Used convertibles for sale near Third Lake, IL under $40,000

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 love it. This was on my bucket list. I couldn’t be happier. The employees at the dealership are top notch. I recommend them to anyone.

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.

I bought my 2018 Red Fiat 124 Lusso 6 spd manual with 5000 km on the odometer so it was pretty much a new car and it looked new. This is the most fun to drive car I have over owned and at age 73 I have owned plenty of cars over my years. It looks like an Italian roadster should look with long front hood with a short rear deck and looks aggressive. It handles beautifully and takes corners with absolute accuracy plus no surprises. This isn’t a vehicle so see often on the streets so it really attracts attention and is a real conversation starter. I have never owned a car that attracts people and positive comments like this 124 does. For me this isn’t my everyday driver but it is what I drive when I want to have fun. The trunk is big enough that my wife and I have done 2 week outings and can easily fit enough in the trunk. It is reliable and I highly recommend it.

I loved working with James. He was very helpful and kind through the whole process.

I absolutely love this car. My only wish is that I can find a Hard Top to put on it at a reasonable price. But I still love this car. I am sorry but I do. It puts a smile on my face. And I didn't have to pay a fortune for it either. It still looks like new, and it drives great, and it handles excellent. It is the Torch Red w/Black Ink Interior. And this is to the guy that says the 3.9 engine is underpowered, you are nuts, this thing screams down the highway, not that I am a speed demon, but it does. I don't know what else to say about this Thunderbird, but I wish I had bought one many years ago. Nuff said.

Everyone was friendly. Took care of what needed to be done. Didn't have to wear a mask. Made sure i was ok and didn't need anything since it was longer than expected with brakes

I bought a GT Premium/California Special and love it. It has more bells and whistles than any Mustang I have ever owned. The Mustang is well insulated and is a solid vehicle.

Made me feel like family as soon as I walked in very helpful and accommodating to my needs didn?t feel rushed at all great staff and location overall.

Excellent value for the price. Do not purchase this vehicle without the active exhaust option. The fake vents are disappointing but otherwise the car is perfect.

Outstanding I was in and out before you could say flip that burger. Cost was far less than I expected. Made my day

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

The service attendant was friendly, polite, and knowledgeable. He asked about my desire to replace air filters, which I elected to have done.

Have had 5 3 series`, and I wont drive anything else, starting with a `78 323. Love the whole layout, including the battery...surprising power for a 4 cylinder. My last was an inline 6, and this is far quicker. I`m 6 ft tall, and the back seat is , well, a back seat. You have as much legroom as the front seaters allow, but even with the front seats pulled a few inches forward, there is still ample room in front (and back). Only drawback? The shift into second can be a little abrupt, that`s about it. Thx.

Jerry McDuffie has always been a pleasure to work with. Our family and friends have purchased several cars from him over the last 20 years. He always gives you a fair deal and takes the time to make sure you get the car that is right for you. He is very patient in dealing with us seniors who can be technically challenged about some of the new car features on today's modern cars. I highly recommend Jerry for anyone looking to buy a new or used car.

Love the Mini Cooper S convertible. It drives live a bullet and is heavy as a tank. The styling is so elegant. Most fun car I’ve ever owned.

I have lease several Hondas. I had an accident and had not had an accident in years and had to buy a used car. victor made the whole experience much easier considering how difficult it was to have been through that severe an accident. He helped me to relax and faith was amazing and helping to set this up. This is the best experience I’ve had at honda

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!!

My service advisor, Michael, did a great job of communicating the progress of my service appointment. Not all the necessary parts were in stock after the diagnosis, but he kept me apprised of the status of their arrival and made sure I had a loaner when they came in. The technicians did a great job and returned my vehicle in great condition.

Sexy, sleek, fast, handles amazing, classy, good gas mileage, everyone stops to look at her!!! I've never driven anything so nice. I usually like muscle cars however reaching age 50 I wanted to go in a different direction. I m so happy I did it fits everything about my lifestyle.

Honda on Grand makes car buying easy!! Tom K was wonderful to work with. I have bought two cars from him and would definitely go back to him. He listened to my concerns and addressed everything in such a friendly and courteous way. I would recommend this dealership to others.

I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive

This has been the best car buying experience I've ever had in my life. No haggle prices everything is in black and white inspections are already done, the friendliest staff and owners I've ever came across. We definitely recommend them to everyone!!!!!

I have owned two xlr' s to date and now planning on moving up to the V. Procrastinated several years considering the cost of the higher-octane fuel required by the V. Retired now so don't plan to drive so much, I am going to keep the 2007 limited edition base (250 made) I have now so I can still ride in stile on regular gas. The 2007 has 63K on it I have put brake pads on the front and replaced the AC compressor. You would do that with any car. The top is an engineering marvel. Everyone who has commented on the car thought it was new, OK, maybe not everyone, there are a few who know the car, all are envious. Such a hoot coming out of a store knowing you get to drive off in the best-looking car in the whole parking lot. Fun to drive is a gross understatement. For me, there was no need to put the super charger on this car. At a buck thirty, I got scared of what would happen if I hit a deer, it was still climbing when I backed out of it. I also have the 2002 red with black interior Eldo.

This place is amazing! The selection of high end rare collectible cars is simply eye candy for the soul. The vehicles are fairly priced and there’s no haggling required. The owner, Michael Colby, and his staff are all pleasant and easy to work with. They love and appreciate these cars as much as the customer and it shows! My car purchase was easy and enjoyable. You must check this place out, if you’re looking for a premium pre-driven vehicle. Im going to be telling my friends about this place!

Bought this car after my wife said she missed her old Solara convertible. She loves it. Drives well. Extremely comfortable. Only complaint so far is that the trunk is small—and with the top down it’s almost non-existent. Her golf clubs ride in the front seat. We’ve only had it two weeks, so can’t comment meaningfully on reliability. But she loves it.

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.

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).

Wow so impressed amazing customer service. Great cars must visit they go over and beyond to make you happy and satisfied.

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.

The salesperson was very on with the auto I looked at but we couldn’t come together about the price

Great 2-seater, lots of fun with the top down. Surprisingly, has ample storage. Great looking car IMHO. The retractible top is a plus, much better than a canvas top.

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.

Quick, classy and fun. Makes you feel good every time you start it. There are cars that do many things better, but as a package it cannot be beat.

I was a little skeptical about purchasing a vehicle I had not seen in person, the owner Michael was extremely helpful and reassured his words were honest, happy to say we are pleased with the purchase. Had this beauty shipped to Texas and it arrived in a timely manner. Definitely recommend!

I love convertibles in the summer but they're not fun to drive in the winter. The EOS is two cars in one. It's a convertible that with the push of a button becomes a hard top. Unlike most convertibles, the EOS is also quite practical. It seats 4 and with the top up has a huge trunk. Best of both worlds.

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

Bought the car with 6,400 miles and it still only has 26,000 after 8 years. So far, nothing has ever gone wrong with it - very happy. Classy look that never gets old.

Got into a new ram 1500 and couldn’t be happier with the truck! The sales team made sure I was understanding what was going on in each step of the process and made sure I understood and helped me get the best options for my needs thank you to Ashley and the management team!

My Little Red VW-ette (sorry prince) Great little second car for fun, I have a SUV for all that boring stuff, but this a joy to drive.