CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2016 Porsche Cayman for Sale in Chicago, IL

Caymans for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2016 Porsche Cayman GT4 RWD photo
6
Price Drop
2016 Porsche Cayman GT4 RWD • Westmont, IL
White • 3.8L H6 Engine
$110,500 • 20.9k miles • Certified
•••

#6 2015-2019 Porsche Cayman

CoPilot AI: It’s a “D+” Buy

  • $500 Price Drop
  • Includes $8,588 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2016 Porsche Cayman GT4 RWD photo
2
Price Drop
2016 Porsche Cayman GT4 RWD • Lincolnwood, IL
Black • 3.8L H6 Engine
$98,897 • 14.3k miles
•••

#2 2015-2019 Porsche Cayman

CoPilot AI: It’s a “B+” Buy

  • $1,102 Price Drop
  • Fair Price - $2,072 Below Market
  • Includes $6,020 Premium Upgrades
More details
2015 Porsche Cayman RWD photo
1
2015 Porsche Cayman RWD • Rolling Meadows, IL
Gray • 2.7L H6 Engine
$38,500 • 60.6k miles
•••

#1 2015-2019 Porsche Cayman

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,604 Below Market
  • Includes $7,181 Premium Upgrades
  • Very Low Mileage
More details
2015 Porsche Cayman RWD photo
5
2015 Porsche Cayman RWD • Barrington, IL
2.7L H6 Engine
$37,500 • 101.9k miles
•••

#5 2015-2019 Porsche Cayman

CoPilot AI: It’s a “D+” Buy

  • Includes $2,678 Premium Upgrades
  • Motivation to Negotiate - Very High
  • Below Average Mileage
More details
2015 Porsche Cayman GTS RWD photo
4
2015 Porsche Cayman GTS RWD • Barrington, IL
Black • 3.4L H6 Engine
$78,900 • 11.1k miles • Certified
•••

#4 2015-2019 Porsche Cayman

CoPilot AI: It’s a “C+” Buy

  • Includes $10,328 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.8 stars
More details
2015 Porsche Cayman GTS RWD photo
3
Price Drop
2015 Porsche Cayman GTS RWD • Naperville, IL
3.4L H6 Engine
$59,900 • 78k miles
•••

#3 2015-2019 Porsche Cayman

CoPilot AI: It’s a “B+” Buy

  • $4,000 Price Drop
  • Fair Price - $1,326 Above Market
  • Includes $3,784 Premium Upgrades
More details
2016 Porsche Cayman S RWD photo
7
2016 Porsche Cayman S RWD • Barrington, IL
Gray • 3.4L H6 Engine
$59,000 • 32k miles
•••
More details
HomePorscheCayman

2016 Porsche Cayman

Compact Luxury Coupe
Seats
2
Fuel Economy
19City MPG
26Hwy MPG
Dimensions
Most Popular Models like Cayman
Porsche Cayman near Chicago, IL
View more Coupes

© 2025 CoPilot. All Rights Reserved.