Used Jeep Cherokee for sale near New Glarus, WI under $20,000

Overall experience was o.k., we bought a $60k nearly new car, and had it shipped, the car arrived on the transport with less than 1/8 tank of fuel which we thought was a little crappy, the interior was dirty and had scrapes on the kick panels even after we specifically asked about that area over the phone.

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.

Went there to test drive a car and after it was done I didn’t get the full court press. It was awesome. I would definitely recommend!

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.

I worked with Trevor on buying my Ford Escape EV Hybrid and it was so easy. He was so patient with me and answered all of my questions! I would highly suggest buying at Middleton Ford. They also have a fantastic work dog that is so sweet:)

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!!!

Great service! Worked with Marco, he was very helpful and all the staff was great as well.

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. .

Brian stayed in touch with me, eager to meet with me and help in any way. He showed me the cars I was focused on and didn't try to steer me in another direction. A very nice experience. Haven't completed the sale. Probably going somewhere else.

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

We worked with Kyle on our purchase, very knowledgeable, and we ended up getting the car that we wanted at a fair price. Met many of the staff, all very friendly. The only improvement opportunity, was the process took a long time. They seemed to be very busy, and somewhat understaffed, so they were dong their best, but it made for about a 7 hour event over two days. RB

I drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !

Excellent service. Knowledgeable and friendly. Great staff. Provided hands free return of vehicle within 2 hours of service. Hometown folks serving hometown folks!!! I will keep returning every time.

A few years ago I bought a 2014 Jeep Cherokee Latitude, at the time it had 24,000 miles. Today it has 68,000, at the time it was a really good upgrade from my last vehicle, a 2005 Dodge Grand Caravan. I loved the comfortable cloth seats, the V6 engine had tons of power for commuting and good gas mileage (I've gotten over 30 on the highway). After 5 years of owning my Cherokee it has never let me down, it has only gone into the shop for a CV Axle, which Chrylser had paid for most of, and tires. Now that my Jeep is going on 7 years old, I'm in the market for another car, I've not even considered anything other than a 2021 Jeep Cherokee, especially because I am considering leasing and lease deals are awesome with Jeep / Chysler.

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.

I have been buying vehicle here for the last 10 years. Excellent sales staff, and a great service department.

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car

Professional and easy to work with. They made the process easy to help get me in the vehicle I was looking for. Would recommend them to anyone.

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.

Marko Baxter was an amazing resource in helping us purchase our 2020 sprinter van. We are located in California and placed a lot of trust in the dealership, considering we bought the van site unseen. He was extremely responsive and assured us of the process. Julie Budwig expedited the paperwork and helped with getting finances arranged. The shipping company Marko recommended got the van to us in under two days. When the van arrived we were very pleased. There were a couple minor issues that needed repair and both Marko and Aaron Pfeifer in the service department worked with us and our dealership in California. We are so pleasantly surprised with how smooth of a process this was and how professional and trustworthy the people at Zimbrick are. Makes us want to move to Wisconsin (or at least visit)!

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 drove from Brown Deer Wisconsin and just bought a 2019 Lincoln MKC Premier suv and I have to say that the sales person Mr. Alfred Hall was Amazing. He not only sold me a loaded and clean MKC he wanted to make sure that I downloaded the Lincoln App and showed me all the Great Features that this car had to offer me. I was sold when he told me it had remote start but I had no idea the many fantastic features that I didn't know existed, he pointed them out. He made sure I was okay with the figures on my contract as well as he placed my new license plates on the car. I know without a doubt that I could Not get that type of service anywhere else accept with Mr. Hall. And I must say the facility is bright and cheery and an inviting place to speak to someone about purchasing a car.

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

Eric did a fantastic job. The entire team made sure everything went very smoothly. I would buy a car from them again. I am from out of state but if I lived closer I would bring my care to them if it needed service as well.

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.

They always treat you like an honored guest. They know my vehicles history and any recalls are taken care of while the oil is changed. And a wash is given with every service!

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

I had an amazing experience searching for my new car! This Carmax has great customer service and salesmen!

About a month, so far so good. Bought warranty. The interior is NICE and honestly I fell in love with it on the first drive. Drives REALLY NICE. Has a lot of options that cost a lot of $$ on other brands. Feel like it’s a solid vehicle. Coming from VW it seems like you get A LOT for your money.

Amazing customer service from this dealer. Highly recommend. The dealer showed a high expertise and helped a lot with all the paper work and bureaucracy

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.

This was my second time purchasing a vehicle through Carmax. My first time, three years ago, was for myself purchasing and exact vehicle I wanted. I called ahead, was able to work through what I wanted, and re-directed to another location that had the exact vehicle I was looking for. No hassling about buying something from their specific location. Great customer service, the car was in excellent condition (as confirmed by the Volvo dealership I had it serviced at subsequently). I still have and love that car. My most recent experience was at Carmax in Madison, WI. I have been searching for a well-maintained used vehicle for my newly-licensed teen. With the used car market spiking, I've been monitoring my searches for months. The perfect vehicle (with everything both my teen wanted and I required from a safety perspective) popped up in New York. For a reasonable fee they were able to put the vehicle on hold and transfer it to my local dealership in WI. I was able to do the financing over the phone in advance of the vehicle's arrival. Once it arrived, I was notified and an appointment set to test drive. The car was exactly as described, in good condition and no hassling or negotiations needed. The prices are reasonable based on current market conditions with a set margin built in. The financing is a little on the high side, but they provide a 3 day window to bring in a check from your own lender so it makes it easy to balance the rate vs convenience (and GAP coverage). I had one issue with the vehicle after getting it home. I contacted the dealership and it was addressed within a half hour. I am absolutely happy with both my experiences at Carmax and would (and have) recommend them for your next vehicle.

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.

Friendly, professional staff, as usual. Wait time was as promised. Waiting area was clean and quiet with proper mask etiquette. Good cookies and coffee. Successful visit.

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.

We've been customers of Dearth GMC for over 30 years, great sales and service team. We will continue to keep coming to Dearth for our vehicle needs.

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 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.