Used Jeep Grand Cherokee for sale near South Barrington, IL under $19,989

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

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.

Even though throughout the 18 years that I've owned her, I have put quite a bit of money into her, I feel that she's a dream!!

Svet was amazing omg he helped me soooo much he was nice patient and he got me what was affordable for my daughter and I this man is definitely an angel and he’s very professional he’s the best there is

We bought this car for our daughter. Elvis could not have been any better. He was so patient with us and I would recommend anyone looking for a vehicle to go see Elvis. He was a rock star. I was in the car business for 30 years and he exceeded our expectations of how we wanted to be treated. Five Star Dealership and sales person.

I recently purchased a car from Gerald Honda in Countryside, and I couldn’t be happier with the entire experience. From the moment I walked in, I was greeted with professionalism, kindness, and a genuine commitment to helping me find the right vehicle. Kirk Drapp, my salesperson, was absolutely fantastic—knowledgeable, patient, and incredibly attentive. He took the time to answer all my questions, walked me through every feature, and made sure I felt completely confident in my decision. His friendly, no-pressure approach made the process genuinely enjoyable. A huge thank-you as well to Mike Bromer, the General Manager, whose leadership, transparency, and support made everything smooth from start to finish. Mike went above and beyond to ensure I received a great deal and had a positive, stress-free experience. I love my new car, and I’m truly impressed with the level of care and service I received. Gerald Honda in Countryside has earned my highest recommendation. If you’re looking for a dealership that truly puts customers first, this is the place to go! ⭐⭐⭐⭐⭐

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Thanks to Vincent, Phil & Jose on a satisfying buying experience. They answered all of my questions and negotiated a good price. The whole process took less time than expected.

Great looking vehicle. Very comfortable and fun to drive. Great for traveling. Controls are easy to use and do a wonderful job. Would definitely purchase again.

Great selection of cars and great prices recommend I bought a 2024 Kia ev9 ask for Joe for the best experience!!!

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.

Great customer service! Joe helped me buy a 2023 Audi RS7 with a great rate!

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.

Great experience with James as our sales rep. We were pre approved with my bank but Michael in finance called them and got our interest rate lowered by 1.5%. I would recommend them to anyone and we drove an hour to get there.

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.

AMAZING PLACE!!! I bought a 2021 Kia and I had it shipped to my house in Texas, extremely smooth process and it was a lot better than I expected it. Thank you Midway !! I will be back in the future!!!

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.

Got the car I wanted at the finance rate I wanted. Not offered enough for my trade-in

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!

As always, I was very pleased with the professional and accommodating assistance rendered by my premier and preferred Service Exec - Sylvester, who certainly maintains his valuability to the Toyota of Lincoln Park organization! Thank you Sylvester!!

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's