Used Jeep Cherokee for sale near Oconomowoc Lake, WI under $20,000

i did my homework prior to our recent purchase of a low mileage used Mercedes. One of my primary information sources was Cars.Com. and the other was Car Max. We visited the Kenosha Car Max and found everyone we had contact with to be professional and informative. We ultimately bought a car from a Mercedes dealer but did sell our trade to Car Max Waukesha. The experience was handled quickly and pleasantly. I would definitely recommend Car Max and their staff.

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

The Lot was clean and presentable, there was plenty of info displayed on each vehicle. We weren’t pressured to buy anything, Gary was very helpful and gave us the space to make my own decision. Once I decided, they made sure the total price was in my price range, and made the final paperwork a breeze to get through. Even though it was a As Is sale, they made sure I had options for after if I had any concerns. Thank you Gary for making it an easy decision and a quick process.

Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!

Very helpful Not pushy Great car buying experience Very impressed overall and has recommended the dealership to friends

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

I had an awesome experience at this dealership. Everyone I dealt with was very friendly and helpful. There was no need to haggle over pricing, they were upfront and fair in not only the cost of the vehicle I purchased but the trade in I had was priced more then fair. I live in Milwaukee and it was well worth the trip to Waukesha!!!

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

My email correspondence left a lot to be desired when the manager blatantly told me that the car I was looking at was not possible in my price range and did not even send over any alternates, just stopped communicating. I decided to take a chance and still test drive the car I wanted and Meagan was a great sales person. She did additional research on the car and was not pushy but very thorough. Luckily Chad was the manager on staff the day we came and he made the deal happen Rich said was not possible. The buying process was the quickest I have ever experienced and we didn't have to spend half a day waiting in the dealership. Overall I am happy with our purchase and sales experience but the initial disappointment is still a factor.

Great SUV...BOUGHT in 2017...good on gas penalty of zip with V6 engine. The start stop stop working last year and found out why.I needed a new battery as went dead this year...now start stop feature works 100 percent. Have low milage 30000 miles or 50000 kms here in Canada. .

Friendly and accommodating. Our salesman was Jeff Schultz and he was helpful and answered our questions. The car had been cleaned up great and what needed fixing was done. Our first purchase of a used car and it was 5 star!!

I have just bought this used Cherokee. 70,000 miles I Like it a lot so far. Except I am having a little trouble with my blind spots. Not used to being so low compared to my Ranger Truck. I have a good upgrade. Pretty good milage. Everybody says I got a good deal and so far so good. Drives very nice.

Great knowledge of the car and very helpful getting it financed Very caring people to work with

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

I recently purchased a car at Kayser and had the good fortune to have Scott Bornick as my salesman. Scott was great throughout the whole experience. Professional and knowledgeable, he made the whole process seamless. This was my first purchase at this dealership and I highly recommend them!

I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.

I had the pleasure of interacting with Adam Oswald recently. Though we couldn't come to an agreement on a purchase, I found him to be of very high integrity. I would like to recommend him to anybody who would be in the market for a new vehicle.

the car is largest enough to haul baseball equipment around, yet easy parking and handling. i like the interior and the room. the seats are very comfortable

Joe was awesome about taking and sending videos of the brand new Grand Wagoneer that they got on the lot before photos were even available online. We stayed in close correspondence and in less than a week, we called the new vehicle "ours." We had a. great experience with Joe and the team at Russ Darrow West Bend.

I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.

I have bought two cars from Legacy within the last year, & if at all possible, I will continue to make all my vehicle purchases through them. Buying a vehicle can be a stressful process, & both my experiences with them have been quite the opposite! No pressure, extremely knowledgeable, helpful, & the best customer service! The owner Jay, & the rest of Legacy’s staff are top notch! I highly recommend checking them out if you are in the market to buy a vehicle! Thank you Legacy Auto Sales!

Would recommend this vehicle. Overall very good value and has proven very reliable. Sorry to hear it is being discontinued Jeep had a winner and what I thought was a great tweeter between the Compass and Grand Cherokee.

Lynch and their entire team is amazing. It is very clear that some people here (and on other sites) are more worried about trolling other people / people’s businesses than they are worried about themselves. If you actually understand that dealers have to make a little money to stay in business, then all is well. If you are one of the miserable “whiny” customers out there then just work on it yourself or buy it on-line!

The vehicle is perfect for me....This is my second time buying a car through Music City Autoplex and each time I have driven away completely satisfied. David Beasley has made the purchasing process seamless and smooth. There was no gimmick or trickery like most dealerships...just pure honesty and me driving away knowing that I got a great deal. I bought this red Equinox a year ago with David's assistance and this Jeep, Chocolate, two days ago, again with David's assistance. Many places prey on woman purchasers and try to force us into deals that will hurt us in the long run. Not Music City Autoplex. If you are looking for a great deal and good people to help you purchase your dream car....stop by and ask for David...let him know that me and Chocolate are getting along just fine. Happy Shopping!!!

We purchased a new 2023 Dodge Charger. We were not from the Milwaukee suburban area but found the model and features we wanted which were not available at out local dealers for the time we were purchasing. The sales, delivery and finance staff were very helpful and considerate. We had not purchased a vehicle in some time and expected to be pressured to lease and purchase numerous extended care packages as part of the purchase. We purchased the vehicle outright with savings we had planned for and the trade value of our previous vehicle. The available extended care options were explained to us and we were free to choose none or only those which made sense for our needs. We have not used the dealer service as the car is new and we are from outside the area but the purchase went smoothly.

Great gas mileage an very comfortable car. Love the different gears to shift to for us snow. Very reliable only thing for service oil changes

Ayinde Garry is genuine and passionate about customer satisfaction. He’s very knowledgeable and professional. I would refer him to many others because he’s really detailed when explaining each question that’s asked without being misleading.

Love everything about the car the color the room in the interior the pick up the ride and the options are just excellent I am so excited to be able to take a road trip soon

Nice and clean vehicles and it was quick and easy and the workers were very friendly

I have a red 2017 Jeep Cherokee that I bought used, and I love it. I live in the blue ridge mountains of Virginia and this car has been able to deal with everything i've thrown at it. Deep snow, muddy trails, icy roads... You name it. I have the V6 and I can hook up a heavy uHaul trailer and go up and down all the mountains with it. My wife even hit a deer in this car... It obviously had to go to the repair shop, but my wife was safe. The only thing that bothers me a little is that you can't slam on the brakes and throw it in reverse... You need to stop completely, take two seconds and then put it in reverse.

The Jeep Cherokee is engineered for lasting a long time, my last Jeep had about 200,000 miles on it. Performance is dismal at times, when you need power wait a while. The gas mileage and ride, and the fact that it powers through snow do make it great for the Nevada winter.

My experience was good. Thank you Martaun Woodley, for having an attentive ear doing the process. Ayinde “Indy” Garry, thank you for explaining and keeping the buying experience comfortable. A team that work together finish together. Great job!

We purchased the same night a wrangler sport JLU 3.6 manual trans and this Cherokee Limited with the same engine and the 9-speed automatic. And oh boy, these cars were completely different despite having the same 3.6 Pentastar engine. Launching the Wrangler was never an issue. Launching the Cherokee and even more reaccelerating was truly painful and required a lot of preparation. Sometimes, the transmission would take few seconds before downshifting making the throttle response slow at best. Other than that, the car proved to be reliable and was extremely silent and very well equipped. I would recommend that car as a commuter for someone who is not seeking any driving fun. For families who enjoy long trips, there are better and more responsive options out there.

I bought a car from Pete Espinoza. And I had a great experience there at that dealership. He was so patient and kind and moved things right along. I would definitely buy another car from him.

I love my jeep. But my biggest issue is if you live somewhere where it get cold and you don't have somewhere to park it like a garage, be warned it might not let you drive it no matter how long you let it warm up. I have had this for almost 2 years now and both winters I have had trouble with the dashboard lights coming on. Lights like collusion lights, engine, and airbag. The problem is when all these lights come on, it shuts the car off and refused to left you move or change shifts. I will admit the first time it happen, I accidently left my phone charger plug in over night. I have now made sure everything is unplug and off before I leave my jeep. But every time since, when the weather get cold and it still had this issue. I have reported this to the dealer ship I got my jeep from but they say it just the battery volt being low from the cold. But I need my vehicle to work due to my job being one where I work all years including holidays.

We bought a Toyota Sequoia and noticed a couple of things that were a little off like the mirror the motor was out. They also did an inspection and found the back window did not go down so they ordered all the parts right away. Customer service is excellent! We worked with Jairo and is always willing to answer our questions at anytime taking our worries away. I work in sales and can see the Hussle they put in.

This car met our expectations as far as looks, good gas mileage, comfort and reliability. It performs well in town and on the road. Excellent choice on our part!!!

Brian was pleasant, not what I was expecting. The whole process was fine. I did not buy a car off of the lot, but if the right one showed up I would consider it.

I have had mine for 7 years full time business , now has 118k miles on it.. and paid off. it has worked great and still operating. I got the service contract and the dealer has been great, exceeded the expectations in all areas. All the dealers I spoken with have been very supportive. Well worth having this jeep. I would buy one again.