Used Jeep cars for sale near Plainfield, IN under $499,963

Josh, the Sales Manager, and Steve, the Sales Advisor, made this the most pleasant car-buying experience ive ever had.

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.

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.

This is my second time coming to this dealership for the express lane oil change and services. Paul has always been there and this man is the shining example of customer service. Polite, professional, communicates effectively, and goes out of his way to make sure you're taken care of! I highly recommend Tom O'Brien from ALL my experiences.

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 had a fantastic experience with Dreyer & Reinbold Mini in July 2025! The car is terrific - obviously. But we were also extremely pleased with the people. Presley Stewart did a fantastic job taking care of us as EV newbies and answering all our questions. And when there was additional follow-up paperwork, Todd Bourff went above and beyond to get the tedious work finished. We're very satisfied! Oh, they also graciously offered me a very face-saving value for my trade-in, which probably was only worth the gas in its tank.

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.

This is my 4th purchase with Fletcher Chrysler. After all this time, it wouldn't feel right going and buying from anywhere else! Tom Thompson is a class act. He's always willing to go above and beyond to make the buying experience a great one. I can honestly say that he has never disappointed me in all these years. As a repeat buyer, Fletcher Chrysler is the only dealership I would recommend to anyone looking for a hassle free car buying experience. James Armstrong also made the financial part of the purchase extremely fast and easy. It's true, everybody gets a great deal here!

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

Mark was always available and responsive always returned my phone calls and provided answers in a timely manner.

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

Fast and easy.Good folks to work with. Would recommend them to anyone. Will use them in the future

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.

Great service ! And very professional always enjoy my experience buying a car from these team !

Visibility and size are what I need. 4WD, clearance for snow. Rather tight interior, not suitable for more than two. Auto Park is very confusing. Not auto parallel Park. Car will stop while backing out of parking space, won't move if a somewhat complex procedure is not followed.

My experience was awesome. Unlimited Motors was very easy to deal with. The people there were so friendly and laid back I felt no pressure. I can recommend them without hesitation.

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.

Mr Hayes was very professional and courtesy and very helpful.Mr Hayes was helpful with the full vehicle buying process and gave me the information needed to purchase my vehicle.

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.

we were looking for a ‘22 bentley fying spur. they had this white one with only 5k miles with good service history. we were helped by Jennifer Im who assisted us all the way , from walking us by video, preparing all the necessary documents for the purchace and transporting out of state. we are waiting now for the car to arrive

Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!

I will start with, if you live in Indianapolis, Indiana area, and want a Mini, you have to stop in and buy one from Presley. She was one of the best sales people I have worked with. Strong handshake and a big smile. And she knows the cars very well and will work with you to find what you like and will ask you questions that will make you think of thing you did not realize you wanted in a car. I came in two days ago after leasing a car from another place that was a very very bad experience. I spoke to her about the car I was looking at and said I needed to wait until the end of November when my lease of the other car was complete. She said ok and let me test drive the Mini Countryman. Great Car by the way and super lux inside to me. After she asked me more about what was going on and after the conversation she said ok here is my card and give me a call when you are ready. I went home and by the time I got home she sent me a text and said that she was working out a deal for me to get out of my bad situation and in the car I wanted. So she worked it out where they made me a deal that I could not refuse. It was a great deal and today, after thinking it over for one day, I was like I am going to buy a Mini. She made it where I was able to get the car I wanted and get out of the other car and did not do the car salesperson trick where you think you are getting a deal and is not. I actually got the deal she stated I would get. I do not have that feeling I normally get after buying a car. That feeling of (what did I just do???). And the paperwork process was quick. Asked me some information and sent a link to a secure site to start the credit application and stuff before getting there. I have to say that I was very pleased overall with the process of getting the car. This would be the only time that I have purchased a car and did not leave with a headache.

Purchased as a retirement gift. Met or exceeded all my expectations. The 2021 Islander has the 4cylinder turbo engine and is smooth at all applications.

It was a very quick and easy process. All the staff involved were amazing. Thank you to Allan, Matt, and Levi! Lots of good people who have your best interest in mind. Would absolutely recommend!

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.

Out of state purchaser. The team there was friendly and easy to deal with when I bought my new F-150. They had everything there and waiting for me and they got me in and out quick! Great car buying experience!

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 had a good experience shopping and buying with Brad. I called ahead and the car I was interested in was ready to test drive. When I requested a time I could take it to my mechanic Brad was very accommodating. Fritz promptly fixed some broken sensors as agreed before the sale. Very satisfied.

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.

Val provided me with best service and I was inband out in a Jiffy. I am very exited about my new Jeep Grand Cherokee and the car is absolutely fabulous at the greatest deal possible.

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.

Lauren Hyatt contacted me right away the next morning to arrange a test drive for the bmw 7 series i was interested in. she assured me we could do everything remotely.

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.

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.

Excellent service highly recommend Selective motors was very nice and the staff been so much helpful

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 had a great experience and everyone with me was transparent and made a point to be honest with me.

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