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Porsche Cayman for Sale in Chicago, IL 

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Premium Listings

  • $117,800

1,241 miles
 
Black
One Owner, Pristine Condition, Navigation, Sport Chrono Package, Leather Interior Package, Light Design Package, Heated Seats, Smart Phone I...
  • 28 miles from 60603
  • Ultimo Motors
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  • 1-877-596-5307

  • $114,800

1,100 miles
 
Black
Immaculate Condition, Navigation, Leather Extended Interior Package, Light Design Package, Smart Phone Integration w/Bluetooth, AUX Input, C...
  • 28 miles from 60603
  • Ultimo Motors
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  • 1-877-596-5307

  • $109,800

2,991 miles
 
Yellow
Immaculate Condition, Navigation, Sport Chrono Package, Light Design Package, Heated Seats, Smart Phone Integration w/Bluetooth, USB/AUX Inp...
  • 19 miles from 60603
  • Ultimo Motorsports
  • 1-866-632-4118

  • $109,800

2,885 miles
 
Black
One Owner, Pristine Condition, Navigation, Sport Chrono Package, Smart Phone Integration w/Bluetooth, USB/AUX Input, CD/MP3 Player, Satellit...
  • 19 miles from 60603
  • Ultimo Motorsports
  • 1-866-632-4118

  • $108,800

6,321 miles
 
White
One Owner, Pristine Condition, Navigation, Light Design Package, Anodized Black Aluminum Interior Package, Smart Phone integration w/Bluetoo...
  • 28 miles from 60603
  • Ultimo Motors
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  • 1-877-596-5307

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  • $107,899

4,191 miles
 
Red
CERTIFIED CAR!, **PCM WITH NAVI**, **DEVIATED STICHING**, **SPORT CHRONO**, **FIRE EXTINGUISHER**, **RED BELTS**, and **WHEELS IN SATIN BLAC...
  • 31 miles from 60603
  • Motor Werks of Barrington
  • Text Anonymously or Call
  • 1-888-920-3086

  • $104,900
    Reduced!

2,800 miles
 
White
2016 Porsche Cayman GT4. White, Black interior (Stitching in Platinum) with Partial Leather with black Alcantara, vehicle is MINT. No accid...

  • $86,995
  • MSRP $86,995

 
Gray
The Boxster and Cayman demonstrate immense mutability. They are daily drivers, luxury coupes, and sports cars. Scouring our notes on the pai...
  • 24 miles from 60603
  • The Porsche Exchange
  • 1-888-519-2615

BASE Cayman GTS 089 GTS Exterior Package in Black 0.00 250 Porsche Doppelkupplung (PDK) 0.00 345 Steering wheel heating 0.00 423 20" Ca...
  • 18 miles from 60603
  • Napleton Porsche of Westmont
  • Text Anonymously or Call
  • 1-877-740-9597

  • $71,800

17,302 miles
 
Blue
Impeccable Condition, Navigation, Infotainment Package, GTS Premium Package Plus, Heated/Ventilated Seats, Porsche Entry & Drive, Smart ...
  • 28 miles from 60603
  • Ultimo Motors
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  • $68,800

6,241 miles
 
Blue
One Owner, Pristine Condition, Sport Chrono Package, Convenience Package, Carbon Fiber Interior Package, Heated Seats, Smart Phone Integrati...
  • 28 miles from 60603
  • Ultimo Motors
  • Text Anonymously or Call
  • 1-877-596-5307

  • $67,000

27,389 miles
 
Black
**2015 Cayman GTS** 75,200.00 250 Porsche Doppelkupplung (PDK) 3,960.00 2T Jet Black Metallic 710.00 635 ParkAssist (rear) 530.00 680 BOSE S...
  • 22 miles from 60603
  • Joe Rizza Porsche
  • 1-800-997-1019

  • $66,000

Newly Listed

1,788 miles
 
Black
2015 CAYMAN S ONLY 1785 MILES Sport Chrono Package, Cayman S, Porsche Certified, 2D Coupe, 3.4L H6 DOHC, 7-Speed Porsche Doppelkupplung (PDK...
  • 18 miles from 60603
  • Napleton Porsche of Westmont
  • Text Anonymously or Call
  • 1-866-476-8978

  • $65,000
  • MSRP $69,690

 
Black
The Boxster and Cayman demonstrate immense mutability. They are daily drivers, luxury coupes, and sports cars. Scouring our notes on the pai...
  • 24 miles from 60603
  • The Porsche Exchange
  • 1-888-519-2615

  • $61,800

7,889 miles
 
Gray
One owner, Immaculate Condition, Convenience Package, Heated Seats, Smart Phone Integration w/Bluetooth, USB/AUX Input, CD/MP3 Player, Satel...
  • 28 miles from 60603
  • Ultimo Motors
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  • 1-877-596-5307

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  • $61,312
  • MSRP $65,915

 
Black
Lease for $759/month for 36 months/15,000 miles, $0 down, plus tax/title/license/doc. Subject to qualifying credit through Porsche Leasing L...
  • 24 miles from 60603
  • The Porsche Exchange
  • 1-888-519-2615

  • $57,800

14,845 miles
 
Black
For over 30 years we have made your utmost satisfaction our #1 priority, a mission we maintain committed to with each of our core values: In...
  • 19 miles from 60603
  • Ultimo Motorsports
  • 1-866-632-4118

  • $55,000

13,726 miles
 
Red
**2014 Cayman S** 63,800.00 250 Porsche Doppelkupplung (PDK) 0.00 406 19 Cayman S Wheels 0.00 446 Wheel center caps with colored Porsche Cre...
  • 22 miles from 60603
  • Joe Rizza Porsche
  • 1-800-997-1019

  • $49,995

20,894 miles
 
Black
PDK TRANSMISSION, 20 CARRERA S ALLOY WHEELS / PREMIUM WHEELS, BOSE PREMIUM AUDIO, CONVENIENCE PACKAGE, PARK ASSIST, SPORT DESIGN STEERING WH...
  • 11 miles from 60603
  • The Autobarn Mazda of Evanston
  • 1-888-312-4962

  • $48,000

15,645 miles
 
Blue
Low miles indicate the vehicle is merely gently used. Porsche Certified! Exterior color: Sapphire Blue Metallic Interior equipment: S...
  • 31 miles from 60603
  • Motor Werks of Barrington
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  • 1-888-920-3086

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  • $44,500

36,913 miles
 
Yellow
**2014 Cayman** 52,600.00 250 Porsche Doppelkupplung (PDK) 3,200.00 423 20-inch Carrera S wheels 3,120.00 603 Bi-Xenon headlights with Porsc...
  • 18 miles from 60603
  • Napleton Porsche of Westmont
  • Text Anonymously or Call
  • 1-866-476-8978

  • $43,700

41,476 miles
 
Black
2014 Cayman 427 20-inch Carrera Classic wheels 4,290.00 603 Bi-Xenon Headlights incl. Porsche Dynamic Light System (PDLS) 0.00 658 Power Ste...
  • 18 miles from 60603
  • Napleton Porsche of Westmont
  • Text Anonymously or Call
  • 1-866-476-8978

  • $41,000

34,129 miles
 
Black
2008 PORSCHE CAYMAN S PD EDITION 1 FINISHED IN BLACK OVER A BLACK INTERIOR 6 CYLINDER 3.4L 295 HP 6-SPEED MANUAL REAR WHEEL DRIVEWow this is...
  • 20 miles from 60603
  • Motorcars by Bill Nuccio
  • 1-855-442-9318

  • $37,995

30,681 miles
 
White
AUTO DIMMING MIRRORS WITH RAIN SENSE ($690) ELECTRICALLY ADJUSTABLE SEATS ($1550) INFOTAINMENT PACKAGE WITH BOSE ($3430) BI-XENON LIGHTSY...
  • 3 miles from 60603
  • Greater Chicago Motors
  • Text Anonymously or Call
  • 1-855-334-7530

  • $29,995

27,951 miles
 
Black
*2006 Porsche Cayman S* Super Clean, Local trade from a client we sold it to a year ago Lots of options *Tiprtonic* *Turbo Wheels* *He...
  • 3 miles from 60603
  • Greater Chicago Motors
  • Text Anonymously or Call
  • 1-855-334-7530

Price Range of Results: Highest: $117,800  |  Lowest: $22,995  |  Average: $63,483
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