Used Porsche Cayman for Sale in Chicago, IL

Located in Noblesville, IN / 150 miles away from Chicago, IL

2014 Porsche Cayman Base Odometer is 13025 miles below market average!Awards: * 2014 Brand Image AwardsAt Tom Wood we believe in "MARKET VALUE...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A82EK170373

Stock:

VNT170373

Certified Pre-Owned:

No

Listed since:

06-05-2026

Located in Joliet, IL / 32 miles away from Chicago, IL

Listing Information:

VIN:

WP0AC2A89GK191685

Stock:

9782

Certified Pre-Owned:

No

Located in El Paso, IL / 104 miles away from Chicago, IL

RARE MANUAL TRANSMISSION!!! - R -

Features and Specs:

22 Combined MPG (19 City/27 Highway)

Listing Information:

VIN:

WP0AB2A8XCS793136

Stock:

2600579A

Certified Pre-Owned:

No

Listed since:

06-04-2026

Located in Carol Stream, IL / 27 miles away from Chicago, IL

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A86EK193684

Stock:

AS19836

Certified Pre-Owned:

No

Listed since:

03-01-2026

Located in Jacksonville, FL / 862 miles away from Chicago, IL

Wanna drive? CarMax puts you in the driver's seat-and that includes transparency and pricing without document or processing fees. Certain cars may hav...

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A84FK183544

Stock:

28886963

Certified Pre-Owned:

No

Located in Atlanta, GA / 580 miles away from Chicago, IL

At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A82EK171281

Stock:

2004296736

Certified Pre-Owned:

No

Listed since:

12-04-2025

Located in Van Nuys, CA / 1,749 miles away from Chicago, IL

Low Mileage, High Demand, Rare Find,Bluetooth,Brake Assist,4-Wheel Disc Brakes|6-Speed M/T|A/C|ABS|Adjustable Steering Wheel|Aluminum Wheels|AM/FM Ste...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A86GK170766

Stock:

GK170766P

Certified Pre-Owned:

No

Located in Richmond, VA / 602 miles away from Chicago, IL

At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A83EK170186

Stock:

2004784294

Certified Pre-Owned:

No

Listed since:

05-02-2026

Located in Phoenix, AZ / 1,447 miles away from Chicago, IL

At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A8XEK190867

Stock:

2004791349

Certified Pre-Owned:

No

Listed since:

05-05-2026

Located in Laurel, MD / 595 miles away from Chicago, IL

Wanna drive? CarMax puts you in the driver's seat-and that includes transparency and pricing without document or processing fees. Certain cars may hav...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A87GK171523

Stock:

27523538

Certified Pre-Owned:

No

Located in Bloomington, IN / 191 miles away from Chicago, IL

CLEAN CARFAX - SOUTHERN OWNED - ONE-OF-A-KIND - 2014 PORSCHE CAYMAN S WITH CUSTOM LEATHER INTERIOR!Options & Features:- Sport Chrono Package- PDK Pack...

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A82EK192662

Stock:

192662

Certified Pre-Owned:

No

Listed since:

04-01-2026

Located in Irvine, CA / 1,730 miles away from Chicago, IL

Wanna drive? CarMax puts you in the driver's seat-and that includes transparency and pricing without document or processing fees. Certain cars may hav...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A83GK171406

Stock:

28398760

Certified Pre-Owned:

No

Located in Schererville, IN / 22 miles away from Chicago, IL

Our Accident Free 2014 Porsche Cayman S Coupe in great-looking Rhodium Silver Metallic rewards you with exhilarating performance. Powered by a 3.4 Lit...

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A86EK191644

Stock:

26800A

Certified Pre-Owned:

No

Listed since:

05-28-2026

Located in Springfield, IL / 175 miles away from Chicago, IL

This absolutely stunning 2016 Porsche Cayman GT4 in classic GT Silver Metallic with Black Interior (Yellow Stitching) arrives with just 7,336 miles an...

Listing Information:

VIN:

WP0AC2A88GK192682

Stock:

192682

Certified Pre-Owned:

No

Listed since:

05-29-2026

Located in Memphis, TN / 478 miles away from Chicago, IL

At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A80EK171280

Stock:

2004881181

Certified Pre-Owned:

No

Listed since:

05-22-2026

Located in San Antonio, TX / 1,049 miles away from Chicago, IL

At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A85EK191392

Stock:

2004907463

Certified Pre-Owned:

No

Listed since:

06-07-2026

Located in Bloomington, IN / 191 miles away from Chicago, IL

VERY CLEAN - NON-SMOKER - MECHANICALLY INSPECTED - 2014 PORSCHE CAYMAN - LOW MILES!!!Options & Features:- Navigation- Front & Rear Parking Sensors- Sp...

Features and Specs:

24 Combined MPG (20 City/30 Highway)

Listing Information:

VIN:

WP0AA2A86EK172384

Stock:

172384

Certified Pre-Owned:

No

Listed since:

03-23-2026

Located in Phoenix, AZ / 1,447 miles away from Chicago, IL

At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A85EK191098

Stock:

2004943952

Certified Pre-Owned:

No

Listed since:

06-11-2026

Located in Indianapolis, IN / 151 miles away from Chicago, IL

Features and Specs:

23 Combined MPG (20 City/28 Highway)

Listing Information:

VIN:

WP0AB2A80EK193874

Stock:

193874

Certified Pre-Owned:

No

Listed since:

06-07-2026

Located in Bloomington, IN / 191 miles away from Chicago, IL

CLEAN CARFAX - NON-SMOKER - 6-SPEED - 2008 PORSCHE CAYMAN S - JUST IN!!!

Features and Specs:

21 Combined MPG (18 City/26 Highway)

Listing Information:

VIN:

WP0AB298X8U782444

Stock:

782444

Certified Pre-Owned:

No

Listed since:

05-25-2026

Located in Oklahoma City, OK / 690 miles away from Chicago, IL

At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

Features and Specs:

22 Combined MPG (19 City/27 Highway)

Listing Information:

VIN:

WP0AA2A88CS760154

Stock:

2004569406

Certified Pre-Owned:

No

Listed since:

02-26-2026