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Used Convertibles for Sale in Chicago, IL

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    Sponsored by Wilkins Hyundai
    High Demand360°
    Certified 2023 Hyundai Kona SEL
    20,000
    Great Price
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    1,233 Matches

    Used 2025 BMW M8 Competition w/ Driving Assistance Package
    Used
    • Competition
    • 689 mi
    142,888
    Used 2023 Aston Martin V12 Vantage Roadster
    269,177
    See payment
    Used 2021 Porsche 911 Turbo
    Used
    • Turbo
    • 29K mi
    182,888
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    Based on 4.5% APR for mos.Update Settings
    Used 2017 Maserati GranTurismo Sport
    88,888
    See payment
    Used 2023 Chevrolet Corvette Stingray Premium Conv w/ Battery Protection Package
    Used
    • Stingray Premium Conv
    • 12K mi
    78,588
    See payment
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    New 2025 MAZDA MX-5 Miata Grand Touring
    Consider New, Similar Payment
    • Grand Touring
    • 2 mi
    Used 2014 FIAT 500 GQ Edition
    Used
    • GQ Edition
    • 80K mi
    8,500
    See payment
    Good Price
    Item 1 of 10.
    Used 2003 Dodge Viper SRT-10
    Used
    • SRT-10
    • 29K mi
    59,995
    See payment
    Sponsored
    Used 2024 Porsche 911 Carrera GTS
    Used
    • Carrera GTS
    • 6K mi
    178,494
    Used 2019 Lamborghini Huracan Performante
    Used
    • Performante
    • 21K mi
    279,000
    See payment
    Price Drop
    Used 2009 Audi A4 2.0T
    Used
    • 2.0T
    • 138K mi
    5,000
    See payment
    Good Price
    Used 2001 Chevrolet Camaro LT
    3,500
    See payment
    Great Price
    Used 2012 BMW 335is Convertible
    Used
    • Convertible
    • 76K mi
    15,000
    See payment
    Great Price
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    Used 2023 BMW M8 Competition w/ M Carbon Exterior Package
    Used
    • Competition
    • 17K mi
    89,000
    See payment
    Used 2014 MAZDA MX-5 Miata Grand Touring w/ Premium Package
    Used
    • Grand Touring
    • 31K mi
    16,000
    See payment
    Used 2008 BMW 650i Convertible
    Used
    • Convertible
    • 103K mi
    11,000
    See payment
    Used 2013 BMW 328i Convertible
    Used
    • Convertible
    • 81K mi
    16,999
    See payment
    Used 2016 BMW Z4 sDrive28i
    Used
    • sDrive28i
    • 32K mi
    29,900
    See payment
    Newly Listed360°
    Certified 2017 Mercedes-Benz C 43 AMG 4MATIC Cabriolet
     Mercedes-Benz Certified
    • 4MATIC Cabriolet
    • 64K mi
    27,780
    Great Price
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    Used 2018 FIAT 124 Spider Classica w/ Technology & Siriusxm Group
    Used
    • Classica
    • 50K mi
    16,000
    See payment
    Used 2011 Mercedes-Benz SL 63 AMG
    50,000
    See payment
    Used 2004 Porsche 911 Carrera 4S
    Used
    • Carrera 4S
    • 69K mi
    47,500
    See payment
    Newly Listed
    Used 2024 Lexus LC 500 Convertible
    Used
    • Convertible
    • 2K mi
    106,500
    See payment
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    Used 2025 Porsche 911 Turbo S
    Used
    • Turbo S
    • 3K mi
    314,994
    Great Price
    Used 2025 Porsche 911 Targa 4 GTS
    Used
    • Targa 4 GTS
    • 5K mi
    220,918
    See payment
    Great Price
    Used 2023 Chevrolet Corvette Stingray Preferred Conv w/ 2LT
    Used
    • Stingray Preferred Conv w/ 2LT
    • 9K mi
    68,795
    Great Price
    360°
    Certified 2020 Mercedes-Benz SL 550
     Mercedes-Benz Certified
    • 49K mi
    57,845
    Good Price
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