Used Jeep Grand Cherokee for sale near Pleasant Prairie, WI under $1,000,000

I am going to this dealership for last 10 years. Amazing staff and services. Always available to drop you off home if needed.

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.

At Autos of Chicago, customers receive a smooth and transparent used car shopping experience. The dealership focuses on offering dependable vehicles that are well-maintained and fairly priced. Their team takes time to explain vehicle details, answer questions, and assist with paperwork. Whether purchasing a first vehicle or upgrading, Autos of Chicago is committed to making every transaction simple, professional, and customer-focused.

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

The selection of cars available was impressive. making it easy to find something that fit exactly what I was looking for. Overall, it was a smooth experience. and I would highly recommend checking them out.

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.

We purchased a car from Dart Motors for our daughter. We walked in, they let her drive whatever she wanted & were very pleasant to deal with, not like your typical used car salesman that stalks you on the lot. They had no problem with us taking it to our mechanic to have it checked out. It coded on a few items & they repaired those items & even items that we didn’t ask them to fix. They also give a 3 month power train warranty as a bonus as a standard practice. The paperwork process only took an hour. They are wonderful here. They really care & they have some pretty cool cars. It was a pleasure working with them. We will consider them 1st on our next purchase. We appreciate you Dart Motors!

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

Andrew Doyle at this dealership was amazing to work with. He was soft spoken, detailed yet concise. He was influential in making a deposit for a purchase. I had to pull out later for other reasons. But I give high regards to Andrew’s work.

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 !

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.

I had a wonderful car buying experience! 10 out of 10 would recommend buy a new or used car here!

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.

My daughter went to buy a car here with Chase and I’m glad to say that I had not to worry about her coming back with a bad deal! He ensured that she finds the car she wants. Thankful for Chase guidance and patience in the process to ensure that I was also satisfied and gave the go on everything. Good job my guy!

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

Got into a new ram 1500 and couldn’t be happier with the truck! The sales team made sure I was understanding what was going on in each step of the process and made sure I understood and helped me get the best options for my needs thank you to Ashley and the management team!

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.

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!

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).

Elvir and Matt did a great job and I was pleased with the attention, negotiation and the car I got.

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!

Linda Salinas is a great service agent. We have been with this dealership since 1999. Frank Gentile into Ziegler. Service has always been excellent. We will continue to work with Linda for all our service needs.

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.

Really had a pleasant experience from start to finish, they even got us into a nicer vehicle than the one we initially came in to purchase AND they beat my credit union’s interest rate. This is the first time in literally 20 years of buying a car (every few years) that a dealership has beat my credit union’s rate. Great experience, would absolutely recommend to friends and family!!

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.

An amazing experience! Once arrived I was greeted and given a beverage of choice. Then since a majority of technical information was completed via online portals, was able to sit down and do “paperwork” for less than an hour. For one this made the part I dread the absolute most, an absolute breeze. In addition, I absolutely loved how there wasn’t any pressure to make the purchase or not. It was as if I was buying a car from family! I highly recommend this dealership and will be going here moving forward for future cars!

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.

Each person I interacted with from the service advisors to the shuttle driver, was friendly, and helpful. It certainly made a stressful experience more enjoyable. I felt like a valued customer the entire time.

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.

Although I ultimately did not buy a car from this dealership, I was thankful for their assistance during my shopping process. My sales associate, Griffin, was extremely helpful - patiently answering my questions and providing me with information that I was looking for. Hopefully we'll be able to cross paths again sometime!

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.

Chris Lahey was an exceptional person to deal with and got us the car of our dreams!

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!

Very prompt response. Gave me all the details I needed. Follow-up has been very good

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.

Every one I met here were extremely nice and very welcoming, they answered every question I had and I would definitely recommend this place for vehicle shopping.

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

Salesmen and all staff were helpful and worked with me on a great deal for the Gladiator.