Used Jeep Grand Cherokee Overland for sale near Sauk Village, IL

⭐⭐⭐☆☆ (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.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

This is my second purchase from Rides Unlimited great service as always. Jason Briick went above and beyond to help me get my 2009 Toyota Camry. Took it to my mechanic car is in great condition only needs new back brakes and rotors soon. Would recommend them to anyone looking for a trusted used dealer

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.

Alex was great to work with. He communicated well and kept me in the loop during every part of the process. I'm now waiting for my vehicle to be shipped

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.

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

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.

Very good people easy to work with willing to work with you great customer service and fast not in there all day! I’ll be buying from here!!!

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

Karl here at rides unlimited was beyond helpful on our buying experience. He was able to somehow Get us down to the price range we wanted and worked on the overall price the whole time. Even when we thought we had what we thought was the best deal he continued to work and somehow found us something even better. The selection here has something for every price range and the staff goes above and beyond.

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

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

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

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

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

I live far from this dealership but they had exactly what I was looking for. The whole experience was very favorable . Everyone I has contact with was very professional and courteous. The salesman I worked with Joe Kendall was excellent. The day after the purchase I noticed that a light strip was missing on one of the outside mirrors. The service dept fixed it. In my opinion they are a top notch GM dealership . Keep up the good work😀

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.

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!

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.

Peter the salesman was courteous and professional. Very nice dealership! My wife did not like the interior color so we did not buy the car.

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.

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.

From the moment I met Sales Executive Kelvin , I felt I was in good hands. He was warm and welcoming, making the entire process smooth and enjoyable. Overall, it was a professional and genuinely positive experience.

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

Efficient process from inspecting, driving and buying the car. Both Azeem and Zamar were good to work with.

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.

Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service

I want to thank Joe Collins for the wonderful service I received today. From the time I arrived I was welcomed with a smile and knowledgeable service. Joe and the technicians that serviced my Caravan today I want to say Thank you. Someone asked me why I bring my vehicle here for service this is why! I would recommend Castle Chrysler Dodge Ram of Chesterton. I have been a customer now for over 5yrs. and they have always been top notch. You have earned a 5star from me. That's why I'll always return. Happy Holidays to the entire staff and especially to Joe Collins for all your kindness 🥰

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.

The moment I walked through the door, I knew this was the dealership for me. First things first, no pressure! I was braced to be swarmed as soon as I walked. But no, just a wide selection of vehicles, chill sales people and most importantly no pressure to buy. I told them the car I wanted to test drive. They copied my license, gave me the keys and plates and sent me on my way. The car was perfect with a few items to be addressed. They resolved all issues without any pushback. Gave me a fair price on my trade in, and sold me a wonderful car. I am happy! I highly recommend Rides Unlimited! Thank you Steven Partida and Karl Wilfinger for your assistance.

Metro Ford in Miami has great service advisors, Service Department was outstanding with my vehicle especially Josh great service. I would definitely come back. Thank you Metro Ford

This truck has what I need. I needed a 4x4 vehicle in order to not get stuck in the winter and this truck will definitely help.

All Good , Kelvin & Zack were 👍 now I enjoy my new Nissan. Will refer..others I'm in sales.

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's