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

I went in to buy my first car, and even though it took longer than I thought lol. I must say it was an great experience Mason was very,very helpful and with everything! I got my keys the same day.

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.

Called and spoke to Frank and he was so pleasant that I had to go. Yourself got me into the Jeep I wanted and worked so hard to get the best rate possible! Don’t sleep on this dealership! You won’t be disappointed!

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 !

Joe was our sales associate. He was very knowledgeable and helpful. He was very patient and guided me into the process of purchasing my first car. This definitely helped me solidly my decision of buying the car with this dealership as he was very attentive and willing to help us. Overall, the process was fairly quick and smooth. Great experience and will definitely recommend to others.

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 must take the time to express my gratitude because I had the most wonderful experience with purchasing a car at this dealership! Every single person involved in the process was responsive, helpful and very professional. I received a great deal on my Jeep Grand Cherokee Summit Reserve and I couldn't be happier with the purchase. Frank Leonette was the Sales Consultant who assisted me. He was beyond awesome and you must ask for him when you go! He has many years of experience and it really shows! Also, a super thanks to the Finance Director, John Rizdy! He really helped me with receiving a reasonable and comfortable monthly payment. Shout out to Vic and Awad as well for answering all preliminary questions I had prior to coming into the dealership! It was stellar customer service all around and everyone works together efficiently and collectively to get the job done! I definitely recommend this dealership and would indeed purchase here again!

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 purchased a great vehicle yesterday. The staff were all polite & friendly. Jorge was great.👏🏾He made sure I got what I was looking. I would definitely recommend him & Webb Chevy to anyone looking to purchase a vehicle.

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.

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.

my wife and i came in to look at the mini cooper we saw online and we were very happy with the service we were given. From the time of first contact with danny we were very happy so happy with windy city motors that my wife made the purchase of a 2007 mini cooper convertible. Everybody was very friendly and courteous and we will be more than happy to deal with windy city motors in the future if need be thank you windy city motors

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.

Ramy gave me the best service today and I came away with a car at a great price. He wasn't pushy and let me make my own decisions. A lovely down to earth guy :)

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.

I had really bad luck at every other dealer due to credit issues, I came here and they made me feel very comfortable and never seemed judgemental to my situation. They showed me every car i wanted to see, and told me all my options. best car lot experience overall . Recommend david, he was awesome

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.

Jose, Josh and Alex were very professional and very attentive to my needs. I appreciated all the help they gave me. Excellent customer service. Thank you guys!

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.

Brought my jeep in with next to no notice, and they were able to detect the problem and fix it by the next morning. Asked about my tire leaking air, and the found the leak and didn’t charge me since they felt bad for not looking before I asked. Great customer 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 purchased a car in early April and I had a pleasant experience. Mike the owner/manager of the facility ensured that any concerns that I may have had were addressed promptly. I’ll for sure look to purchase here in the future.

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.

Alex was very professional ans I got to leave with my car very helpful go to him he will help you

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.

Good service good attention nice place to visit. I will add just one thing at the service shop, a bilingual employee thanks.

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!

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 bought my Jeep Grand Cherokee limited in 2018 I love jeeps this is my 3rd one it is now 2022 the only problems I have really encountered with the car are mostly run of the mill the water pump went out which is normal and I had a starter go out which is also a normal for a vehicle with a 100,000 plus miles The only problem I had that kind of sucked was the transmission speed sensor when out when me and my girlfriend were on vacation in Michigan The car will go into safe mode which only allows you to go about 27 miles an hour, I would caution anybody that would be buying one for Winter driving that these cars drive so nice in the Winter that you can get overconfident and drive too fast because they handle excellent in the snow My basic philosophy is drive it like it's only 2 wheel drive One other issue I have recently had is that I have a check engine light on I read the code on it and it says that a temperature in variance was detected I am thinking about getting a different car as the different car as this car has now 201,000 miles on it I may get another Jeep I'm not sure I'm looking the other sensor that has triggered is electronic throttle control the car is not behaving funny it's not overheating so I'm not really going to worry about it

I would highly recommend Carmax Kenosha. We setup an appt and test drive on their website, and Sergio reached out right away and put the vehicle on hold for us. When we arrived the car was ready for us to test drive, and while we were test driving they looked over our current trade in. We got a fair value on our trade in, a fair price on our new vehicle, and we were in and out in under 2 hours. Thanks Carmax and Sergio for the awesome experience!!

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 bought a 2020 Tesla Model X at Baha after seeing it on Cars.Com. The listed price was really good so the only issue was the value of my trade-in. Mason made me a reasonable offer after I emailed pictures, then emailed me a Bill of Sale so I knew all the costs before I arrived. When I got there they took my 2016 Tesla Model S for a test drive and upped their trade-in offer by $2000 without any negotiation by me. They look like a typical corner used car lot with cars packed in, but they have a lot of nice cars. They listed my trade-in at a very attractive price. It will be a great deal for someone. Pro Tip: If you're coming from the north, don't get off I-94 at Cicero. Take the next exit east and enjoy a more relaxing drive to North Avenue.

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.

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 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).