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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.
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Used
Jeep Grand Cherokee Overland
for sale
near
Matteson, 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
2017 Jeep Grand Cherokee Overland
Vehicle information
Features






Used
2018 Jeep Grand Cherokee Overland






Used
2024 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Have owned Jeeps for 35 years.
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






Used
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I went in for a recall and the work was done as required
I went in for a recall and the work was done as required with no issues. I feel the work was done properly and on time as stated.
Bought the vehicle with 30,000 miles.
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.






Used
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Got more than I had asked for
I thought Josh was wonderful. Not only did he take care of the items I had asked him to, but he also reattached a piece of trim that was loose. I was very pleased!
Still loving my Jeep
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
great customer service and get straight to the point of
great customer service and get straight to the point of what you want or need
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.






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Had a smooth transaction buying my Lincoln here at Auto
Had a smooth transaction buying my Lincoln here at Auto House Motors in Downers Grove!
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
2023 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Haggerty is great place to buy & service your car
From originally purchasing my car at Haggerty to having my car serviced at Haggerty, my experiences have all been positive. Everyone is friendly and answers all of my questions. Work is done well and on time.
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
2021 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Just purchased a 2025 Nissan Kicks from Kelly Nissan.
Just purchased a 2025 Nissan Kicks from Kelly Nissan. Ivan Fandino was my salesperson. He was fabulous. Explained how everything works in the car and showed me how to do it all. Let me take it for a test drive. Overall pleased with my salesperson and the dealership and would recommend them to family and friends
I just love everything about my 2021 80th anniversary
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Very friendly and efficient place.
Very friendly and efficient place. They made a stressful process so easy. I am happy that I decided to go with Chicago Motor Credit.
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
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Purchased brand new after totalling out my Santa Fe XL.
Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!






Used
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Jeep Guy
I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great service 👍 very easy to work with
Would go there for all my purchase 😁 great service and friendly made be feel right at home as I flew in from Oregon and picked up a truck it was all ready to go and was very Happy
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
2024 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
This is my 2nd Jeep Grand Cherokee (previous one was a
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!






Jeep Certified
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I would highly recommend John Lipe and Robert Booth.
I would highly recommend John Lipe and Robert Booth. Fair pricing, friendly people and great service.
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
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Nice place
I had a good experience with this dealership.Friendly atmosphere,no rush service,not pushing you to buy!good prices,great cars. If I’m looking for a next car I definitely will check this price first:)
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
2016 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great experience salesman was awesome.
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.
My dream car since a teenager was a grand Cherokee and
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Happy with purchase
Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service






Used
2011 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great experience and no pressure from sales team.
Great experience and no pressure from sales team. Working with John Marcus made the purchase of the vehicle and easy process.
Bought one for my son for college.
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.






Used
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Best Group of Guys Ovidio very professional Excellent
Best Group of Guys Ovidio very professional Excellent environment good selection easy and very hospitable
My Baby's Baby
This is the best car we've ever had! Before my wife passed away, we bought this car (pre-owned), she fell in love with it and insisted on driving everywhere! Since she passed in Sept, 2021, I've been driving it and I LOVE IT TOO! I have some issues with programming/memory, but the dealer assures me they can fix this problem






Used
2024 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
My husband and I love our Grand Jeep Cherokee we
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Very helpful, easy to work k with and prices are just
Very helpful, easy to work k with and prices are just right. I will be buying again.
Metro Ford
Metro Ford in Miami has great service advisors, Service Department was outstanding with my vehicle especially Josh great service. I would definitely come back. Thank you Metro Ford
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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
-
Jeep Grand Cherokee Overland in Matteson, IL
7 Great Deals out of 41 listings starting at $4,980
-
Jeep Grand Cherokee Overland in Richton Park, IL
6 Great Deals out of 36 listings starting at $4,980
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Jeep Grand Cherokee Overland in Olympia Fields, IL
6 Great Deals out of 39 listings starting at $4,980
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Jeep Grand Cherokee Overland in Frankfort Square, IL
8 Great Deals out of 48 listings starting at $4,980
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Jeep Grand Cherokee Overland in Park Forest, IL
6 Great Deals out of 36 listings starting at $4,980
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Jeep Grand Cherokee Overland in Flossmoor, IL
6 Great Deals out of 40 listings starting at $4,980
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Jeep Grand Cherokee Overland in Country Club Hills, IL
8 Great Deals out of 49 listings starting at $4,980
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Jeep Grand Cherokee Overland in University Park, IL
6 Great Deals out of 34 listings starting at $4,980
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Jeep Grand Cherokee Overland in Frankfort, IL
7 Great Deals out of 39 listings starting at $4,980
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Jeep Grand Cherokee Overland in Tinley Park, IL
8 Great Deals out of 49 listings starting at $4,980
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Jeep Grand Cherokee Overland in Hazel Crest, IL
7 Great Deals out of 45 listings starting at $4,980
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Jeep Grand Cherokee Overland in Homewood, IL
6 Great Deals out of 41 listings starting at $4,980
Jeep Grand Cherokee by trim
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Jeep Grand Cherokee Limited
38 Great Deals out of 136 listings starting at $3,300
-
Jeep Grand Cherokee Laredo
24 Great Deals out of 77 listings starting at $1,300
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Jeep Grand Cherokee Altitude
9 Great Deals out of 42 listings starting at $11,995
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Jeep Grand Cherokee Overland
7 Great Deals out of 41 listings starting at $4,980
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Jeep Grand Cherokee Summit
7 Great Deals out of 29 listings starting at $12,500
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Jeep Grand Cherokee Limited X
4 Great Deals out of 20 listings starting at $15,951
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