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Used
convertibles
for sale
near
Winthrop Harbor, IL
under $25,000
- 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
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Reviews
Amazing Dealer amazing staff great prices.
Amazing Dealer amazing staff great prices. Amazing financing as well. Nick and Rudy took care of me from the first call
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
2016 Mercedes-Benz E-Class
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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
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So far so good.
So far so good...Mitch at the Dealership has responded to questions right away...no problems there. Here in Cleveland area we had two tornados within a couple miles of me Tueday...no power since and busy cleaning up trees. Hope to continue with Dealership when I catch a break.
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
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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.
Cool car
You can have fun with these cars for several years and resell them for nearly what you purchased it for!
Used
2020 Jeep Wrangler Unlimited Sahara
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Ryan Paul was outstanding!
Ryan Paul was outstanding! Smooth purchase buying a Q3! He was so personable and made my experience wonderful. He’s funny too. He knew all the answers to my questions as well. If you are in search of a car, ask for him! He made it a truly great experience for me. Thanks! Sid was great too. and shout out Robert:)
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
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An amazing experience!
An amazing experience! Once arrived I was greeted and given a beverage of choice. Then since a majority of technical information was completed via online portals, was able to sit down and do “paperwork” for less than an hour. For one this made the part I dread the absolute most, an absolute breeze. In addition, I absolutely loved how there wasn’t any pressure to make the purchase or not. It was as if I was buying a car from family! I highly recommend this dealership and will be going here moving forward for future cars!
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
1995 Chevrolet Camaro Z28
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Bill Baroud was very easy to work with.
Bill Baroud was very easy to work with. Straight forward, no ?sales? pressure The staff was very friendly and helpful. I am not very sure what else there is to say
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
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We had an outstanding experience with Alex Lopez while
We had an outstanding experience with Alex Lopez while choosing our new Lincoln Nautilus. From the very beginning, he was professional, friendly, and incredibly patient. He took the time to explain every detail, answer all our questions, and guide us step-by-step until we found the perfect vehicle. Alex made the entire process easy, transparent, and pressure-free, which we truly appreciated. His knowledge of the vehicles and his genuine interest in his customers really stand out. We are extremely happy with our new purchase and highly recommend Alex to anyone looking for top-quality service. Thank you for everything, Alex! 🙌🚗✨
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
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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.
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
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Ford Edge ST
I has a Great buying experience at Porcaro Ford! I was looking for a newer mid-sized SUV and the salesman at Porcaro listened to my needs, showed me what they had and offered to search for a vehicle if needed. Luckily the 2019 Ford Edge ST on the lot was a perfect match. Very pleased with the whole experience.
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
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I had the best experience buying my new Trax.
I had the best experience buying my new Trax. Craig Winger was absolutely amazing. He is very personable He was great about what I wanted and did not try to persuade me in any way. Just a great guy and you felt more like he was friend than a salesman. The whole Lynch family was great. Tom and Dan were great also. Just a great experience for buying a vehicle, the best I have ever had. Craig thank you I Love my New Blue Trax. Would totally recommend Lynch for your next vehicle purchase. 10 stars and more
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
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Wow so impressed amazing customer service.
Wow so impressed amazing customer service. Great cars must visit they go over and beyond to make you happy and satisfied.
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.
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This place is amazing that is all I have to say about
This place is amazing that is all I have to say about them Omar is one great salesman and I would recommend anyone to buy a car from them too so I'm giving this place a 5 star to me they are way better than that one of the best and honest dealership I have ever been to
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
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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.
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
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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
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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.
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
2014 Audi A5 2.0T Premium Plus
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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!!!
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
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We were returning after parts came in to repair the
We were returning after parts came in to repair the malfunctioning door locks. The prior service rep no longer works there so there was confusion about payment. Our new service rep Kandice Phillips was able to clear up the issue and repair is scheduled. Thanks Kandice!
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
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Fast simple car buying
Fast and easy experience here was greeted by Joel who was very friendly after flying in from NY pick up my beautiful bmw m5 would highly recommend!
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
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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.
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.
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 $9,325.
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 884 great deals out of 3451 listings starting at $4,750.
Where can I find the most convertible deals?
The most convertible deals can be found near Knollwood, IL with 96 great deals out of 288 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
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Convertibles under $25,000 in Zion, IL
40 Great Deals out of 129 listings starting at $2,499
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Convertibles under $25,000 in Beach Park, IL
48 Great Deals out of 143 listings starting at $2,499
-
Convertibles under $25,000 in Pleasant Prairie, WI
39 Great Deals out of 110 listings starting at $2,499
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Convertibles under $25,000 in Wadsworth, IL
48 Great Deals out of 144 listings starting at $2,499
-
Convertibles under $25,000 in Kenosha, WI
27 Great Deals out of 75 listings starting at $2,499
-
Convertibles under $25,000 in Waukegan, IL
61 Great Deals out of 177 listings starting at $2,499
-
Convertibles under $25,000 in Park City, IL
64 Great Deals out of 190 listings starting at $2,499
-
Convertibles under $25,000 in Gurnee, IL
61 Great Deals out of 179 listings starting at $2,499
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Convertibles under $25,000 in Grandwood Park, IL
60 Great Deals out of 168 listings starting at $2,499
-
Convertibles under $25,000 in Bristol, WI
34 Great Deals out of 98 listings starting at $2,499
-
Convertibles under $25,000 in Lindenhurst, IL
55 Great Deals out of 159 listings starting at $2,499
-
Convertibles under $25,000 in North Chicago, IL
90 Great Deals out of 265 listings starting at $2,499
Find great prices on used Convertibles in Winthrop Harbor, IL
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