Used Jeep Grand Cherokee SUVs for sale near Oswego, IL

Great experience, my Sales person was Gene B and honestly he was the most helpful and made everything so smooth and easy. Super Recommended to go to Woody?s in Naperville IL

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Never did get a final bottom line number that I asked for in the beginning.

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

I was very fortunate to have the greatest salesman, manger, General manager and finance director in the business assist in my purchase. Thank you "Coach" for all you do for me and the family

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

Infinite of Orland Park. Mike as always provides friendly care and above beyond care and service .

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

I absolutely loved my service from Zeigler of Orland Park. I drove 2hours away from the the location and received excellent service. Grant and Colleen were exceptional and had all my paper work ready for me to sign. When I test drove the car Colleen made sure I had a full tank of gas before leaving. Definitely would recommend everyone I know to this location.

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

Very nice dealership, kind courtesy, and knowledgeable people. Fair offers and good inventory, definitely willing to bend over backwards to earn your business. I would recommend.

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.

This is one of the best Mercedes dealerships if not the best in the Midwest region. They ALWAYS do a professional job and take good care of me

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

Great experience salesman was awesome. Took only two hours from the time we got there till the time we were driving off the lot bought a really nice car for a low amount of money.

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Looking for a particular car (year/model) and the dealership was very helpful. I hope they find a car for me - I’d like to give them my business. They’re local and it would be convenient to service my car there.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

Was very pleased with Chicago Auto Capital. Got a good quality car at a very fair price. The sales people were knowledgeable, friendly, and nice to deal with.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

From the moment I met Sales Executive Kelvin , I felt I was in good hands. He was warm and welcoming, making the entire process smooth and enjoyable. Overall, it was a professional and genuinely positive experience.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

Joey Dalporto assisted us with our purchase of a used Buick Cascade. He was very approachable and helpfully answered all our questions. It was a great car-buying experience.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

Had my Mercedes Sprinter RV serviced here. I have used them in the past and it is always a great experience. Mark in service provides great customer service keeping me informed on what is going on during my appointment. They always go above and beyond. Their quotes are on point and I never feel like they are trying to take advantage of me. One of the best dealerships I have ever worked with.

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

Karl here at rides unlimited was beyond helpful on our buying experience. He was able to somehow Get us down to the price range we wanted and worked on the overall price the whole time. Even when we thought we had what we thought was the best deal he continued to work and somehow found us something even better. The selection here has something for every price range and the staff goes above and beyond.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

I had an excellent experience at this dealership?the staff was knowledgeable, friendly, and honest, making the car-buying process smooth and stress-free. Highly recommend for great deals and top-notch customer service!

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

07.04.2015 Moje ime je Zoran.Juce sam kupio Porsche Panamera iz 2011 godine.Na samom dolasku dočekao me je jako ljubazan prodavac po imenu Beki ,koji je dalje u razgovoru bio izuzetno profesionalan.Ni jednog trenutka nije bio nametljiv.Mnogo mi je pomogao oko odobrenja kredita i sve mi je objasnio.Mogu da kažem ,da sam obišao par auto dilera ,ali ovoliku pažnju nisam imao. Moja preporuka jsvima koji želite da kupite auto ,da dodjete ovde i uvjerite se. Samo tako nastavite !

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

Prompt and courteous reply to my inquiries. Remained in contact but not pushy... good balance. Good 'dealer-sense' and manners.

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

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

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.

Only place to purchase and sell a car outstanding experience outstanding quality cars and Kudos to everyone I encountered. Clean and efficient world class above everyone else in the industry

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

I initially checked to see if the SUV I found on cars.com was still available to look at. After sending the email, via cars.com, I got a text back within a few minutes saying the SUV was available and a salesperson would check with me to set up an appointment. I spoke with Jamie shortly thereafter and met with her at the dealership. The SUV was washed and ready for me to see and test drive. The rest of the purchase experience was fantastic!! For me, number one of the top three car buying experiences ever. I’m now retired and have bought a lot of cars. No high pressure, just great customer service. Keep up the great work Jamie and Bettenhausen!

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.