46 Porsche Caymans for Sale in Chicago, IL

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2016 Porsche Cayman GTS

$79,999 4,660 mi. Used
McLaren Chicago
~ 0 mi. away from 60606
  • Exterior Color: Silver
  • Drivetrain: RWD
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Seller's Notes: 2016 Porsche Cayman GTS RARE FIND MSRP of $91,445 **CLEAN 1 OWNER CARF...
McLaren Chicago 0 mi. from 60606
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2006 Porsche Cayman S

$31,995 16,001 mi. Used
Greater Chicago Motors
~ 2 mi. away from 60606
(4.5) 439 reviews
  • Exterior Color: Lapis Blue Metallic
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: Lapis Blue like new Cayman S Original MSRP $63,100 Official BBS wheels...
Greater Chicago Motors
(4.5) 439 reviews
2 mi. from 60606
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2016 Porsche Cayman GT4

$98,998 3,720 mi. Used
Law Auto Group
~ 17 mi. away from 60606
(4.3) 118 reviews
  • Exterior Color: Carrara White Metallic
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: This 2016 Porsche Cayman GT4 was a 1-owner vehicle that has only 3k mi...
Law Auto Group
(4.3) 118 reviews
17 mi. from 60606
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2016 Porsche Cayman GT4

$107,000 $108,890 3,526 mi. Certified
Napleton Porsche of Westmont
~ 17 mi. away from 60606
(4.9) 254 reviews
  • Exterior Color: Carmine Red
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: 6YR PORSCHE CERTIFIED WARRANTY!! 2016 PORSCHE CAYMAN GT4, CARMINE RED ...
Napleton Porsche of Westmont
(4.9) 254 reviews
17 mi. from 60606
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2016 Porsche Cayman GTS

$82,991 1,296 mi. Used
Law Auto Group
~ 17 mi. away from 60606
(4.3) 118 reviews
  • Exterior Color: Red
  • Interior Color: Black
  • Transmission: 7-Speed Automatic with Auto-Shift
  • Drivetrain: RWD
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Seller's Notes: This 2016 Porsche Cayman GTS was a 1-owner vehicle that has only 1300 ...
Law Auto Group
(4.3) 118 reviews
17 mi. from 60606
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PRICE DROP 2016 Porsche Cayman GTS
32 Photos

2016 Porsche Cayman GTS

$74,800 $75,800 23,000 mi. Used
Good Deal
Est. $20085 in added features
Ultimo Motorsports
~ 18 mi. away from 60606
(4.7) 80 reviews
  • Exterior Color: White
  • Interior Color: Black
  • Transmission: 7-Speed Automatic with Auto-Shift
  • Drivetrain: RWD
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Seller's Notes: One Owner, Immaculate Condition, Navigation, Infotainment Package, GTS...
Ultimo Motorsports
(4.7) 80 reviews
18 mi. from 60606
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2008 Porsche Cayman S

$28,800 52,212 mi. Used
Ultimo Motorsports
~ 18 mi. away from 60606
(4.7) 80 reviews
  • Exterior Color: Midnight Blue Metallic
  • Interior Color: Sand Beige
  • Transmission: 5-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: Local Trade In, Outstanding Condition, CD Player, BOSE Audio System, 1...
Ultimo Motorsports
(4.7) 80 reviews
18 mi. from 60606
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2015 Porsche Cayman Base

$47,000 17,786 mi. Certified
Porsche Orland Park
~ 21 mi. away from 60606
(4.4) 57 reviews
  • Exterior Color: Dark Blue Metallic
  • Interior Color: Luxor Beige
  • Transmission: 7-Speed Automatic with Auto-Shift
  • Drivetrain: RWD
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Porsche Orland Park
(4.4) 57 reviews
21 mi. from 60606
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2014 Porsche Cayman S

$51,915 6,303 mi. Used
Good Deal
Est. $1112.04 in added features
Sunrise Chevrolet of Glendale Heights
~ 22 mi. away from 60606
(4.9) 2341 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: Cayman S, 2D Coupe, 3.4L H6 DOHC, 6-Speed Manual, RWD, Black w/Leather...
Sunrise Chevrolet of Glendale Heights
(4.9) 2341 reviews
22 mi. from 60606
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2006 Porsche Cayman S

$25,995 41,159 mi. Used
Highland Park Ford Lincoln
~ 23 mi. away from 60606
(4.9) 696 reviews
  • Exterior Color: Carmon Red Metallic
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: *Illinois law requires that this vehicle be free of a defect in a powe...
Highland Park Ford Lincoln
(4.9) 696 reviews
23 mi. from 60606
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2016 Porsche Cayman GT4

$111,995 3,360 mi. Certified
The Porsche Exchange
~ 23 mi. away from 60606
(5) 14 reviews
  • Exterior Color: Carmine Red
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: SPECTACULAR Locally-Traded 2016 Porsche Cayman GT4 in GREAT Condition!...
The Porsche Exchange
(5) 14 reviews
23 mi. from 60606
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2016 Porsche Cayman GT4

$112,995 7,302 mi. Certified
The Porsche Exchange
~ 23 mi. away from 60606
(5) 14 reviews
  • Exterior Color: Jet Black Metallic
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: SPECTACULAR 2016 Porsche GT4 in EXCELLENT Condition! Covered under Por...
The Porsche Exchange
(5) 14 reviews
23 mi. from 60606
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2008 Porsche Cayman

$24,790 29,180 mi. Used
Exotic Motors
~ 25 mi. away from 60606
(4.6) 523 reviews
  • Exterior Color: Midnight Blue Metallic
  • Interior Color: Cocoa
  • Transmission: 5-Speed Automatic
  • Drivetrain: RWD
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Seller's Notes: 2008 PORSCHE CAYMAN COUPE! BLUE WITH TAN LEATHER! TIP TRONIC! CD PLAYE...
Exotic Motors
(4.6) 523 reviews
25 mi. from 60606
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PRICE DROP 2014 Porsche Cayman S
32 Photos

2014 Porsche Cayman S

$54,800 $55,800 16,878 mi. Used
Good Deal
Est. $2183.56 in added features
Ultimo Motors
~ 27 mi. away from 60606
(4.6) 94 reviews
  • Exterior Color: Amaranth Red Metallic
  • Interior Color: Luxor Beige
  • Transmission: 7-Speed Automatic with Auto-Shift
  • Drivetrain: RWD
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Seller's Notes: Immaculate Condition, Premium Package, Convenience Package, Heated/Ven...
Ultimo Motors
(4.6) 94 reviews
27 mi. from 60606
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PRICE DROP 2014 Porsche Cayman S
32 Photos

2014 Porsche Cayman S

$46,800 $47,800 43,336 mi. Used
Good Deal
Est. $1832.7 in added features
Ultimo Motors
~ 27 mi. away from 60606
(4.6) 94 reviews
  • Exterior Color: Dark Blue Metallic
  • Interior Color: Luxor Beige
  • Transmission: 7-Speed Automatic with Auto-Shift
  • Drivetrain: RWD
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Seller's Notes: Local Trade In, Impeccable Condition, Navigation, Infotainment Package...
Ultimo Motors
(4.6) 94 reviews
27 mi. from 60606
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PRICE DROP 2016 Porsche Cayman
32 Photos

2016 Porsche Cayman

$51,800 $52,800 9,244 mi. Used
Ultimo Motors
~ 27 mi. away from 60606
(4.6) 94 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Transmission: 7-Speed Automatic with Auto-Shift
  • Drivetrain: RWD
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Seller's Notes: One Owner, Pristine Condition, Convenience Package, Heated Seats, Smar...
Ultimo Motors
(4.6) 94 reviews
27 mi. from 60606
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2016 Porsche Cayman GT4

$119,800 5,407 mi. Used
Great Deal
Est. $41937.75 in added features
Ultimo Motors
~ 27 mi. away from 60606
(4.6) 94 reviews
  • Exterior Color: Red
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: Pristine Condition, Navigation, Sport Chrono Package, Extended Interio...
Ultimo Motors
(4.6) 94 reviews
27 mi. from 60606
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2015 Porsche Cayman GTS

$77,800 9,973 mi. Used
Chicago Motor Cars
~ 29 mi. away from 60606
(4.8) 473 reviews
  • Exterior Color: Agate Gray Metallic
  • Interior Color: Black
  • Transmission: 6-Speed Manual
  • Drivetrain: RWD
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Seller's Notes: CHICAGO MOTOR CARS NAPERVILLE 2015 Porsche Cayman GTS Agate Gray Exter...
Chicago Motor Cars
(4.8) 473 reviews
29 mi. from 60606
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PRICE DROP 2016 Porsche Cayman Base
21 Photos

2016 Porsche Cayman Base

$56,980 $57,980 1,936 mi. Used
VROOM (Chicago)
~ 0 mi. away from 60606
(2.8) 254 reviews
  • Exterior Color: Black
  • Interior Color: Black
  • Drivetrain: RWD
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Seller's Notes: 2.7L H6 Engine, Porsche Doppelkupplung (PDK), Sport Leather Seats, Pow...
VROOM (Chicago)
(2.8) 254 reviews
0 mi. from 60606
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2014 Porsche Cayman Base

$45,900 $46,400 3,482 mi. Used
Carvana Chicago (As Soon as Next Day Delivery)
~ 0 mi. away from 60606
(4.9) 18 reviews
  • Exterior Color: Black
  • Interior Color: Gray
  • Transmission: 7-Speed Automatic with Auto-Shift
  • Drivetrain: RWD
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Seller's Notes: Can't get your mind off a 2014 Porsche Cayman with 5.3 cu. ft. of carg...
Carvana Chicago (As Soon as Next Day Delivery)
(4.9) 18 reviews
0 mi. from 60606
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