Used Jeep Grand Cherokee for sale near Whiteland, IN under $499,992

I got my second car here, and I love it. Several years ago I bought my first Corolla at this place. Last week I exchanged it with a bigger one, dark blue BMW5. My buying experience went on smoothly and easily. Addison helped me from the moment I called the dealer center to find the right car till I draw out in the one I found optimal in price, look, and just like new condition. Thanks to the trade-in, it was quite affordable. And the paperwork was done by the dealership. Overall, it was really helpful.

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.

Service dept was great. Service dept was great, service dept was great, service dept was great.

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 purchased my auto from Indy Auto Man company and wish to share my feedback. Dealing with the car exchange, financial issues, approval, and paperwork had me feeling a bit on edge. But Tyler walked me through the process, and Austin assisted with the financial part. I definitely recommend this place If you are looking for a dealer that understands your needs. I couldn't be happier with my navy blue Jeep Wagoner thanks to the entire team. I want to give a special thank you to Rhianna for making me feel at ease as soon as I walked into the dealership.

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

Vic took his time with us, did not rush, and had an answer for all of the questions we, my dad and I, had. He was patient and understand my needs. He did not try to pressure or convince us into buying anything. But I fell in love with the red Audi A4 2018. I was in and out in no time and the paperwork process was swift and simple. I couldn’t be happier.

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.

Thanks Jason, Sam, Steve, and Jerica for your professionalism, warm welcome, hospitality, and superior customer care! The deal was fair, the purchasing process was easy, and my daughter has reliable wheels! Blessings to you all!

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.

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.

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.

Extremely professional and helpful. Smooth process. From the beginning of our journey, until we bought our car, everyone we talked to was extremely knowledgeable. All of the options on our new trax was explained in detail. Perfect buying experience.

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.

They were ok but they sold the 2005 Chevrolet Trailblazer EXT before I could go to them and look at it and take it on a tast drive and Talk about financing

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.

From start to finish, the service we received was nothing short of outstanding. Joe provided an unbelievable level of hospitality and professionalism. His communication throughout the process was clear, timely, and reassuring, which made everything run smoothly. It was evident that he genuinely cared about our experience, and his efforts went well beyond what we expected. Joe is truly an asset to the company and someone who reflects the very best of its values. We concluded our service with Fredo, who carried that same level of excellence forward. He showed genuine concern for our needs and extended the same warmth and hospitality that Joe had provided from the beginning. The consistency between them made the entire process seamless and left us with complete confidence in the company. Both Joe and Fredo turned what could have been a routine experience into something remarkable, and we are sincerely grateful for their care and dedication.

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.

Great to deal with! They made the car buying process very easy. Would highly recommend them when purchasing a vehicle in the Indy area.

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!

Bought my 2021 Rogue platinum from Cayden. He definitely helped me pick out the right kind of car I was looking for in a Vehicle. It’s really to bad that I could only give him a 5 star rating. He honestly deserves a 100% rating. He was AWESOME!!!!

Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service

Done in a timely matter, I hit a pothole my tire went flat they got me in without an appointment I am thankful for that

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 dealing with Fletcher Chrysler Dodge Jeep for the past several years. All their staff are professionals; courteous, personable and helpful. I have dealt with Mr. Dick Giles, Sales Consultant in the Used Vehicle department, and highly recommend him to anyone looking for that ideal pre-owned vehicle. Give Dick the particulars, and he'll find what you want at a price that will be hard to beat.

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!

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.

Salesperson was very helpful and knowledgeable. Gave me the information I requested and answered all my questions.

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).

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.

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

Tyler and all staff are professional and friendly and knowledgeable about their business. I recommend Ray Skillman dealerships for any car needs. This is my first dealing at Skillman Hyundai but it was a great experience!

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.

I have been going to the west side Ray Skillman service center for over 5 years and my experience has been GREAT!! I will be purchasing another car from this Ray Skillman and their awesome service center team will be servicing that car as well!!

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.