fun!
Used
2011 Mercedes-Benz SL-Class SL 63 AMG
Vehicle information
Features
Reviews
Glenview was very responsive working with phone calls and
Glenview was very responsive working with phone calls and texts. They worked hard to get me into the car I had contacted them about.
Loved this car. Great handling, Super looks
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.
Used
2005 Ford Thunderbird Deluxe
Vehicle information
Features
Reviews
Great Dealership that treats you as a Person!
I recommend Frey Automotive to anyone that is looking for a place that treats you as a person not a Sale! JJ is a open and honest person who cares about you and what you are looking for in the vehicle. He listened to me and was totally no pressure. He allowed me to test drive the vehicle and let me spend as much time checking it out. I decided to purchase the 2005 Jeep Liberty and he worked with me on the price. We looked over the vehicle and he told me he would re-detail the front seats which was nice because he has such high standards. I purchased an extended warranty on it (it has high miles on it) and he explained everything going through the purchase process. I plan on having him service the vehicle. He even mentioned I could take it to other places but I prefer to bring it to him. Overall an excellent experience.
Love driving this fun car.
Love driving this fun car. Maintenance has been an issue and will probably only get worse... Item: Like most modern cars, there are no grease points in the suspension. So when the little rubber boots that cover the joints rot away, there's no way to lubricate the suspension, and the parts start to grind against each other. Out $4k to replace the front and rear suspension. Had them do the struts too since they had to take everything else out. Item: Many parts no longer available. The accelerator pedal switches failed. No Ford or aftermarket replacement to be found. Good news: found one at a salvage yard. Bad news: it's the same age as the one it replaced. Item: Crack in the windshield? Stay away from any chain that rhymes with "Chafe-Bite." Replacing the windshield means removing the frame. Very few of their techs are trained on how to do this.
Vehicle information
Features
Reviews
Locw my 4 series convertilbe
Great family friendly 4 seater hard top convertible. Good performance and great handling as well. Purchasing used was a great value for all the included features.
*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
-
Convertibles under $40,000 in Winthrop Harbor, IL
56 Great Deals out of 193 listings starting at $2,499
-
Convertibles under $40,000 in Zion, IL
54 Great Deals out of 205 listings starting at $2,499
-
Convertibles under $40,000 in Beach Park, IL
64 Great Deals out of 239 listings starting at $2,499
-
Convertibles under $40,000 in Pleasant Prairie, WI
47 Great Deals out of 164 listings starting at $2,499
-
Convertibles under $40,000 in Wadsworth, IL
63 Great Deals out of 230 listings starting at $2,499
-
Convertibles under $40,000 in Kenosha, WI
30 Great Deals out of 103 listings starting at $2,499
-
Convertibles under $40,000 in Waukegan, IL
77 Great Deals out of 283 listings starting at $2,499
-
Convertibles under $40,000 in Park City, IL
82 Great Deals out of 301 listings starting at $2,499
-
Convertibles under $40,000 in Gurnee, IL
79 Great Deals out of 284 listings starting at $2,499
-
Convertibles under $40,000 in Grandwood Park, IL
79 Great Deals out of 273 listings starting at $2,499
-
Convertibles under $40,000 in Bristol, WI
40 Great Deals out of 145 listings starting at $2,499
-
Convertibles under $40,000 in Lindenhurst, IL
73 Great Deals out of 251 listings starting at $2,499
Find great prices on used Convertibles in Winthrop Harbor, IL
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
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.
