Convertibles for Sale in Chicago, IL
1,598 results
- Year:
- 2013
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 323 hp 3.6L V6
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,599
- Stock #:
- 13739
- VIN:
- 2G1FB3D36D9117760


Sponsored by Kennedy Auto Finance
2013 Chevrolet Camaro
1LT Convertible RWD
28,599 mi
Hammond, IN
21 mi away
Fair Deal
$20,145
- Year:
- 2025
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 572 hp 3.8L H6
- Exterior color:
- White
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 1,635
- Stock #:
- P1202
- VIN:
- WP0CD2A94SS267370

Sponsored Listing
2025 Porsche 911
Turbo S Cabriolet AWD
1,635 mi
Chicago, IL
1 mi away
Fair Deal
$320,413
- Year:
- 2025
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 480 hp 5L V8
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Navy Pier)
- Transmission:
- 6-Speed Manual
- Mileage:
- 12,419
- Stock #:
- V3636
- VIN:
- 1FAGP8FF2S5115358

Sponsored Listing
2025 Ford Mustang
GT Premium Convertible RWD
12,419 mi
Huntley, IL
45 mi away
Good Deal
$51,631
- Year:
- 2013
- Make:
- Porsche
- Model:
- Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 265 hp 2.7L H6
- Exterior color:
- Agate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 66,915
- Stock #:
- PPN4285A
- VIN:
- WP0CA2A82DS112092

New arrival
2013 Porsche Boxster
Base
66,915 mi
Barrington, IL
31 mi away
Good Deal
$33,312
- Year:
- 2007
- Make:
- Mercedes-Benz
- Model:
- SLK
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 228 hp 3L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 69,169
- Stock #:
- 3559
- VIN:
- WDBWK54F07F139213

New arrival
2007 Mercedes-Benz SLK
280
69,169 mi
Oswego, IL
36 mi away
Good Deal
$9,995
- Year:
- 2017
- Make:
- BMW
- Model:
- 2 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 335 hp 3L I6
- Exterior color:
- Blue
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,539
- Stock #:
- B49381A
- VIN:
- WBA2L3C35HV667326

New arrival
2017 BMW 2 Series
M240i xDrive Convertible AWD
33,539 mi
Chicago, IL
1 mi away
Good Deal
$28,301
- Year:
- 2009
- Make:
- Saturn
- Model:
- Sky
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 173 hp 2.4L I4
- Exterior color:
- Black Onyx
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- Manual
- Mileage:
- 20,846
- Stock #:
- AS20020
- VIN:
- 1G8MB35B89Y106244

Price drop
-$1,000
2009 Saturn Sky
Roadster
20,846 mi
Carol Stream, IL
25 mi away
Good Deal
$15,389
$14,389
- Year:
- 2015
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 329 hp 3L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 125,129
- Stock #:
- 7470
- VIN:
- WDDKK6FF9FF304747

2015 Mercedes-Benz E-Class
E 400 Cabriolet RWD
125,129 mi
Highland, IN
25 mi away
Fair Deal
$14,685
- Year:
- 2011
- Make:
- Mercedes-Benz
- Model:
- SL-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 518 hp 6.3L V8
- Exterior color:
- Gray (Steel Grey Metallic)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black AMG Premium Leather
- Transmission:
- 7-Speed Automatic
- Mileage:
- 81,235
- Stock #:
- 11013
- VIN:
- WDBSK7AA7BF165786

2011 Mercedes-Benz SL-Class
SL 63 AMG
81,235 mi
Lisle, IL
25 mi away
Great Deal
$23,158
- Year:
- 2008
- Make:
- Chrysler
- Model:
- Sebring
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 173 hp 2.4L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 4-Speed Automatic
- Mileage:
- 36,500
- Stock #:
- RL0526a
- VIN:
- 1C3LC45K28N673364

2008 Chrysler Sebring
LX Convertible FWD
36,500 mi
Burr Ridge, IL
18 mi away
Good Deal
$7,329
- Year:
- 2009
- Make:
- BMW
- Model:
- 3 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 230 hp 3L I6
- Exterior color:
- Pewter
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Cream Beige Dakota Leather)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 73,900
- Stock #:
- ef0823a
- VIN:
- WBAWR335X9P461765

2009 BMW 3 Series
328i Convertible RWD
73,900 mi
Burr Ridge, IL
18 mi away
Fair Deal
$10,184
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 650 hp 6.2L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Red Accent
- Transmission:
- Automatic
- Mileage:
- 4,681
- Stock #:
- 125753
- VIN:
- 1G1FK3D64P0125753

New arrival
2023 Chevrolet Camaro
ZL1 Convertible RWD
4,681 mi
Lisle, IL
25 mi away
Great Deal
$69,800
- Year:
- 2008
- Make:
- Saturn
- Model:
- Sky
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 260 hp 2L I4
- Exterior color:
- Silver Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 45,026
- Stock #:
- AS20029
- VIN:
- 1G8MG35X28Y111287

2008 Saturn Sky
Red Line
45,026 mi
Carol Stream, IL
25 mi away
Good Deal
$15,389
- Year:
- 2021
- Make:
- Mercedes-Benz
- Model:
- C-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 255 hp 2L I4
- Exterior color:
- Tenorite Gray Metallic
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cranberry Red
- Transmission:
- Automatic
- Mileage:
- 6,625
- Stock #:
- PJ3060
- VIN:
- W1KWK8EB8MG100489

New arrival
2021 Mercedes-Benz C-Class
C 300 Cabriolet 4MATIC
6,625 mi
Orland Park, IL
22 mi away
Fair Deal
$44,368
- Year:
- 2006
- Make:
- Pontiac
- Model:
- Solstice
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 177 hp 2.4L I4
- Exterior color:
- Cool (Liquid Silver Metallic)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- 5-Speed Manual
- Mileage:
- 19,820
- Stock #:
- PC100155A
- VIN:
- 1G2MB33B26Y106328

2006 Pontiac Solstice
Roadster
19,820 mi
Palatine, IL
28 mi away
Good Deal
$11,912
- Year:
- 2007
- Make:
- Cadillac
- Model:
- XLR
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 320 hp 4.6L V8
- Exterior color:
- Black Raven
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 47,785
- Stock #:
- P4710
- VIN:
- 1G6YV36A675600110

2007 Cadillac XLR
RWD
47,785 mi
Lincolnwood, IL
11 mi away
Fair Deal
$24,950
- Year:
- 2023
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 189 hp 2L I4
- Exterior color:
- Island Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray (Satellite Grey)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 13,925
- Stock #:
- PF6989
- VIN:
- WMW43DL03P3R11229

2023 MINI Cooper
S Convertible FWD
13,925 mi
Schaumburg, IL
26 mi away
Fair Deal
$31,913
- Year:
- 2019
- Make:
- BMW
- Model:
- 8 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 523 hp 4.4L V8
- Exterior color:
- Barcelona Blue Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ivory White
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,908
- Stock #:
- 26-034A
- VIN:
- WBAFY4C59KBX29474

New arrival
2019 BMW 8 Series
M850i xDrive Convertible AWD
11,908 mi
Westmont, IL
19 mi away
Good Deal
$63,534
- Year:
- 2010
- Make:
- Jaguar
- Model:
- XK-Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 385 hp 5L V8
- Exterior color:
- Winter Gold
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 70,450
- Stock #:
- T2630
- VIN:
- SAJWA4GB3ALB36911

2010 Jaguar XK-Series
XK Convertible RWD
70,450 mi
Burbank, IL
13 mi away
Fair Deal
$17,457
- Year:
- 2017
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Shadow Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 56,953
- Stock #:
- VX128
- VIN:
- 1FATP8UH7H5254333

2017 Ford Mustang
EcoBoost Premium Convertible RWD
56,953 mi
Calumet City, IL
19 mi away
Fair Deal
$20,366
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 275 hp 2L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Medium Ash Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,292
- Stock #:
- P4719
- VIN:
- 1G1FB3DX0L0112551

2020 Chevrolet Camaro
1LT Convertible RWD
51,292 mi
Lincolnwood, IL
11 mi away
Good Deal
$20,177
- Year:
- 2017
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 2L H4
- Exterior color:
- Sapphire Blue Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Agate Grey w Partial Leather Seat Trim)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 24,029
- Stock #:
- M260225A
- VIN:
- WP0CA2A88HS221856

2017 Porsche 718 Boxster
RWD
24,029 mi
Lake Bluff, IL
30 mi away
Fair Deal
$52,168
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Corvette
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 6.2L V8
- Exterior color:
- Hypersonic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Adrenaline Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 6,624
- Stock #:
- 9446
- VIN:
- 1G1YC3D42P5121675

Price drop
-$2,000
2023 Chevrolet Corvette
Stingray 3LT Convertible RWD
6,624 mi
Joliet, IL
34 mi away
Good Deal
$80,353
$78,353
- Year:
- 2017
- Make:
- Porsche
- Model:
- 718 Boxster
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 2L H4
- Exterior color:
- Sapphire Blue Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Agate Grey w Partial Leather Seat Trim)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 24,029
- Stock #:
- M260225A
- VIN:
- WP0CA2A88HS221856

Sponsored Listing
2017 Porsche 718 Boxster
RWD
24,029 mi
Lake Bluff, IL
30 mi away
Fair Deal
$52,168
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