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Used Porsche Cayman for Sale with Tow Package inFreeport, IL
50 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Basalt Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather
- Transmission:
- 6-Speed Manual
- Mileage:
- 9,645
- Stock #:
- 10746
- VIN:
- WP0AB29828U781529
Sponsored by Motor Cars of Chicago
2008 Porsche Cayman
S
9,645 mi
Joliet, IL
91 mi away
Fair Deal
$55,353
- Year:
- 2007
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 45,907
- Stock #:
- 10310C
- VIN:
- WP0AB29827U783294
Sponsored Listing
2007 Porsche Cayman
S
45,907 mi
Johnson Creek, WI
68 mi away
Fair Deal
$37,478
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.4L H6
- Exterior color:
- Yellow
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 9,079
- Stock #:
- 18-558
- VIN:
- WP0AB2A85EK193756
2014 Porsche Cayman
S
9,079 mi
Lincolnshire, IL
87 mi away
Good Deal
$68,491
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 7-Speed Automatic
- Mileage:
- 41,869
- Stock #:
- EK192432
- VIN:
- WP0AB2A87EK192432
2014 Porsche Cayman
S
41,869 mi
Home delivery from Carrollton, TX
Price includes $1,137 shipping
Fair Deal
$54,852
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.4L H6
- Exterior color:
- Silver
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,981
- Stock #:
- 14269
- VIN:
- WP0AB2A82EK193164
New arrival
2014 Porsche Cayman
S
59,981 mi
Home delivery from Powell, OH
Price includes $556 shipping
Good Deal
$49,352
- Year:
- 2007
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 45,907
- Stock #:
- 10310C
- VIN:
- WP0AB29827U783294
2007 Porsche Cayman
S
45,907 mi
Johnson Creek, WI
68 mi away
Fair Deal
$37,478
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Brown (tan)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 57,555
- Stock #:
- 30357A
- VIN:
- WP0AB2A82EK193438
2014 Porsche Cayman
S
57,555 mi
Home delivery from Dublin, OH
Price includes $371 shipping
Fair Deal
$51,515
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Arctic Silver Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 103,916
- Stock #:
- 782067
- VIN:
- WP0AB298X6U782067
2006 Porsche Cayman
S
103,916 mi
Home delivery from Evansville, IN
Price includes $482 shipping
Fair Deal
$22,182
- Year:
- 2011
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 265 hp 2.9L H6
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 51,579
- Stock #:
- 5544
- VIN:
- WP0AA2A81BU761469
New arrival
2011 Porsche Cayman
Base
51,579 mi
Home delivery from Portland, OR
Price includes $2,478 shipping
Fair Deal
$39,828
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- [G1] Guards Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige Leather)
- Transmission:
- 6-Speed Manual
- Mileage:
- 48,789
- Stock #:
- 3708
- VIN:
- WP0AB298X6U784109
![[G1] Guards Red 2006 Porsche Cayman Coupe Rear-Wheel Drive 6-Speed Manual](https://static.cargurus.com/images/forsale/2026/09/11/03/07/2006_porsche_cayman-pic-4698899668627694628-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2006 Porsche Cayman
S
48,789 mi
Home delivery from Lewisville, TX
Price includes $1,137 shipping
Good Deal
$35,282
- Year:
- 2008
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Basalt Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Leather
- Transmission:
- 6-Speed Manual
- Mileage:
- 9,645
- Stock #:
- 10746
- VIN:
- WP0AB29828U781529
2008 Porsche Cayman
S
9,645 mi
Joliet, IL
91 mi away
Fair Deal
$55,353
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 385 hp 3.8L H6
- Exterior color:
- White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 21,540
- Stock #:
- 191363
- VIN:
- WP0AC2A89GK191363
2016 Porsche Cayman
GT4
21,540 mi
Home delivery from Staten Island, NY
Price includes $1,257 shipping
Fair Deal
$126,431
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- [X1] Arctic Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige Leather)
- Transmission:
- Manual
- Mileage:
- 76,931
- Stock #:
- 3486
- VIN:
- WP0AB29886U780916
![[X1] Arctic Silver Metallic 2006 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/06/12/17/32/2006_porsche_cayman-pic-570767994353980771-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2006 Porsche Cayman
S
76,931 mi
Home delivery from Lewisville, TX
Price includes $1,137 shipping
Fair Deal
$34,282
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 275 hp 2.7L H6
- Exterior color:
- Basalt Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 7-Speed Automatic
- Mileage:
- 130,100
- Stock #:
- 172846T
- VIN:
- WP0AA2A87EK172846
New arrival
2014 Porsche Cayman
Base
130,100 mi
Home delivery from Noblesville, IN
Price includes $372 shipping
Fair Deal
$30,613
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 385 hp 3.8L H6
- Exterior color:
- [A1] Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 8,649
- Stock #:
- 3765
- VIN:
- WP0AC2A85GK192784
![[A1] Black 2016 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/10/03/17/06/2016_porsche_cayman-pic-3657917842697974704-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2016 Porsche Cayman
GT4
8,649 mi
Home delivery from Lewisville, TX
Price includes $1,137 shipping
Fair Deal
$141,282
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 385 hp 3.8L H6
- Exterior color:
- [0Q] White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 28,022
- Stock #:
- 3383
- VIN:
- WP0AC2A84GK197586
![[0Q] White 2016 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/05/14/03/32/2016_porsche_cayman-pic-2108707329324288736-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2016 Porsche Cayman
GT4
28,022 mi
Home delivery from Lewisville, TX
Price includes $1,137 shipping
Fair Deal
$126,282
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 385 hp 3.8L H6
- Exterior color:
- [2Y] Carrara White Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 29,959
- Stock #:
- 3588
- VIN:
- WP0AC2A84GK191464
![[2Y] Carrara White Metallic 2016 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/07/07/02/25/2016_porsche_cayman-pic-4956716462351825105-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2016 Porsche Cayman
GT4
29,959 mi
Home delivery from Lewisville, TX
Price includes $1,137 shipping
Fair Deal
$126,282
- Year:
- 2006
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 87,344
- Stock #:
- 780279
- VIN:
- WP0AB29846U780279
2006 Porsche Cayman
S
87,344 mi
Home delivery from Orlando, FL
Price includes $1,594 shipping
Fair Deal
$31,986
- Year:
- 2016
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Engine:
- 275 hp 2.7L H6
- Exterior color:
- carrera White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 30,646
- Stock #:
- GCM7642
- VIN:
- WP0AA2A87GK170100
2016 Porsche Cayman
30,646 mi
St Charles, IL
72 mi away
Fair Deal
$43,371
- Year:
- 2010
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 265 hp 2.9L H6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 43,288
- Stock #:
- PPN4439
- VIN:
- WP0AA2A89AU760813
New arrival
2010 Porsche Cayman
Base
43,288 mi
Barrington, IL
78 mi away
No Rating
$35,412
- Year:
- 2014
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Agate Gray/Pebble Gray
- Transmission:
- 7-Speed Automatic
- Mileage:
- 52,384
- Stock #:
- I260029A
- VIN:
- WP0AB2A89EK193193
New arrival
2014 Porsche Cayman
S
52,384 mi
Lake Bluff, IL
90 mi away
No Rating
No Price Listed
- Year:
- 2010
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 265 hp 2.9L H6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 170,483
- Stock #:
- 760670
- VIN:
- WP0AA2A82AU760670
New arrival
2010 Porsche Cayman
Base
170,483 mi
Home delivery from Midlothian, TX
Price includes $592 shipping
No Rating
$20,812
- Year:
- 2012
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 320 hp 3.4L H6
- Exterior color:
- Dark Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 39,063
- Stock #:
- P793333
- VIN:
- WP0AB2A81CS793333
2012 Porsche Cayman
R
39,063 mi
Home delivery from Portland, OR
Price includes $1,979 shipping
Uncertain
$88,129
- Year:
- 2007
- Make:
- Porsche
- Model:
- Cayman
- Body type:
- Coupe
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 245 hp 2.7L H6
- Exterior color:
- [X4] Speed Yellow
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 117,528
- Stock #:
- 1914
- VIN:
- WP0AA29857U761759
![[X4] Speed Yellow 2007 Porsche Cayman Coupe Rear-Wheel Drive Manual](https://static.cargurus.com/images/forsale/2026/09/29/23/12/2007_porsche_cayman-pic-1257812222813847253-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
New arrival
2007 Porsche Cayman
Base
117,528 mi
Home delivery from Addison, TX
Price includes $945 shipping
Uncertain
$26,090
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