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Used Jeep in Chicago, IL for Sale

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2010 Jeep
Patriot

$10,599* 98K 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 Patriot Sport for sale - $10,599, 98,302 miles with Sunroof(s), Front Seat Heaters, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags, Traction Control
Transmission: Automatic Color:Green Interior Color: Black Average Vehicle Review: (4.429 reviews) This Wrangler had a brand-new feeling. It was several thousand dollars lower in cost than an actual brand-new Jeep. Jeep Wrangler came with hard top but easily was converted to a convertible with after-market soft top for the summer. Great snow vehicle and great summer vehicle.

2012 Jeep
Grand Cherokee

$17,998* 79K 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 2012 Jeep Grand Cherokee Limited for sale - $17,998, 79,480 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Sunroof(s)
Transmission: Automatic Color:Silver Interior Color: Tan Average Vehicle Review: (4.481 reviews) It has been a good value since it is a nice roomy vehicle with over 110k and I paid under 30k for it. Roomy, spacious, car like ride and handling. I have taken good care of the car (body, interior, mechanically) and has a lot more life left in it. Has 4.7 V8 and wish I would have had the Hemi engine. I have done some heavy towing over he years and recently had to replace engine due to broken connecting rod. Good for another 100k now.

2014 Jeep
Cherokee

$13,998* 89K miles
CarMax Hillside (Eisenhower Expy)
Coming Soon to Chicago, IL
Coming Soon to Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2014 Jeep Cherokee Latitude for sale - $13,998, 89,978 miles with 4WD/AWD, Satellite Radio Ready, Tow Hitch, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.156 reviews) There is nothing else like a Jeep Wrangler. Even if you're just out running errands, cruising around in the summer with the top down is an instant vacation. Even with the top up, driving it is a blast and with 4-wheel drive, you aren't limited to just the warmer months like other convertibles. And with 4 doors and plenty of cargo space, it has plenty of room for hauling friends, kids, and piles of stuff around.

2014 Jeep
Grand Cherokee

$22,998* 70K 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 - $22,998, 70,232 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.638 reviews)

2014 Jeep
Compass

$13,599* 66K 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 Compass Latitude for sale - $13,599, 66,063 miles with Leather Seats, Sunroof(s), Front Seat Heaters, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.031 reviews)

2019 Jeep
Cherokee

$23,998* 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 2019 Jeep Cherokee Trailhawk for sale - $23,998, 39,126 miles with 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Tow Hitch, Auxiliary Audio Input
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.5 reviews)

2019 Jeep
Compass

$20,998* 40K 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 2019 Jeep Compass Trailhawk for sale - $20,998, 40,370 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (0 reviews)

2019 Jeep
Compass

$20,998* 34K 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 2019 Jeep Compass Trailhawk for sale - $20,998, 34,424 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (0 reviews)

2019 Jeep
Compass

$21,998* 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 2019 Jeep Compass Trailhawk for sale - $21,998, 29,697 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (0 reviews)

2019 Jeep
Compass

$21,998* 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 2019 Jeep Compass Trailhawk for sale - $21,998, 27,091 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (0 reviews)

2019 Jeep
Compass

$22,998* 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 2019 Jeep Compass Trailhawk for sale - $22,998, 25,269 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Tow Hitch, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (0 reviews)

2019 Jeep
Grand Cherokee

$34,998* 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 2019 Jeep Grand Cherokee Altitude for sale - $34,998, 9,424 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:White Interior Color: Average Vehicle Review: (5 reviews)

2019 Jeep
Compass

$23,998* 18K miles
CarMax Hillside (Eisenhower Expy)
Coming Soon to Chicago, IL
Coming Soon to Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2019 Jeep Compass Limited for sale - $23,998, 18,577 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (0 reviews)

2019 Jeep
Compass

$19,998* 31K 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 2019 Jeep Compass Limited for sale - $19,998, 31,981 miles with Leather Seats, Satellite Radio Ready, Rear View Camera, Front Seat Heaters, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (0 reviews)

2019 Jeep
Grand Cherokee

$29,998* 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 2019 Jeep Grand Cherokee Laredo E for sale - $29,998, 9,788 miles with Power Liftgate/DeckLid, 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Front Seat Heaters
Transmission: Automatic Color:White Interior Color: Gray Average Vehicle Review: (5 reviews)

2019 Jeep
Compass

$24,998* 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 2019 Jeep Compass Trailhawk for sale - $24,998, 13,486 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (0 reviews)

2015 Jeep
Patriot

$15,998* 56K 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 Limited for sale - $15,998, 56,002 miles with 4WD/AWD, Leather Seats, Boston Sound System, Satellite Radio Ready, Sunroof(s), Navigation System
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (4.143 reviews)

2019 Jeep
Cherokee

$18,998* 11K 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 2019 Jeep Cherokee Latitude for sale - $18,998, 11,741 miles with Satellite Radio Ready, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels, Overhead Airbags
Transmission: Automatic Color:Green Interior Color: Black Average Vehicle Review: (4.5 reviews)

2018 Jeep
Grand Cherokee

$29,998* 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 2018 Jeep Grand Cherokee Altitude for sale - $29,998, 29,101 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.667 reviews)

2018 Jeep
Grand Cherokee

$30,998* 22K 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 Altitude for sale - $30,998, 22,722 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.667 reviews)

2018 Jeep
Grand Cherokee

$31,998* 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 2018 Jeep Grand Cherokee Altitude for sale - $31,998, 19,252 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: (4.667 reviews)

2018 Jeep
Compass

$20,998* 30K 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 - $20,998, 30,235 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Navigation System, Front Seat Heaters
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (3.667 reviews)

Reviews for Jeep

Overall Rating

4.4 out of 5(2,317 reviews)

Nothing Else Like It!

There is nothing else like a Jeep Wrangler. Even if you're just out running errands, cruising around in the summer with the top down is an instant vacation. Even with the top up, driving it is a blast and with 4-wheel drive, you aren't limited to just the warmer months like other convertibles. And with 4 doors and plenty of cargo space, it has plenty of room for hauling friends, kids, and piles of stuff around.

- Dave Bruneel, 2007 Jeep Wrangler

Nice Roomy Ride

It has been a good value since it is a nice roomy vehicle with over 110k and I paid under 30k for it. Roomy, spacious, car like ride and handling. I have taken good care of the car (body, interior, mechanically) and has a lot more life left in it. Has 4.7 V8 and wish I would have had the Hemi engine. I have done some heavy towing over he years and recently had to replace engine due to broken connecting rod. Good for another 100k now.

- Todd Schmitz, 2006 Jeep Commander

Low-mileage Jeep for less than new

This Wrangler had a brand-new feeling. It was several thousand dollars lower in cost than an actual brand-new Jeep. Jeep Wrangler came with hard top but easily was converted to a convertible with after-market soft top for the summer. Great snow vehicle and great summer vehicle.

- Jerry Miller, 2013 Jeep Wrangler

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