50 Best Chicago Used Jeep Grand Cherokee for Sale, Savings from $3,009

2010 Jeep Grand Cherokee
109,935 Miles | Chicago, IL
$6,995
est. $101/mo

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2008 Jeep Grand Cherokee
97,950 Miles | Chicago, IL
$21,995
est. $317/mo

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2017 Jeep Grand Cherokee
64,534 Miles | Chicago, IL
$24,995
est. $360/mo

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2006 Jeep Grand Cherokee
138,027 Miles | Chicago, IL
$18,995
est. $274/mo

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2015 Jeep Grand Cherokee
100,099 Miles | Chicago, IL
$18,995
est. $274/mo

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2011 Jeep Grand Cherokee
112,085 Miles | Chicago, IL
$13,995
est. $202/mo

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2015 Jeep Grand Cherokee
83,949 Miles | Chicago, IL
$22,995
est. $331/mo

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2012 Jeep Grand Cherokee
93,207 Miles | Chicago, IL
$14,999
est. $216/mo

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2009 Jeep Grand Cherokee
57,514 Miles | Chicago, IL
$21,995
est. $317/mo

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2019 Jeep Grand Cherokee
18,986 Miles | Chicago, IL
$30,977
est. $447/mo

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2016 Jeep Grand Cherokee
86,990 Miles | Chicago, IL
$19,929
est. $287/mo

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2019 Jeep Grand Cherokee
10,794 Miles | Chicago, IL
$31,777
est. $458/mo

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2019 Jeep Grand Cherokee
33,185 Miles | Chicago, IL
$30,323
est. $437/mo

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2007 Jeep Grand Cherokee
136,548 Miles | Chicago, IL
$5,977
est. $86/mo

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2010 Jeep Grand Cherokee
141,629 Miles | Chicago, IL
$7,992
est. $115/mo

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2014 Jeep Grand Cherokee
140,694 Miles | Chicago, IL
$10,995
est. $158/mo

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2012 Jeep Grand Cherokee
106,633 Miles | Chicago, IL
$9,995
est. $144/mo

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2007 Jeep Grand Cherokee
193,958 Miles | Chicago, IL
$4,995
est. $72/mo

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2014 Jeep Grand Cherokee
99,768 Miles | Chicago, IL
$19,900
est. $287/mo

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2012 Jeep Grand Cherokee
63,084 Miles | Chicago, IL
$29,995
est. $432/mo

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Chicago, IL Jeep Grand Cherokee Buyer's Guide

Owner Reviews
Overall
4.1
Value
4.1
Performance
4.0
Style
4.3
Comfort
4.3
Fuel Economy
2.6
Reliability
3.8
Top Dealers In Chicago, IL
  1. Napletons Northwestern Chrysler Jeep Dodge Chicago

Jeep Grand Cherokee Owner Ratings & Reviews

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1998 Jeep Grand Cherokee - It was a great vehicle when gas was under $2, but not so much as gas prices rose.

Eric
Chicago, Illinois
Overall
3.0
Value
2.0
Performance
5.0
Style
5.0
Comfort
5.0
Fuel Economy
1.0
Reliability
3.0
The Jeep Grand Cherokee limited was a great vehicle. It was extremely comfortable to ride in, had great acceleration, and handled very well. It had leather interior and came with an Infinity sound system.
Story
Taking my girlfriend out to a fancy steakhouse on New Years eve and having it valeted was pretty cool.
Pros
The acceleration is fantastic for an SUV of that size. It sat up nice and tall above most other vehicles on the road. I really like the look of it, too. It just felt like a luxury item. On long trips it rode extremely smooth and I could easily do 85 miles per hour and felt like I was only doing 60. It has every amenity available, including heated seats which are great for harsh Chicago winters. The towing package was perfect for towing my enclosed trailer, along with my Harley, to Florida a few times. The spaciousness of the interior was also a positive aspect of the vehicle.
Cons
The Jeep Grand Cherokee Limited edition 1998 got terrible gas mileage. In the city it would get around 12 and on the highway it could eke out around 16-17 miles to the gallon depending on the wind. It breaks down frequently as the repair costs are pretty high for that model. Most of the parts are on the higher end to replace even when I do them.

1999 Jeep Grand Cherokee -

Tracy
Chicago, Illinois
Overall
4.0
Value
5.0
Performance
5.0
Style
5.0
Comfort
4.0
Fuel Economy
2.0
Reliability
4.0
When I bought this car I wasn't looking to buy a car. It was one of the best things I've done in my life. I'm tall so I think this vehicle was made especially for me. It has lots of room and drives well. I like the look of the vehicle and it feels when I'm driving in the snow. It has a sturdy body and looks as good today as it did when I first bought it.
Story
I drove to New York with no problems what so ever.
Pros
Love the 4 wheel drive. Love the vehicle handling in winter. Love the vehicle's style. Love the back storage room. Love how it doesn't feel like a truck even though it's an SUV.
Cons
Gas guzzler. Inside air circulation system could be improved. Back seat should be pushed back 3 - 4 inches. Needs a better rear wiper system. Odometers should be updated to be more secure and accurate. Odometers easily can be adjusted.

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Chicago, IL Dealer Ratings & Reviews

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2014 Jeep Grand Cherokee - Napletons Northwestern Chrysler Jeep Dodge Chicago

Happy Customer
Chicago, Illinois
Overall
5.0
Facility
5.0
Process
5.0
Quality
5.0
Service
5.0
This dealership was great with customer service. They were very helpful when I was looking to buy my new jeep. They did not pressure me like most car dealerships. The salesman was very knowledgeable and made the whole buying experience enjoyable. I highly recommend Napletons!

2014 Jeep Grand Cherokee - Napletons Northwestern Chrysler Jeep Dodge Chicago

SJ
Chicago, Illinois
Overall
5.0
Facility
4.0
Process
5.0
Quality
5.0
Service
5.0
great customer service no hassle sales easy process

2013 Jeep Grand Cherokee - Napletons Northwestern Chrysler Jeep Dodge Chicago

AZ
Chicago, Illinois
Overall
4.0
Facility
4.0
Process
4.0
Quality
5.0
Service
3.0
The dealers were friendly and not too pushy. They also have a great service team whenever you need repairs.