50 Best Chicago Used Jeep Cherokee for Sale, Savings from $3,199

2016 Jeep Cherokee
83,268 Miles | Chicago, IL
$16,990
est. $245/mo

Track Price Check Availability

2014 Jeep Cherokee
101,389 Miles | Chicago, IL
$12,990
est. $187/mo

Track Price Check Availability

2015 Jeep Cherokee
104,917 Miles | Chicago, IL
$12,990
est. $187/mo

Track Price Check Availability

2015 Jeep Cherokee
131,087 Miles | Chicago, IL
$10,990
est. $158/mo

Track Price Check Availability

2018 Jeep Cherokee
36,215 Miles | Chicago, IL
$15,809
est. $228/mo

Track Price Check Availability

2020 Jeep Cherokee
16,103 Miles | Chicago, IL
$23,757
est. $342/mo

Track Price Check Availability

2019 Jeep Cherokee
33,478 Miles | Chicago, IL
$16,777
est. $242/mo

Track Price Check Availability

2020 Jeep Cherokee
14,997 Miles | Chicago, IL
$27,346
est. $394/mo

Track Price Check Availability

2020 Jeep Cherokee
19,208 Miles | Chicago, IL
$25,609
est. $369/mo

Track Price Check Availability

2020 Jeep Cherokee
14,859 Miles | Chicago, IL
$24,409
est. $352/mo

Track Price Check Availability

2019 Jeep Cherokee
19,945 Miles | Chicago, IL
$21,796
est. $314/mo

Track Price Check Availability

2014 Jeep Cherokee
98,075 Miles | Chicago, IL
$10,500
est. $151/mo

Track Price Check Availability

2015 Jeep Cherokee
105,229 Miles | Chicago, IL
$16,900
est. $244/mo

Track Price Check Availability

2019 Jeep Cherokee
33,123 Miles | Chicago, IL
$17,300
est. $249/mo

Track Price Check Availability

2015 Jeep Cherokee
86,269 Miles | Chicago, IL
$14,599
est. $210/mo

Track Price Check Availability

2019 Jeep Cherokee
16,029 Miles | Chicago, IL
$21,495
est. $310/mo

Track Price Check Availability

2019 Jeep Cherokee
32,272 Miles | Chicago, IL
$18,995
est. $274/mo

Track Price Check Availability

2017 Jeep Cherokee
123,198 Miles | Chicago, IL
$12,995
est. $187/mo

Track Price Check Availability

2017 Jeep Cherokee
15,983 Miles | Chicago, IL
$16,888
est. $243/mo

Track Price Check Availability

1998 Jeep Cherokee
146,188 Miles | Chicago, IL
$2,995
est. $43/mo

Track Price Check Availability

Chicago, IL Jeep Cherokee Buyer's Guide

Owner Reviews
Overall
4.3
Value
4.2
Performance
3.8
Style
4.2
Comfort
4.1
Fuel Economy
3.2
Reliability
4.1
Top Dealers In Chicago, IL
  1. Marino Chrysler Jeep Dodge Chicago

Jeep Cherokee Owner Ratings & Reviews

Write a Review

2001 Jeep Cherokee - I love this car

Sara
Chicago, Illinois
Overall
5.0
Value
5.0
Performance
5.0
Style
5.0
Comfort
4.0
Fuel Economy
4.0
Reliability
5.0
The car is very stylish and I feel very safe driving it. The gas mileage is good relative to other cars this size. It is great on the highway and fantastic in bad weather.
Pros
I feel safe driving this car.
Cons
I would like better gas mileage.

1999 Jeep Cherokee - Sturdy vehicle for families.

Cherokee Owner
O'Fallon, Illinois
Overall
3.0
Value
3.0
Performance
4.0
Style
4.0
Comfort
4.0
Fuel Economy
2.0
Reliability
2.0
My 1999 Jeep Cherokee Sport is a purchase I would make again. We have had to make some repairs due to the age. The repairs include a new exhaust system and a new brake line. Even with the repairs, this is a sturdy, solid vehicle. I do not hesitate to put my kids into this Jeep, nor do I worry about their safety. For parents of young children, the ability to strap down a car seat in this Jeep has provided the most sturdy buckle of any vehicle I've ever driven, including newer cars. The car seat does not move at all and remains solidly in place. The rear capacity is fairly spacious. We put our large jogging stroller back there most of the time and are still able to load other small items. If I am going grocery shopping, I do remove the stroller to have more room, but I don't have to. The... (more)
Story
We drove around in the snow last year looking at Christmas lights, drinking hot chocolate. It was awesome. We were safe, warm, and cozy.
Pros
Solidity, safety, spacious.
Cons
It was in rough shape when we got it and it needed a lot of repairs.

Chicago, IL Jeep Cherokee Pricing Analysis

Active Listings
Mileage

May 2020 Chicago Jeep Cherokee Prices & Rankings

Should you drive for a deal?

Cheap Jeep Cherokee Areas in Chicago, IL

Where is the cheapest place to buy a Jeep Cherokee in Chicago, IL?

Chicago, IL Dealer Ratings & Reviews

Write a Review

2014 Jeep Cherokee - Marino Chrysler Jeep Dodge Chicago

Daniel Ba
Chicago, Illinois
Overall
5.0
Facility
4.0
Process
5.0
Quality
5.0
Service
5.0
We went in to trade in a Porsche hoping to get at least 10,000 for the trade in. The salesman and his boss were very helpful the through the whole process. The car started at 31,500 and we were able to get them to come down to 26,100 and they also gave us 14,000 for our trade in. It was a great process and would recommend them to any one.