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

I cannot recommend this dealership enough we had the best experience with Jason! His customer service was 10/10 I will definitely recommend Zeigler and Jason to anyone in the market to buy a car 10/10 recommend we will be back in the future!

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

Kenad and Drudar were wonderful to work with. They went out of their way to meet our needs. Keep up the good work.

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.

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.

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.

This dealership is extremely helpful, willing to work with their customers, and friendly! I had a great experience working with customer service reps who understood what I was looking for!

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.

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

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.

Great experience and no pressure from sales team. Working with John Marcus made the purchase of the vehicle and easy process.

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.

Alec went above and beyond to make a deal work, no hard sell, easy to work with,

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 was visited Woodfield Nissan for oil change and was greeted by one of the guy his name is Paul happy by their service

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.

We were thinking about purchasing a used vehicle we found online. The salesman who helped us, Zak Ullrich was very nice and personable. Zak took the time to explain the differences in warranties when purchasing used vs. new. He explained our financing options and was INCREDIBLY patient as we tried to decide which vehicle made sense for us (that took some time). He was extremely knowledgeable, not only about the cars they sell but about cars in general. We finally decided on a new Durango and were there after the dealership closed for the night. Throughout it all Zak stayed with us through the whole process. We could not have asked for a better salesman - Thank you Zak!

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.

ABDUL was VERY helpful to us within moments of us walking through the doors at 9:00 a.m. Saturday morning. He facilitated our selection process from our initial inquiry to our final selection. He exhibited good salesmanship, active listening, leaning in, gaining rapport, relevant & meaningful story-telling, and carefully wove the common thread of love for family into the selling process...we even found common ground about cultural things that we found funny...The skills he exhibited and values we shared seem to be disappearing in this new economy. We LOVED Lewis. Lewis knows every aspect of financing inside and out. He's so smooth. He respects a "NO" then remains conversational and low-key until he gets to "YES". Smooth! Top Performer's Sales Training at its best! We connected immediately and beyond just an occasional LOL, we Laughed Out Loud - LOUD and OFTEN...By the time we left, we were tired, hungry, but IMMENSELY pleased with all of the contractual guarantees, servicing/warranty explanations, being financed by the company of our choice - and our friendship with Lewis. You'll LOVE his iconic signature!

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.

Had my car serviced there (used car) & the staff was very nice, and communicated well. Had a small concern after i picked up my vehicle from service, but spoke with a team member who was very kind and explained what was to be expected after services. Would definitely recommend them to anyone.

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

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

I recently purchased a car here, and Dan made the car-buying process quick and easy. He was honest, attentive, and helpful every step of the way. I bought a highly special used car, and Dan's knowledge and guidance made me feel confident throughout the process. I'm very happy with my new car and the service I received. I would definitely recommend Dan and this dealership to anyone in the market for a vehicle.

Alexander Lopez was great to work with, hopefully he sent that cup and shirt. Wonderful experience.

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 !

The people was nice and very helpful thank you we are happy we have a new car

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!

Came in for a oil Change and also got a 7500 mile service maintenance with visit.

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.

Best Car Dealership I have ever been to. Will definitely go back and refer friends and family! Wonderful experience without any pressure or gimmicks. Chris Babalis was an amazing salesman and went above and beyond for me. Thank you again!

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.