Used Jeep cars for sale near Winfield, IN under $30,000

My service advisor Lili Avina was amazing. She kept me updated on my vehicle the entire time it was in service. For every issue I’ve ever had she’s always has a solution! Definitely recommend her and will go to her for all of my vehicle needs.

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.

They were excellent!! Quick and easy and very knowledgeable. Traveled two hours and it was worth the drive

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.

I want to humbly thank Mario and Neville for their friendliness and professionalism. I wasn't able to purchase a vehicle but the dealership was clean and all working there were very professional. Thank you, thank you.

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.

Eric Pickett help my daughter get her first brand new 2025 Chevy Trax. He worked with her budget and she drove away grinning ear to ear.

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 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.

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 took my Audi in for an oil change, and the service I received was phenomenal! Blake McCarty went above to assure I had a great experience. Once my vehicle was done he walked me out and opened the door for me. Now that's top notch service. Thank you Blake for the best customer service ever! Keep up the good work.

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.

5 stars – Honest, efficient, and the reason I came back This was my second time working with Josh Hendrix, and I specifically came back because of how straightforward he is. We were buying a car for my daughter, and I appreciated that Josh didn’t push, didn’t upsell, and didn’t waste our time. He gave us a fair offer from the start and made the process easy. After dealing with salespeople at other dealerships who overtalk or dodge questions, Josh is someone I trust. If you’re buying a car, especially for family, he’s the one to work with.

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.

I could not get a decent car any were CarMax put me back into the drivers seat i will recommend CarMax to anyone Andrea and his team in Tinley Park are truly number one in car sales . Marcel Potvin.

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.

Cheyenne Fontanez is the best! This process started back in March of 2025 when I was gone for the winter and she stayed in contact with me until we got a deal done on 10/8! It was a seamless process and I couldn’t be happier!

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.

This is my 3 Rd Mazda that I have purchased. Hayden was excellent he was very nice and took the time to explain everything to me!

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).

Brought my car in for an oil change, the service rep came and got me for the tech could show me an issue he found on the car. Susan, the service rep, helped me out with my warranty and getting parts for repairs.

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 one of the best experiences with this dealership, I recommend it 100% . I drove one hour and half , but it’s was worth the trip

We bought this car for our daughter. Elvis could not have been any better. He was so patient with us and I would recommend anyone looking for a vehicle to go see Elvis. He was a rock star. I was in the car business for 30 years and he exceeded our expectations of how we wanted to be treated. Five Star Dealership and sales person.

Excellent experience at DriveTime everybody was top-notch it also I sales guy Brian Johnson thanks very much yes I would recommend this place to anybody but like I said top-notch people go there enjoy

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!

Just purchased our third vehicle from Fieldhouse. Every experience has been too notch, no pressure. Dennis took great care of us and made the whole experience painless and quick. Anytime we need a vehicle Demotte is where we will be heading

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

Was ok . just couldnt find what was in my budget . needed something for around 1500 cash without a lot of major issues. Since my credit needs help getting cleared up and the fact im not working i wouldnt be able to afford payments

Great vehicle. mine is a soft top and the noise was expected Have to be aware of oil leak at the oil cooler. Chrysler uses a plastic material that over time will warp and not seal. The after market ones are aluminum and since you have to remove to of intake, the coils and spark plugs are accessible as well on the drivers side. Other than that it is awesome

I had a very enjoyable experience. Brad Siemsen greeted me in a friendly manner. Then, thank you to Kevin Dralle for making the the rest of my visit go very smoothly. He was concerned that I understood the process of having my vehicle appraised and presented me with a fair offer, which I accepted. He assured me that he would be there in the future for any further questions or concerns I may have. Thank you!

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.

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

I've looked at several cars here in the last few years and they are always very good, clean well maintained cars. John S is easy to work with, honest and is a no-pressure salesman. I recently bought a 2012 Chevy Malibu and am very happy with the deal I got and with the car. There was a small issue about a week later and they took care of it - no problem. They entire experience was excellent. On the day of delivery he had all the paperwork done before I arrived and I was there less than 10 minutes. I will definitely go back for my next used car.

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.

As a person who has bought many cars from many dealers in many states, I can tell you this experience was quite the opposite! I saw a few reviews and decided to stop in. Brandin met us in the lot; he was very polite and he sure TALKED THE TALK what a sales guy! :) I mentioned I had several cars to look at from a few different dealers...he kept my attention and he WALKED THE WALK! Not only did he do what he said he could he BEAT MY BUDGET pricing and came in 20.00 under my comfortable payment & all in 3-hours I will buy from them again

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