• S
  • GT4
  • GTS
  • Base
  • R
  • Low Mileage
  • Automatic
  • Handsfree/Bluetooth Integration
  • Well-Equipped
  • 2014
  • Black
  • Rain-Sensing Wipers
  • Good Deal
  • 2015
  • One Owner
  • Navigation System
  • Leather Trimmed Interior
  • Manual
  • Keyless Entry
  • Certified Pre-Owned
  • Great Deal
  • White
  • 2016
  • Blue
  • Red
  • 2008
  • 2006
  • 2009
  • Gray
  • Silver
  • Fair Price
  • 2012
  • 2011
  • Popular Model
  • Going Fast
  • 2007
  • Yellow
  • Lower Than Average Mileage
  • MP3
  • Low Fuel Costs
  • Brown

Price Range

$0 $60,000+

Max Mileage

New $80,000+

MPG

Min 14 Max 50

MORE

72 Results for

Used Porsche Cayman For Sale in Chicago, IL

Search Results

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

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

  • Get Directions
$99,800

2016 Porsche Cayman GT4

6,746 miles / Warrenville, IL

Photo 1:  2006 Porsche Cayman S in Buffalo Grove, IL
Photo 2: cockpit view from driver’s seat 2006 Porsche Cayman S in Buffalo Grove, IL
Photo 3: interior dashboard and console 2006 Porsche Cayman S in Buffalo Grove, IL
Photo 4: 2006 Porsche Cayman S with  in Buffalo Grove, IL
Photo 5:  2006 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
$26,747

2006 Porsche Cayman S

50,610 miles / Buffalo Grove, IL

Photo 1:  2014 Porsche Cayman in Barrington, IL exterior view from front driver's side
Photo 2:  2014 Porsche Cayman in Barrington, IL
Photo 3: interior dashboard and console 2014 Porsche Cayman in Barrington, IL
Photo 4:  2014 Porsche Cayman in Barrington, IL front view of grill, headlights, hood and windshield
Photo 5:  2014 Porsche Cayman in Barrington, IL exterior view from rear passenger side

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

  • Call Dealer
  • Get Directions
$49,994

2014 Porsche Cayman

15,645 miles / Barrington, IL

Photo 1: Racing Yellow 2014 Porsche Cayman Base in Westmont, IL exterior view from front driver's side
Photo 2: Racing Yellow 2014 Porsche Cayman Base in Westmont, IL
Photo 3: Racing Yellow 2014 Porsche Cayman Base in Westmont, IL front view of grill, headlights, hood and windshield
Photo 4: 2014 Porsche Cayman Base with  in Westmont, IL
Photo 5: 2014 Porsche Cayman Base with  in Westmont, IL

RWD / 6 Cyl
22 mpg city / 31 mpg hwy

  • Call Dealer
  • Get Directions
$49,000

2014 Porsche Cayman Base

36,911 miles / Westmont, IL

Photo 1: Ruby Red Metallic 2008 Porsche Cayman S in Lake Zurich, IL exterior view from front driver's side
Photo 2: Ruby Red Metallic 2008 Porsche Cayman S in Lake Zurich, IL
Photo 3: cockpit view from driver’s seat 2008 Porsche Cayman S in Lake Zurich, IL
Photo 4: cockpit view from driver’s seat 2008 Porsche Cayman S in Lake Zurich, IL
Photo 5: interior dashboard and console 2008 Porsche Cayman S in Lake Zurich, IL

RWD / 6 Cyl
18 mpg city / 25 mpg hwy

  • Call Dealer
  • Get Directions
$33,499

2008 Porsche Cayman S

19,201 miles / Lake Zurich, IL

Photo 1: Basalt Black Metallic 2008 Porsche Cayman in Rolling Meadows, IL exterior view from front driver's side
Photo 2: Basalt Black Metallic 2008 Porsche Cayman in Rolling Meadows, IL
Photo 3: cockpit view from driver’s seat 2008 Porsche Cayman in Rolling Meadows, IL
Photo 4: interior dashboard and console 2008 Porsche Cayman in Rolling Meadows, IL
Photo 5: interior dashboard and console 2008 Porsche Cayman in Rolling Meadows, IL

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

  • Call Dealer
  • Get Directions
$20,900

2008 Porsche Cayman

66,020 miles / Rolling Meadows, IL

Photo 1:  2016 Porsche Cayman GT4 in Warrenville, IL exterior view from front driver's side
Photo 2: cockpit view from driver’s seat 2016 Porsche Cayman GT4 in Warrenville, IL
Photo 3: interior dashboard and console 2016 Porsche Cayman GT4 in Warrenville, IL
Photo 4: interior dashboard and console 2016 Porsche Cayman GT4 in Warrenville, IL
Photo 5:  2016 Porsche Cayman GT4 in Warrenville, IL closeup view of wheel

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

  • Get Directions
$108,800

2016 Porsche Cayman GT4

6,321 miles / Warrenville, IL

Photo 1: Dark Blue Metallic 2015 Porsche Cayman in Downers Grove, IL exterior view from front driver's side
Photo 2: Dark Blue Metallic 2015 Porsche Cayman in Downers Grove, IL
Photo 3: cockpit view from driver’s seat 2015 Porsche Cayman in Downers Grove, IL
Photo 4: interior dashboard and console 2015 Porsche Cayman in Downers Grove, IL
Photo 5: interior dashboard and console 2015 Porsche Cayman in Downers Grove, IL

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

  • Call Dealer
  • Get Directions
$49,880

2015 Porsche Cayman

15,263 miles / Downers Grove, IL

Photo 1: Guards Red 2007 Porsche Cayman S in Saint Charles, IL exterior view from front driver's side
Photo 2: Guards Red 2007 Porsche Cayman S in Saint Charles, IL
Photo 3: cockpit view from driver’s seat 2007 Porsche Cayman S in Saint Charles, IL
Photo 4: interior dashboard and console 2007 Porsche Cayman S in Saint Charles, IL
Photo 5: interior dashboard and console 2007 Porsche Cayman S in Saint Charles, IL

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

  • Call Dealer
  • Get Directions
$21,985

2007 Porsche Cayman S

86,649 miles / Saint Charles, IL

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

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

  • Call Dealer
  • Get Directions
$54,090

2016 Porsche Cayman Base

3,077 miles / Westmont, IL

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

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

  • Call Dealer
  • Get Directions
$55,090

2016 Porsche Cayman Base

3,981 miles / Westmont, IL

Photo 1:  2011 Porsche Cayman S in Lake Zurich, IL exterior view from front driver's side
Photo 2:  2011 Porsche Cayman S in Lake Zurich, IL
Photo 3:  2011 Porsche Cayman S in Lake Zurich, IL front view of grill, headlights, hood and windshield
Photo 4:  2011 Porsche Cayman S in Lake Zurich, IL exterior view of passenger side
Photo 5:  2011 Porsche Cayman S in Lake Zurich, IL exterior view from rear passenger side

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

  • Call Dealer
  • Get Directions
$104,900

2011 Porsche Cayman S

53,810 miles / Lake Zurich, IL

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

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

  • Call Dealer
  • Get Directions
$46,871

2015 Porsche Cayman

20,830 miles / Downers Grove, IL

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

RWD / 6 Cyl
22 mpg city / 31 mpg hwy

  • Call Dealer
  • Get Directions
$44,090

2014 Porsche Cayman Base

41,466 miles / Westmont, IL

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

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

  • Get Directions
$72,800

2015 Porsche Cayman GTS

17,302 miles / Warrenville, IL

Photo 1:  2015 Porsche Cayman GTS in Orland Park, IL exterior view from front driver's side
Photo 2:  2015 Porsche Cayman GTS in Orland Park, IL
Photo 3: interior dashboard and console 2015 Porsche Cayman GTS in Orland Park, IL
Photo 4:  2015 Porsche Cayman GTS in Orland Park, IL exterior view of passenger side
Photo 5:  2015 Porsche Cayman GTS in Orland Park, IL exterior view from rear driver's side

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

  • Call Dealer
  • Get Directions
$67,990

2015 Porsche Cayman GTS

27,389 miles / Orland Park, IL

Photo 1:  2009 Porsche Cayman S in Bensenville, IL
Photo 2: interior dashboard and console 2009 Porsche Cayman S in Bensenville, IL
Photo 3: 2009 Porsche Cayman S with  in Bensenville, IL
Photo 4:  2009 Porsche Cayman S in Bensenville, IL closeup view of wheel
Photo 5: 2009 Porsche Cayman S with  in Bensenville, IL

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

  • Get Directions
$36,998

2009 Porsche Cayman S

40,800 miles / Bensenville, IL

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

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

  • Call Dealer
  • Get Directions
$43,800

2014 Porsche Cayman

27,119 miles / Westmont, IL

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

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

  • Dealer Page
  • Call
  • Get Directions
$54,950

2014 Porsche Cayman S

23,904 miles / Batavia, IL

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

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

  • Call Dealer
  • Get Directions
$74,900

2015 Porsche Cayman GTS

4,616 miles / Westmont, IL

Photo 1:  2012 Porsche Cayman R in Orland Park, IL exterior view from front driver's side
Photo 2:  2012 Porsche Cayman R in Orland Park, IL
Photo 3:  2012 Porsche Cayman R in Orland Park, IL exterior view of passenger side
Photo 4:  2012 Porsche Cayman R in Orland Park, IL exterior view from rear driver's side
Photo 5:  2012 Porsche Cayman R in Orland Park, IL view of rear bumper

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

  • Call Dealer
  • Get Directions
$57,990

2012 Porsche Cayman R

25,730 miles / Orland Park, IL

Photo 1: Platinum Silver 2012 Porsche Cayman R in Chicago, IL exterior view from front driver's side
Photo 2: Platinum Silver 2012 Porsche Cayman R in Chicago, IL
Photo 3: Platinum Silver 2012 Porsche Cayman R in Chicago, IL exterior view of driver's side
Photo 4: Platinum Silver 2012 Porsche Cayman R in Chicago, IL exterior view from rear passenger side
Photo 5: 2012 Porsche Cayman R with  in Chicago, IL

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

  • Dealer Page
  • Call
  • Get Directions
$54,800

2012 Porsche Cayman R

26,115 miles / Chicago, IL

Photo 1:  2016 Porsche Cayman S in Warrenville, IL exterior view from front driver's side
Photo 2: interior dashboard and console 2016 Porsche Cayman S in Warrenville, IL
Photo 3:  2016 Porsche Cayman S in Warrenville, IL closeup view of wheel
Photo 4: 2016 Porsche Cayman S with  in Warrenville, IL
Photo 5:  2016 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
$71,800

2016 Porsche Cayman S

6,241 miles / Warrenville, IL

Photo 1: Basalt Black Metallic 2014 Porsche Cayman S in Evanston, IL exterior view from front driver's side
Photo 2: Basalt Black Metallic 2014 Porsche Cayman S in Evanston, IL
Photo 3: cockpit view from driver’s seat 2014 Porsche Cayman S in Evanston, IL
Photo 4: interior dashboard and console 2014 Porsche Cayman S in Evanston, IL
Photo 5: interior dashboard and console 2014 Porsche Cayman S in Evanston, IL

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

  • Call Dealer
  • Get Directions
$52,000

2014 Porsche Cayman S

20,348 miles / Evanston, IL