Used Jeep Cherokee for sale near Random Lake, WI under $100,000

Gary Smith was wonderful to work with and very knowledgeable about my vehicle. I will be recommending and using his services in the future. The staff at Russ Darrow made car buying easy!

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.

I had a great experience at Sheboygan Chrysler Jeep Ram when shopping for a new truck. I had planned to shop multiple dealers, but right from the start Sean really listened and worked hard to understand what he could do to help me and followed through. Additionally I got a fair price for my trade so I was happy to work through the process at Sheboygan. I highly recommend this dealership.

Go with the 3.2 V 6 it has plenty of power. The Auto engine stop/start is terrible even if it does save gas it is too jerky

The service staff is always so great to work with. They reach out to me when they have recommendations for repairs and always explain. Gerry is especially helpful. He goes out of his way to contact me or leave a voicemail. He is so kind. I am very grateful for his help! Thank you!

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.

Nice buying experience. Wonderful salesman . Got my car I wanted. Would recommend this Russ Darrow Dealership for anyone wanting a nice vehicle. Very nice car !!!

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

Great experience. Quick, thorough, no BS, No pressure. Salesman (Bryan) did a great job explaining and answering questions and even though the place was busy, my time was valued and everything moved efficiently. .

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.

Our salesman Ralph was efficient, professional and friendly

I like this car a lot. I gave up a lot of interior space when I traded in my Journey for the Cherokee and the ride is not quite as smooth along with less gas milage but every other way it is far superior. Love the 4x4 and how it handles in snow. The interior design is very nice as is the exterior design. More sleek. It is still a nice comfortable ride, especially on the highway. It is much more reliable than my last car. The seat and steering wheel warmers are an extremely nice touch. Yea, I like the Jeep Cherokee very much.

Recently purchased a 2018 Grand Caravan, it was an excellent experience dealing with Billy Strolzmann and every one everyone connected with the deal. I highly recommend this dealership.

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.

Excellent Sales Consultant - Gabriel Dykema. Worked with me for over 5 months to find the right car for my spouse and we couldn’t be happier. This was our second purchase for this location mainly due to the sales support and service (Roger) that they provide.

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

Awesome customer service! Fair prices, clear and precise information. Done exactly as informed. Very satisfied always. I've uses! them many times. Always happy. Great

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.

Your Salesman, Adam L., Was extremely helpful and very courteous. No ' high- pressure ' situations at all. I appreciate this a lot: I wasn't totally sure at the time that I would be buying a vehicle, myself dealing with a lot of personal issues.Adam seemed to understand and was very kind.I surely would send friends, etc to visit him at your Dealership.I do like working with local Companies, as much as possible. Overall, a very pleasant experience!!

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

Great service. Straightforward and easy process. Would highly recommend to anyone. Will buy again here.

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 leased a new 2024 Chevy Silverado May of 2024. On November 27th 2024 the transmission went out with only 7100 miles. The service department @ EVS Chevrolet/Cadillac in Saukville, Wi picked up the vehicle and diagnosed the problem and ordered parts from GM. Parts were very difficult to get as they were on backorder. Randy Schuller (service advisor) stayed in touch each week that went by, and I finally got my truck back on February 25th, 2025. Hats off to the entire service team as well as the General manager of the dealership. I highly recommend this dealer and their 5-star service department to anyone looking for a new or used 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.

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!!!

I was terrified when I found out my car wouldn’t last much longer. I still owed money on it. Robert and Zack set my mind at ease. They found me a brand new car and stuck to my budget for what I could afford for payments. Robert even brought a car to my work so I could test drive it on my break. Rob made this experience easy and fun! Thanks so much for all you did to make this work!

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.

Only dealership in milwaukee that had the car i was looking for and was patient enough with me to ensure i pulled off in the vehicle of my choice. as a first time buyer, i was very satisfied with their service.

Came out of a Ford Fusion due to lease ending. Getting older, past 70 yearsof age, and my wife thought I would benefit from an suv with a higher seating position for entry and egress. My wife had a Grand Cherokee for 16 years and loved it. I drove it many times and enjoyed the versatility of an suv. Love my ‘21 Cherokee. The right size, great styling and image too. Power beaucoup with the V-6 engine and averaged 30 + mpg on road trip to Arizona and back. Interior is nicely appointed, the leather seating is good quality and comfortable. The Jeep handles well at all speeds and I feel safe and confident behind the wheel.

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.

Ordered new , love it so far , I went with the 2.0 turbo , far more responsive than expected , this coming from a life long V-8 driver . Went with the Lattude Lux model , came with many standard feature & we added everything else on the option list , the sun & sound package with the panoramic sunroof and this premium Alpine sound system is awesome . Just wish they would offer more interior colors , had money added in the deal so we could install a differnet color Katzkin leather interior

Needed a vehicle on short notice. Worked with Jim and he very accomodating and responsive. Any little glitch that would potentially arise was addressed immediately and resourcefully. His Mgr Dustin was very supportive along the process as well. Mariah who did the financing was very professional easy to work with. I had no experience with Hyunda which made me slightly nervous. However, their collective effort made the entire process efficient and seamless. I can honestly say (for the first time)would purchase from this dealer again.

Peyton was friendly and quick to help me pick out the car I came to look at. They worked quickly to make a deal and address all concerns we had.

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.

Robert Johnson the salesman is a very nice and informative. Easy going and No pressure sales pitch. Very Nice place to deal with. Thanks Kurt

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. .

Bought a pre-owned Chevy Volt from this dealership. Excellent experience, great people! No unreasonable pressure to buy add-ons, once I said "no thanks" to paint and interior protections, we moved on. Great experience overall, highly recommended.

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!!!