Used Jeep Grand Cherokee for sale near Boulder Hill, IL under $899,990

Great site with an excellent selection of cars. The entire process was smooth and hassle-free, and I was able to buy with complete confidence. I highly recommend this site to anyone looking for a quality 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.

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.

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.

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!

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

Matt is sales was very open and honest. He worked to get the payment I needed!

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.

Owner of the company reached out to me and take care off all issues even it was after work hours. Good customer service.

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 !

Had a fantastic experience with Motor Cars of Chicago, Seraj “Raj” Abughoush was amazing to work with. He was attentive from start to finish. I am an out of town buyer and Raj worked with me to make sure I was satisfied before and after purchase. He followed up timely and walked the vehicle with me via FaceTime twice. He took me on a drive via FaceTime and even found a chip in the window and had it fixed before delivery. I will definitely buy another vehicle from Motor Cars of Chicago, they have a customer for life. The manager was also highly engaged And customer focused. I highly recommended and customer friendly. Thanks Raj and team.

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

I recently purchased a car and had a great experience. The team was incredibly helpful and always available to answer questions, never pushy or pressuring me to buy. Excellent service all around. Highly recommend.

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.

It was my first time buying a car and Cruz & David were very nice and got me a great price it was a great experience and in the future I would definitely go back and purchase another & I will recommend the place to all my friends and family

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!

Purchased a couple cars from here recently. Great service! Great people! Helped me look at a wide variety of cars to find the perfect one. Overall, great experience!

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.

Thank you so much, Korey was fantastic! Great customer service! Easy and Fast! And Your Driving

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

Wow, from Roshan to Azim, a terrific experience! No pressure, so professional, making this a place I would recommend when looking for extraordinary vehicles. Super clean facility and vehicles.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

I’ve been taking my vehicle to Bill Jacobs Bmw to repair for 14 years now. I recently took my seven series and Jacob Murrar took care of my vehicle. I am pleased with the service they do at that facility.

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

Nice xars -nice service-Okay prices.the cars were clean.to me some were over priced

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.

Tyler and Mohammad good sales team they went above and beyond to help me thanks for good service I would recommendthem for buying new car

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.

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.

Salesman was very professional, courteous, and very helpful. Transaction went smoothly and to my liking

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.

⭐⭐⭐☆☆ (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.

I recently purchased A 2018 Alpina B7 from Ray at Motor Cars Of Chicago. When I purchased the car I made it clear to Ray that I was going to be in need of the title in ASAP fashion – Ray said I’d have the title within two weeks and boy did I just like he said he fulfilled the promise he made no questions asked. Also on the way home after taking delivery, I had a very minor problem that turned out to be a bad battery. Ray was unaware of when we took delivery of the car – Ray didn’t hesitate he reimbursed me for the batteries I had to have installed at the BMW dealer by the BMW dealer. He said the car was flawless and he stood behind that statement. Ray is very straightforward and no xx perhaps not full of warm fuzzies for everyone but a great way to do business, especially in the luxury and highline car business. I find Ray to be honorable direct and stand up and we’ll do business with him again if I had any reservations about doing business with them before this transaction, they are all completely gone and yours should be too. Thank you, Ray for a great transaction and a great automobile.

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.

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

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.

Very personable group of people. We had great conversations about cars and trips and the tail of the dragon. They went out of their way to make sure we were happy with the Trackhawk. Very up front and honest.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.