Used Jeep Cherokee for sale near Chicago, IL under $100,000

We've worked with Tony before & he is very knowledgeable & knows just what we like.

  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.

My experience w/Highland Park Lincoln has been quite satisfactory....expecially the Service Department. But, it is a thirty seven mile drive to get there.

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.

Michael was great and very informative!!! I will definitely continue to visit this dealership rather than the one closest to my house.

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

The service experience was very good. I brought my vehicle in for an oil change and a recall. It went well but then a few minor things happened with the electronics. They were quickly fixed except I couldn’t then get the AM stations back on the radio. So the Service Dept ordered a new radio for me, which should fix this issue.

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!!!

Sam provided me with the best service experience , good prices, explained how things go in my car , I have zero experience with cars, he went out of his way to explain everything for me and made things clear

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.

Was Very easy and pleasure people to work with I will highly recommend 5 star ⭐️ ⭐️⭐️⭐️⭐️

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.

Attention:Jesus;Mr. Howard; Joaquin and Angel showed professionalism and respect.They answer all my questions. Thanks again.

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.

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.

We worked with Mario Escobar and Jordan to buy a new car and they were both excellent. Mario was extremely helpful with helping me find the right car and was very patient. Jordan was very commmunicative and helpful.

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.

Hector helped us on getting a truck from my wife, he was really helpful, probably the only issue was waiting, but besides that it was a great experience.

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.

Had the help of Lupe in buying a car. He was not pushy at all and answered all my questions. It can be a long day getting a new car which it was, but it was a pretty easy process. Also while waiting for numbers and paperwork the other staff would start a conversation with you as well talking cars.

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.

Great experience, I knew what I was looking for before I had even arrived, Patrick Johnson was excellent. Not only did he show me exactly what I was looking for he even gave me the tour of the facility and of my brand new vehicle. He and the team worked with me to get a fair finance offer, I was in and out onto the open road in record time, excellent service and extremely informative. Highly recommend this dealership, staff was friendly and so helpful I can't praise it enough. I will be recommending Patrick to all my coworkers shopping for a brand new vehicle. Thank you again for bringing into the Subaru family.

Love the interior and exterior , has all the features I need and will use ! Very sexy car :) I love the fact I can take my fur babies to beach now . They love to ride.

Went in for oil change. Everything went well and work was completed on time . Bob

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.

I was looking for a specific car that was at this CarMax. Problem was that I live in Minnesota, not Chicago and would have to traveling a great distance for a car I had not seen other than in pics, potentially risking wasting a great deal of time and money. I had to trust Jonathan, my salesman, to tell me the condition of the car where the pics could not. He was completely honest and the car was exactly what he said it was. Between Jonathan and Adam, the sales manager i was able to close the deal and drive back to home within an hour. I am completely pleased with the car and 100% satisfied with the dealership. I guess you can trust a car dealership. I did and they did not let me down. Thanks guys.

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

If you’re not looking to be served champagne and want a simplified buying experience this is the place to go! The no haggle pricing takes some of the anxiety out of the car buying experience, and if you cross check the vehicle on cars.com it will directly tell you if you’re getting a good deal or great deal or fair deal. We purchased a Porsche Cayenne from them and Dan and Brian were awesome! Thank you!!

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 had a conversation with Pitor and it was positive. He suggested that I wait until a few days before my trip to Chicago and check which vehicles were available at that time.

The interior is spacious, comfortable, and full off options. The exterior is sleek and attractive. Handles well. Good gas mileage. Haven't had any issues with it yet. Also love that it has a full sized spare tire and not a donut or the kits that the jeeps come with now.

Came through drive time, met with Jabari which was an amazing experience and got me in a vehicle that I was comfort with! Definitely recommend!

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.

It was great my brother and Samuel Jackson had a very good talk and understanding . Samuel Jackson has been the one I sent my cousin, nice and now my fiance. Keep up the good work Samuel

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.

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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.

Yesterday I purchased a car by phone for the first time. As a senior citizen I sold my car on the 9th of March thinking I would get totally travel by taxi or Uber or Lyft but I under estimated the value of getting up and going when you like. The team at CarMax from beginning to directions to the highway were the very best. Each and every member made me feel valued as a customer. And feel like they were treating me like they would their family members. You could not ask for more than that. Bj

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. .