• S
  • GT4
  • Base
  • GTS
  • R
  • Black Edition
  • Black
  • 2014
  • Manual
  • 2015
  • 2016
  • One Owner
  • Rain-Sensing Wipers
  • Red
  • Well-Equipped
  • Premium Package
  • Low Supply
  • Rare Model
  • 2012
  • 2008
  • 2007
  • Low Mileage
  • 2006
  • Silver
  • White
  • Low Fuel Costs
  • 2011
  • Good Deal
  • 2009
  • 2010
  • Going Fast
  • Lower Than Average Mileage
  • Popular Model

Price Range

$0 $60,000+

Max Mileage

New $80,000+

MPG

Min 14 Max 50

MORE

98 Results for

Used Porsche Cayman For Sale in Chicago, IL

Search Results

Photo 1: Jet Black Metallic 2015 Porsche Cayman GTS in Westmont, IL exterior view from front driver's side
Photo 2: 2015 Porsche Cayman GTS with  in Westmont, IL
Photo 3: Jet Black Metallic 2015 Porsche Cayman GTS in Westmont, IL front view of grill, headlights, hood and windshield
Photo 4: 2015 Porsche Cayman GTS in Westmont, IL
Photo 5: Jet Black Metallic 2015 Porsche Cayman GTS in Westmont, IL exterior view of passenger side

Manual / RWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Get Directions
$68,000

2015 Porsche Cayman GTS

36,036 miles Westmont, IL

Photo 1: Jet Black Metallic 2015 Porsche Cayman S in Barrington, IL exterior view from front driver's side
Photo 2: Jet Black Metallic 2015 Porsche Cayman S in Barrington, IL
Photo 3: interior dashboard and console 2015 Porsche Cayman S in Barrington, IL
Photo 4: cockpit view from driver’s seat 2015 Porsche Cayman S in Barrington, IL
Photo 5: 2015 Porsche Cayman S with  in Barrington, IL

Manual / RWD / 6 Cyl
20 mpg city / 27 mpg hwy

  • Get Directions
$54,900

2015 Porsche Cayman S

34,845 miles Barrington, IL

Photo 1: 2016 Porsche Cayman GT4 with  in Highland Park, IL
Photo 2: 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 3: 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 4: 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 5: 2016 Porsche Cayman GT4 in Highland Park, IL

Manual / RWD / 6 Cyl
18 mpg city / 23 mpg hwy

  • Get Directions
$118,995

2016 Porsche Cayman GT4

1,833 miles Highland Park, IL

Photo 1: 2015 Porsche Cayman in Westmont, IL
Photo 2: 2015 Porsche Cayman in Westmont, IL
Photo 3: 2015 Porsche Cayman in Westmont, IL
Photo 4: 2015 Porsche Cayman in Westmont, IL
Photo 5: 2015 Porsche Cayman in Westmont, IL

Manual / RWD / 6 Cyl
20 mpg city / 29 mpg hwy

  • Get Directions
$46,900

2015 Porsche Cayman

14,365 miles Westmont, IL

Photo 1: Guards Red 2016 Porsche Cayman GTS in Bensenville, IL
Photo 2: interior dashboard and console 2016 Porsche Cayman GTS in Bensenville, IL
Photo 3: 2016 Porsche Cayman GTS with  in Bensenville, IL
Photo 4: Guards Red 2016 Porsche Cayman GTS in Bensenville, IL front view of grill, headlights, hood and windshield
Photo 5: 2016 Porsche Cayman GTS in Bensenville, IL

Automatic / RWD / 6 Cyl
21 mpg city / 30 mpg hwy

  • Get Directions
$80,996

2016 Porsche Cayman GTS

1,296 miles Bensenville, IL

Photo 1: Jet Black Metallic 2015 Porsche Cayman in Orland Park, IL
Photo 2: interior dashboard and console 2015 Porsche Cayman in Orland Park, IL
Photo 3: 2015 Porsche Cayman in Orland Park, IL
Photo 4: Jet Black Metallic 2015 Porsche Cayman in Orland Park, IL front view of grill, headlights, hood and windshield
Photo 5: 2015 Porsche Cayman in Orland Park, IL

Manual / RWD / 6 Cyl
20 mpg city / 29 mpg hwy

  • Get Directions
$43,000

2015 Porsche Cayman

30,599 miles Orland Park, IL

Photo 1: Atlas Gray Metallic 2007 Porsche Cayman S in Buffalo Grove, IL
Photo 2: interior dashboard and console 2007 Porsche Cayman S in Buffalo Grove, IL
Photo 3: cockpit view from driver’s seat 2007 Porsche Cayman S in Buffalo Grove, IL
Photo 4: 2007 Porsche Cayman S with  in Buffalo Grove, IL
Photo 5: Atlas Gray Metallic 2007 Porsche Cayman S in Buffalo Grove, IL front view of grill, headlights, hood and windshield

Manual / RWD / 6 Cyl
18 mpg city / 26 mpg hwy

  • Get Directions
$25,908

2007 Porsche Cayman S

63,650 miles Buffalo Grove, IL

Photo 1: Aqua Blue Metallic 2012 Porsche Cayman in Chicago, IL exterior view from front driver's side
Photo 2: Aqua Blue Metallic 2012 Porsche Cayman in Chicago, IL
Photo 3: interior dashboard and console 2012 Porsche Cayman in Chicago, IL
Photo 4: cockpit view from driver’s seat 2012 Porsche Cayman in Chicago, IL
Photo 5: 2012 Porsche Cayman with  in Chicago, IL

Automatic / RWD / 6 Cyl
20 mpg city / 29 mpg hwy

  • Get Directions
$36,995

2012 Porsche Cayman

23,701 miles Chicago, IL

Photo 1: Lapis Blue Metallic 2006 Porsche Cayman S in Chicago, IL exterior view from front driver's side
Photo 2: Lapis Blue Metallic 2006 Porsche Cayman S in Chicago, IL
Photo 3: interior dashboard and console 2006 Porsche Cayman S in Chicago, IL
Photo 4: cockpit view from driver’s seat 2006 Porsche Cayman S in Chicago, IL
Photo 5: 2006 Porsche Cayman S in Chicago, IL

Manual / RWD / 6 Cyl
18 mpg city / 26 mpg hwy

  • Get Directions
$31,995

2006 Porsche Cayman S

16,001 miles Chicago, IL

Photo 1:  2008 Porsche Cayman S in Downers Grove, IL exterior view from front driver's side
Photo 2:  2008 Porsche Cayman S in Downers Grove, IL
Photo 3: interior dashboard and console 2008 Porsche Cayman S in Downers Grove, IL
Photo 4: cockpit view from driver’s seat 2008 Porsche Cayman S in Downers Grove, IL
Photo 5:  2008 Porsche Cayman S in Downers Grove, IL front view of grill, headlights, hood and windshield

Manual / RWD / 6 Cyl
18 mpg city / 26 mpg hwy

  • Get Directions
$29,985

2008 Porsche Cayman S

49,949 miles Downers Grove, IL

Photo 1: Jet Black Metallic 2015 Porsche Cayman GTS in Barrington, IL exterior view from front driver's side
Photo 2: Jet Black Metallic 2015 Porsche Cayman GTS in Barrington, IL
Photo 3: interior dashboard and console 2015 Porsche Cayman GTS in Barrington, IL
Photo 4: 2015 Porsche Cayman GTS with  in Barrington, IL
Photo 5: Jet Black Metallic 2015 Porsche Cayman GTS in Barrington, IL front view of grill, headlights, hood and windshield

Manual / RWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Get Directions
$76,991

2015 Porsche Cayman GTS

3,756 miles Barrington, IL

Photo 1:  2014 Porsche Cayman S in Warrenville, IL exterior view from front driver's side
Photo 2: interior dashboard and console 2014 Porsche Cayman S in Warrenville, IL
Photo 3: cockpit view from driver’s seat 2014 Porsche Cayman S in Warrenville, IL
Photo 4: 2014 Porsche Cayman S in Warrenville, IL
Photo 5:  2014 Porsche Cayman S in Warrenville, IL front view of grill, headlights, hood and windshield

Automatic / RWD / 6 Cyl
21 mpg city / 29 mpg hwy

  • Get Directions
$43,800

2014 Porsche Cayman S

43,336 miles Warrenville, IL

Photo 1: Dark Blue Metallic 2015 Porsche Cayman in Orland Park, IL
Photo 2: interior dashboard and console 2015 Porsche Cayman in Orland Park, IL
Photo 3: cockpit view from driver’s seat 2015 Porsche Cayman in Orland Park, IL
Photo 4: 2015 Porsche Cayman in Orland Park, IL
Photo 5: Dark Blue Metallic 2015 Porsche Cayman in Orland Park, IL front view of grill, headlights, hood and windshield

Manual / RWD / 6 Cyl
20 mpg city / 29 mpg hwy

  • Get Directions
$46,000

2015 Porsche Cayman

17,786 miles Orland Park, IL

Photo 1:  2014 Porsche Cayman S in Orland Park, IL
Photo 2: interior dashboard and console 2014 Porsche Cayman S in Orland Park, IL
Photo 3: 2014 Porsche Cayman S in Orland Park, IL
Photo 4:  2014 Porsche Cayman S in Orland Park, IL front view of grill, headlights, hood and windshield
Photo 5: 2014 Porsche Cayman S in Orland Park, IL

Manual / RWD / 6 Cyl
20 mpg city / 27 mpg hwy

  • Get Directions
$50,000

2014 Porsche Cayman S

28,002 miles Orland Park, IL

Photo 1: Carmine Red 2016 Porsche Cayman GT4 in Highland Park, IL exterior view from front driver's side
Photo 2: Carmine Red 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 3: interior dashboard and console 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 4: cockpit view from driver’s seat 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 5: Carmine Red 2016 Porsche Cayman GT4 in Highland Park, IL front view of grill, headlights, hood and windshield

Manual / RWD / 6 Cyl
18 mpg city / 23 mpg hwy

  • Get Directions
$122,995

2016 Porsche Cayman GT4

6,436 miles Highland Park, IL

Photo 1:  2007 Porsche Cayman S in Naperville, IL exterior view from front driver's side
Photo 2:  2007 Porsche Cayman S in Naperville, IL
Photo 3: interior dashboard and console 2007 Porsche Cayman S in Naperville, IL
Photo 4: 2007 Porsche Cayman S in Naperville, IL
Photo 5:  2007 Porsche Cayman S in Naperville, IL front view of grill, headlights, hood and windshield

Automatic / RWD / 6 Cyl
18 mpg city / 25 mpg hwy

  • Get Directions
$27,900

2007 Porsche Cayman S

32,868 miles Naperville, IL

Photo 1: Jet Black Metallic 2016 Porsche Cayman GT4 in Highland Park, IL exterior view from front driver's side
Photo 2: Jet Black Metallic 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 3: interior dashboard and console 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 4: cockpit view from driver’s seat 2016 Porsche Cayman GT4 in Highland Park, IL
Photo 5: 2016 Porsche Cayman GT4 with  in Highland Park, IL

Manual / RWD / 6 Cyl
18 mpg city / 23 mpg hwy

  • Get Directions
$111,995

2016 Porsche Cayman GT4

7,302 miles Highland Park, IL

Photo 1:  2015 Porsche Cayman S in Lincolnwood, IL exterior view from front driver's side
Photo 2:  2015 Porsche Cayman S in Lincolnwood, IL
Photo 3: interior dashboard and console 2015 Porsche Cayman S in Lincolnwood, IL
Photo 4: cockpit view from driver’s seat 2015 Porsche Cayman S in Lincolnwood, IL
Photo 5: 2015 Porsche Cayman S with  in Lincolnwood, IL

Manual / RWD / 6 Cyl
20 mpg city / 27 mpg hwy

  • Get Directions
$55,970

2015 Porsche Cayman S

19,866 miles Lincolnwood, IL

Photo 1:  2006 Porsche Cayman S in Chicago, IL exterior view from front driver's side
Photo 2:  2006 Porsche Cayman S in Chicago, IL
Photo 3: interior dashboard and console 2006 Porsche Cayman S in Chicago, IL
Photo 4: cockpit view from driver’s seat 2006 Porsche Cayman S in Chicago, IL
Photo 5: 2006 Porsche Cayman S in Chicago, IL

Manual / RWD / 6 Cyl
18 mpg city / 26 mpg hwy

  • Get Directions
$26,995

2006 Porsche Cayman S

46,998 miles Chicago, IL

Photo 1: Carrara White Metallic 2016 Porsche Cayman GT4 in Bensenville, IL
Photo 2: interior dashboard and console 2016 Porsche Cayman GT4 in Bensenville, IL
Photo 3: cockpit view from driver’s seat 2016 Porsche Cayman GT4 in Bensenville, IL
Photo 4: 2016 Porsche Cayman GT4 with  in Bensenville, IL
Photo 5: Carrara White Metallic 2016 Porsche Cayman GT4 in Bensenville, IL front view of grill, headlights, hood and windshield

Manual / RWD / 6 Cyl
18 mpg city / 23 mpg hwy

  • Get Directions
$98,998

2016 Porsche Cayman GT4

3,720 miles Bensenville, IL

Photo 1:  2016 Porsche Cayman GTS in Westmont, IL exterior view from front driver's side
Photo 2: interior dashboard and console 2016 Porsche Cayman GTS in Westmont, IL
Photo 3: cockpit view from driver’s seat 2016 Porsche Cayman GTS in Westmont, IL
Photo 4: 2016 Porsche Cayman GTS with  in Westmont, IL
Photo 5:  2016 Porsche Cayman GTS in Westmont, IL front view of grill, headlights, hood and windshield

Automatic / RWD / 6 Cyl
21 mpg city / 30 mpg hwy

  • Get Directions
$71,800

2016 Porsche Cayman GTS

23,000 miles Westmont, IL

Photo 1:  2014 Porsche Cayman in Oak Lawn, IL exterior view from front driver's side
Photo 2: interior dashboard and console 2014 Porsche Cayman in Oak Lawn, IL
Photo 3: cockpit view from driver’s seat 2014 Porsche Cayman in Oak Lawn, IL
Photo 4: 2014 Porsche Cayman in Oak Lawn, IL
Photo 5:  2014 Porsche Cayman in Oak Lawn, IL front view of grill, headlights, hood and windshield

Automatic / RWD / 6 Cyl
22 mpg city / 31 mpg hwy

  • Get Directions
$39,400

2014 Porsche Cayman

36,950 miles Oak Lawn, IL

Photo 1: Carrara White 2010 Porsche Cayman Base in Chicago, IL exterior view from front driver's side
Photo 2: Carrara White 2010 Porsche Cayman Base in Chicago, IL
Photo 3: interior dashboard and console 2010 Porsche Cayman Base in Chicago, IL
Photo 4: cockpit view from driver’s seat 2010 Porsche Cayman Base in Chicago, IL
Photo 5: 2010 Porsche Cayman Base with  in Chicago, IL

Automatic / RWD / 6 Cyl
20 mpg city / 29 mpg hwy

  • Get Directions
$32,995

2010 Porsche Cayman Base

37,706 miles Chicago, IL

Photo 1: Sapphire Blue Metallic 2016 Porsche Cayman in Westmont, IL exterior view from front driver's side
Photo 2: interior dashboard and console 2016 Porsche Cayman in Westmont, IL
Photo 3: cockpit view from driver’s seat 2016 Porsche Cayman in Westmont, IL
Photo 4: 2016 Porsche Cayman in Westmont, IL
Photo 5: Sapphire Blue Metallic 2016 Porsche Cayman in Westmont, IL front view of grill, headlights, hood and windshield

Automatic / RWD / 6 Cyl
22 mpg city / 31 mpg hwy

  • Get Directions
$48,800

2016 Porsche Cayman

9,838 miles Westmont, IL