Used Jeep Grand Cherokee for sale near Winthrop Harbor, IL under $1,000,000

The part i really appreciated about it was the fact that of the fine gentleman i worked with, Tim, Matt and Teddy, they understood that the 1 truck they had on the lot I liked but had one feature that I did not want to have on a truck I would buy for the future. I had said feature, Ramboxes, on the truck I traded and I think they was a great creation by Ram. I like the Ramboxes and the way they create extra storage on the outside of the truck for ease of access. However with my current and expanding family situation, I was going to need a standard bed. After I explained this to all 3 of them, they were polite and receptive of my request and worked hard to find a truck they could do a truck for truck swap that was on my wheelhouse of options. They were able to accomplish just that and I am very appreciative as the truck I purchased will hopefully be a lifelong vehicle turned into a collector's item since it is a special edition truck.

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

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!

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.

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

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

Sales staff professional. All questions answered. History of interest vehicle reviewed. Nice experience. But, a better price was not offered to me. So I lost some interest. This visit was the initial phase of my research, so everything was expected.

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!

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.

One of the best car buying experiences I’ve ever had it was such a pleasure working with Andrew

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!

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.

Tim is an excellent salesman. We haven't closed a deal yet due to other issues not relating to Palmen Even though they are an hour and half away from me, they earned my future business.

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.

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 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.

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.

Even though throughout the 18 years that I've owned her, I have put quite a bit of money into her, I feel that she's a dream!!

Purchased a 2025 GMC Canyon AT4 today from James for a Black Friday special. I am absolutely thrilled with the truck and the price I got on it. The experience was excellent from start to finish. James was knowledgeable, friendly, never pushy, and genuinely fun to work with. I’ll definitely be back for all future purchases.

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.

Great experience. Alex was a charm to work with for the truck I been wanting.

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’ve done all my service for my jeep here and bought out my lease - Steve and Nick and Douglas are the best! I always enjoy coming to this dealership, everyone is so helpful and friendly and wonderful!

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 !

Went for a scheduled oil change. Waited about 1 hour, which is pretty normal. Was treated with respectful & courteous service from the service adviser. Have been going to this dealership for a long time. I would recommend them for your service needs.

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!

Everyone was nice, friendly and did the oil change in a short period of time. I am happy to trust that the work needed for my vehicle was done with the utmost professionalism. Especially pleased with surprise at the end. Thanks for another good experience. Would recommend this dealership. I will be moving and am disappointed that I will be too far away to continue servicing at this dealership.

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.

Everyone at this Dealership treated me with respect and courtesy. They were all polite and answered my question honestly. Treated me like an adult, not a senile old lady because I have white. Thank you all at Antioch Chrysler Dodge Jeep Ram.

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.

"I had an amazing experience at Raymond Chevrolet! Stuart was incredibly knowledgeable and patient, answering all my questions without any pressure. He helped me find the perfect Tahoe for my family within our budget. The entire process, from test drive to financing, was smooth and efficient. I particularly appreciated how he took the time to walk me through the dealership and introduced me to all the departments. I will definitely be back for future service and recommend Stuart and Raymond Chevrolet to everyone!" This dealership by far is the most professional and friendly dealership I’ve ever been to. Outstanding!

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

Always have best experience with this Dealer. Service visits are usually quick and purchasing a car with them was actually enjoyable. The staff is very professional, knowledgeable and No-Pressure.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

I was contacted immediately by Tom N, who very helpful and eager to assist us with our search

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.