Used smart fortwo in Chicago, IL

New Search

Filter Results

listings

Price

- Loading...

Mileage

- Loading...

Accidents Reported

Text Search

Price Drops

Add Similar Cars

Looking for a New smart fortwo?

750 new smart fortwo listings
2006 smart fortwo Review
by Gregory

I shall be getting the 1 litre version in the next year or two.

Hoot to drive, did a 360 mile round trip in it with no problems,not tiring to drive, surprisingly roomy, easy to park, handles like go-kart only fault (small) is the gearbox - it has trouble deciding what gear it wants but once you learn to drive around the problem it's ok! MPG is nowhere near what is claimed but still comparable to normal car...

First Previous
Loading...
Next
Featured Listings
http://static.cargurus.com/images/forsale/2014/10/03/18/51/2009_smart_fortwo-pic-3338124636019313933-152x114.jpeg

2009 smart fortwo passion Used Cars in Crystal Lake, IL 60014

Great Deal
$1,550 BELOW
Instant Market Value of $8,188

Price: $6,638

Mileage: 26,461

Location: Crystal Lake, IL 60014

Average time on market: 50 days Certified Pre-Owned: No Transmission: Automatic Color: Silver Metallic Description: Used 2009 smart fortwo passion for sale - $6,638, 26,461 miles
Avg. Dealer Rating: (1 review) "Second used car I have purchased from Anderson. Good buying experince, fair negotiators."
http://static.cargurus.com/images/forsale/2014/08/14/08/01/2008_smart_fortwo-pic-1225796815360089807-152x114.jpeg

2008 smart fortwo passion cabrio Used Cars in Downers Grove, IL 60515

Good Deal
$1,104 BELOW
Instant Market Value of $8,054

Price: $6,950

Mileage: 49,873

Location: Downers Grove, IL 60515

Average time on market: 38 days Certified Pre-Owned: No Transmission: Automatic Color: Blue Metallic Description: Used 2008 smart fortwo passion cabrio for sale - $6,950, 49,873 miles
Avg. Dealer Rating: (8 reviews) "good"
http://static.cargurus.com/images/forsale/2014/10/21/04/28/2009_smart_fortwo-pic-3025347525093648101-152x114.jpeg

2009 smart fortwo pure Used Cars in Villa Park, IL 60181

Good Deal
$1,045 BELOW
Instant Market Value of $7,995

Price: $6,950

Mileage: 53,253

Location: Villa Park, IL 60181

Average time on market: 22 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Blue Description: Used 2009 smart fortwo pure for sale - $6,950, 53,253 miles
http://static.cargurus.com/images/forsale/2014/10/12/10/44/2013_smart_fortwo-pic-488899128855386398-152x114.jpeg

2013 smart fortwo passion cabrio Used Cars in Frankfort, IL 60423

Good Deal
$1,380 BELOW
Instant Market Value of $12,377

Price: $10,997

Mileage: 15,870

Location: Frankfort, IL 60423

Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Gray Matte Description: Used 2013 smart fortwo passion cabrio for sale - $10,997, 15,870 miles
Avg. Dealer Rating: (12 reviews) "Did respond but never move forward because car was hit before."
http://static.cargurus.com/images/forsale/2014/10/06/22/16/2009_smart_fortwo-pic-2827698374557697134-152x114.jpeg

2009 smart fortwo pure Used Cars in Skokie, IL 60077

Good Deal
$946 BELOW
Instant Market Value of $8,846

Price: $7,900

Mileage: 14,693

Location: Skokie, IL 60077

Average time on market: 22 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Crystal White Description: Used 2009 smart fortwo pure for sale - $7,900, 14,693 miles
Avg. Dealer Rating: (23 reviews) "They sent me three automated follow emails, but never replied to any of mine. They also had a typo in the mileage that said 10k, but now say 107K, so at least they fixed that."
http://static.cargurus.com/images/forsale/2014/09/13/11/16/2009_smart_fortwo-pic-3410569838382534683-152x114.jpeg

2009 smart fortwo passion Used Cars in Alsip, IL 60803

Fair Deal
$527 BELOW
Instant Market Value of $8,027

Price: $7,500

Mileage: 31,109

Location: Alsip, IL 60803

Average time on market: 50 days Certified Pre-Owned: No Transmission: Automatic Color: Red Description: Used 2009 smart fortwo passion for sale - $7,500, 31,109 miles
Avg. Dealer Rating: (4 reviews) "I visited this place ... good luck trying to find this shop / dealer. This is a collision / repair shop. The cars listed have been rebuilt, thus the price."
http://static.cargurus.com/images/forsale/2014/09/23/23/42/2009_smart_fortwo-pic-6383605596032386075-152x114.jpeg

2009 smart fortwo passion Used Cars in Naperville, IL 60564

Fair Deal
$403 BELOW
Instant Market Value of $8,403

Price: $8,000

Mileage: 20,268

Location: Naperville, IL 60564

Average time on market: 50 days Certified Pre-Owned: No Transmission: Automatic Color: Rally Red Description: Used 2009 smart fortwo passion for sale - $8,000, 20,268 miles
Avg. Dealer Rating: (6 reviews) "Very nice experience to look at cars here. Nice down to earth folks. No high pressure. Cars in good shape. "
http://static.cargurus.com/images/forsale/2014/10/06/09/24/2010_smart_fortwo-pic-8865656314365274144-152x114.jpeg

2010 smart fortwo passion Used Cars in Highland Park, IL 60035

Fair Deal
$386 BELOW
Instant Market Value of $8,996

Price: $8,610

Mileage: 19,590

Location: Highland Park, IL 60035

Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Silver Metallic Description: Used 2010 smart fortwo passion for sale - $8,610, 19,590 miles
Avg. Dealer Rating: (8 reviews) "Great dealership to work with!!!!"
http://static.cargurus.com/images/forsale/2014/05/04/05/15/2008_smart_fortwo-pic-1732448893795337006-152x114.jpeg

2008 smart fortwo passion cabrio Used Cars in Chicago, IL 60638

Fair Deal
$183 BELOW
Instant Market Value of $8,168

Price: $7,985

Mileage: 45,727

Location: Chicago, IL 60638

Average time on market: 38 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Red Metallic Description: Used 2008 smart fortwo passion cabrio for sale - $7,985, 45,727 miles
Avg. Dealer Rating: (5 reviews) "So far so good still looking though"
http://static.cargurus.com/images/forsale/2014/10/08/18/21/2009_smart_fortwo-pic-5812416893196295043-152x114.jpeg

2009 smart fortwo pure Used Cars in Chicago, IL 60636

Fair Deal
$171 BELOW
Instant Market Value of $8,071

Price: $7,900

Mileage: 49,816

Location: Chicago, IL 60636

Average time on market: 22 days Certified Pre-Owned: No Transmission: Automatic Color: White Description: Used 2009 smart fortwo pure for sale - $7,900, 49,816 miles
Avg. Dealer Rating: (14 reviews) "The sales person that was handling my account did not know what he was doing. I was approved for an amount that would not cover the vehicle I wanted and I asked if I could pay the difference as well as my down payment. He told me no, but the next day when I called back about any other vehicles that might work, the finance manger answered the phone and told me that I could have done just what I wanted to do but it was too late because the truck I wanted was gone. Not happy at all."
http://static.cargurus.com/images/forsale/2014/09/01/02/28/2013_smart_fortwo-pic-7832068347800782718-152x114.jpeg

2013 smart fortwo pure Used Cars in Elmhurst, IL 60126

Price: $9,999

Mileage: 1,402

Location: Elmhurst, IL 60126

Average time on market: 26 days Certified Pre-Owned: No Transmission: Automatic Color: Red Description: Used 2013 smart fortwo pure for sale - $9,999, 1,402 miles
Avg. Dealer Rating: (16 reviews) "Same thing u cam no body answered the phone, made the drive to the dealer to find poor service.."
http://static.cargurus.com/images/forsale/2014/07/11/11/31/2012_smart_fortwo-pic-8705350549956612076-152x114.jpeg

2012 smart fortwo pure Used Cars in Orland Park, IL 60462

Price: $14,040

Mileage: 24

Location: Orland Park, IL 60462

Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Silver Description: Used 2012 smart fortwo pure for sale - $14,040, 24 miles
Avg. Dealer Rating: (3 reviews) "Had a sold vehicle listed for 2 weeks before removed"
http://static.cargurus.com/images/forsale/2014/09/14/06/28/2008_smart_fortwo-pic-780135465169184762-152x114.jpeg

2008 smart fortwo passion Used Cars in Joliet, IL 60435

Fair Deal
$90 ABOVE
Instant Market Value of $7,410

Price: $7,500

Mileage: 45,104

Location: Joliet, IL 60435

Average time on market: 35 days Certified Pre-Owned: No Color: Blue Description: Used 2008 smart fortwo passion for sale - $7,500, 45,104 miles
Avg. Dealer Rating: (3 reviews) "This company is extremely annoying and continues to send me unsolicited spam emails even thought I have Unsubscribe to stop receiving them"
http://static.cargurus.com/images/forsale/2013/12/26/01/40/2008_smart_fortwo-pic-8212964274789658081-152x114.jpeg

2008 smart fortwo passion cabrio Used Cars in Bridgeview, IL 60455

Fair Deal
$251 ABOVE
Instant Market Value of $8,070

Price: $8,321

Mileage: 49,282

Location: Bridgeview, IL 60455

Average time on market: 38 days Certified Pre-Owned: No Transmission: Automatic Color: Blue Description: Used 2008 smart fortwo passion cabrio for sale - $8,321, 49,282 miles
Avg. Dealer Rating: (46 reviews) "I asked for a Carfax. No response. Result? No sale."
http://static.cargurus.com/images/forsale/2014/05/22/04/28/2012_smart_fortwo-pic-4559889254158387790-152x114.jpeg

2012 smart fortwo pure Used Cars in Chicago, IL 60636

Fair Deal
$417 ABOVE
Instant Market Value of $9,571

Price: $9,988

Mileage: 25,523

Location: Chicago, IL 60636

Certified Pre-Owned: No Transmission: Automatic Color: Red Description: Used 2012 smart fortwo pure for sale - $9,988, 25,523 miles
Avg. Dealer Rating: (9 reviews) "Ok"
Please wait ...
All Listings
Please wait ...
Featured Listing
First Previous
Page # of #
Next
You will receive listing updates from CarGurus.com when new listings match your search. Privacy Policy.

Filter your search criteria!

A large number of listings matched your criteria. You are seeing the top listings.

Used smart fortwo By Year

Vehicle Deals Starting Price Total Available
2014 smart fortwo - $11,450 210 listings
2013 smart fortwo 8 Great Deals $8,900 172 listings
2012 smart fortwo 2 Great Deals $7,900 62 listings
2009 smart fortwo 10 Great Deals $4,900 236 listings
2008 smart fortwo 17 Great Deals $4,900 246 listings

Similar Cars

FIAT 500
126 Great Deals out of 10,089 listings starting at $7,000
MINI Cooper
284 Great Deals out of 10,163 listings starting at $3,499
Scion iQ
7 Great Deals out of 508 listings starting at $9,000

New smart fortwo By Year

2015 smart fortwo
571 listings
2014 smart fortwo
210 listings

Used smart fortwo By City

smart fortwo in Milwaukee WI
12 listings starting at $6,638
smart fortwo in Madison WI
9 listings starting at $7,984
smart fortwo in Grand Rapids MI
8 listings starting at $8,865
smart fortwo in Champaign IL
3 listings starting at $7,995
smart fortwo in Fort Wayne IN
3 listings starting at $6,900
smart fortwo in Indianapolis IN
11 listings starting at $6,295
smart fortwo in Springfield IL
41 listings starting at $7,425
smart fortwo in Green Bay WI
1 listings starting at $8,995
smart fortwo in Cedar Rapids IA
3 listings starting at $6,994
smart fortwo in Toledo OH
7 listings starting at $5,995
smart fortwo in Saginaw MI
4 listings starting at $7,255
smart fortwo in Dayton OH
14 listings starting at $7,500
smart fortwo in Detroit MI
6 listings starting at $5,995
smart fortwo in Cincinnati OH
15 listings starting at $7,500
smart fortwo in Saint Louis MO
6 listings starting at $6,950