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Used Jeep Grand Cherokee in Chicago, IL for Sale

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2013 Jeep Grand Cherokee Laredo

$18,998* 72K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
4WD/AWD, Leatherette Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Navigation System
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2013 Jeep Grand Cherokee Laredo for sale - $18,998, 71,714 miles with 4WD/AWD, Leatherette Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Navigation System
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.457 reviews) I bought the 2008 5.7L Hemi Limited. First, the things that may disappoint you: 1. Models like mine support bluetooth calls, but not music. 2. Throttle Response is slow. 3. You will get about 12mpg city and about 18mpg highway. The reason I bought this particular vehicle: 1. 5.7L V8 power 2. Tows up to 7,000 lbs 3. Comfort and Class 4. Nearly unstoppable (as long as you treat it well) Ask any Wrangler owner and they'll tell you not to buy this vehicle. That's because they're jealous. The 5.7L Hemi engine and super smart all wheel drive can pull a full load. Along a steep highway climb. In heavy rain. With the same confidence that it can cruise around town. And it will make you smile while doing both.
New Arrival

2014 Jeep Grand Cherokee Laredo

$19,998* 37K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
4WD/AWD, Satellite Radio Ready, Auxiliary Audio Input, Cruise Control, Alloy Wheels, Overhead Airbags
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2014 Jeep Grand Cherokee Laredo for sale - $19,998, 36,433 miles with 4WD/AWD, Satellite Radio Ready, Auxiliary Audio Input, Cruise Control, Alloy Wheels, Overhead Airbags
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.639 reviews) I love the features!! and this car has plenty. From the keyless entry system for the doors and hatch to the Bluetooth and navigation to the adaptive cruise. It just seems that Jeep thought this process through thoroughly. I continue to find new features that make me say........"How smart was that!" I need an SUV because I travel a lot so I need to haul around a mini household. To top it all off the vehicle is sharp looking!!!

2018 Jeep Grand Cherokee Limited

$32,998* 5K Miles


CarMax Hillside (Eisenhower Expy) Coming soon

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2018 Jeep Grand Cherokee Limited for sale - $32,998, 4,506 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.667 reviews) I love everything about this vehicle. It has plenty of room for my dog which is huge for me and I like how comfortable it is and plenty of compartments for all my things.
Coming Soon

2017 Jeep Grand Cherokee Limited

$25,998* 39K Miles


CarMax Hillside (Eisenhower Expy) Coming soon

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Grand Cherokee Limited for sale - $25,998, 38,357 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: (4.6 reviews) I have owned a Lexus 350 and a Mazda CX-7 and this by far is my favorite SUV! It's roomy, comfortable and supportive seating, nice perks like the heated seating and wheel, Bluetooth, and sunroof. It's suspension is great! Smooth ride. It gets up and goes when needed as well. I love It!
Coming Soon

2017 Jeep Grand Cherokee Limited

$27,998* 25K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Grand Cherokee Limited for sale - $27,998, 24,262 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: (4.6 reviews) Have had this car about six weeks but so far is performing well. Feels very solid and gets better gas milage than expected with the V-6. Have been driving Jeeps for about 15 years and this is the best one yet!

2017 Jeep Grand Cherokee Laredo

$24,998* 24K Miles


CarMax Hillside (Eisenhower Expy) Coming soon

Key Features
4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Jeep Grand Cherokee Laredo for sale - $24,998, 23,398 miles with 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.6 reviews) i have added 200 lbs of strength too each spring and changed track bar bushings added 10ply general grabber at/2 tires and a supercharger to my 4.0 . it will fly on almost any terrain and only gets 15.4 mpg on 93 octane . but better than it got off the lot in 2004 do not believe factory epa estimate on gass mileage
Coming Soon

2015 Jeep Grand Cherokee Overland

$26,998* 48K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2015 Jeep Grand Cherokee Overland for sale - $26,998, 47,562 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: (4.655 reviews) It looks great. Plenty of room inside for a family of 4.
New Arrival

2015 Jeep Grand Cherokee Altitude

$25,998* 48K Miles


CarMax Schaumburg Shipping not available

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2015 Jeep Grand Cherokee Altitude for sale - $25,998, 47,658 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: (4.655 reviews) I have a '94 Jeep GC and it is going strong .Since I handed it to my teenage -first time driver- w/confidence, I still wanted a Jeep. Never let down with performance and reliability, don't leave home without it!!!!!!!!!!!!!!

2015 Jeep Grand Cherokee Altitude

$25,998* 36K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Parking Sensors, Rear View Camera, Sunroof(s)
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2015 Jeep Grand Cherokee Altitude for sale - $25,998, 35,277 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Parking Sensors, Rear View Camera, Sunroof(s)
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.655 reviews) Great car in great shape, great trust in Carmax, very easy to work with, cannot find a single thing to complain of. Will stick with Carmax from here on out.
New Arrival

2017 Jeep Grand Cherokee Laredo

$22,998* 33K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2017 Jeep Grand Cherokee Laredo for sale - $22,998, 32,333 miles with 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.6 reviews) It has all the bells and whistles needed in an SUV. Handles nicely and lots of safety features.

2017 Jeep Grand Cherokee Limited

$26,998* 40K Miles


CarMax Merrillville Free shipping • IN to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Merrillville in Merrillville, Indiana 46410
Description: Used 2017 Jeep Grand Cherokee Limited for sale - $26,998, 39,170 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: (4.6 reviews) We've been really pleased with our new (used) Jeep Grand Cherokee since our purchase 3 months ago. I was leary of all the bells and whistles (just one more thing that can go wrong) but have learned to appreciate the heated/ventilated seats (front and back) with lumbar support, the navigation system, the back-up camera, the voice-controlled radio and blue-tooth, etc. Our first 4 hour road trip was like flying first class - you arrive rested and actually enjoyed the trip. It's an impressive vehicle!
New Arrival

2013 Jeep Grand Cherokee Laredo

$14,998* 78K Miles


CarMax Kenosha Free shipping • WI to IL

Key Features
4WD/AWD, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels, Overhead Airbags
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2013 Jeep Grand Cherokee Laredo for sale - $14,998, 77,325 miles with 4WD/AWD, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels, Overhead Airbags
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (4.457 reviews) Very pleased with my purchase. I bought the Overland model with the 5.7L Hemi. It is hard on gas. Don't underestimate that last point. The Jeep is a blast to drive. It's a big solid vehicle that still feels nimble. Leg room in the back seat is an issue for my teenagers but I don't sit back there much so I'm pretty pleased with it ;)

2014 Jeep Grand Cherokee Overland

$24,998* 54K Miles


CarMax Kenosha Free shipping • WI to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2014 Jeep Grand Cherokee Overland for sale - $24,998, 53,997 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: (4.639 reviews) I just thought I would update my review from December of 2008. I was thrilled with my 2004 Grand CHerokee Laredo with the 235 HP 4.7 Liter V8 and Quadra Trac II Four Wheel Drive System. The first thing I did as an "improvement" was install a $45 K&N High Flow air filter. Do this right away! My stock Jeep will now Peel out all four tires from a stop. Then, since I have a wheelchair lift installed in the hitch, which weighs about 200 lbs I installed four Monroe Reflex shocks for a little better handling. Great addition to an already great handling machine. I get about 22mpg on the freeway and about 16 mpg city. I can take it ANYWHERE. My daughters are ages 12 and 14, and they constantly beg to go "wheelin'". We have climbed hills that an adult Quad runner couldn't climb. They got stuck going up this off road dirt hill about halfway up. I put my baby into 4LOW First gear and didn't even tap the gas, she climbed all the way to the top of this mountain like she was in the parking lot. Mine is Inferno Red, and after a wash she we will go to Pacific Coast Highway from Dana Point to Long Beach, and she fits right in with the Hummer H2's and Land Rovers. I have never been so proud of a vehicle in my life. In case you haven't guessed, I would recommend at least the 2004 model [the last with a solid front axel] to anyone. One funny side effect of the Jeep, is that in a parking lot full of mechanics, someone who is broken down will come to you first to ask for help with a jumpt start or other mild mechanical problems. I had to buy 2 tow straps and some heavy duty jumper cables. Hope you have the same experience with your Grand Cherokee. Thanks for reading. Dave in Perris, CA
New Arrival

2013 Jeep Grand Cherokee Laredo

$15,998* 79K Miles


CarMax Milwaukee Free shipping • WI to IL

Key Features
4WD/AWD, Satellite Radio Ready, Sunroof(s), Tow Hitch, Auxiliary Audio Input, Cruise Control
Location: CarMax Milwaukee in Milwaukee, Wisconsin 53224
Description: Used 2013 Jeep Grand Cherokee Laredo for sale - $15,998, 78,804 miles with 4WD/AWD, Satellite Radio Ready, Sunroof(s), Tow Hitch, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (4.457 reviews) We upgraded from a 2000 Gr Cherokee Lmtd to a 2005 Lmtd. We love the exterior look of the Cherokee and the later model improved on those rugged, yet refined looks. Has all the options we could want. The thing that was lost in newer model year was interior room. I am 6'3 and have to tilt the seat back a bit to keep from head touching roof. Backseat has tighter legroom than older model also (which wasn't spacious either). Overall, still best looking SUV for the money out there, even if not #1 in practical dept. Also if want good gas mileage, look elsewhere.

2018 Jeep Grand Cherokee Altitude

$27,998* 40K Miles


CarMax Grand Rapids (Kentwood) Free shipping • MI to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Grand Rapids (Kentwood) in Kentwood, Michigan 49512
Description: Used 2018 Jeep Grand Cherokee Altitude for sale - $27,998, 39,864 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather & Suede Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Average Vehicle Review: (4.667 reviews) Having gone from a Volkswagen (actually three different ones in the last 10 years) to a Jeep, I must say I love it. It runs perfectly well, looks like brand new, and everyone remarks about it. I have a minor problem with the driver-side window, but since I took advantage of Carmax's warranty program, I believe that will be taken care of readily and hassle - free. Great purchase (finally) on my part.

2018 Jeep Grand Cherokee Laredo

$26,998* 16K Miles


CarMax Grand Rapids (Kentwood) Free shipping • MI to IL

Key Features
4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Navigation System, Auxiliary Audio Input
Location: CarMax Grand Rapids (Kentwood) in Kentwood, Michigan 49512
Description: Used 2018 Jeep Grand Cherokee Laredo for sale - $26,998, 15,414 miles with 4WD/AWD, Satellite Radio Ready, Parking Sensors, Rear View Camera, Navigation System, Auxiliary Audio Input
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (4.667 reviews) Runs great, comfortable, plenty of power, good mileage.
New Arrival

2017 Jeep Grand Cherokee Laredo

$21,998* 33K Miles


CarMax Indianapolis Free shipping • IN to IL

Key Features
4WD/AWD, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Location: CarMax Indianapolis in Indianapolis, Indiana 46280
Description: Used 2017 Jeep Grand Cherokee Laredo for sale - $21,998, 32,733 miles with 4WD/AWD, Parking Sensors, Rear View Camera, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (4.6 reviews) Regular oil changes, tire rotations, alignments and tune-ups I have hardly put any money into this vehicle. Its very dependable

2017 Jeep Grand Cherokee Limited

$24,998* 45K Miles


CarMax Dayton Shipping not available

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Dayton in Dayton, Ohio 45449
Description: Used 2017 Jeep Grand Cherokee Limited for sale - $24,998, 44,063 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: (4.6 reviews) God car for dirt roads and mountain living.

Reviews for Jeep Grand Cherokee

Overall Rating

4.4 out of 5(516 reviews)

GREAT CAR!!!

Great car in great shape, great trust in Carmax, very easy to work with, cannot find a single thing to complain of. Will stick with Carmax from here on out.

- Ken Wamsley, 2011 Jeep Grand Cherokee

muddy jeeps

i have added 200 lbs of strength too each spring and changed track bar bushings added 10ply general grabber at/2 tires and a supercharger to my 4.0 . it will fly on almost any terrain and only gets 15.4 mpg on 93 octane . but better than it got off the lot in 2004 do not believe factory epa estimate on gass mileage

- 10 ply racer no mud 2slick, 2004 Jeep Grand Cherokee

Great looking jeep but unfortunately issues.

I love my jeep. Unfortunately less then 3 months later it broke down and was in the shop for two weeks for a transmission issue. A month later now I have to take it back because something else is leaking under the engine. Not happy. Now I am worried it will break down again. Not a good feeling

- Karen C, 2011 Jeep Grand Cherokee

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