Used Jeep Grand Cherokee for sale near Winthrop Harbor, IL under $60,000

The team at Gordie Boucher Ford of Kenosha is professional, gracious and extremely dedicated to the customer. Our Sales rep Terryn was very helpful and went above and beyond to make sure the whole car buying experience was an excellent one. Terryn provided a flawless experience with consistent communication, follow ups, providing videos and info of the vehicle and even going out of his way to not just make the sale, but instead check to see if I was satisfied with the truck and the process. Most car dealers and Sales reps don't have that genuine sense of customer rapport or high level of service quality standards. But Terryn and the team at Gordie Boucher have exactly that. I recommend anyone to visit this dealership and see for yourself!

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.

Worked with Jarvis for my best car buying experience. Knowledgeable, friendly, responsive, and my transaction was smooth and fast!

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.

Jamie was great! My experience as a first time buyer was quick and easy. He made sure that I understood and was comfortable during every step of the process, and it couldn’t have gone any smoother.

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.

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.

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

Great experience. Alex was a charm to work with for the truck I been wanting.

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!

Best dealer ever. Tatiana did a great job..She is very smart respectful and she has a lot of knowledge. My next car l m going to buy with them also and with Tatiana of course. If you are looking for a good price and a solid car go there and ask about Tatiana. Mike volvo v v90 cross country

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

I purchase a 2019 Qx60 my experience was very very good sale person Thomas pates did a wonderful job to get me in this car everyone was helpful I will purchase another vehicle from there I am from Milwaukee thanks carwise

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 !

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!

Everyone was nice, friendly and did the oil change in a short period of time. I am happy to trust that the work needed for my vehicle was done with the utmost professionalism. Especially pleased with surprise at the end. Thanks for another good experience. Would recommend this dealership. I will be moving and am disappointed that I will be too far away to continue servicing at this dealership.

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Visited Raymond Chevrolet on 10/10/25 after texting with Blake. When I arrived I was greeted immediately by Drew and he seemed to immediately know exactly why I was there. Pulled the car around that I wanted to look at and off we went on a test drive. Drew had more of a consultative approach rather than a high pressure approach which was definitely appreciated. The car drove great, yet my hopes weren’t high due to the fact that I have bad credit because of some stupid mistakes I made when I was young and haven’t spent the time/effort to repair yet. After a quick discussion with Drew upon our arrival back at the dealership, Jerry, the Used Car General Manager, came over to sit with me and he answered every single question I had written down (and there were around 15 of them!). At this point, they already knew my credit situation since I made them aware pretty early on. Instead of just going through the motions, EVERY single employee at Raymond Chevrolet took the time to make sure my questions were answered and ensure I had a great experience and I never felt less than or judged because of my credit situation. After Jerry answered all my questions, I wanted the car! I had previously been denied for an auto loan through a local credit union (even with offering a higher down payment than I did at the dealership). It didn’t take long at all and after a very short wait Jerry came over and approached me with his thumbs up, “we got you approved.” I was literally shocked….Sure, I didn’t get the best interest rate possible, but with my credit, simply getting an approval at all was amazing. At this time it was around 9:30 PM and the dealership closes at 9:00 PM. If there was an employee that was needed to make this happen for me that night, they hung tight and worked late to make sure I was taken care of. I want to give a special shout out to Janelle, the Customer Experience Manager. Janelle walked me through some very important Tesla specific topics and was very patient with me. The entire time I felt like I was being HELPED, not SOLD. Any “add-ons” were throughly explained and literally each one made sense with my situation (kids, first time Tesla owner, Chicago winters, etc.)… They offered me what I really needed, not just what they could make extra money on. Janelle made sure that I was clear on everything and then I wrapped up the process with the Sales Manager Cooper. Cooper made the signing process extremely easy and went above and beyond to make sure that what needed to get done, got done that night regardless of the time or any obstacles we encountered. At this point, I was extremely happy with my experience & it was time to head out at which time Jerry (manager) and Drew (sales person) escorted me from Antioch to Pleasant Prairie just so that I could take the vehicle home THAT NIGHT. Keep in mind, by the time we arrived in Pleasant Prairie, WI, it was at least 1:30 AM. My plan was to check out a vehicle so that I could then go look for a co-signor because I didn’t think I stood a chance of getting an approval; however, the folks at Raymond Chevrolet made it possible for me to make ONE trip to the dealership, purchase the vehicle ai wanted AND take it home that same day… All while going above an beyond to make sure that I was taken care of and having a great experience which I 100% did. IF YOU ARE AFRAID THAT YOUR CREDIT WILL PREVENT YOU FROM BUYING A CAR FROM A DEALERSHIP, I URGE YOU TO VISIT MY NEW FRIENDS AT RAYMOND CHEVROLET AND JUST GIVE THEM A CHANCE TO DO WHAT MANY PLACES JUST AREN’T ABLE TO - ON MANY DIFFERENT LEVELS (non-judgement environment, friendly and extremely helpful staff and even the ability to obtain an approval for financing for someone with POOR credit). Every aspect of the experience was on point and I highly recommend visiting Raymond Chevrolet if you’re in the market for a new vehicle and you want to avoid the high pressure sales tactics that we see too often at dealerships! Thanks for everything, guys!

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

I am going to this dealership for last 10 years. Amazing staff and services. Always available to drop you off home if needed.

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.

We purchased our second Volvo XC60 from Fields Volvo in Northfield IL. Our rep Raj did not disappoint. The process from start to finish was seamless. Raj had great follow up to ensure we were able to use all the vehicle features. With service like this we will be returning for future purchases.

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).

Matt W. was very helpful in aiding and helping us find and finalize getting a new car! I would highly recommend him based off of his professionalism and knowledge!

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

Always have best experience with this Dealer. Service visits are usually quick and purchasing a car with them was actually enjoyable. The staff is very professional, knowledgeable and No-Pressure.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

I was contacted immediately by Tom N, who very helpful and eager to assist us with our search

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.

They are absolutely great. They always take care of my vehicle & make me feel like a valued customer. I always recommend or refer others to Jennings Chevrolet.

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.