Used Jeep Cherokee for sale near Winnetka, IL under $60,000

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.

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.

This is car number 8 with Midway Dodge. This is the only place we shop. We always receive great service from everyone here. Thank you for the great service especially Money Carlos

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 was impressed with the professionalism of Pola he is a great salesman .. keep up the good work

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.

Such a good experience, from introduction to purchase. They pretty much accomodated all my needs and they do all this with no "dealer fees". I would buy from them again if I can.

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.

Khoi was my salesman he helped me all the way. Come see Khoi. He’s the best.

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.

Omar, (Service writer) went beyond to help me with what my vehicle needed

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

Lombard Toyota was such a great experience! They were patient and a pleasure to work with.

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

There is no better dealership honestly. Dan ordered what I wanted, Ray made sure to stay on it and it came in 18 days! Ozzie is so quick smart and helpful in finance and there is no better delivery specialist than Ashley. It is so rare to find a place that has such incredible staff in every area of their business but Ray CDJR just does. HIGHLY recommend you go there.

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!!!

A great looking car. We will probably never learn all of the features the car has. Dealer was excellent and no problems working with them. Only one thing not to like was the location of the Emergency Brake lever. Things seem to get set there, and locking the lever.

My experience pertains specifically to the Ford service department - not the actual car dealership. So this place is clearly under new management. After getting some ridiculous estimates from other mechanics and body shops, I decided to give this place a try…. I got outstanding service from Pat Gavin. He quickly got me estimates which confirmed my suspicions that the other mechanics were trying to gorge me into paying for a bunch of unnecessary repairs. Pat & team were able to fix several problems that had been lingering on my car for several months. I always postponed getting these things fixed because other mechanics wanted literally $5-10k for what seemed like small issues. I’m ecstatic to have finally found someone in this industry that conducts business with (1) integrity and (2) high standards in delivering quality! It’s such a relief to know where to go to get my car fixed without getting guided into a bunch of high priced and unnecessary work. I also got my car back cleaner than when I dropped it off!! Everything from the service to the price to the quality of the work exceeded my highest expectations. 1 month later my car is running as good as new. If only everything in the auto industry (particularly the service & repair industry) was run this way.

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.

Sam provided outstanding service. He was always available to take my calls and ensured that the entire purchase process was smooth and stress-free. I truly appreciated his professionalism, responsiveness, and support throughout.

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 was from out of town and found a vehicle listing online for a used 4runner at classic Toyota. I reached out and worked with Charlie who was super responsive and helpful! The vehicle was a popular vehicle that had several people interested. He was very patient as I asked for photos, videos, and regularly bugged him about the status of the vehicle. I ended up being able to buy it! The transaction went very smoothly and I'm very happy with the car. They didn't try to add a million additional fees. Just the cost of the vehicle and a standard doc fee (always included in car sales). The car was very clean, in good shape and had a full tank when I left the dealership! I'd definitely consider buying from classic Toyota and would happily work with Charlie again as well!

Overall very capable vehicle. 3.2L with 4wd/factory trailer tow. Silly things show up like the service 4wd light that comes/goes and radio/controller that resets after replacement. Solid car with a good pedigree.

Very nice people. I very much appreciate the service and the help throughout the car buying process. Thank you

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. .

Great, excited, happy, happy to see this one on your profile as a new fan and I am excited about this new game coming soon to be announced by your

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!!!

Mario and Rick were beyond helpful with my purchase. Mario was very knowledgeable and easy to work with throughout the entire process.

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.

Andrew Doyle at this dealership was amazing to work with. He was soft spoken, detailed yet concise. He was influential in making a deposit for a purchase. I had to pull out later for other reasons. But I give high regards to Andrew’s work.

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.

Purchase my brand new 2025 jeep compass with nestor he was the best help got me in and out Quick other dealerships couldnt get me approved anywhere else and they made it happen big thanks to the manager Chuck as well if you are looking for a car come and así for nestor

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 recently purchased a car and had a great experience. The team was incredibly helpful and always available to answer questions, never pushy or pressuring me to buy. Excellent service all around. Highly recommend.

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.

I just purchased a car from Castle Hyundai of Oak Lawn, and I couldn’t be more grateful for the experience. From start to finish, the team showed true professionalism, care, and integrity—qualities that can be hard to come by in the car-buying world. Now I truly understand what they mean when they say “Drive Happy!” Jim (Sales Manager), Nick (Sales Consultant), Brennan (Internet Representative), and John (Finance Manager) were an absolute pleasure to work with. They went above and beyond to make sure I felt informed, respected, and supported throughout the process. They were transparent, never pushy, and always willing to answer my (many!) questions with patience and honesty. It was clear that they genuinely cared—about the car, the deal, and most importantly, about me as a customer. They didn’t just meet expectations - they exceeded them. The entire process was smooth, respectful, and even enjoyable. These are good people who take pride in doing right by others. Thank you to everyone at Castle Hyundai of Oak Lawn—you didn’t just help me get a great car, you made the whole experience one to remember. You went the extra mile (pun absolutely intended) and because of you, I now Drive Happy!

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.

Bought 4 cars thier in 10 years they our best in sales and service staff the best service is out standing they care alot for customers

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.