2009 Honda Pilot
163,997 Miles | Chicago, IL
$9,450
est. $136/mo

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2013 Ford Explorer
174,019 Miles | Chicago, IL
$11,450
est. $165/mo

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2011 Honda Odyssey
125,891 Miles | Chicago, IL
$9,900
est. $143/mo

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2010 GMC Terrain
156,696 Miles | Chicago, IL
$8,500
est. $123/mo

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2013 Buick Encore
105,737 Miles | Chicago, IL
$9,990
est. $144/mo

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2012 Jeep Grand Cherokee
185,877 Miles | Chicago, IL
$11,252
est. $162/mo

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2008 Chevrolet Suburban
193,720 Miles | Chicago, IL
$9,900
est. $143/mo

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2017 Ford Transit Cargo
100,588 Miles | Chicago, IL
$20,600
est. $297/mo

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2012 Acura TL
111,094 Miles | Chicago, IL
$12,450
est. $179/mo

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2012 Jeep Grand Cherokee
119,295 Miles | Chicago, IL
$13,450
est. $194/mo

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2014 Ford Transit Connect Cargo
117,406 Miles | Chicago, IL
$11,990
est. $173/mo

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2012 Honda Pilot
154,730 Miles | Chicago, IL
$12,450
est. $179/mo

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2015 Ford Transit Connect Cargo
130,069 Miles | Chicago, IL
$11,990
est. $173/mo

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2006 Chevrolet Colorado
145,276 Miles | Chicago, IL
$6,990
est. $101/mo

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2009 Ford F-150
140,554 Miles | Chicago, IL
$11,990
est. $173/mo

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2007 Chevrolet Avalanche
200,761 Miles | Chicago, IL
$8,990
est. $130/mo

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2019 Hyundai Kona
13,140 Miles | Chicago, IL
$20,995
est. $303/mo

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2008 Infiniti QX56
142,438 Miles | Chicago, IL
$11,995
est. $173/mo

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2019 Ford Explorer
31,408 Miles | Chicago, IL
$25,995
est. $375/mo

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2017 Ford Escape
79,161 Miles | Chicago, IL
$17,995
est. $259/mo

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October 2020 Chicago Car Prices & Rankings

Chicago, IL Dealer Ratings & Reviews

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Chicago, IL Driving Tips & Experiences

Gearldine
Chicago, IL
Chicago, IL Driving Tips
You should take the time to learn the grid system. Once learning the gird system, note that there are diagonal roads through the grid and sometimes they do weird things--particularly in the loop. Know that the loop is always insane as is the stretch of North Ave right by the Damen blue line stop (it ... (more)
Chicago, IL Buying Tips
I haven't bought a car in this city, but I can say this from prior experience: shop around the used dealerships only because some people on Craigslist are going to screw you over. It's not as big of an issue for apartment, job, and random stuff hunting, but I have heard horror stores about cars. Now ... (more)
Favorite Driving Memory
Anytime I get to drive in the city--I have a Zipcar account for a reason--I simply enjoy not having to take all my groceries from the store home via CTA. It can be a huge pain. Particularly when I lived in Edgewater at Ridge and Ardmore. To get to stores with good sales, it would literally be like a ... (more)
Favorite Road
Around Boystown - Boystown is a neighborhood not a road, so technically I have like three favorites in that neighborhood: Belmont, Clark, and Halsted. The traffic is always awful in the city, and Boystown provides me with wonderful things/people to look at or be like HEY! I've never been there. Mental note, check tha ... (more)
Elliott
Chicago, IL
Chicago, IL Driving Tips
Some advice that I would give to other drivers driving around in this city of Chicago would be to watch all around you. Also, to take your time driving and do not let anyone rush you to get to your destination. If they are that impatient and are the passenger tell them they can walk, and if they ar ... (more)
Chicago, IL Buying Tips
Do not go through craigslist. People are so sketchy nowadays so I do not recommend going that route to get you a car. I would recommend a legit car dealership. Going to some random person on a random website is really dangerous and it is not a good idea. I do not know of a particular location becau ... (more)
Favorite Driving Memory
MY favorite memory from driving in the city of Chicago is how there is always a detour to take if a street seems to blocked. What I mean, is that like when I first started working I would always seem to almost get into a fender bender with another car or a pole. I was a new driver at the time but my ... (more)
Favorite Road
201 East randolph street - This is my favorite road to drive by because there is always something beautiful to look at. Its always construction work yes but its not as horrible as where I would drive for work. Plus, if I am hungry there is always a place to eat or even shop which is amazing because I love to shop and eat. Ev ... (more)
Alecia
Chicago, IL
Chicago, IL Driving Tips
If you live in the downtown area and work in the downtown area, get rid of your car and take public transportation. Everything is either in walking distance or a quick bus or cab ride will get you to your destination. If you work in the suburbs and live in the city, you will need a car. That means y ... (more)
Chicago, IL Buying Tips
If you are purchasing a used car for under $10,000, stay away from any car dealers and deal direct to the person selling it by using Craigslist. Beware of dealers posing on craigslist as normal people. It is easy to spot by reverse lookup of the phone number and obtaining the address. Its also easy ... (more)
Favorite Driving Memory
My friend had a condo downtown on the Gold Coast and he invited me and a friend down for a poker game. It was a Friday night and there was absolutely no parking spaces anywhere on the street. We circled around for literally over an hour. Even the illegal spaces were taken in front of the fire hydran ... (more)
Favorite Road
Sheridan Road - Sheridan road was built in the late 1800's and it is a beautiful northern extension of Lake Shore Drive that winds its way through the northern tree lined suburbs by Lake Michigan. It is home to a lot of mansions, including Cameron's house from the movie "Ferris Bueler's Day Off". Sheridan Road also ... (more)

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