Used Convertibles for Sale nearChicago, IL

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1,439 vehicles found

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Year:
2018
Make:
Mercedes-Benz
Model:
E-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
329 hp 3L V6
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Ginger Beige/Black)
Transmission:
9-Speed Automatic
Mileage:
55,377
Stock #:
G70069B
VIN:
WDD1K6GB0JF022643
White 2018 Mercedes-Benz E-Class Convertible All-Wheel Drive 9-Speed Automatic
New arrival
Gurnee Chrysler Jeep Dodge Ram

Sponsored by Gurnee Chrysler Jeep Dodge Ram

2018 Mercedes-Benz E-Class

E 400 4MATIC Cabriolet AWD

55,377 mi

Gurnee, IL
39 mi away
Good Deal

$27,890

Year:
2014
Make:
Chevrolet
Model:
Corvette
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
455 hp 6.2L V8
Exterior color:
Red
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
6-Speed Automatic
Mileage:
106,993
Stock #:
111584
VIN:
1G1YF3D76E5111584
Red 2014 Chevrolet Corvette Convertible Rear-Wheel Drive 6-Speed Automatic

Sponsored Listing

2014 Chevrolet Corvette

Stingray 3LT Convertible RWD

106,993 mi

Schaumburg, IL
25 mi away
Fair Deal

$29,900

Year:
2017
Make:
Jaguar
Model:
F-TYPE
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
575 hp 5L V8
Exterior color:
Ultimate Black Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet
Transmission:
8-Speed Automatic
Mileage:
33,100
Stock #:
UN5494
VIN:
SAJWJ6K80HMK43391
Ultimate Black Metallic 2017 Jaguar F-TYPE Convertible All-Wheel Drive 8-Speed Automatic
Price drop

-$2,000

 

2017 Jaguar F-TYPE

SVR Convertible AWD

33,100 mi

Northbrook, IL
18 mi away
Good Deal

$58,358

$56,358

Year:
2007
Make:
Lexus
Model:
SC
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
288 hp 4.3L V8
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
127,180
Stock #:
P3663A
VIN:
JTHFN45YX79013506
 2007 Lexus SC Convertible Rear-Wheel Drive Automatic
New arrival

 

2007 Lexus SC

430 RWD

127,180 mi

Roselle, IL
24 mi away
Great Deal

$13,389

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
Silver Pearl 2008 Saturn Sky Convertible Rear-Wheel Drive Manual
Price drop

-$523

 

2008 Saturn Sky

Red Line

45,026 mi

Carol Stream, IL
25 mi away
Good Deal

$13,912

$13,389

Year:
2024
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
189 hp 2L I4
Exterior color:
Nanuq White Metallic
Fuel type:
Gasoline
Interior color:
Satellite Gray
Transmission:
7-Speed Automatic
Mileage:
20,826
Stock #:
T2585
VIN:
WMW43DL08R3S17543
Nanuq White Metallic 2024 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
Price drop

-$1,089

 

2024 MINI Cooper

S Convertible FWD

20,826 mi

Schaumburg, IL
25 mi away
Good Deal

$30,401

$29,312

Popular Convertible reviews
4.7 Overall rating(15153 reviews)
Richmond F says...
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.
Peter P says...
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.
Angelita M says...
Jul 8, 2025
2008 Volkswagen Eos
Beautiful car, beautiful ride. What is missing is the ability to speak on the phone through your speakers.
Jermaine W says...
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.
Deborah S says...
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:
2022
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:
20,555
Stock #:
118935
VIN:
1G1YA3D45N5118935
Hypersonic Gray Metallic 2022 Chevrolet Corvette Convertible Rear-Wheel Drive 8-Speed Automatic
New arrival

 

2022 Chevrolet Corvette

Stingray 1LT Convertible RWD

20,555 mi

Lisle, IL
25 mi away
Great Deal

$59,362

Year:
2017
Make:
Mercedes-Benz
Model:
C-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
241 hp 2L I4
Exterior color:
Black
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
9-Speed Automatic
Mileage:
73,598
Stock #:
H0023A
VIN:
WDDWK4JB2HF520100
Black 2017 Mercedes-Benz C-Class Convertible Rear-Wheel Drive 9-Speed Automatic

 

2017 Mercedes-Benz C-Class

C 300 Cabriolet

73,598 mi

Lincolnwood, IL
10 mi away
Good Deal

$19,142

Year:
2023
Make:
BMW
Model:
4 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
Gray
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
20,221
Stock #:
WT26136A
VIN:
WBA43AT05PCL88083
Gray 2023 BMW 4 Series Convertible All-Wheel Drive Automatic
Price drop

-$1,120

 

2023 BMW 4 Series

430i Convertible xDrive

20,221 mi

Downers Grove, IL
20 mi away
Good Deal

$44,254

$43,134

Year:
2026
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
2L I4
Exterior color:
Green Metallic
Fuel type:
Gasoline
Interior color:
Nightshade Blue
Transmission:
7-Speed Automatic
Mileage:
6,295
Stock #:
MX47900
VIN:
WMW23GX01T2X90087
Green Metallic 2026 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic

 

2026 MINI Cooper

S Convertible FWD

6,295 mi

Naperville, IL
30 mi away
Good Deal
Manufacturer certified

$37,410

Year:
2019
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
310 hp 2.3L I4
Exterior color:
Oxford White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
48,980
Stock #:
50585A2
VIN:
1FATP8UH0K5104314
Oxford White 2019 Ford Mustang Convertible Rear-Wheel Drive Automatic
New arrival

 

2019 Ford Mustang

EcoBoost Premium Convertible RWD

48,980 mi

Fox Lake, IL
46 mi away
Fair Deal

$20,408

Year:
2017
Make:
Bentley
Model:
Continental GTC
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
500 hp 4L V8
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
8,168
Stock #:
P0101
VIN:
SCBGT3ZAXHC065860
 2017 Bentley Continental GTC Convertible All-Wheel Drive Automatic

 

2017 Bentley Continental GTC

V8 AWD

8,168 mi

Chicago, IL
1 mi away
Great Deal

$104,419

Year:
2016
Make:
Mercedes-Benz
Model:
SL-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
7-Speed Automatic Overdrive
Mileage:
43,482
Stock #:
5453
VIN:
WDDJK7DA9GF039659
Black 2016 Mercedes-Benz SL-Class Convertible Rear-Wheel Drive 7-Speed Automatic Overdrive

Sponsored Listing

2016 Mercedes-Benz SL-Class

SL 550

43,482 mi

Arlington Heights, IL
23 mi away
Fair Deal

$40,549

Year:
2018
Make:
Mercedes-Benz
Model:
E-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
329 hp 3L V6
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Brown (Ginger Beige/Black)
Transmission:
9-Speed Automatic
Mileage:
55,377
Stock #:
G70069B
VIN:
WDD1K6GB0JF022643
White 2018 Mercedes-Benz E-Class Convertible All-Wheel Drive 9-Speed Automatic
New arrival
Gurnee Chrysler Jeep Dodge Ram

Sponsored by Gurnee Chrysler Jeep Dodge Ram

2018 Mercedes-Benz E-Class

E 400 4MATIC Cabriolet AWD

55,377 mi

Gurnee, IL
39 mi away
Good Deal

$27,890

Year:
2014
Make:
Chevrolet
Model:
Corvette
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
455 hp 6.2L V8
Exterior color:
Red
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
6-Speed Automatic
Mileage:
106,993
Stock #:
111584
VIN:
1G1YF3D76E5111584
Red 2014 Chevrolet Corvette Convertible Rear-Wheel Drive 6-Speed Automatic

Sponsored Listing

2014 Chevrolet Corvette

Stingray 3LT Convertible RWD

106,993 mi

Schaumburg, IL
25 mi away
Fair Deal

$29,900

Year:
2017
Make:
Jaguar
Model:
F-TYPE
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
575 hp 5L V8
Exterior color:
Ultimate Black Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet
Transmission:
8-Speed Automatic
Mileage:
33,100
Stock #:
UN5494
VIN:
SAJWJ6K80HMK43391
Ultimate Black Metallic 2017 Jaguar F-TYPE Convertible All-Wheel Drive 8-Speed Automatic
Price drop

-$2,000

 

2017 Jaguar F-TYPE

SVR Convertible AWD

33,100 mi

Northbrook, IL
18 mi away
Good Deal

$58,358

$56,358

Year:
2007
Make:
Lexus
Model:
SC
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
288 hp 4.3L V8
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
127,180
Stock #:
P3663A
VIN:
JTHFN45YX79013506
 2007 Lexus SC Convertible Rear-Wheel Drive Automatic
New arrival

 

2007 Lexus SC

430 RWD

127,180 mi

Roselle, IL
24 mi away
Great Deal

$13,389

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
Silver Pearl 2008 Saturn Sky Convertible Rear-Wheel Drive Manual
Price drop

-$523

 

2008 Saturn Sky

Red Line

45,026 mi

Carol Stream, IL
25 mi away
Good Deal

$13,912

$13,389

Year:
2024
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
189 hp 2L I4
Exterior color:
Nanuq White Metallic
Fuel type:
Gasoline
Interior color:
Satellite Gray
Transmission:
7-Speed Automatic
Mileage:
20,826
Stock #:
T2585
VIN:
WMW43DL08R3S17543
Nanuq White Metallic 2024 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
Price drop

-$1,089

 

2024 MINI Cooper

S Convertible FWD

20,826 mi

Schaumburg, IL
25 mi away
Good Deal

$30,401

$29,312

Popular Convertible reviews
4.7 Overall rating(15153 reviews)
Richmond F says...
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.
Peter P says...
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.
Angelita M says...
Jul 8, 2025
2008 Volkswagen Eos
Beautiful car, beautiful ride. What is missing is the ability to speak on the phone through your speakers.
Jermaine W says...
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.
Deborah S says...
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:
2022
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:
20,555
Stock #:
118935
VIN:
1G1YA3D45N5118935
Hypersonic Gray Metallic 2022 Chevrolet Corvette Convertible Rear-Wheel Drive 8-Speed Automatic
New arrival

 

2022 Chevrolet Corvette

Stingray 1LT Convertible RWD

20,555 mi

Lisle, IL
25 mi away
Great Deal

$59,362

Year:
2017
Make:
Mercedes-Benz
Model:
C-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
241 hp 2L I4
Exterior color:
Black
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
9-Speed Automatic
Mileage:
73,598
Stock #:
H0023A
VIN:
WDDWK4JB2HF520100
Black 2017 Mercedes-Benz C-Class Convertible Rear-Wheel Drive 9-Speed Automatic

 

2017 Mercedes-Benz C-Class

C 300 Cabriolet

73,598 mi

Lincolnwood, IL
10 mi away
Good Deal

$19,142

Year:
2023
Make:
BMW
Model:
4 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
Gray
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
20,221
Stock #:
WT26136A
VIN:
WBA43AT05PCL88083
Gray 2023 BMW 4 Series Convertible All-Wheel Drive Automatic
Price drop

-$1,120

 

2023 BMW 4 Series

430i Convertible xDrive

20,221 mi

Downers Grove, IL
20 mi away
Good Deal

$44,254

$43,134

Year:
2026
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
2L I4
Exterior color:
Green Metallic
Fuel type:
Gasoline
Interior color:
Nightshade Blue
Transmission:
7-Speed Automatic
Mileage:
6,295
Stock #:
MX47900
VIN:
WMW23GX01T2X90087
Green Metallic 2026 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic

 

2026 MINI Cooper

S Convertible FWD

6,295 mi

Naperville, IL
30 mi away
Good Deal
Manufacturer certified

$37,410

Year:
2019
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
310 hp 2.3L I4
Exterior color:
Oxford White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
48,980
Stock #:
50585A2
VIN:
1FATP8UH0K5104314
Oxford White 2019 Ford Mustang Convertible Rear-Wheel Drive Automatic
New arrival

 

2019 Ford Mustang

EcoBoost Premium Convertible RWD

48,980 mi

Fox Lake, IL
46 mi away
Fair Deal

$20,408

Year:
2017
Make:
Bentley
Model:
Continental GTC
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
500 hp 4L V8
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
8,168
Stock #:
P0101
VIN:
SCBGT3ZAXHC065860
 2017 Bentley Continental GTC Convertible All-Wheel Drive Automatic

 

2017 Bentley Continental GTC

V8 AWD

8,168 mi

Chicago, IL
1 mi away
Great Deal

$104,419

Year:
2016
Make:
Mercedes-Benz
Model:
SL-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
7-Speed Automatic Overdrive
Mileage:
43,482
Stock #:
5453
VIN:
WDDJK7DA9GF039659
Black 2016 Mercedes-Benz SL-Class Convertible Rear-Wheel Drive 7-Speed Automatic Overdrive

Sponsored Listing

2016 Mercedes-Benz SL-Class

SL 550

43,482 mi

Arlington Heights, IL
23 mi away
Fair Deal

$40,549

4.7 Overall rating for Convertible

(15153 reviews)

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Richmond F

4.0

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

5.0

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

5.0

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

5.0

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?

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