2008 Jeep Grand Cherokee for Sale in Chicago, IL

7 vehicles found
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PRICE DROP
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Used
$10,990 $11,800 110,598 mi.

2008 Jeep Grand Cherokee Overland

Good Deal
Shaver Preferred Motors
(219) 354-2032
4.6 (41 reviews)
29 mi. from 60606
  • Ext. Color: Black
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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(219) 354-2032
Very pleased
by Happy Lady from Rolling Prairie, IN
October 16, 2018
Joe was great ! He kept in contact prior to our arrival. He had both vehicles I was interested in warming up when we arrived ( it was chilly out). Everyone was very friendly and helpful in making things go smoothly. I LOVE my new Enclave
Perfect car al all the time
by Jeeplover from Kent, OH
January 7, 2019
Is very strong at all seasons at all the time spicical at winter season. I give it five star al the time, didn’t have any issue with it.
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Used
$7,495 113,807 mi.

2008 Jeep Grand Cherokee Laredo

Great Deal
Silver Auto Sales Inc.
(815) 534-1275
4 (59 reviews)
29 mi. from 60606
  • Ext. Color: Black
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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(815) 534-1275
Loved our experience. And we saved over $2500!
by Bill from River Forest
July 30, 2018
Loved our experience! And we saved over $2500 from dealer price for exact same Honda. Except Silver Auto Honda had 12000 fewer miles. Salesman awesome.
Tied for the best vehicle I've ever owned
by Greg from SOUTH PLAINFIELD
November 19, 2018
These Grand Cherokees are the best vehicles along with the Chevy Suburban. Performance, Safety, Reliability, Styling, Features, it has it all. If you need a lot of room, the Suburbans are the best. If you don't need all that room, Grand Cherokees are the best. I've had several of both.
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Used
$9,995 72,900 mi.

2008 Jeep Grand Cherokee Laredo

Good Deal
A1 Auto Sales
(630) 708-4309
2.6 (8 reviews)
17 mi. from 60606
  • Ext. Color: Gold
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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(630) 708-4309
Tuttle
by Rick Patterson from Cincinnati Ohio
November 26, 2017
Ron Tuttle is a great guy. Great with people and a perfect gentleman. He is about as fair as a person can be. I enjoyed dealing with him.
Fast fun family suv
by Colee03 from Ocean springs ms
September 15, 2018
One of the fastest suvs out there!! So much fun to drive and cart the whole family around too!!! Styling is timeless on this SRT and won’t disappoint!!
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Used
$9,850 104,247 mi.

2008 Jeep Grand Cherokee Limited

Great Deal
Windy City Motors
(773) 466-8914
4.9 (742 reviews)
6 mi. from 60606
  • Ext. Color: Blue
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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(773) 466-8914
Jimmy
by Jose Lara-Ortiz from Forest park I’ll
November 30, 2018
Great working with jimmy best experience ever he help me found the suv I wanted . Best help when u come to Windy City ask for Jim xxxx we’ll help you any way possible.
Will not let it go, even after a Newer vehicle.
by BeepBeepImmaJeep from Little Rock
August 12, 2018
I absolutely love it! Interior and exterior styling till holds up after 10 years. Many people think it is newer then year model 2008. My trim is the Overland Edition with a 3.0 diesel v6. ABSOLUTELY love the motor! It’s very reliable and more then enough power as a daily driver and a hauler. The motor is a little loud at a standstill if that’s not your thing, but Zero noise when traveling faster then 15mph even with the windows down. My only two complaints are uncomfortable amount of space for passengers in the back seat if they are not children. Also, the Overland comes with some fancy features that don’t work as well as intended and (to me) are just extra stuff that is costly to fix and isnt beneficial enough to warrant their added cost. Namely the automatic rain sensing windshield and automatic ’oncoming headlight sensors’ that switch the high beams on and off while driving. My own headlight reflection fools it repeatedly in any driving conditions other then completely unlit side and back roads. It is more convenient to me to turn that feature off. Overall I give this Jeep a 5 star. Looks great, drives great, reliable, and I absolutely love it!
See all 14 photos
Used
$29,900 32,672 mi.

2008 Jeep Grand Cherokee SRT8

Fair Price
355 North Auto Inc
(888) 326-7390
3.6 (10 reviews)
20 mi. from 60606
  • Ext. Color: Black
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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(888) 326-7390
05 Chevy Silverado pickup
by John from St Charles, IL
July 18, 2018
Started looking for pickup for my son under $10k and stopped at 355 North Auto Sales based on vehicles I had seen on cars.com and other sites. I was very skeptical of dealers looking for a pickup at this price as I knew it would need to be a older model and not perfect condition. when I visited 355 they were welcoming and not pushy in trying to find a fit for my budget. We looked at a couple vehicles and did not purchase as I wanted to shop around mainly due to my skeptical nature and expectation of finding better vehicles and deals elsewhere. After i visited at least 7 dealers and drove over 10 trucks I ended up back at 355 auto as it was clear their inventory was as advertised and pricing very competitive. Many vehicles look great on internet pics but upon 1st hand inspection and test drive are far from advertised and quite frankly junk. Just because a vehicle is used doesnt mean it should be trash. 355 inventory is as advertised and no xxxxxx business with the staff. Michael(sales) was a very respectful young man who did a good job showing pickup truck vehicles and following up with me. Frank(mgr) was completely transparent with the truck I was interested in and feel like the deal was very fair for a good condition older vehicle. In fact, I had a couple concerns that Frank had addressed immediately without hesitation which turned out very minor and corrected with zero hassles. I am not one to write reviews but in this case was so very impressed with the staff at this dealership, the inventory is really good and I trust that my son has been put into a safe and reliable truck. I would recommend to anyone to check these guys out if you're in the market for a used vehicle. Thank you 355 North
Very Effecient For Outdoor Activities
by JoVian from Newark, New Jersey
July 7, 2018
This Jeep is perfect for my off road trips. The ground clearance is excellent. The rear foldable seats & spacious trunk area meet all of my mountain camping, beach trips, laundry & shopping needs.
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Used
$7,950 86,000 mi.

2008 Jeep Grand Cherokee Laredo

Sinyoura (Private Seller)
2 mi. from 60606
  • Ext. Color: Black
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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Good vehicle and comfortable
by Karen A from Forestville
June 21, 2018
This vehicle seems to meet all of my needs so far, will see this winter. It's roomy, comfortable and rides smooth. Most of my family have owned jeeps in the past.
Used
$8,788 113,480 mi.

2008 Jeep Grand Cherokee Laredo

Great Deal
HOT CAR
CRS Auto Group
(847) 380-1769
4.6 (11 reviews)
24 mi. from 60606
  • Ext. Color: Gray
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
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(847) 380-1769
ML550
by Erik from Elgin IL
December 1, 2018
Easy to work with! Got me an awesome car at an awesome price! I worked with Kumar. Thank you CRS Auto. A++++ will highly recommend them to everyone I know
Best car I've ever owned for driving in snow
by Trail Hawk Lover from Battle Creek MI
May 15, 2018
I just sold my 2008 Jeep Grand Cherokee with diesel engine. It was the best vehicle I have ever owned that I wasn't afraid to drive in the snow. It literally would go through anything. I bought it new in '08 and just sold it in '18.
* Title, other fees, and incentives are not included in this calculation, which is an estimate only. Monthly payment estimates are for illustrative purposes only and do not represent a financing offer from the seller. Other taxes may apply.
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