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Used
Jeep Grand Cherokee Overland
for sale
near
Lake in the Hills, IL
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Had such a great experience.
Had such a great experience. Lanny and Mo were fantastic. My wife and I live in Chicago and I would not hesitate to drive out to Schaumburg to give Zeigler my business again.
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.
Used
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Visited Raymond Chevrolet on 10/10/25 after texting with
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!
Snow commuter
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.
Used
2015 Jeep Grand Cherokee Overland
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Features
Reviews
Highly Recommended!
Highly Recommended! Dean and Mike were very helpful with everything! They explained the entire car and went thru everything with me. They were very helpful thru the entire process and was very insightful. They helped me get the car I wanted at a good price!
I purchased it used in 2022, it had 76k and now has 96 in
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.
Used
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Battery
Todd was very helpful and made sure my car was pulled inside when leaving as it was very slippery outside
My opinion of 2022 Jeep Grand Cherokee
This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.
Used
2013 Jeep Grand Cherokee Overland
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Reviews
Great customer service.
Great customer service.Thank you Fil, Greg and Ulises for making every step as easy and hassle free as possible,Quality vehicles at reasonable prices.
Only a couple days, will update after a while
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
Used
2023 Jeep Grand Cherokee Overland
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Reviews
Very professional, excellent communication Friendly
Very professional, excellent communication Friendly staff, and had the vehicle we wanted, would deal with them again
Natural upgrade choice
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.
Used
2015 Jeep Grand Cherokee Overland
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Features
Reviews
I drove two hours to find the car I had been searching
I drove two hours to find the car I had been searching for, and it was absolutely worth it. The purchase process was smooth and seamless from start to finish. We’re very happy with the distance we traveled to make this purchase—it was a great experience overall!
Long lasting Jeep
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!
Used
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Efficient service
The conversations I had with the salesman where Outstanding. In fact, he worked with me on my day off. It was a smooth process throughout. From the negotiation of price, financing to the end result delivery from IL to MO. Kudos to Steve Foley!!
2022 Grand Cherokee Overland. great car.
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.
Used
2015 Jeep Grand Cherokee Overland
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Reviews
"I had an amazing experience at Raymond Chevrolet!
"I had an amazing experience at Raymond Chevrolet! Stuart was incredibly knowledgeable and patient, answering all my questions without any pressure. He helped me find the perfect Tahoe for my family within our budget. The entire process, from test drive to financing, was smooth and efficient. I particularly appreciated how he took the time to walk me through the dealership and introduced me to all the departments. I will definitely be back for future service and recommend Stuart and Raymond Chevrolet to everyone!" This dealership by far is the most professional and friendly dealership I’ve ever been to. Outstanding!
very dependable
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
Used
2017 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Alex made everything about the process of purchasing our
Alex made everything about the process of purchasing our new vehicle smooth, simple, seamless and prompt. Most of all, we appreciated his authenticity and kind demeanor, rare finds in today’s world.
2017 GC Limited 4WD.
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.
Used
2014 Jeep Grand Cherokee Overland
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Reviews
Excellent Sherry was so helpful and did an amazing
Sherry was amazing & did an excellent job at finding us the suv we wanted. We would definitely buy from her again and she became a great friend! The entire experience was seamless. We couldn’t be happier.
We purchased our 2014 Grand Cherokee Overland new and
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.
Jeep Certified
2023 Jeep Grand Cherokee Overland
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Reviews
Best dealership
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.
Great overall
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.
Used
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Paul Shamoun at Honda Service is highly recommended!
Paul Shamoun at Honda Service is highly recommended! He is such an expert and has excellent customer service skills.
Make the Two Hands on Wheel feature stand a lone.
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).
Used
2015 Jeep Grand Cherokee Overland
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Reviews
Best dealer in Illinois.
Best dealer in Illinois. I will for sure come again to do business. I been in 20 dealers before and nobody didn't care for everything like here
Best suv on the market
This vehicle met all of my needs. Excellent handling in the snow with the Snow setting. It’s a great car to drive in the summer as well. Dual sunroof and cooled seats.
Used
2023 Jeep Grand Cherokee Overland
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Reviews
Ryan Paul was outstanding!
Ryan Paul was outstanding! Smooth purchase buying a Q3! He was so personable and made my experience wonderful. He’s funny too. He knew all the answers to my questions as well. If you are in search of a car, ask for him! He made it a truly great experience for me. Thanks! Sid was great too. and shout out Robert:)
‘23 Grand Cherokee Summit
New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.
Used
2014 Jeep Grand Cherokee Overland
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Reviews
Purchase cars thier away happy with staff and serv
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
I have that car and I’m happy with it.
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.
Used
2022 Jeep Grand Cherokee Overland
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Reviews
I have brought my vehicle in for every oil change I have
I have brought my vehicle in for every oil change I have needed. Always courteous and professional, my car gets a diagnostic check every time and is freshly washed. I like that the Service Department send out coupons, and making an appointment is easy online or with a phone call.
2022 Summit Reserve Comfort m, Performace and Luxu
This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.
Used
2022 Jeep Grand Cherokee Overland
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Reviews
Salesman was very professional, courteous, and very
Salesman was very professional, courteous, and very helpful. Transaction went smoothly and to my liking
Great,Redesign.
Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.
Used
2018 Jeep Grand Cherokee Overland
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Please read
I work 3rd. So I set up an appointment online. They set me up with Dylan. Dylan contacted me via text. Asked what I'm in the market for. I gave Dylan a run down. We set up a day & time. When I arrived Dylan had A few trucks lined up & ready to go. I gave more in detail on what I was in need of. One being the 3.5 twin turbo. Found a truck after looking at several of them. Only issue at the time was no trailer hitch. One of my requirements. Dylan had that taken care of. Kunes paid for the new hitch to be installed. Everything went smooth from start to end. Dylan is a great guy to work with & made everything pretty much pain free. Even took care of lunch. What happens next is what is Important. After a month of owning the F150. I put new rims & tires along with running boards. Come to only find out one major thing was wrong. It didn't have the 3.5 twin but the 2.7. Lets just say I was pretty upset & felt taken for. stuck with a truck I couldn't use. I left a pretty crappy review. I contacted Jesse the general manager. I Explained the situation. He talked to Dylan & got back to me the same day. Dylan being a standup guy owned up to the mistake & both Dylan & Jesse went more than out of their way to make all right. They got me a bigger truck more than I expected it to be. They removed the rims & tires from the one truck to the other. The truck they got me was clearly worth much more money But kept the number the same. Mistakes happen for a reason. How those mistakes are handled is what's key. Kunes stepped up to the mistake ^ made it right. Thank You!! They proved to have an honest sales team & proved they want you to leave happy. They have my trust
Because it a great car because the car has 118k miles on
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
Used
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
best i have had buying a car and i do not like buying
best i have had buying a car and i do not like buying cars at dealer
My Jeep saved me!
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.
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Jeep Grand Cherokee Overland by city
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11 Great Deals out of 30 listings starting at $10,995
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Jeep Grand Cherokee Overland by year
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2025 Jeep Grand Cherokee Overland
24 listings starting at $48,491
Jeep Grand Cherokee by trim
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Jeep Grand Cherokee Limited
63 Great Deals out of 137 listings starting at $5,990
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Jeep Grand Cherokee Laredo
22 Great Deals out of 53 listings starting at $2,200
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11 Great Deals out of 32 listings starting at $9,994
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
