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Used
Jeep Grand Cherokee
for sale
near
Olympia Fields, IL
under $20,000
- 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
2015 Jeep Grand Cherokee Laredo
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Reviews
Very straightforward process buying a BMW x5 with them.
Very straightforward process buying a BMW x5 with them. The car passed inspection with flying colors and the Wally was easy to work with, transparent with no hidden fees. Would recommend these guys!
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
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Thanks Dralle Chevrolet
I just want to thank Kevin Dralle, Greg Dralle Jr. and Andy up at Dralle Chevrolet in Peotone. You guys always go above and beyond! I can not say enough good things about the guys up at Dralle Chevrolet. I now own my dream C8 thanks to you and your team! I can't thank you enough.
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
2018 Jeep Grand Cherokee Limited X
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Reviews
Quick communication and smooth process.
Quick communication and smooth process. Ov Perez was very professional, helpful salesman who made the sale a great experience.
I initially leased my Grand Cherokee Limited but ended up
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!

Used
2018 Jeep Grand Cherokee Altitude
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Reviews
Ovdio gracias si muy bien 100 percent awesome job 3 car
Ovdio gracias si muy bien 100 percent awesome job 3 car there 5 m0re ovi
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
2015 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Mark and his team worked with the leasing company and was
Mark and his team worked with the leasing company and was able to get my van back to me in good working order
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
2011 Jeep Grand Cherokee Laredo
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Reviews
Money Carlos was a wonderful sales guy who helped us out
Money Carlos was a wonderful sales guy who helped us out greatly! We will definitely be back!
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
2014 Jeep Grand Cherokee Summit
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Reviews
AMAZING PLACE!
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!!!
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
2017 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
I initially checked to see if the SUV I found on cars.
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!
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
2018 Jeep Grand Cherokee Altitude
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Reviews
Good customer service, very polite, nice vehicle.
Good customer service, very polite, nice vehicle. A very clean establishment. I would recommend this company. I hope nothing does not change my mind.
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
2015 Jeep Grand Cherokee Laredo
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2020 NISSAN ROGUE
This is car number 8 with Midway Dodge. This is the only place we shop. We always receive great service from everyone here. Thank you for the great service especially Money Carlos
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
2019 Jeep Grand Cherokee Upland
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THE SALE CONSULANT OMAR WAS NICE AND DIDNT PRESSURE ME
THE SALE CONSULANT OMAR WAS NICE AND DIDNT PRESSURE ME AND WAS PATIENT WHICH I LIKED BYING A NEW CAR ECAUSE I DONT LIKE TO FEEL PRESSURE INTO BUYING A CAR. THE BUSINESS MANAGER DENNIS R. WAS GREAT HE WAS FRIENDLY AND ALSO MADE ME FEEL COMFORTABLE AND AT EASE THROUGHOUT THE PROCESS OF ALL THE PAPER WORK THAT GOES INTO BUYING A CAR CAN BE NERVE WRECKING. BUT HE MADE IT A SMOOTH AND FAST PROCESS THE BEST THUS FAR I EVER HAD WHEN PURCHASING A CAR. THESE TWO GENTLEMEN WILL DID A GREAT JOB AND GOOD CUSTOMER SERVICE .THANKS AGAIN I WILL RECOMMEND OTHERS TO THIS DEALERSHIP FOR SURE.
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
2012 Jeep Grand Cherokee Laredo
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Reviews
The 2012 Gran Cherokee Overland has been my car for over
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.






Used
2014 Jeep Grand Cherokee Laredo
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Reviews
Very kind and professional people who know a lot about
Very kind and professional people who know a lot about what they are selling. I felt like I was at home and could freely express my thoughts and questions. Very genuine people who not only are polite and very nice but also have wonderful cars that are worth the price and are not over priced. Enjoyed doing business with them and would definitely do it again.
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
2014 Jeep Grand Cherokee Limited
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Reviews
My sales associate, Jason Anderson was extremely
My sales associate, Jason Anderson was extremely professional, knowledgeable & straight forward. He continues to assist me with all aspects of the purchase & ownership experience. He is always available for my questions.
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






Used
2010 Jeep Grand Cherokee Laredo
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Excellent destination for buying a used vehicle, can’t
Excellent destination for buying a used vehicle, can’t say enough good things about this dealership! Was in the market for a Ford Escape and did not stay looking for long after I found the 2020 model Auto House was selling.
Bought a 2010 Jeep Grand Cherokee 6 cylinder.
Bought a 2010 Jeep Grand Cherokee 6 cylinder. One owner , very clean, well maintained at 91,000 miles. This Jeep drives better than some of the newest suvs I have driven. Previously owed a 2011 with a hemi that I drove til about 220,000 and it was one repair after another. I think the 2010 is much more reliable as long as you maintain it.






Used
2019 Jeep Grand Cherokee Overland
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Reviews
George was very knowledgeable in helping me narrow down
George was very knowledgeable in helping me narrow down what I was looking for and ultimately finding a car. Would recommend!
We love our new Jeep
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.
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Used
2015 Jeep Grand Cherokee Limited
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Used
2017 Jeep Grand Cherokee Laredo
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Used
2012 Jeep Grand Cherokee Laredo
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Used
2016 Jeep Grand Cherokee Summit
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Used
2018 Jeep Grand Cherokee Laredo E
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Used
2018 Jeep Grand Cherokee Laredo E
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Used
2020 Jeep Grand Cherokee Limited
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Used
2017 Jeep Grand Cherokee Summit
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Used
2018 Jeep Grand Cherokee Altitude
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Used
2015 Jeep Grand Cherokee Altitude
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Jeep Grand Cherokee prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Grand Cherokee | $31,877 | |
2024 Jeep Grand Cherokee | $30,500 | 6 Great deals |
2023 Jeep Grand Cherokee | $23,995 | 14 Great deals |
2022 Jeep Grand Cherokee | $22,995 | 17 Good deals |
2021 Jeep Grand Cherokee | $18,798 | 5 Great deals |
2020 Jeep Grand Cherokee | $15,951 | 6 Great deals |
2019 Jeep Grand Cherokee | $16,477 | 15 Good deals |
2018 Jeep Grand Cherokee | $12,995 | 10 Great deals |
2017 Jeep Grand Cherokee | $12,295 | 6 Great deals |
*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 Jeep Grand Cherokee by price
- Used Jeep Grand Cherokee under $10,000
- Used Jeep Grand Cherokee under $15,000
- Used Jeep Grand Cherokee under $20,000
- Used Jeep Grand Cherokee under $25,000
- Used Jeep Grand Cherokee under $30,000
- Used Jeep Grand Cherokee under $40,000
- Used Jeep Grand Cherokee under $50,000
- Used Jeep Grand Cherokee under $100,000
Compare the Jeep Grand Cherokee
Jeep Grand Cherokee under $20,000 by city
-
Jeep Grand Cherokee under $20,000 in Olympia Fields, IL
51 Great Deals out of 156 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in Flossmoor, IL
53 Great Deals out of 162 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in Park Forest, IL
49 Great Deals out of 138 listings starting at $1,300
-
Jeep Grand Cherokee under $20,000 in Matteson, IL
57 Great Deals out of 169 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in Chicago Heights, IL
46 Great Deals out of 147 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in Homewood, IL
48 Great Deals out of 162 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in Richton Park, IL
51 Great Deals out of 142 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in Country Club Hills, IL
64 Great Deals out of 193 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in South Chicago Heights, IL
48 Great Deals out of 134 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in Hazel Crest, IL
58 Great Deals out of 182 listings starting at $1,300
-
Jeep Grand Cherokee under $20,000 in Glenwood, IL
44 Great Deals out of 147 listings starting at $1,300
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Jeep Grand Cherokee under $20,000 in East Hazel Crest, IL
49 Great Deals out of 165 listings starting at $1,300
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