Used Porsche Convertibles for Sale inChicago, IL
689 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 640 hp 3.8L H6
- Exterior color:
- Gray (Arctic Grey)
- Fuel type:
- Gasoline
- Interior color:
- Gray (Chalk/Slate Grey)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,725
- Stock #:
- PSN1459
- VIN:
- WP0CD2A93RS257603
Sponsored by Porsche Downtown Chicago
2024 Porsche 911
Turbo S Cabriolet AWD
3,725 mi
Chicago, IL
1 mi away
Fair Deal
$290,403
- Year:
- 2010
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 345 hp 3.6L H6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 60,140
- Stock #:
- UM8115
- VIN:
- WP0CA2A90AS740365
Sponsored Listing
2010 Porsche 911
Carrera Cabriolet RWD
60,140 mi
Westmont, IL
19 mi away
Good Deal
$55,358
- Year:
- 2006
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.6L H6
- Exterior color:
- Seal Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Stone Gray
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 65,956
- Stock #:
- PPN4408
- VIN:
- WP0CA299X6S755631
Sponsored Listing
2006 Porsche 911
Carrera Cabriolet RWD
65,956 mi
Barrington, IL
31 mi away
Fair Deal
$48,912
- Year:
- 2006
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 355 hp 3.8L H6
- Exterior color:
- Gray (Seal Grey Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 85,496
- Stock #:
- 765456
- VIN:
- WP0CB29966S765456
New arrival
2006 Porsche 911
Carrera S Cabriolet RWD
85,496 mi
Home delivery from Miami, FL
Price includes $1,784 shipping
Good Deal
$40,278
- Year:
- 2017
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 2.5L H4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,451
- Stock #:
- 70246040
- VIN:
- WP0CB2A88HS240467
New arrival
2017 Porsche 718 Boxster
S RWD
22,451 mi
Store transfer to Oak Lawn, IL
Price includes $1,399 shipping
Great Deal
$57,397
- Year:
- 2006
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 325 hp 3.6L H6
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Manual
- Mileage:
- 100,900
- Stock #:
- 755997
- VIN:
- WP0CA29986S755997
2006 Porsche 911
Carrera 4 Cabriolet AWD
100,900 mi
Roselle, IL
26 mi away
Fair Deal
$38,774
- Year:
- 2019
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 2L H4
- Exterior color:
- White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Agate Grey)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 93,868
- Stock #:
- T-210072
- VIN:
- WP0CA2A88KS210072
2019 Porsche 718 Boxster
RWD
93,868 mi
Home delivery from Scottsdale, AZ
Price includes $2,874 shipping
Fair Deal
$36,664
- Year:
- 2018
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 370 hp 3L H6
- Exterior color:
- Carrara White Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite Blue/Chalk)
- Transmission:
- Automatic
- Mileage:
- 13,022
- Stock #:
- UM8125A
- VIN:
- WP0CA2A93JS138575
New arrival
2018 Porsche 911
Carrera 4 Cabriolet AWD
13,022 mi
Westmont, IL
19 mi away
Fair Deal
$110,178
- Year:
- 2009
- Make:
- Porsche
- Model:
- Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 3.4L H6
- Exterior color:
- [Z4] Basalt Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Carrera Red
- Transmission:
- Automatic
- Mileage:
- 102,695
- Stock #:
- 730636
- VIN:
- WP0CB29899U730636
![[Z4] Basalt Black Metallic 2009 Porsche Boxster Convertible Rear-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/09/08/17/37/2009_porsche_boxster-pic-6528548268425377227-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2009 Porsche Boxster
S
102,695 mi
Home delivery from Spring, TX
Price includes $926 shipping
Fair Deal
$25,666
- Year:
- 2021
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 443 hp 3L H6
- Exterior color:
- Gray (Agate Grey Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Bordeaux Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,782
- Stock #:
- PP2488
- VIN:
- WP0BB2A94MS235751
2021 Porsche 911
Targa 4S Convertible AWD
21,782 mi
Lincolnwood, IL
11 mi away
Fair Deal
$159,699
- Year:
- 2010
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 345 hp 3.6L H6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 60,140
- Stock #:
- UM8115
- VIN:
- WP0CA2A90AS740365
2010 Porsche 911
Carrera Cabriolet RWD
60,140 mi
Westmont, IL
19 mi away
Good Deal
$55,358
- Year:
- 2019
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 420 hp 3L H6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 30,630
- Stock #:
- 136699
- VIN:
- WP0CB2A92KS136699
2019 Porsche 911
Carrera S Cabriolet RWD
30,630 mi
Home delivery from Waltham, MA
Price includes $838 shipping
Great Deal
$103,876
- Year:
- 2008
- Make:
- Porsche
- Model:
- Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 295 hp 3.4L H6
- Exterior color:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 81,149
- Stock #:
- 8U731378
- VIN:
- WP0CB29898U731378
New arrival
2008 Porsche Boxster
S RWD
81,149 mi
Crystal Lake, IL
43 mi away
Great Deal
$20,854
- Year:
- 2013
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Gray (Platinum Grey)
- Transmission:
- 7-Speed Manual
- Mileage:
- 53,314
- Stock #:
- 140105
- VIN:
- WP0CA2A93DS140105
New arrival
2013 Porsche 911
Carrera Cabriolet RWD
53,314 mi
Lisle, IL
25 mi away
Good Deal
$69,362
- Year:
- 2014
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Brown (Luxor Beige)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 24,985
- Stock #:
- UN5411
- VIN:
- WP0CA2A93ES140462
2014 Porsche 911
Carrera Cabriolet RWD
24,985 mi
Northbrook, IL
18 mi away
Good Deal
$75,358
- Year:
- 2019
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 365 hp 2.5L H4
- Exterior color:
- GT Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black/Chalk
- Transmission:
- 7-Speed Automatic
- Mileage:
- 30,422
- Stock #:
- PPN4415
- VIN:
- WP0CB2A80KS228109
2019 Porsche 718 Boxster
GTS RWD
30,422 mi
Barrington, IL
31 mi away
Fair Deal
$76,312
- Year:
- 2015
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 350 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 44,884
- Stock #:
- TS257235AA
- VIN:
- WP0BA2A93FS132066
2015 Porsche 911
Targa 4 Cabriolet AWD
44,884 mi
Chicago, IL
1 mi away
Fair Deal
$95,412
- Year:
- 2019
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 2.5L H4
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue
- Transmission:
- Automatic
- Mileage:
- 21,082
- Stock #:
- 70245973
- VIN:
- WP0CB2A85KS229000
New arrival
2019 Porsche 718 Boxster
S RWD
21,082 mi
Store transfer to Oak Lawn, IL
Price includes $599 shipping
Fair Deal
$69,597
- Year:
- 2009
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 345 hp 3.6L H6
- Exterior color:
- Arctic Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 18,059
- Stock #:
- 740278
- VIN:
- WP0CA29959S740278
2009 Porsche 911
Carrera 4 Cabriolet AWD
18,059 mi
Home delivery from Portland, OR
Price includes $2,107 shipping
Fair Deal
$72,257
- Year:
- 2017
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 2L H4
- Exterior color:
- Gray (Agate Grey Metallic)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,229
- Stock #:
- ICC3464
- VIN:
- WP0CA2A87HS221539
2017 Porsche 718 Boxster
RWD
59,229 mi
Skokie, IL
13 mi away
Good Deal
$42,314
- Year:
- 2017
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 420 hp 3L H6
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 53,203
- Stock #:
- PP6186
- VIN:
- WP0CB2A91HS155219
New arrival
2017 Porsche 911
Carrera 4S Cabriolet AWD
53,203 mi
Highland Park, IL
24 mi away
Fair Deal
$105,404
- Year:
- 2020
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 379 hp 3L H6
- Exterior color:
- Guards Red
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,706
- Stock #:
- M425
- VIN:
- WP0CA2A94LS251650
2020 Porsche 911
Carrera Cabriolet RWD
28,706 mi
Downers Grove, IL
21 mi away
Good Deal
$113,289
- Year:
- 2017
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 420 hp 3L H6
- Exterior color:
- GT Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 41,146
- Stock #:
- UM8247
- VIN:
- WP0CB2A95HS154588
2017 Porsche 911
Carrera S Cabriolet RWD
41,146 mi
Westmont, IL
19 mi away
Good Deal
$98,178
- Year:
- 2014
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 3.4L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Brown (Luxor Beige)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 24,985
- Stock #:
- UN5411
- VIN:
- WP0CA2A93ES140462
Sponsored Listing
2014 Porsche 911
Carrera Cabriolet RWD
24,985 mi
Northbrook, IL
18 mi away
Good Deal
$75,358
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