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Used Convertibles for Sale near Winthrop Harbor, IL

1,101 results

Year:
2016
Make:
BMW
Model:
2 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
320 hp 3L I6
Exterior color:
Mineral Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
83,950
Stock #:
M2457A
VIN:
WBA1M5C5XGV327125
Mineral Gray 2016 BMW 2 Series Convertible All-Wheel Drive 8-Speed Automatic
Price drop

-$1,499

James Chrysler Dodge Jeep Ram

Sponsored by James Chrysler Dodge Jeep Ram

2016 BMW 2 Series

M235i xDrive Convertible AWD

83,950 mi

Hampshire, IL
44 mi away
Fair Deal

$20,372

$18,873

Year:
2015
Make:
BMW
Model:
2 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
240 hp 2L I4
Exterior color:
White
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
42,060
Stock #:
S6049
VIN:
WBA1K5C58FV473902
White 2015 BMW 2 Series Convertible Rear-Wheel Drive Automatic

Sponsored Listing

2015 BMW 2 Series

228i Convertible RWD

42,060 mi

Countryside, IL
48 mi away
Fair Deal

$16,999

Year:
2024
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Oxford White
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Black Onyx
Transmission:
Automatic
Mileage:
46,260
Stock #:
Z2849
VIN:
1FAGP8UH1R5134255
Oxford White 2024 Ford Mustang Convertible Rear-Wheel Drive Automatic

Sponsored Listing

2024 Ford Mustang

EcoBoost Premium Convertible RWD

46,260 mi

Skokie, IL
30 mi away
Great Deal

$27,853

Year:
2021
Make:
Chevrolet
Model:
Corvette
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
6.2L V8
Exterior color:
Silver Flare Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
8-Speed Dual Clutch
Mileage:
9,389
Stock #:
G2514A
VIN:
1G1YC3D49M5104254
Silver Flare Metallic 2021 Chevrolet Corvette Convertible Rear-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2021 Chevrolet Corvette

Stingray 3LT Convertible RWD

9,389 mi

Grayslake, IL
14 mi away
Good Deal

$72,653

Year:
2008
Make:
Ford
Model:
Mustang Shelby GT500
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
500 hp 5.4L V8
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
6-Speed Manual
Mileage:
38,736
Stock #:
0987
VIN:
1ZVHT89S885133503
 2008 Ford Mustang Shelby GT500 Convertible Rear-Wheel Drive 6-Speed Manual
New arrival

 

2008 Ford Mustang Shelby GT500

Convertible RWD

38,736 mi

Lisle, IL
49 mi away
Good Deal

$33,158

Year:
2016
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
435 hp 5L V8
Exterior color:
Oxford White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
6-Speed Manual
Mileage:
58,529
Stock #:
26030B
VIN:
1FATP8FF6G5327833
Oxford White 2016 Ford Mustang Convertible Rear-Wheel Drive 6-Speed Manual
Price drop

-$1,000

 

2016 Ford Mustang

GT Premium Convertible RWD

58,529 mi

Schaumburg, IL
32 mi away
Good Deal

$28,313

$27,313

Popular Convertible reviews
4.7 Overall rating(15088 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:
2023
Make:
Audi
Model:
A5
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
261 hp 2L I4
Exterior color:
Glacier White Metallic/Black Roof
Fuel type:
Gasoline
Interior color:
Rock Gray
Transmission:
7-Speed Automatic
Mileage:
54,170
Stock #:
LA13276
VIN:
WAU4AGF59PN003628
Glacier White Metallic/Black Roof 2023 Audi A5 Convertible All-Wheel Drive 7-Speed Automatic

 

2023 Audi A5

quattro Premium Plus 45 TFSI Convertible AWD

54,170 mi

Hinsdale, IL
46 mi away
Fair Deal

$40,301

Year:
2006
Make:
Volkswagen
Model:
Beetle
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
150 hp 2.5L I5
Exterior color:
Platinum Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
61,766
Stock #:
PM8074
VIN:
3VWSF31Y86M315855
Platinum Gray 2006 Volkswagen Beetle Convertible Front-Wheel Drive 6-Speed Automatic
Price drop

-$400

 

2006 Volkswagen Beetle

2.5L Convertible

61,766 mi

Arlington Heights, IL
25 mi away
Great Deal

$8,807

$8,407

Year:
2011
Make:
Audi
Model:
S5
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
333 hp 3L V6
Exterior color:
Quartz Gray Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
55,042
Stock #:
ICC3334
VIN:
WAUVGAFH7BN011164
Quartz Gray Metallic 2011 Audi S5 Convertible All-Wheel Drive Automatic

Sponsored Listing

2011 Audi S5

3.0T quattro Prestige Cabriolet AWD

55,042 mi

Skokie, IL
30 mi away
Good Deal

$16,114

Page 1 of 51

4.7 Overall rating for Convertible

(15088 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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