Used Jeep cars for sale near Midway, KY under $50,000

Great experience. Didn't take long to complete the process. Jaden was an awesome salesman.

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.

It was great. Only took about 30 minutes. I took my suv in for routine maintenance check and they did a great job. Pretty efficient all around.

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

no concerns with experience that day. the restroom was clean - the waiting area was clean, large, allowing me to get work done while waiting. friendly - professional staff will use service there again

Bought my used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.

Buying a vehicle online can be a bit nerve-wracking, but Dan Cummins made the entire process smooth, transparent, and surprisingly personal. I purchased my Jeep entirely over the internet, and from start to finish, the team was fantastic. They were honest, responsive, and incredibly kind throughout the entire experience. Every question I had was answered quickly and clearly, and they never made me feel like just another transaction. What really impressed me was how much care and attention they put into every detail—photos, descriptions, paperwork, and delivery were all handled with professionalism and integrity. Even from hundreds of miles away, I felt completely confident that I was in good hands. It's rare to find a dealership that combines online convenience with genuine human connection, but Dan Cummins nailed it. They went above and beyond to make sure I was comfortable and happy with my purchase—and I absolutely am. If you're considering buying a car online, you won't find a more honest and caring team than the folks at Dan Cummins. Highly recommended. Wayne.

I got my Jeep with 140K miles on it , the Motor was Rebuilt at 110K miles , lately , I have to put it in Neutral when coming to a Stop Light and it shook violently ,,, what does this mean ?? / Transmission ?

Matt and Hunter at Carmax really made this the best experience for me. Matt worked with me through phone and email up until the day I went in. He was very informative and assisted me through the entire process. Hunter was the salesman I worked with when I went in. He was accommodating and polite. I didn't feel the "pressure" of a sales man at all. And he was very professional. I will recommend this dealer to anyone I know looking to buy a vehicle.

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.

Dre is awesome, I am still in process of buying but so far so good. Just waiting on some stuff to finish my deal. Love the 2023 Nissan Rogue.

i have a 2017 wrangler unlimited sport with a 6 speed ..at 18 000 miles they had to drop the tranny ..now at 49 000 they will need to do it again and its pissing me off. Plastic parts in a tranny is stupid . And a reverse gear too pointy and too thin ..Seriously ? You know its an issue and still no recall?

My salesman Isaiah was great. Him and Josh got me in the truck I wanted. Sale was great and professional.

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.

EVERYONE WAS VERY HELPFULL AND WILLING TO HELP WITH ANTHING THAT WE NEEDED TO GET DONE .

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 recently rented a van for a night out with friends, and I couldn’t be more impressed with the service I received from both Tim Short Autoplaza and Josh Fite who helped me out. From the moment I walked in, the staff were welcoming, professional, and clearly committed to making sure I had a smooth experience. A special shoutout to Josh Fite – he was incredibly helpful, friendly, and went out of his way to make sure everything was taken care of. The booking process was quick and straightforward, and he answered all my questions without any pressure or upselling. The van itself was clean, well-maintained, and super comfortable — perfect for our group night out. It ran smoothly and had more than enough space for everyone and their gear. Everything worked perfectly, and returning it the next day was hassle-free. Highly recommend this dealership if you're looking for a reliable rental and excellent customer service. Thanks again to the team and especially Josh Fite for making it so easy!

Very fun car We can’t wait to go have fun with it driving in the mud in the woods and trail riding it will be a fun vehicle to make many memories

Went there today with my wife to buy our daughter a good reliable car. Justin Furnish was very professional and took the time to answer all of our many questions. Got us in a great car. Will definitely be going back for future purchases.

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.

Talked to Stephanie on the phone and through text. She was able to give me all the info I needed and was very friendly. Called a few days later to pay the shipping fee up front to order my new truck.

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.

The team at Don Franklin was very professional and very helpful. Noah Roe was our first contact and was so friendly and Knowledgeable that helped make our decision

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 !

Duwayne Taylor was awesome ! My family drove down from Chicago in order to purchase a nice, used vehicle and Duwayne was there from beginning to the end ! Cordial, pacient, and very helpful. 8/12/19 purchase date.

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.

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 have purchased or leased Infiniti vehicles from 3 different states over the past 25 years. The service provided by Infiniti of Lexington puts the others to shame. Jim, Dan, Joe & the people at Infiniti of Lexington "Get it". Customer service really matters.

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

Was extremely Helpful with Our Car buying Experience. Work to get us in the right car for our needs

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!

I was interested in an used vehicle and spoke with Landon, he was precise, knowledgeable and stated if this car was not a fit, he would help me get into another one. Awesome customer service 👏🏿.

This is my 3rd Jeep and everyday driver. My husband bought her for me because he knew I wanted another Wrangler again. We live in Colorado, and go off-roading in the mountains; she amazes me every time! She handles in-town and highway driving great, too. I have customized her (bulbar, angry eyes grille, lift kit, etc..), which is all part of the fun!

I got a fair deal with no drama, for a car I liked and was searching for. I had some requests / concerns and the dealership satisfied them. The Finance guy wasn't pushy with the add-ons. Constructive criticism: attention to details is key in a sales transaction--the customer needs should be anticipated, and vehicle issues should be addressed before any customer comes to test drive the car. It's good that everything is taken care of but the customer ideally would not even need to ask.

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 easiest auto purchase I've ever made! Tom was GREAT to work with and I would recommend them to anyone!!! Nice clean facility and friendly.

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.

What a great experience at O?Brien Ford. Thank you Chuck Logsdon for a quick and seamless purchase. A great courteous staff. Highly recommend making your next purchase at O?Brien Ford?I know I will!

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.