Used Jeep Grand Cherokee for sale near Whiting, IN under $650,000

See Farah at Countryside Mitsubishi with the car you want in mind and she will not stop until she finds it!!

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

WOW! Nick P and the staff went above and beyond to help me lease the vehicle I wanted! Everything was ready to go and it was such an easy process!! I drove 7 hours to pick up the new vehicle they had for me and I would drive it again to work with them!

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.

Great experience salesman was awesome. Took only two hours from the time we got there till the time we were driving off the lot bought a really nice car for a low amount of money.

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.

An Outstanding Car Buying Experience at South Oak Dodge Chrysler Jeep Ram of Matteson, IL Our recent car buying experience at South Oak of Matteson, IL was nothing short of incredible, thanks to the exceptional help and expertise of Ryan Ganser, the Finance Manager, and Aaron Mathews, our Sales Professional. From the moment we walked in, Ryan and Aaron created a warm and welcoming environment. Their knowledge and informative approach made us feel confident and well-guided throughout the entire process. Ryan's financial expertise ensured everything was seamless, while Aaron's professionalism and personable manner made us feel valued as customers. We left with not just a vehicle we love, but also the joy of knowing we made the right choice with South Oak. We would highly recommend Aaron Mathews and Ryan Ganser to anyone in the market for purchasing a vehicle—they truly set the standard for customer service and excellence.

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!

Everything went perfectly. The car ran smoothly, and I was very happy with the process. It was quick, easy, and completely hassle-free. Overall, a flawless experience. Highly satisfied..

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's

Had an amazing experience here at Sherman dodge with Jesse W, he listened to our wants and needs and made sure we got a great deal! Definitely going to send my friends and family here as well.

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.

Richard was extremely friendly and helpful in assisting me with questions I had regarding the many beautiful luxury sedans I had been inquiring about. He went above and beyond with his time, was very respectful and easy to talk to. For that I'm giving HIM 5 stars! He made us feel like family. It was an overall positive experience with him. Kudos to you Richard, you have a fantastic personality! :)

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.

I’m so grateful for Disa, she was very informative and knowledgeable in helping answer the questions I had regarding a vehicle I was interested in. Thank you so much Disa!

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 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 bought my second truck in 4 years from Bose. The first was a champ. It did all I asked of it and remained reliable the entire time I owned it. I needed more weight and tow capacity and ended up back at Bose. Same great experience as the first time. The sales staff was helpful, open and directly answered my questions. I never experienced any evasion from them or doubt that they are being truthful. Their assistance with financing was great. It's been three months and after a few maintenance stops and a new set of tires, I'm very happy with this truck. Understand you're buying used and plan accordingly. If you want perfect, buy new. Although that's no guarantee either. Good, solid vehicles at a decent price. I absolutely will return to Bose should I be in the market for another vehicle. Incidentally, the first truck is still in the family being a reliable hauler. Can't beat that!

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.

Quick communication and smooth process. Ov Perez was very professional, helpful salesman who made the sale a great experience.

Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating

Ovdio gracias si muy bien 100 percent awesome job 3 car there 5 m0re ovi

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 !

Our salesperson was Faye. She was laid back and not pushy. I really appreciate her patience with us. We gave her a price point and she helped us to reach it. I wish all sales people were as professional and personable as she is. We would definitely recommend her and your staff for our future needs.

Very good people easy to work with willing to work with you great customer service and fast not in there all day! I’ll be buying from here!!!

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 was in the market for a used rubicon wrangler, Sherman dodge had the vehicle I wanted. Upon my arrival I was greeted by Jesse W and from the time I arrived to the time I left in my new vehicle he was very attentive to my every need! I felt like I left with an amazing deal!

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.

It was great my brother and Samuel Jackson had a very good talk and understanding . Samuel Jackson has been the one I sent my cousin, nice and now my fiance. Keep up the good work Samuel

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

I had a great used car buying experience. Moe was responsive to emails and very helpful. Everyone was extremely friendly and I got a great deal. I would definitely recommend. I am so happy with my 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.

Great bunch of guys. Great to deal with. Great inventory. Wonderful place. Very knowledgeable. Great selection. Bought a very clean Range Rover Be back again.

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.

Honda on Grand makes car buying easy!! Tom K was wonderful to work with. I have bought two cars from him and would definitely go back to him. He listened to my concerns and addressed everything in such a friendly and courteous way. I would recommend this dealership to others.

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).