Used Convertibles for Sale near Chicago, IL
1,343 results
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Emerald Green Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Saddle Brown
- Transmission:
- Automatic
- Mileage:
- 80,834
- Stock #:
- PH390
- VIN:
- W1K1K6BB9LF142080
Sponsored by Guaranteed Motor Cars
2020 Mercedes-Benz E-Class
AMG E 53 Cabriolet 4MATIC
80,834 mi
Palos Hills, IL
16 mi away
Good Deal
$38,878
- Year:
- 2007
- 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:
- 54,709
- Stock #:
- 265903AA
- VIN:
- 1G2MB35B97Y113727
Sponsored Listing
2007 Pontiac Solstice
Base
54,709 mi
Peotone, IL
39 mi away
Good Deal
$10,024
- Year:
- 2024
- Make:
- BMW
- Model:
- M4
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 503 hp 3L I6
- Exterior color:
- Brooklyn Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,048
- Stock #:
- PDN6880A
- VIN:
- WBS33BA05RCP54241
Sponsored Listing
2024 BMW M4
Competition xDrive Convertible AWD
41,048 mi
Westmont, IL
18 mi away
Good Deal
$67,912
- 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
Popular Convertible reviews
4.7 Overall rating(15088 reviews)
Jan 8, 2026
2023 Chevrolet Corvette
Love everything about this car. Just vet who loves vettes. I have C8 Z51 but dream is C8 Z06.
May 9, 2026
2018 Porsche 911
This car has all the features that I wanted. I feel this car was a great value and couldn’t be happier.
Jul 8, 2025
2008 Volkswagen Eos
Beautiful car, beautiful ride. What is missing is the ability to speak on the phone through your speakers.
Jun 25, 2025
2018 Chevrolet Z06 2LZ Coupe RWD
Very enjoyable ride, car is extremely responsive and powerful as soon as you hit the gas.
May 29, 2025
2023 Chevrolet Corvette
As a prior corvette owner I have nothing bad to say about this car. I have always loved them and will continue to be in love with them
- 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:
- 2016
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 402 hp 4.7L V8
- Exterior color:
- Diamond White Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Natural Beige/Black Leather)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 68,074
- Stock #:
- M260467A
- VIN:
- WDDKK7DFXGF316853
Price drop
-$2,001
Sponsored Listing
2016 Mercedes-Benz E-Class
E 550 Cabriolet
68,074 mi
Lake Bluff, IL
30 mi away
Good Deal
$25,779
$23,778
4.7 Overall rating for Convertible
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Richmond F
Reviewed a 2023 Chevrolet Corvette on Jan 8, 2026
Love everything about this car. Just vet who loves vettes. I have C8 Z51 but dream is C8 Z06.
Is this review helpful?
Peter P
Reviewed a 2018 Porsche 911 on May 9, 2026
This car has all the features that I wanted. I feel this car was a great value and couldn’t be happier.
Is this review helpful?
Angelita M
Reviewed a 2008 Volkswagen Eos on Jul 8, 2025
Beautiful car, beautiful ride. What is missing is the ability to speak on the phone through your speakers.
Is this review helpful?
Jermaine W
Reviewed a 2018 Chevrolet Z06 2LZ Coupe RWD on Jun 25, 2025
Very enjoyable ride, car is extremely responsive and powerful as soon as you hit the gas.
Is this review helpful?
Used Convertibles for Sale Under $10,000 Near ChicagoUsed Convertibles for Sale Under $15,000 Near ChicagoUsed Convertibles for Sale Under $20,000 Near ChicagoUsed Convertibles for Sale Under $25,000 Near ChicagoUsed Convertibles for Sale Under $30,000 Near ChicagoUsed Convertibles for Sale Under $40,000 Near Chicago
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