Skip to Main Content

Used Jeep in Chicago, IL for Sale

298 Matches
Sort By:
Sort By

2016 Jeep
Patriot

$14,998* 42K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Jeep Patriot Latitude for sale - $14,998, 42,620 miles with 4WD/AWD, Satellite Radio Ready, Front Seat Heaters, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.643 reviews) Appears to be reliable. Fuel economy bearable. Capable of modest towing. Sure footed (can do mild off-roading). In a nutshell, it is quite a bit of vehicle for the price I paid in today's market. While I'm not a fan of electronic automatics, this one seems to shift in a sensible fashion and with no strange anomalies so far. I have already taken the vehicle on a 3k mile road trip, camping out of the back of it for 4 of the 7 days I was on the road and it performed admirably. With 1000 pounds of me and my gear in it and ON it (I've added rood racks), I got 16mpg overall, including some dirt driving and HARD pushing it hard interstates. In normal use with just me and my lady aboard it gets every bit of the 23mpg claimed by Jeep.

2015 Jeep
Patriot

$12,998* 91K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2015 Jeep Patriot High Altitude for sale - $12,998, 91,440 miles with 4WD/AWD, Leather Seats, Sunroof(s), Front Seat Heaters, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.143 reviews) Love my jeep, loved my last one too. TERRIBLE gas mileage, but so much fun. Has the newer soft top mechanism which allows me to have fingernails (female jeep issues), but leaks. Leaks in the rear behind the back seat and passenger seat, but I don't sit there. Keep my extra raincoat, hat and first aid kit in a space bag now.

2016 Jeep
Patriot

$14,998* 29K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Jeep Patriot Sport for sale - $14,998, 29,237 miles with Satellite Radio Ready, Auxiliary Audio Input, Cruise Control, Overhead Airbags, Traction Control, Side Airbags
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.643 reviews) I was so excited, I had a grand years ago and thought this was sporty lower cost option. I was so wrong. It rattles everywhere. I have had more recalls then I could have imagined, and overall it just seems small. I want to love it, and at the end of the day it's a car so I will keep driving it but it's not my favorite car I have ever owned. The nose is a huge blind spot I never noticed in the test drive but have caught myself almost hitting things because it's got a huge blind spot in the front.

2015 Jeep
Compass

$13,998* 73K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2015 Jeep Compass Sport for sale - $13,998, 73,853 miles with Auxiliary Audio Input, Cruise Control, Alloy Wheels, Overhead Airbags, Traction Control, Side Airbags
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.214 reviews)

2015 Jeep
Patriot

$13,599* 5K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2015 Jeep Patriot Sport for sale - $13,599, 5,028 miles with Auxiliary Audio Input, Cruise Control, Overhead Airbags, Traction Control, Side Airbags, AM/FM Stereo
Transmission: Automatic Color:Black Interior Color: Tan Average Vehicle Review: (4.143 reviews)

2016 Jeep
Renegade

$17,998* 18K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Jeep Renegade Latitude for sale - $17,998, 18,885 miles with
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.875 reviews)

2017 Jeep
Patriot

$17,998* 21K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Patriot Latitude for sale - $17,998, 21,969 miles with Satellite Radio Ready, Rear View Camera, Sunroof(s), Navigation System, Front Seat Heaters, Auxiliary Audio Input
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (3.75 reviews)

2017 Jeep
Compass

$16,998* 39K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Compass High Altitude for sale - $16,998, 39,795 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Sunroof(s), Front Seat Heaters
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.5 reviews)

2014 Jeep
Grand Cherokee

$20,998* 78K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $20,998, 78,187 miles with Technology Package, Power Liftgate/DeckLid, Auto Cruise Control, Leather Seats, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.625 reviews)

2017 Jeep
Compass

$19,998* 23K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Compass All-New Latitude for sale - $19,998, 23,982 miles with Cold Weather Package, 4WD/AWD, Rear View Camera, Front Seat Heaters, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.5 reviews)

2017 Jeep
Grand Cherokee

$23,998* 19K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Grand Cherokee Laredo E for sale - $23,998, 19,380 miles with 4WD/AWD, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.333 reviews)

2017 Jeep
Grand Cherokee

$23,998* 36K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Grand Cherokee Laredo for sale - $23,998, 36,103 miles with 4WD/AWD, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.333 reviews)

2018 Jeep
Compass

$21,998* 9K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2018 Jeep Compass Limited for sale - $21,998, 9,826 miles with Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Front Seat Heaters, Auxiliary Audio Input
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (0 reviews)

2010 Jeep
Wrangler

$22,998* 95K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2010 Jeep Wrangler Unlimited Sahara for sale - $22,998, 95,706 miles with 4WD/AWD, Satellite Radio Ready, Navigation System, Tow Hitch, Running Boards, Auxiliary Audio Input
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (4.61 reviews)

2016 Jeep
Grand Cherokee

$25,998* 29K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Jeep Grand Cherokee 75th Anniversary Edition for sale - $25,998, 29,155 miles with 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Front Seat Heaters, Auxiliary Audio Input
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (5 reviews)

2016 Jeep
Grand Cherokee

$25,998* 25K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Jeep Grand Cherokee 75th Anniversary Edition for sale - $25,998, 25,916 miles with 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Front Seat Heaters, Auxiliary Audio Input
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (5 reviews)

2016 Jeep
Grand Cherokee

$30,998* 45K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Jeep Grand Cherokee High Altitude for sale - $30,998, 45,302 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (5 reviews)

2014 Jeep
Grand Cherokee

$25,998* 63K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $25,998, 63,554 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, DVD Video System
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.625 reviews)

2018 Jeep
Grand Cherokee

$34,998* 27K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2018 Jeep Grand Cherokee Trailhawk for sale - $34,998, 27,791 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4 reviews)

2014 Jeep
Grand Cherokee

$26,998* 46K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2014 Jeep Grand Cherokee Summit for sale - $26,998, 46,343 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.625 reviews)

2018 Jeep
Cherokee

$26,998* 13K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2018 Jeep Cherokee Overland for sale - $26,998, 13,680 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (3.5 reviews)

2017 Jeep
Grand Cherokee

$31,998* 26K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Grand Cherokee Altitude for sale - $31,998, 26,196 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.333 reviews)

Reviews for Jeep

Overall Rating

4.4 out of 5(2,317 reviews)

It's a jeep thing

Love my jeep, loved my last one too. TERRIBLE gas mileage, but so much fun. Has the newer soft top mechanism which allows me to have fingernails (female jeep issues), but leaks. Leaks in the rear behind the back seat and passenger seat, but I don't sit there. Keep my extra raincoat, hat and first aid kit in a space bag now.

- Say Anne, 2013 Jeep Wrangler

I thought I loved it.

I was so excited, I had a grand years ago and thought this was sporty lower cost option. I was so wrong. It rattles everywhere. I have had more recalls then I could have imagined, and overall it just seems small. I want to love it, and at the end of the day it's a car so I will keep driving it but it's not my favorite car I have ever owned. The nose is a huge blind spot I never noticed in the test drive but have caught myself almost hitting things because it's got a huge blind spot in the front.

- R R, 2014 Jeep Cherokee

What the doctor ordered so far

Appears to be reliable. Fuel economy bearable. Capable of modest towing. Sure footed (can do mild off-roading). In a nutshell, it is quite a bit of vehicle for the price I paid in today's market. While I'm not a fan of electronic automatics, this one seems to shift in a sensible fashion and with no strange anomalies so far. I have already taken the vehicle on a 3k mile road trip, camping out of the back of it for 4 of the 7 days I was on the road and it performed admirably. With 1000 pounds of me and my gear in it and ON it (I've added rood racks), I got 16mpg overall, including some dirt driving and HARD pushing it hard interstates. In normal use with just me and my lady aboard it gets every bit of the 23mpg claimed by Jeep.

- Mike Lee, 2013 Jeep Grand Cherokee

This price does not include tax, title, and tags. Additional fees may also apply depending on the state of purchase.