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

Price Range

$0 $60,000+

Max Mileage

New $80,000+

MPG

Min 14 Max 50

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54 Results for

Used Porsche Cayman For Sale in Chicago, IL

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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
$68,500

2015 Porsche Cayman GTS

27,389 miles / Orland Park, IL

Photo 1:  2014 Porsche Cayman Base in Orland Park, IL exterior view from front driver's side
Photo 2:  2014 Porsche Cayman Base in Orland Park, IL
Photo 3:  2014 Porsche Cayman Base in Orland Park, IL exterior view of passenger side
Photo 4:  2014 Porsche Cayman Base in Orland Park, IL exterior view from rear driver's side
Photo 5:  2014 Porsche Cayman Base in Orland Park, IL view of rear bumper

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

  • Call Dealer
  • Get Directions
$46,000

2014 Porsche Cayman Base

10,571 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:  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
$52,981

2014 Porsche Cayman S

23,904 miles / Batavia, IL

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

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

  • Call Dealer
  • Get Directions
$23,491

2006 Porsche Cayman S

69,341 miles / Orland Park, IL

Photo 1:  2006 Porsche Cayman S in Addison, IL exterior view from front driver's side
Photo 2:  2006 Porsche Cayman S in Addison, IL
Photo 3: interior dashboard and console 2006 Porsche Cayman S in Addison, IL
Photo 4: 2006 Porsche Cayman S in Addison, IL
Photo 5:  2006 Porsche Cayman S in Addison, IL closeup view of wheel

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

  • Get Directions
$27,995

2006 Porsche Cayman S

23,443 miles / Addison, 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
$107,800

2016 Porsche Cayman GT4

6,321 miles / Warrenville, IL

Photo 1:  2006 Porsche Cayman S in Bensenville, IL
Photo 2: cockpit view from driver’s seat 2006 Porsche Cayman S in Bensenville, IL
Photo 3: interior dashboard and console 2006 Porsche Cayman S in Bensenville, IL
Photo 4: 2006 Porsche Cayman S with  in Bensenville, IL
Photo 5:  2006 Porsche Cayman S in Bensenville, IL closeup view of wheel

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

  • Get Directions
$23,991

2006 Porsche Cayman S

78,978 miles / Bensenville, IL

Photo 1: 2016 Porsche Cayman Base with  in Westmont, IL
Photo 2: 2016 Porsche Cayman Base in Westmont, IL
Photo 3: 2016 Porsche Cayman Base in Westmont, IL
Photo 4: 2016 Porsche Cayman Base in Westmont, IL

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

  • Call Dealer
  • Get Directions
$56,000

2016 Porsche Cayman Base

5,323 miles / Westmont, 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 with  in Warrenville, IL

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

  • Get Directions
$112,800

2016 Porsche Cayman GT4

1,241 miles / Warrenville, 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
$68,800

2016 Porsche Cayman S

6,241 miles / Warrenville, 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
$69,800

2015 Porsche Cayman GTS

17,302 miles / Warrenville, IL

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

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

  • Get Directions
$59,800

2015 Porsche Cayman S

7,889 miles / Warrenville, 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: cockpit view from driver’s seat 2006 Porsche Cayman S in Chicago, IL
Photo 4: interior dashboard and console 2006 Porsche Cayman S in Chicago, IL
Photo 5: interior dashboard and console 2006 Porsche Cayman S in Chicago, IL

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

  • Get Directions
$29,995

2006 Porsche Cayman S

27,951 miles / Chicago, IL

Photo 1:  2014 Porsche Cayman in Glen Ellyn, IL exterior view from front driver's side
Photo 2:  2014 Porsche Cayman in Glen Ellyn, IL
Photo 3: interior dashboard and console 2014 Porsche Cayman in Glen Ellyn, IL
Photo 4: interior dashboard and console 2014 Porsche Cayman in Glen Ellyn, IL
Photo 5:  2014 Porsche Cayman in Glen Ellyn, IL exterior view of driver's side

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

  • Dealer Page
  • Call
  • Get Directions
$48,995

2014 Porsche Cayman

5,324 miles / Glen Ellyn, IL

Photo 1: Speed Yellow 2007 Porsche Cayman in Rolling Meadows, IL exterior view from front driver's side
Photo 2: Speed Yellow 2007 Porsche Cayman in Rolling Meadows, IL
Photo 3: cockpit view from driver’s seat 2007 Porsche Cayman in Rolling Meadows, IL
Photo 4: interior dashboard and console 2007 Porsche Cayman in Rolling Meadows, IL
Photo 5: 2007 Porsche Cayman with  in Rolling Meadows, IL

Manual / RWD / 6 Cyl
19 mpg city / 28 mpg hwy

  • Call Dealer
  • Get Directions
$23,900

2007 Porsche Cayman

37,640 miles / Rolling Meadows, 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
$41,500

2014 Porsche Cayman Base

41,476 miles / Westmont, IL

Photo 1: Sapphire Blue Metallic 2016 Porsche Cayman in Rolling Meadows, IL exterior view from front driver's side
Photo 2: Sapphire Blue Metallic 2016 Porsche Cayman in Rolling Meadows, IL
Photo 3: interior dashboard and console 2016 Porsche Cayman in Rolling Meadows, IL
Photo 4: 2016 Porsche Cayman with  in Rolling Meadows, IL
Photo 5: 2016 Porsche Cayman with  in Rolling Meadows, IL

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

  • Call Dealer
  • Get Directions
$49,900

2016 Porsche Cayman

8,450 miles / Rolling Meadows, IL

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

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

  • Call Dealer
  • Get Directions
$115,000

2016 Porsche Cayman GT4

2,388 miles / Arlington Heights, 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
$46,983

2015 Porsche Cayman

15,263 miles / Downers Grove, IL

Photo 1: Carrara White 2006 Porsche Cayman S in Rolling Meadows, IL exterior view from front driver's side
Photo 2: Carrara White 2006 Porsche Cayman S in Rolling Meadows, IL
Photo 3: cockpit view from driver’s seat 2006 Porsche Cayman S in Rolling Meadows, IL
Photo 4: 2006 Porsche Cayman S with  in Rolling Meadows, IL
Photo 5: 2006 Porsche Cayman S in Rolling Meadows, IL

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

  • Call Dealer
  • Get Directions
$28,900

2006 Porsche Cayman S

36,890 miles / Rolling Meadows, IL

Photo 1: Guards Red 2011 Porsche Cayman S in Alsip, IL exterior view from front driver's side
Photo 2: Guards Red 2011 Porsche Cayman S in Alsip, IL
Photo 3: cockpit view from driver’s seat 2011 Porsche Cayman S in Alsip, IL
Photo 4: interior dashboard and console 2011 Porsche Cayman S in Alsip, IL
Photo 5: interior dashboard and console 2011 Porsche Cayman S in Alsip, IL

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

  • Dealer Page
  • Call
  • Get Directions
Not Priced

2011 Porsche Cayman S

28,633 miles / Alsip, IL

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

  • Call Dealer
  • Get Directions
$29,900

2006 Porsche Cayman S

26,780 miles / Rolling Meadows, IL

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

  • Call Dealer
  • Get Directions
$27,900

2006 Porsche Cayman S

43,760 miles / Rolling Meadows, IL