Used Porsche Cayman S for Sale in Waukegan, IL
Buy a sporty Porsche Cayman S in the county seat of Lake County Illinois
Skip to Filters
32 listings
- $25,995fair price$266 above market
- 88,548 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Autos of Chicago (22 mi away)
Close
Located in Arlington Heights, IL / 22 miles away from Waukegan, 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$13,450great price$2,276 below market
- 146,042 miles
- No accidents, 3 owners, personal use only
- 6cyl automatic
- Elmhurst Car Center (33 mi away)
Close
Located in Elmhurst, IL / 33 miles away from Waukegan, 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 - New Listing$26,950good price$3,657 below market
- 59,655 miles
- No accidents, 4 owners, personal use only
- 6cyl automatic
- Garber Chevrolet (63 mi away)
Close
Located in Highland, IN / 63 miles away from Waukegan, IL
Recent Arrival! Clean CARFAX. Cayman S, 3.4L H6 SMPI DOHC, 5-Speed Automatic with Tiptronic S.Odometer is 9028 miles below market average! 20/27 City/...
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: WP0AB29846U784087
Stock: 21784087P
Certified Pre-Owned: No
Listed since: 07-16-2025 - $31,900fair price$505 below market
- 44,196 miles
- No accidents, 8 owners, rental vehicle
- 6cyl manual
- GR Auto Gallery of Grand Rapids (122 mi away)
Close
Located in Grand Rapids, MI / 122 miles away from Waukegan, 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 - Price Drop
- 92,936 miles
- No accidents, 6 owners, personal use only
- 6cyl manual
- Tom Wood Porsche (194 mi away)
Close
Located in Indianapolis, IN / 194 miles away from Waukegan, 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$285 below market
- 57,262 miles
- No accidents, 5 owners, personal use only
- 6cyl automatic
- Driving Xcellence (304 mi away)
Close
Located in Jeffersonville, IN / 304 miles away from Waukegan, 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: 02-29-2024 - Price Drop
- 33,424 miles
- No accidents, 7 owners, personal use only
- 6cyl manual
- Walser Polar Mazda (317 mi away)
Close
Located in White Bear Lake, MN / 317 miles away from Waukegan, 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 - New Listing$25,999fair price$1,631 below market
- 73,352 miles
- 1 accident, 2 owners, personal use only
- 6cyl manual
- Morrie's West End Lincoln (327 mi away)
Close
Located in St. Louis Park, MN / 327 miles away from Waukegan, 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 - $27,900great price$6,374 below market
- 32,780 miles
- 1 accident, 2 owners, personal use only
- 6cyl automatic
- Paradise Motor Sports (350 mi away)
Close
Located in Lexington, KY / 350 miles away from Waukegan, 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 - New Listing$24,996fair price$1,012 below market
- 83,256 miles
- 2 accidents, 6 owners, personal use only
- 6cyl automatic
- Carolina Luxury Imports (600 mi away)
Close
Located in Denver, NC / 600 miles away from Waukegan, 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: 07-12-2025 - New Listing$29,094good price$2,536 below market
- 44,377 miles
- No accidents, 5 owners, corporate fleet vehicle
- 6cyl manual
- Moaven Motors (657 mi away)
Close
Located in Durham, NC / 657 miles away from Waukegan, 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: 11-22-2024 - Price Drop
Photos not available- 26,105 miles
- No accidents, 2 owners, personal use only
- 6cyl manual
- PA Euros (657 mi away)
Close
Located in Exton, PA / 657 miles away from Waukegan, 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 - New Listing
- 123,675 miles
- 3 accidents, 2 owners, personal use only
- 6cyl manual
- AMS Sales (671 mi away)
Close
Located in Raleigh, NC / 671 miles away from Waukegan, 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: 04-20-2025 - New Listing$19,999great price$8,834 below market
- 87,369 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Triangle European Sales (673 mi away)
Close
Located in Raleigh, NC / 673 miles away from Waukegan, 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: 04-02-2025 - New Listing$26,855good price$3,003 below market
- 59,746 miles
- 6cyl automatic
- Performance Dodge Ram (684 mi away)
Close
Located in Woodbury, NJ / 684 miles away from Waukegan, IL
Clean CARFAX. Silver 2006 Porsche Cayman S RWD 5-Speed Automatic with Tiptronic S 3.4L H6 SMPI DOHCRecent Arrival! Odometer is 31354 miles below marke...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WP0AB29866U785399
Stock: FJW122
Certified Pre-Owned: No
Listed since: 07-19-2025 - $23,995fair price$267 below market
- 93,921 miles
- 1 accident, 5 owners, personal use only
- 6cyl manual
- DSA Motor Sports Corp (759 mi away)
Close
Located in Commack, NY / 759 miles away from Waukegan, 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 - $31,995fair price
- 38,083 miles
- No accidents, 6 owners, personal use only
- 6cyl automatic
- Auto Park Dallas (817 mi away)
Close
Located in Lewisville, TX / 817 miles away from Waukegan, 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 (817 mi away)
Close
Located in Lewisville, TX / 817 miles away from Waukegan, 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: 03-01-2025 - New Listing
- 82,100 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- Icon Motor Sales (854 mi away)
Close
Located in Medford, MA / 854 miles away from Waukegan, IL
3.8L Cayman S! Street legal, full interior, OEM GT3 seats, and a HUGE list of extras included in the price. Please contact us to learn more or visit w...
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: WP0AB29856U781988
Stock: 4255
Certified Pre-Owned: No
Listed since: 07-16-2025 - $29,998fair price$805 below market
- 53,974 miles
- No accidents, 4 owners, personal use only
- 6cyl automatic
- AutoNation Chrysler Dodge Jeep Ram Southwest (917 mi away)
Close
Located in Littleton, CO / 917 miles away from Waukegan, 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 - New Listing
- 121,447 miles
- 1 accident, 3 owners, personal use only
- 6cyl manual
- Baker Nissan North (964 mi away)
Close
Located in Houston, TX / 964 miles away from Waukegan, 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 32 listings
Filters
Skip to Results