Used Jeep Grand Cherokee for sale near Orland Park, IL under $899,990

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 cannot say enough good thing for their sales mgr Larry and sales associates Matt. I bought 2026 RAM Laramie and they made it very easy for me. Love the after sales service.

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.

I want to humbly thank Mario and Neville for their friendliness and professionalism. I wasn't able to purchase a vehicle but the dealership was clean and all working there were very professional. Thank you, thank you.

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.

I cannot brag enough about the awesome service received on a recent car repair I have had… Starting with Jackie and all the way through. I was nothing but totally satisfied at how understanding,accommodating ,caring and patient all these employees were. If i could, I would rate these employees and their service 10 stars rather than five… Exceptional service is what I always receive. Thanks Bettenhausen for never disappointing. Always a smooth ride when dealing with Bettenhausen…

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

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!

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

Eva and the team at Castle cars of Naperville we great! In and out, the team was friendly and very attentive to my questions and needs. Highly recommend!

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.

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

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

JSON helped me out today t south oak and personally edge my vehicle thank you

I had avery good experience shopping for a new vehicle, Richard Matway my salesman was very knowledgeable and helpful.

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

Yosimar took great care of me, helped me out a ton. I came in looking to trade my car in and he did everything possible to help me.

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 !

Great experience salesman was awesome. Took only two hours from the time we got there till the time we were driving off the lot bought a really nice car for a low amount of money.

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.

I had my Outlander serviced at this location and they were able to help us out with great discounts and promotion deals. I am very grateful and highly recommend coming to this location for car services.

My wife and I live in Texas. So obviously there are thousands of dealerships from here to Chicago but after talking to DJ, we decided to take the drive out here. We had such a great experience with DJ. If you are looking for a stress free car buying experience go see DJ at Midway Dodge

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.

Process was incredibly simple and Blayne (salesman) and the finance group were awesome. I was coming from out of state and they were able to accommodate me and I drove my truck home within 45 minutes of getting there. I can’t recommend them enough!

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

07.04.2015 Moje ime je Zoran.Juce sam kupio Porsche Panamera iz 2011 godine.Na samom dolasku dočekao me je jako ljubazan prodavac po imenu Beki ,koji je dalje u razgovoru bio izuzetno profesionalan.Ni jednog trenutka nije bio nametljiv.Mnogo mi je pomogao oko odobrenja kredita i sve mi je objasnio.Mogu da kažem ,da sam obišao par auto dilera ,ali ovoliku pažnju nisam imao. Moja preporuka jsvima koji želite da kupite auto ,da dodjete ovde i uvjerite se. Samo tako nastavite !

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).

Everything went well. Only took 2.5 hours from in the door to driving home with a new car, including a trade in and financing.

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.

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.

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.

Purchase my brand new 2025 jeep compass with nestor he was the best help got me in and out Quick other dealerships couldnt get me approved anywhere else and they made it happen big thanks to the manager Chuck as well if you are looking for a car come and así for nestor

Excellent experience at DriveTime everybody was top-notch it also I sales guy Brian Johnson thanks very much yes I would recommend this place to anybody but like I said top-notch people go there enjoy

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!

I’ve been in the auto industry for over 20 years and was seriously IMPRESSED by the level of customer service & transparency provided by the entire team! Great group of professionals, thanks again for making the transaction painless!