Used Jeep Cherokee for sale near Deerfield, WI

We have been doing business with Frank Boucher since 2016 and we are always treated with kindness and respect. They have always met our needs for us and our family, as well as, quick service. Not to mention their excellent customer service and support. The only place we purchase or trade in our cars. Highly recommended so stop in and check them out!

  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.

Fastest, smoothest buying process I ever experienced. They were even incredibly professional when I declined their warranties, most places act like idiots when you decline their add ons. Highly recomended dealership with no xx, just great people.

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.

Very easy to work with and I had a good test drive. Salesman Bob was very helpful.

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 purchased a 2025 Mazda cx70 with the help of Kenneth at Boucher. He wasn’t pushy and actually made the whole car buying process a little less terrible! The manager was also willing to work with me on numbers to suit my budget. If you’re in need of a Mazda, ask for Kenneth!

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.

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 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.

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.

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!!!

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

I have bought several vehicles from Kunes Stoughton. Each experience keeps getting better and better. Everyone in the store is friendly, never pushy or all about the sale. They treat you like they’ve known you forever! Just traded in my vehicle for a new one and it was the best experience yet. Thank you to everyone at Kunes!

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.

Great doing business with Stef , would do business with him in the future. Thanks Stef

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. .

Very responsive about the questions I had on the car Michael, Michelle, Tara all very helpful

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

Good follow up even though they sold the car I was looking at the day I was going to drive over.

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!!!

Robert delivered great service and I appreciated that they were able to transfer the vehicle to the Stoughton location for easier pick up.

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.

My husband and I bought 4 cars from Marcin and Skyline Automotive. Marcin is honest and easy to work with-great communication and allows you to look at inventory at your leisure. We would highly recommend buying a used car at Skyline and will be back again.

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

stopped in to look at a couple of the lower priced vehicles, don’t have enough saved just yet but andy and kaytlynne were so helpful and the cars were really good priced. will be back!

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 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!

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.

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.

This was a fabulous experience. I now have a new dealership and a new set of car guys! Thank you for getting me setup with my new Silverado!

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.

Craig was very responsive via email. Car was owned by his aunt who didn't drive the car too much. 6 year old car with less than 50K miles. Car was in awesome condition with new brakes all around. We were in and out in less than an hour. It was a very good experience.

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 !

Aiden was wonderful. I already knew what car I wanted and did most of the transaction over the phone. He got the car and I drove an hour to get it. I was never pressured for add one. I also got what i wanted for my car. No back and forth haggling!

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.

Tim was great to deal with from start to finish, definitely going to see him again for my next car

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