Used Jeep Grand Cherokee for sale near Midlothian, IL under $650,000

This dealership is amazing! No high pressure sales tactics, no last minute add-ons to the price. Great follow up after purchase to ensure we were completely satisfied with our purchase. Service went above and beyond expectations.

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

I just purchased a car from Castle Hyundai of Oak Lawn, and I couldn’t be more grateful for the experience. From start to finish, the team showed true professionalism, care, and integrity—qualities that can be hard to come by in the car-buying world. Now I truly understand what they mean when they say “Drive Happy!” Jim (Sales Manager), Nick (Sales Consultant), Brennan (Internet Representative), and John (Finance Manager) were an absolute pleasure to work with. They went above and beyond to make sure I felt informed, respected, and supported throughout the process. They were transparent, never pushy, and always willing to answer my (many!) questions with patience and honesty. It was clear that they genuinely cared—about the car, the deal, and most importantly, about me as a customer. They didn’t just meet expectations - they exceeded them. The entire process was smooth, respectful, and even enjoyable. These are good people who take pride in doing right by others. Thank you to everyone at Castle Hyundai of Oak Lawn—you didn’t just help me get a great car, you made the whole experience one to remember. You went the extra mile (pun absolutely intended) and because of you, I now Drive Happy!

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

they were very patient did not push me into anything the service was quick the only thing they talked me into was a extended warranty.. hope I never need it and hope it is as good as they say Enjoy

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Went in this morning for a maintenance check up on my truck outstanding service as usual no complaints

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Edgar and Freddy helped me out tremendously stop by and check them out. they will take good care of you. from start to finish. come get that car

Bought a 2010 Jeep Grand Cherokee 6 cylinder. One owner , very clean, well maintained at 91,000 miles. This Jeep drives better than some of the newest suvs I have driven. Previously owed a 2011 with a hemi that I drove til about 220,000 and it was one repair after another. I think the 2010 is much more reliable as long as you maintain it.

Amazing is all I can say. Bought a 2019 Range Rover. Two other dealerships wouldn’t even look at me, but they welcomed me and made me feel comfortable. I will definitely be back when I’m ready for another vehicle.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

As Steven Lyche was the best assistance I’ve received since doing business here, it makes me look forward to further business.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

Brandon and the Manager were very helpful in helping me finding the right car for me.

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Great help from the great people over there. Would definitely suggest that others go to them for a car they're looking for.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

Working with Gerald Honda of Countryside was great. Daniel De La Torre Jr. is an honest, forthright person and a genuine pleasure to work with. Everyone was friendly and helpful. The whole experience was outstanding. Thanks again!

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

"Jakub Sales delivers exceptional service, exceeding expectations with top-notch quality and professionalism. Highly recommended!"

We bought this car for our daughter. Elvis could not have been any better. He was so patient with us and I would recommend anyone looking for a vehicle to go see Elvis. He was a rock star. I was in the car business for 30 years and he exceeded our expectations of how we wanted to be treated. Five Star Dealership and sales person.

Svet was amazing omg he helped me soooo much he was nice patient and he got me what was affordable for my daughter and I this man is definitely an angel and he’s very professional he’s the best there is

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

Didn't buy anything but they were on their game. Willing to do anything. Will keep them in mind in the future.

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

⭐⭐⭐☆☆ (3/5 Stars) I had a great initial experience with Highline Autos. The transaction was fast, smooth, and professionally handled. The team—especially Zuhair, the owner, and the young Ghalib—was responsive and knowledgeable, making the buying process straightforward and low-stress. Their professionalism and business reliability stood out during the deal. However, about a week later, I was disappointed to discover that the tires on the car I purchased were leaking. Upon inspection, it turned out that plugs had been used as a temporary fix rather than properly addressing the issue. This was unexpected and concerning, as I had hoped for greater transparency regarding the vehicle's condition. While I appreciated the efficiency and service during the sale, I hope the team takes this feedback seriously and ensures that future vehicles are fully inspected and represented. I’d encourage potential buyers to have a thorough inspection before finalizing a purchase.

Great looking vehicle. Very comfortable and fun to drive. Great for traveling. Controls are easy to use and do a wonderful job. Would definitely purchase again.

Great selection of cars and great prices recommend I bought a 2024 Kia ev9 ask for Joe for the best experience!!!

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

Great customer service! Joe helped me buy a 2023 Audi RS7 with a great rate!

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

Exceptional customer service and super understanding. No beating and haggling straight to the point. In and out

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

I initially checked to see if the SUV I found on cars.com was still available to look at. After sending the email, via cars.com, I got a text back within a few minutes saying the SUV was available and a salesperson would check with me to set up an appointment. I spoke with Jamie shortly thereafter and met with her at the dealership. The SUV was washed and ready for me to see and test drive. The rest of the purchase experience was fantastic!! For me, number one of the top three car buying experiences ever. I’m now retired and have bought a lot of cars. No high pressure, just great customer service. Keep up the great work Jamie and Bettenhausen!

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.