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

Easiest experience I’ve had buying a car. Definitely would recommend to buy from them.

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 have bought 44 cars from 10 different dealers. Janesville Nissan is #1. The whole team - salesman Scott, service manager, financial guy, internet support, everyone! Scott even picked me up at home to go get the car....

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.

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.

I have been buying cars with Jamil and Kunes for the past five years now. They always treat me with respect and better than any other dealership I have been to. Will keep coming here

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

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.

Good Guys, Good Truck, Good deal. 5 stars! I came in from Brookfield and everything was as described. thanks for everything!

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

The difference between Skyline and larger dealerships is like night and day. After getting the run around with Madison Dealers I was lucky to find Skyline and Martin. I arrived and drove 2 cars, picked 1,a 2008 Acura TSX went into the shop and paperwork for taxes, registrations etc. was done at no cost. I gave Martin a check and drove home. Now 4 months later I have had zero issues with the Acura TSX and am extremely happy to have found Skyline. I recommend Skyline to anyone who wants a good, reasonably priced car, while dealing with an honest man.

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.

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!!

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. .

Everybody was great especially the salesman! The business manager also got me in and out quickly which was nice! I got the exact truck I wanted for a price I thought was reasonable!

  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.

I live in Illinois and was searching for a jeep wrangler. I looked all over and found a jeep at the Used Car Factory. Contacted the dealership and talked to Joe and set up a time to look at it. Everything was there as Joe said and ready for me. Joe was very helpful and let me take my time and didn't give any pressure at all. I ended up leaving that day, contacted the dealership again and talked to Jay, Joe's brother. I set up a time to come and take the car to an outside mechanic for a 3rd party review. Jay was totally agreeable and was easy to work with as well. I feel I was treated very fairly and Joe, Jay and Dean (Dean is another member of the team) all were very open an honest. Buying a used car means there will be some issues with the car, after all it is used, but I feel very confident in recommending the Used Car Factory. Joe, Jay and Dean all work as a team and are all straight shooters. Bottom line is they seem to work by the golden rule, Do unto others as you would have them do to you. They will treat you fairly.

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 !

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.

After a disappointing day shopping at other dealerships I was very happy to find Bryden. Friendly low pressure sales staff. Was able to take time to review all numbers and they stayed late to complete the sale!

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 been buying cars for many years and always have gotten a good car. They have always treated me with professionalism and Stood by their word. I will always come back here to buy my next car from Speedway Steve and Gary.

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 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.

Fast, courteous, personable, professional, a great experience— thx! Will recommend to others! Work was excellent.

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.

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

My fiance and I were looking for a car because we have a newborn girl on the way, they were super friendly and went above and beyond with helping us with obtaining our car, Justin went through a lot to help us and we both really appreciate it, I 10/10 would recommend this place if you are looking for a car!

Very friendly staff and helped us out with all questions we had. Easy to work with. Clean facility and easy to find our way around. Very accommodating for us and our kids while we picked out a vehicle

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.

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 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.

I travelled out of state for my purchase and Brad did a great job at answering my multitude of questions! They had a driver pick us up at the airport(1 hour away), washed and filled up the car. Brad sat down with us helped us find some local eats and got us convict way with ease. Paperwork was quick as well. I can't thank them enough for making this car buying experience very productive and hassle free! Thanks again Brad!

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