Used Porsche Convertibles for Sale inChicago, IL
717 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 493 hp 4L H6
- Exterior color:
- Guards Red
- Fuel type:
- Gasoline
- Interior color:
- Black with Carmine Red Stitching
- Transmission:
- 7-Speed Automatic
- Mileage:
- 4,561
- Stock #:
- PSN1451
- VIN:
- WP0CE2A85SK237430
Sponsored by Porsche Downtown Chicago
2025 Porsche 718 Boxster
Spyder RS RWD
4,561 mi
Chicago, IL
1 mi away
Fair Deal
$207,412
- Year:
- 2006
- Make:
- Porsche
- Model:
- Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 240 hp 2.7L H6
- Exterior color:
- Gray (Atlas Grey Metallic)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Leather Interior To Sample premi
- Transmission:
- 5-Speed Manual
- Mileage:
- 36,167
- VIN:
- WP0CA29896U712801
Sponsored Listing
2006 Porsche Boxster
Base
36,167 mi
Skokie, IL
13 mi away
Fair Deal
$26,749
- Year:
- 2014
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 400 hp 3.8L H6
- Exterior color:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,628
- Stock #:
- PP6031
- VIN:
- WP0BB2A92ES133267
Sponsored Listing
2014 Porsche 911
Targa 4S Cabriolet AWD
28,628 mi
Highland Park, IL
24 mi away
Fair Deal
$120,404
- 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:
- Carrara White Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 7,267
- Stock #:
- 10172
- VIN:
- WP0CB2A83KS228864
Price drop
-$3,000
2019 Porsche 718 Boxster
S RWD
7,267 mi
Joliet, IL
34 mi away
Good Deal
$70,353
$67,353
- Year:
- 2014
- Make:
- Porsche
- Model:
- Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 265 hp 2.7L H6
- Exterior color:
- Red
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 48,297
- Stock #:
- DG26071B
- VIN:
- WP0CA2A81ES121867
New arrival
2014 Porsche Boxster
RWD
48,297 mi
Downers Grove, IL
20 mi away
Fair Deal
$36,999
- Year:
- 2019
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 420 hp 3L H6
- Exterior color:
- Yellow
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 9,819
- Stock #:
- 70125910
- VIN:
- WP0CB2A98KS136089
2019 Porsche 911
Carrera S Cabriolet RWD
9,819 mi
Store transfer to Oak Lawn, IL
Price includes $1,399 shipping
Good Deal
$117,397
- Year:
- 2024
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 2L H4
- Exterior color:
- GT Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 13,661
- Stock #:
- PCK5754A
- VIN:
- WP0CA2A87RK205567
2024 Porsche 718 Boxster
RWD
13,661 mi
Downers Grove, IL
19 mi away
Fair Deal
$77,912
- 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:
- Racing Yellow
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 13,146
- Stock #:
- UN5480
- VIN:
- WP0CB2A89KS228707
2019 Porsche 718 Boxster
S RWD
13,146 mi
Northbrook, IL
18 mi away
Fair Deal
$70,178
- Year:
- 2009
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 385 hp 3.8L H6
- Exterior color:
- Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 7-Speed Dual Clutch
- Mileage:
- 86,565
- Stock #:
- N1668
- VIN:
- WP0CB29909S754408
2009 Porsche 911
Carrera 4S Cabriolet AWD
86,565 mi
Home delivery from Burlington, NJ
Price includes $399 shipping
Good Deal
$55,149
- Year:
- 2009
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 480 hp 3.6L H6
- Exterior color:
- Gray (Meteor Grey Metallic)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,780
- Stock #:
- LV462A
- VIN:
- WP0CD29929S773259
2009 Porsche 911
Turbo Cabriolet AWD
36,780 mi
Lake Villa, IL
43 mi away
Great Deal
$83,177
- 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
$80,178
- Year:
- 2016
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 3.4L H6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 51,036
- Stock #:
- 141195
- VIN:
- WP0CA2A97GS141195
New arrival
2016 Porsche 911
Carrera Black Edition Cabriolet RWD
51,036 mi
Home delivery from Tempe, AZ
Price includes $1,301 shipping
Good Deal
$70,796
- Year:
- 2018
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 2.5L H4
- Exterior color:
- Night Blue Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Bordeaux Red
- Transmission:
- 6-Speed Manual
- Mileage:
- 21,781
- Stock #:
- 8917-TR-TR
- VIN:
- WP0CB2A80JS228464
Price drop
-$2,000
2018 Porsche 718 Boxster
S RWD
21,781 mi
Joliet, IL
34 mi away
Good Deal
$66,353
$64,353
- Year:
- 2007
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Exterior color:
- Arctic Silver Metallic
- Interior color:
- Black/Stone Gray
- Transmission:
- 6-Speed Manual Overdrive
- Mileage:
- 52,923
- Stock #:
- K53222A
- VIN:
- WP0CB29917S775300
2007 Porsche 911
Carrera S Cabriolet RWD
52,923 mi
Highland Park, IL
21 mi away
Good Deal
$50,391
- Year:
- 2015
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 430 hp 3.8L H6
- Exterior color:
- Rhodium Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 46,525
- Stock #:
- PPN4250
- VIN:
- WP0CB2A94FS154384
2015 Porsche 911
Carrera GTS Cabriolet RWD
46,525 mi
Barrington, IL
31 mi away
Fair Deal
$97,912
- Year:
- 2014
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 400 hp 3.8L H6
- Exterior color:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,628
- Stock #:
- PP6031
- VIN:
- WP0BB2A92ES133267
2014 Porsche 911
Targa 4S Cabriolet AWD
28,628 mi
Highland Park, IL
24 mi away
Fair Deal
$120,404
- Year:
- 2008
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 325 hp 3.6L H6
- Exterior color:
- Macadamia Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Sand Beige
- Transmission:
- 5-Speed Automatic
- Mileage:
- 52,763
- Stock #:
- PP2475A
- VIN:
- WP0CA29968S765091
2008 Porsche 911
Carrera Cabriolet RWD
52,763 mi
Lincolnwood, IL
11 mi away
Fair Deal
$48,906
- Year:
- 2023
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 473 hp 3L H6
- Exterior color:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,445
- Stock #:
- 913364
- VIN:
- WP0CB2A9XPS247864
2023 Porsche 911
Carrera 4 GTS Cabriolet AWD
24,445 mi
Home delivery from Pompano Beach, FL
Price includes $2,025 shipping
Great Deal
$165,807
- 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:
- 60,123
- Stock #:
- UM8115
- VIN:
- WP0CA2A90AS740365
2010 Porsche 911
Carrera Cabriolet RWD
60,123 mi
Westmont, IL
19 mi away
Fair Deal
$57,358
- Year:
- 2022
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 414 hp 4L H6
- Exterior color:
- GT Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/ Silver Stitching
- Transmission:
- 6-Speed Manual
- Mileage:
- 2,549
- Stock #:
- 9756-TR-Duplicate
- VIN:
- WP0CC2A83NS235296
Price drop
-$5,000
2022 Porsche 718 Boxster
Spyder RWD
2,549 mi
Joliet, IL
34 mi away
Good Deal
$145,353
$140,353
- Year:
- 2014
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 400 hp 3.8L H6
- Exterior color:
- Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black/Platinum Gray
- Transmission:
- 7-Speed Automatic
- Mileage:
- 34,932
- Stock #:
- AMP11651B
- VIN:
- WP0CB2A99ES154377
2014 Porsche 911
Carrera 4S Cabriolet AWD
34,932 mi
Home delivery from Atlanta, GA
Price includes $2,009 shipping
Great Deal
$82,058
- 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:
- Gray (Slate Grey)
- Mileage:
- 28,180
- Stock #:
- MS248271P
- VIN:
- WP0CB2A95MS248271
2021 Porsche 911
Carrera 4S Cabriolet AWD
28,180 mi
Home delivery from Plano, TX
Price includes $1,184 shipping
Good Deal
$136,208
- Year:
- 2020
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 443 hp 3L H6
- Exterior color:
- Dolomite Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,370
- Stock #:
- PP2500
- VIN:
- WP0CB2A98LS263782
2020 Porsche 911
Carrera 4S Cabriolet AWD
41,370 mi
Lincolnwood, IL
11 mi away
Good Deal
$129,906
- Year:
- 2018
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 350 hp 2.5L H4
- Exterior color:
- Night Blue Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Bordeaux Red
- Transmission:
- 6-Speed Manual
- Mileage:
- 21,781
- Stock #:
- 8917-TR-TR
- VIN:
- WP0CB2A80JS228464
Price drop
-$2,000
Sponsored Listing
2018 Porsche 718 Boxster
S RWD
21,781 mi
Joliet, IL
34 mi away
Good Deal
$66,353
$64,353
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