Used Porsche Cayman S for Sale in Des Plaines, IL
Shop for a sporty Porsche Cayman S in City of Destiny
Skip to Filters
30 listings
- $25,995fair price$835 above market
- 88,548 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Autos of Chicago (6 mi away)
Close
Located in Arlington Heights, IL / 6 miles away from Des Plaines, IL
Offering first-class comfort, convenience, and style, our 2006 Porsche Cayman S Coupe in Seal Grey Metallic is a beautifully powerful machine! Powered...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29896U782285
Stock: 3814
Certified Pre-Owned: No
Listed since: 02-26-2025 - New Listing$13,450good price$1,211 below market
- 146,042 miles
- No accidents, 3 owners, personal use only
- 6cyl automatic
- Elmhurst Car Center (7 mi away)
Close
Located in Elmhurst, IL / 7 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29806U785821
Stock: 999
Certified Pre-Owned: No
Listed since: 07-11-2025 - Price Drop
- 122,509 miles
- 1 accident, 6 owners, personal use only
- 6cyl manual
- Dream Motorworks (10 mi away)
Close
Located in Addison, IL / 10 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29876U781054
Stock: 781054
Certified Pre-Owned: No - $31,900fair price$341 below market
- 44,196 miles
- No accidents, 8 owners, rental vehicle
- 6cyl manual
- GR Auto Gallery of Grand Rapids (133 mi away)
Close
Located in Grand Rapids, MI / 133 miles away from Des Plaines, IL
This 2006 Porsche Cayman S is covered by the Gallery Guarantee. With The Gallery Guarantee, you’ll enjoy a 3-month/3000-mile vehicle service contract ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29896U784635
Stock: B5953 J
Certified Pre-Owned: No
Listed since: 05-08-2025 - New Listing
- 92,936 miles
- No accidents, 6 owners, personal use only
- 6cyl manual
- Tom Wood Porsche (172 mi away)
Close
Located in Indianapolis, IN / 172 miles away from Des Plaines, IL
2006 Porsche Cayman S for Sale in Indianapolis at Tom Wood PorscheExperience pure driving excitement with this well-maintained 2006 Porsche Cayman S, ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29896U784618
Stock: PIP784618
Certified Pre-Owned: No
Listed since: 07-08-2025 - $29,980fair price$6 below market
- 57,262 miles
- No accidents, 5 owners, personal use only
- 6cyl automatic
- Driving Xcellence (281 mi away)
Close
Located in Jeffersonville, IN / 281 miles away from Des Plaines, IL
- 60k MILES SERVICE ALREADY PERFORMED BY PORSCHE DEALER - 6-SPEED MANUAL - SPORT MODE BUTTON - SPORT CHRONO PACKAGE - ALPINE 8in w/ APPLE CARPLAY - Pu...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29876U781703
Stock: 781703
Certified Pre-Owned: No
Listed since: 01-03-2024 - Price Drop$27,900great price$6,912 below market
- 32,780 miles
- 1 accident, 2 owners, personal use only
- 6cyl automatic
- Paradise Motor Sports (329 mi away)
Close
Located in Lexington, KY / 329 miles away from Des Plaines, IL
All of our vehicles come with a free Auto check history report by Experian. A variety of extended warranties are available. We are so confident in thi...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29826U783326
Stock: 783326
Certified Pre-Owned: No
Listed since: 01-21-2025 - 33,424 miles
- No accidents, 7 owners, personal use only
- 6cyl manual
- Walser Polar Mazda (332 mi away)
Close
Located in White Bear Lake, MN / 332 miles away from Des Plaines, IL
At Walser, you’ll get an exceptional car-buying experience. Our *streamlined process* means you’ll work with one dedicated customer specialist to help...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29816U785777
Stock: 23M1479T
Certified Pre-Owned: No
Listed since: 06-24-2025- Price Drop$25,999fair price$1,209 below market
- 73,352 miles
- 1 accident, 2 owners, personal use only
- 6cyl manual
- Morrie's West End Lincoln (341 mi away)
Close
Located in St. Louis Park, MN / 341 miles away from Des Plaines, IL
*PREMIUM SOUND SYSTEM*, *HEATED FRONT SEATS*, 9 Speakers, Air Conditioning, AM/FM radio, CD player, Front reading lights, Illuminated entry, Leather S...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29876U781118
Stock: 6U781118
Certified Pre-Owned: No
Listed since: 04-26-2025 - $17,795great price$3,862 below market
- 105,513 miles
- No accidents, 6 owners, personal use only
- 6cyl manual
- Valley Imports Volkswagen (553 mi away)
Close
Located in Fargo, ND / 553 miles away from Des Plaines, IL
Priced below KBB Fair Purchase Price!*LOCAL TRADE-IN, *AS-IS DUE TO AGE AND/OR MILES, PRE-SALE INSPECTION RECOMMENDED, *LEATHER, MANUAL TRANSMISSION, ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29876U781264
Stock: AT1838F
Certified Pre-Owned: No
Listed since: 04-02-2025 - New Listing$25,996fair price$178 above market
- 83,256 miles
- 2 accidents, 6 owners, personal use only
- 6cyl automatic
- Carolina Luxury Imports (582 mi away)
Close
Located in Denver, NC / 582 miles away from Des Plaines, IL
Get ready to rev up your driving experience with this stunning Red 2006 Porsche Cayman! This sleek and sporty coupe is sure to turn heads as you zip a...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29836U782427
Stock: 5949
Certified Pre-Owned: No
Listed since: 07-11-2025 - $26,854good price$2,106 below market
- 65,623 miles
- No accidents, 3 owners, personal use only
- 6cyl manual
- Carrollton Motors (603 mi away)
Close
Located in Carrollton, GA / 603 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29826U780491
Stock: 16465K
Certified Pre-Owned: No
Listed since: 06-18-2025 - $29,094good price$2,898 below market
- 44,377 miles
- No accidents, 5 owners, corporate fleet vehicle
- 6cyl manual
- Moaven Motors (642 mi away)
Close
Located in Durham, NC / 642 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29856U783823
Stock: 1340
Certified Pre-Owned: No
Listed since: 06-12-2024 
Photos not available- 26,104 miles
- No accidents, 2 owners, personal use only
- 6cyl manual
- PA Euros (655 mi away)
Close
Located in Exton, PA / 655 miles away from Des Plaines, IL
2006 Porsche Cayman S
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29806U781865
Stock: 313
Certified Pre-Owned: No
Listed since: 07-04-2025- 123,675 miles
- 3 accidents, 2 owners, personal use only
- 6cyl manual
- AMS Sales (656 mi away)
Close
Located in Raleigh, NC / 656 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29806U781008
Stock: 781008
Certified Pre-Owned: No
Listed since: 07-03-2025- $19,999great price$8,549 below market
- 87,369 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Triangle European Sales (658 mi away)
Close
Located in Raleigh, NC / 658 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29816U783057
Stock: 783057
Certified Pre-Owned: No
Listed since: 09-18-2024 - Price Drop$23,995fair price$78 above market
- 93,921 miles
- 1 accident, 5 owners, personal use only
- 6cyl manual
- DSA Motor Sports Corp (760 mi away)
Close
Located in Commack, NY / 760 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29826U785111
Stock: 785111
Certified Pre-Owned: No - $31,995good price
- 38,083 miles
- No accidents, 6 owners, personal use only
- 6cyl automatic
- Auto Park Dallas (796 mi away)
Close
Located in Lewisville, TX / 796 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29836U782895
Stock: 2580
Certified Pre-Owned: No
Listed since: 04-04-2025 - $27,995fair price
- 71,677 miles
- No accidents, 9 owners, personal use only
- 6cyl manual
- Auto Park Dallas (796 mi away)
Close
Located in Lewisville, TX / 796 miles away from Des Plaines, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29886U780916
Stock: 2506
Certified Pre-Owned: No
Listed since: 12-08-2024 - New Listing$29,998fair price$1,037 below market
- 53,974 miles
- No accidents, 4 owners, personal use only
- 6cyl automatic
- AutoNation Chrysler Dodge Jeep Ram Southwest (912 mi away)
Close
Located in Littleton, CO / 912 miles away from Des Plaines, IL
Metallic PaintLeather SeatsRear SpoilerThis vehicle includes a Money-Back Guarantee* and passed our precise inspection process. Best of all the p...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29866U780526
Stock: 6U780526
Certified Pre-Owned: No
Listed since: 07-09-2025 - 121,447 miles
- 1 accident, 3 owners, personal use only
- 6cyl manual
- Baker Nissan North (940 mi away)
Close
Located in Houston, TX / 940 miles away from Des Plaines, IL
Black 2006 Porsche Cayman S RWD 6-Speed Manual with Overdrive 3.4L H6 SMPI DOHCRecent Arrival!Drive Home Your Used Vehicle Today with Multiple Finance...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29836U782363
Stock: P17274
Certified Pre-Owned: No
Listed since: 03-14-2025
Showing 1 - 21 out of 30 listings
Filters
Skip to Results