Used Jeep Cherokee Trailhawk for sale near Winnetka, IL

Great experience here. I called, said what I wanted. They got me exactly what I asked for next day. I wanted to buy American, what’s more American than Ford. Big thanks to my guide thru the process Stan Gibson. Great experience, will recommend to others.

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.

amber was very helpful. she made buy a car very easy. go see her for your new chevy

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.

recently purchased a vehicle from Old Orchard Nissan, and I couldn’t be more satisfied with the entire experience. From the moment I walked in, the staff was welcoming, professional, and genuinely helpful — no pressure, just honest service. My salesperson, Jason Chu, was knowledgeable, patient, and took the time to answer all my questions. They helped me find the perfect car for my needs and made the process feel smooth and stress-free. The finance team also did a great job explaining everything clearly and worked to get me a great deal. The vehicle was clean, in excellent condition, and exactly as described. I truly appreciate the transparency, integrity, and care that went into every step of the process. Highly recommend Old Orchard Nissan to anyone looking for a reliable vehicle and top-notch customer service. I’ll definitely be back when it’s time for my next 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.

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

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.

My new jeep Grand Cherokee had a turn signal problem. As you know technology can be a problem! What sounds doesn't always work that way. Anyway it took 2 appointment. Steven Fee kept me up to the minute with what was going on. He was friendly and very nice. Even with the service area being very busy, his mood never changed. I have been a Jeep owner since early 80s. All my cars have come from here because I appreciate the staff. Thanks again Steven!!

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

JC was the best person to work with finding our new family vehicle. He got us exactly what we wanted within our price point. Honesty, down to earth and kind are the descriptions that would describe our experience. We love our new Jeep Grand Cherokee L!!!

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

Bought a Tesla Model 3, clean car. Well taken care of. Process was very quick and efficient!!!! They sell nice cars at great prices! Will be back for my kids car soon!!

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.

The sales team was phenomenal. I bought my first used car. The consistent communication was helpful throughout the process. The finance team was wonderful to work with as well.

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 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!

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.

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 completed my deal in less then 2 hours , gave me good money for my trade and a deal on the new one.

Purchased about 2 months ago. I have taken it on highway trips and driven around town. Very comfortable ride and it looks great. V6 engine is very responsive. I am averaging about 31 mpg so far and am pleasantly surprised by this. Only wish it had a bit more cargo space making it easier to get our 2 bikes inside without having to take the front wheels off. Also, chip shortage cause rear park sensors to be left off of this build. Overall very pleased

Excelente servicio, gracias Ali & Valeria , love my jeep , Easy financing, fast , affordable prices , easy process not complicated

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 coustumer service. Friendly staff. Reasonable prices. Great inventory. Over all a great experience . Will go back next time I'm car shopping.

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

Just bought a new car from this dealership. The process was very straightforward and the employees weren't pushy. Was a great car buying experience!

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.

I had a wonderful time shopping here! My salesman Andres was knowledgeable and very friendly!

Ramy gave me the best service today and I came away with a car at a great price. He wasn't pushy and let me make my own decisions. A lovely down to earth guy :)

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.

The salesperson Sam was excellent and helped us get excellent value for our money. I highly recommend them for your car purchase.

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 dealt with Joe Peterson buying my 2007 corvette. I could'nt be happier with the way I was treated from start to finish. Would gladly be back again

Dead honest review from a real person.... Absolutely one of the best car dealer experiences I've had. Everyone I spoke to was helpful and friendly but Al C was just beyond exceptional in personality and very respectful unlike several other dealers I've met with recently. Did everything he could to make my experience the best it could be and have a nice variety of cars. Dealership is clean, staff are excellent and I wouldn't hesitate to buy again from these guys!

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.