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.
Vehicle information
Features
Reviews
Bought a Tesla Model 3, clean car.
Bought a Tesla Model 3, clean car. Well taken care of. Process was very quick and efficient!!!! They sell nice cars at great prices! Will be back for my kids car soon!!
My 2008 Redline was one of my favorite car purchases
My 2008 Redline was one of my favorite car purchases ever. I bought it as a second vehicle to cruise around with the top down. This car shocked me by it's performance. Super quick with very little turbo lag. Handling is on par with a Miata. With it's massive clam shell hood it's also super easy to work on. Not the nicest interior materials, but it's reliable and parts are readily available. My opinion is this is the perfect buy for someone looking for an affordable sports car.
Used
2020 Ford Mustang GT Premium
Vehicle information
Features
Reviews
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.
It's a hot rod!
I love this car. So many mods can be done to make it your own and unique to you. Move currently produces more hp than a stock GT 350. The looks and performance are outstanding for a car in this price range. My only gripes are that occasionally one of the mirrors (actually happens on both sides just not at the same time) will go all the way in one direction until it can't go anymore then click constantly until you press that mirror and touch the manual adjust button. Then you can hit your pre set of you have one and everything will be fine. It's always when I unlock the car to get in that this happens and it's totally random. If course the dealer can never find anything wrong with it. My other gripe was that on occasion it wouldn't recognize my fob. The only way I could start the car was to lift up the cup holder mat and stick the fob in the slot. But then if I went somewhere and turned the car off, it would be fine. Again totally weird and random. Overall though, I wouldn't give this car up for anything. So much fun to drive, and the sound of that V8 exhaust just gets the blood flowing. Not to mention the all the looks you'll get from people.
Used
2016 Mercedes-Benz E-Class
Vehicle information
Features
Reviews
A dealership you can trust
I was looking for a specific car that was at this CarMax. Problem was that I live in Minnesota, not Chicago and would have to traveling a great distance for a car I had not seen other than in pics, potentially risking wasting a great deal of time and money. I had to trust Jonathan, my salesman, to tell me the condition of the car where the pics could not. He was completely honest and the car was exactly what he said it was. Between Jonathan and Adam, the sales manager i was able to close the deal and drive back to home within an hour. I am completely pleased with the car and 100% satisfied with the dealership. I guess you can trust a car dealership. I did and they did not let me down. Thanks guys.
Absolutely a delightful to drive, superb quality interior
Absolutely a delightful to drive, superb quality interior and excellent drive! I am very pleased with my 2016 Mercedes Benz E350 4Matic! Great info center!
Used
2008 Saturn Sky Red Line
Vehicle information
Features
Reviews
Very responsive, kept me up to date and availability of
Very responsive, kept me up to date and availability of the car I was interested in.
Great performance for small price!
The redline Sky is an amazing car for the money. So much fun to drive...the power and handling on this car are better than cars twice as expensive. Super reliable 2.0 4 cylinder turbo makes it a worry-free convertible. Love it!
Used
1988 Chevrolet Corvette Base
Vehicle information
Features
Reviews
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 !
Cool car
You can have fun with these cars for several years and resell them for nearly what you purchased it for!
Used
2019 Jeep Wrangler Unlimited Rubicon
Vehicle information
Features
Reviews
Zach and the service team as always have done an
Zach and the service team as always have done an excellent job with my routine maintenance. Kudos to them for dealing with the cold temps. I also went to recognize Nick and Karson as they were behind the scenes seeing if I could exchange my lease and get a better payment. No luck this time but I appreciated them running the numbers. Maybe next time. I have been going to this dealership for many years. They never disappoint.
I’ve owned a Sahara unlimited for 2 years then purchased
I’ve owned a Sahara unlimited for 2 years then purchased a 2019 sport unlimited, hands down the two best cars I ever drove, they don’t exceed in any one category besides getting you where you need to be in style!! I’ve loved every minute of my jeep wrangler!!
Used
2020 Jeep Wrangler Unlimited Sahara
Vehicle information
Features
Reviews
Respectful, straightforward, and quick - three words
Respectful, straightforward, and quick - three words describing my experience working with the team at Audi Exchange. I would return for future vehicle needs.
It’s currently summer 2025, I’ve owned my 2020 Wrangler
It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.
Used
2018 Mercedes-Benz C-Class C 300 4MATIC
Vehicle information
Features
Reviews
Each person I interacted with from the service advisors
Each person I interacted with from the service advisors to the shuttle driver, was friendly, and helpful. It certainly made a stressful experience more enjoyable. I felt like a valued customer the entire time.
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...
Chevrolet Certified
2023 Chevrolet Camaro RWD Convertible LT1
Vehicle information
Features
Reviews
Great service!
Great service! Warranty handled with ease, would recommend and will be returning/coming back next time
Camaro Convertible: 💰Money can buy Happiness
2023 Chevrolet Camaro ZL1 Convertible It doesn't get any better than this in a Camaro. Absolute cream of the crop car. ZL1 comes with évery creature comfort you'll ever desire other then it driving itself & that would take all the fun away. Complete comfort, endless source of power & everything that brings happiness to your eyes 👀. I paid $80000.⁰⁰ & have zero regrets, best & happiest investment I made, cause I'll have this for the next twenty plus years.
Used
1995 Chevrolet Camaro Z28
Vehicle information
Features
Reviews
My experience w/Highland Park Lincoln has been quite
My experience w/Highland Park Lincoln has been quite satisfactory....expecially the Service Department. But, it is a thirty seven mile drive to get there.
High Performance affordable Classic for enthusiast
A 1995 Chevrolet Camaro Z/28 convertible is always an attractive idea. its a loaded, low mileage V8 droptop for such an affordable price, you'll realize this slick red machine is irresistible. Believe it or not, but the '95 Camaro has passed the quarter-century mark. That means it's eligible for classic car insurance and vintage car plates in many states. So, this is truly a modern classic. And because this Camaro has averaged less than 4,600 miles annually, it doesn't have the look of a daily commuter. The sharply pointed nose, sleek rounded side panel, and well-integrated rear spoiler are an awesome package, especially when finished in a vibrant red. The black convertible top looks nice against the black accents around the body. The Z28 emblems are original against the Emerald Green allowing the secrets of sole and contents. The whole car has the look of a well-respected machine, right down to the factory 16-inch alloys. In fact, the only addition we can recognize are the bright exhaust tips out back, and they just remind everyone why we love a good Z/28.
Used
2013 Volvo C70 T5
Vehicle information
Features
Reviews
I dealt with Chris Krason.
I dealt with Chris Krason. Very personable, not pushy at all. Due to a snowstorm I couldn’t get to the dealership to test drive the car right away so he went outside, cleared the car off and sent me a video so I could see the vehicle. He didn’t have to do that but it was so thoughtful and appreciated. I highly recommend Chris!
Buy one!
This is my second Volvo C70, the last one I bought is the T5 Polestar Engineered with only 35.000 miles on the counter. The first C70 I swapped with my Mustang convertible. This is the best car I have ever driven! Every time we go to France the holiday starts with the beginning of the journey! It drives smooth, not the fastest car but just enough and it cruises likes it's made for it!
Used
2002 Ford Thunderbird Premium
Vehicle information
Features
Reviews
Performed all services and provided a loaner and wash; on
Performed all services and provided a loaner and wash; on time and completed. Have always exceeded expectations, am completely satisfied. Would recommend them to anyone.
Maybe it was just ahead of it’s time?
In 2002 they sold over MSRP adjusted for inflation @$54K in todays money- pricier than the 2002 Corvette and sold like 30,000 that year. I think that new car buyer had to probably be searching for the 1955 Thunderbird experience to shell out that kind of cash, and most people born on the 60’s and 70’s just didn’t understand that appeal. Oddly, the demographic that did BABIED their cars, kept up maintenance, have all the original tools and covers (just try and find that T-handle wrench for the hard top for example) when you get lucky enough to get a shot at buying one of these babies cars you’ll find they’re sharp and quick, amazingly so despite what people someone lent one to to write about said 20 years ago. Shod with 17inch tires 🛞 and solid suspension, people can complain about the horsepower being light, but stomp it and it will jump, zoom and weave solidly with the best of them. My drive home from buying this car was a blast. Will other sports models eke out slightly better speed, power and performance over these 20 year old T-birds? Sure, why not. Does it matter if you’re not at Road Atlanta? No. For me, this a sleeper sports car that’s about to bust onto the scene and see its reputation finally living up to the 2002 Car of the Year Award Motor Trend gave it. I think you need to find one of these babied sweethearts like I did. It’s a blast to find a good one and discover what an under rated blast it is to drive. Can’t really call it super nimble, but I respect mines solid ride and reasonably quick response & rocket like performance. The incredibly clean lines scream style visually and I suggest that a 2 tone leather optional interior is worth an extra $1K (over the basic. $11-12 K value) a hard top/rack/tonneau cover intact is worth another grand. ($13-14K total seems fair generally for a babied one). Check the rubber suspension parts underneath (inside the front wheel well behind the tire) is the easiest one to check quickly for rot w/o getting under the rear).
Used
2002 Ford Thunderbird Premium
Vehicle information
Features
Reviews
My purchase of a used 2017 ford focus rs
My first time buying experience with Porcaro Ford was a positive one. I was an out of state buyer looking for a very specific car, a Ford Focus RS, which i found on cars. com at Porcaro Ford. The people at Porcaro were all very pleasant and easy to work with. They adjusted the price to fit my budget. Overall a very positive experience. Thanks to all the people that helped me at the dealership through the buying process. Mike
Dale Jarrett’s 2002 Tbird
A beautiful automobile gift from my beautiful wife on 6/2/23. I’ve been searching for a tbird and a friend told me to call and see if this guy was willing to sell one of 3 Tbirds he had. Little did I know in a few hours I’d be the new owner of Dale Jarrett’s personal Tbird with only 6,842 miles on it. His signature is on the dash and also his personal leather racing jacket signed. Needless to say it handles like new and has new car smell. We drove it from Charlotte NC to Charleston SC and couldn’t believe how it performed handled and rode. It’s definitely an eye catcher. The hardtop was easy to remove with 2 people. It would have been nice if it would have been designed to retract into the trunk. But mine came with hoist to attach to garage ceiling which made it very easy. I’m 100% satisfied and happy with my new Tbird.
Used
2002 Ford Thunderbird Deluxe
Vehicle information
Features
Reviews
Always smooth and easy-going at Lynch.
Always smooth and easy-going at Lynch. They take great care of us! Would highly recommend anyone in the market for a new or pre-owned vehicle.
Total satisfaction
Bought this car from little old lady only 20,000 klms. Absolute showroom condition inside and out. (2002). A real gem. Not a small scratch or rust anywhere.
Used
2013 Mercedes-Benz SLK-Class SLK350
Vehicle information
Features
Reviews
One of the best thing I ever experienced great customer
One of the best thing I ever experienced great customer service highly recommended. Dan and Joe was amazing
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.
Vehicle information
Features
Reviews
Tony was great from start to finish.
Tony was great from start to finish. Went in not expecting to buy or get approved. ENE made it happen and got me a payment that I could make work. Thanks Tony and ENE Motors Team.
2006 Boxster Has It All!
I have owned old and new 911’s, including a 2004 911 Turbo, and my current 2006 Boxster Base with the silky smooth 5 speed manual has been the most fun to drive. Small, light, nimble, great exhaust note, etc. It’s just a well-refined, well-engineered and perfectly balanced roadster. I love it. My dad once said “The Germans will always be the world’s best toy makers, and he was right!”
Used
2019 Chevrolet Camaro 1LT
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.
Only a week in and best bang for the buck car.
2019 Camaro SS 1LE M6 is the best bang for the buck so far in my short time owning it. For being considered a "heavy" car, it is incredibly nimble and racy. Smooth when desired. (Notice I flipped those driving preferences!!!) Not a ton of space inside but the car is not meant to be a family daily driver. Although at first the car felt hard to see out of it, really is not that bad at all when you get used to the sight lines. Great fun!
Used
2007 Pontiac G6 GT
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.
Best older car on market
(owner of three 06/07 g6 GT/GTPs convertibles) Wonderful, sporty look. Design is great with minimal flaws such as cover that opens when top comes down malfunctioning or air vents coming out. Seats look great but sit in this car longer then two hours you'll wish you weren't. Every car I've seen has a rip in driver seat, you'll know what I mean if you own one most likely. Engine and transmission are strong and reliable with little maintenance needed. Things like CV joints, ball joints, sway bars, etc you'll need to replace often along with many electrical details and oil/tranny leaks. All around amazing, going on five years with my first one from 132k miles to 203k miles it runs just as it did the day I bought it.
Used
2011 Mercedes-Benz SL-Class SL 550
Vehicle information
Features
Reviews
Omar, Eric and Tony were awesome to work with!
Omar, Eric and Tony were awesome to work with!! I came from to look at the Mercedes and it was my first big car purchase. I always drove Honda but wanted something more luxury. I noticed online ENE Motors had a big selection of luxury cars and imports so if I wanted to upgrade to another Honda Pilot they had one. Well after I told them what I was looking for they had me drive one of the 2018 Mercedes-Benz GLS 550 they had, during the test drive I knew that I wanted it. When I got back they started they had already appraised my trade and we went into the office to get financing. I was very happy with the rate and terms. They made sure everything went smooth and did everything so I could take care of purchase and trade in all in one trip. Thanks guys...I love my Mercedes GLS!!!
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
2018 Mercedes-Benz C-Class C 300
Vehicle information
Features
Reviews
Better way to car shop
We test drove a vehicle here and had a really great experience. The salesman, Tim, was phenomenal - very friendly and informative; I would highly recommend anyone ask for him if they visit! We were able to fully inspect the car, including getting it up onto a lift. The entire process was easy, low-pressure, and customer-focused. We ended up purchasing a different car from a dealership where we had a horrible buying experience, which has definitely convinced me that the CarMax sales model is absolutely the way to go. I will definitely be coming to CarMax first for my next purchase. This is just the better way to buy a car.
Dream car
Went from a Sahara Jeep Wrangler to this beauty & i Don’t regret it one bit. Amazing interior & exterior quality. Very clean & comfortable. I love it.
About convertibles
What is the cheapest convertible available?
The Volkswagen Eos is the cheapest available convertible by average Cars.com listing price, with an average listing price of $9,377.
Which convertible has the best MPG?
The FIAT 500C has the best MPG among traditional internal combustion convertibles and offers up to 31 MPG city and 40 MPG highway for a combined rating of 34 MPG. The Mercedes-Benz AMG SL 43 has the best MPG amongst convertibles with hybrid powertrains, reaching 21 MPG city and 27 MPG highway for a combined rating of 23 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which convertible has the longest range?
The Tesla Roadster has the longest range among convertibles and can travel up to 245 miles on a single charge depending on electric motor and battery options.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which automaker has the most convertible deals?
Chevrolet has the most available convertible deals on Cars.com with 883 great deals out of 3454 listings starting at $4,750.
Where can I find the most convertible deals?
The most convertible deals can be found near Knollwood, IL with 121 great deals out of 433 listings starting at $2,499.
*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 Zion, IL
55 Great Deals out of 207 listings starting at $2,499
-
Convertibles under $40,000 in Beach Park, IL
64 Great Deals out of 240 listings starting at $2,499
-
Convertibles under $40,000 in Pleasant Prairie, WI
49 Great Deals out of 165 listings starting at $2,499
-
Convertibles under $40,000 in Wadsworth, IL
63 Great Deals out of 231 listings starting at $2,499
-
Convertibles under $40,000 in Kenosha, WI
31 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 274 listings starting at $2,499
-
Convertibles under $40,000 in Bristol, WI
42 Great Deals out of 147 listings starting at $2,499
-
Convertibles under $40,000 in Lindenhurst, IL
73 Great Deals out of 252 listings starting at $2,499
-
Convertibles under $40,000 in North Chicago, IL
111 Great Deals out of 401 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.
