Stylish convertibles anywhere near chicago

497 verified listings.

Motoria Analysis

These vehicles were chosen by Motoria's AI based on your search for 'stylish convertibles anywhere near Chicago'. The selection includes highlighting vehicles with elegant design and premium finishes, highlighting the convertible body style that are available nationwidethat are in Chicago, .

2006 Bmw Z4 M photo 1

2006 Bmw Z4 M

$ 31,995

26,737 miles

Carol Stream, IL

2019 Audi S5 Prestige photo 1

2019 Audi S5 Prestige

$ 34,995

69,421 miles

Carol Stream, IL

2003 Chevrolet Corvette photo 1

2003 Chevrolet Corvette

$ 24,995

15,863 miles

Carol Stream, IL

2023 Ford Mustang EcoBoost Premium photo 1

2023 Ford Mustang EcoBoost Premium

$ 22,681

50,926 miles

Matteson, IL

2017 Mercedes Benz C AMG 43 4MATIC Cabriolet photo 1

2017 Mercedes Benz C AMG 43 4MATIC Cabriolet

$ 30,788

63,533 miles

Skokie, IL

2019 Mercedes Benz E AMG 53 4MATIC Cabriolet photo 1

2019 Mercedes Benz E AMG 53 4MATIC Cabriolet

$ 41,788

48,039 miles

Skokie, IL

2003 Ford Mustang V6 Deluxe photo 1

2003 Ford Mustang V6 Deluxe

$ 6,999

109,475 miles

Schaumburg, IL

2025 Porsche 911 Cabriolet photo 1

2025 Porsche 911 Cabriolet

$ 165,999

746 miles

Glenview, Illinois

2019 Mazda MX-5 Miata Miata RF Grand Touring photo 1

2019 Mazda MX-5 Miata Miata RF Grand Touring

$ 24,888

27,496 miles

Glenview, Illinois

2022 Ferrari Portofino M photo 1

2022 Ferrari Portofino M

$ 299,999

1,661 miles

Hinsdale, Dupage

2025 Mazda MX-5 Miata Miata Grand Touring photo 1

2025 Mazda MX-5 Miata Miata Grand Touring

$ 37,320

NEW

Elmhurst, IL

2004 Ford Mustang Deluxe photo 1

2004 Ford Mustang Deluxe

$ 5,995

90,665 miles

Addison, IL

2025 Porsche 911 Cabriolet photo 1

2025 Porsche 911 Cabriolet

$ 165,999

746 miles

Plainfield, IL

2002 Porsche 911 Cabriolet photo 1

2002 Porsche 911 Cabriolet

$ 19,500

68,260 miles

Merrillville, IN

2022 Audi S5 Premium Plus photo 1

2022 Audi S5 Premium Plus

$ 43,651

49,160 miles

Naperville, IL

2021 Ford Mustang EcoBoost Premium Convertible photo 1

2021 Ford Mustang EcoBoost Premium Convertible

$ 24,997

33,636 miles

Naperville, IL

2014 Mercedes Benz E 350 Cabriolet photo 1

2014 Mercedes Benz E 350 Cabriolet

$ 20,491

36,255 miles

Naperville, IL

2022 Chevrolet Corvette Stingray 2LT photo 1

2022 Chevrolet Corvette Stingray 2LT

$ 69,998

12,887 miles

Frankfort, IL

2026 Chevrolet Corvette Z06 3LZ Convertible photo 1

2026 Chevrolet Corvette Z06 3LZ Convertible

$ 164,990

NEW

Frankfort, IL

2019 Chevrolet Corvette Stingray 2LT photo 1

2019 Chevrolet Corvette Stingray 2LT

$ 45,998

41,836 miles

Frankfort, IL

2017 Audi S5 photo 1

2017 Audi S5

$ 26,756

40,928 miles

Gurnee, IL

2025 Mazda MX-5 Miata Miata RF Grand Touring photo 1

2025 Mazda MX-5 Miata Miata RF Grand Touring

$ 39,704

NEW

Plainfield, IL

2025 Mazda MX-5 Miata Miata Grand Touring photo 1

2025 Mazda MX-5 Miata Miata Grand Touring

$ 36,665

NEW

Plainfield, IL

2026 Porsche 911 Cabriolet photo 1

2026 Porsche 911 Cabriolet

$ 190,920

NEW

Westmont, IL

2003 Mazda MX-5 Miata Miata LS photo 1

2003 Mazda MX-5 Miata Miata LS

$ 11,495

27,779 miles

Geneva, IL

2025 Porsche Boxster Base photo 1

2025 Porsche Boxster Base

$ 91,991

5,660 miles

Chicago, IL

2006 Porsche Boxster S photo 1

2006 Porsche Boxster S

$ 28,991

37,454 miles

Chicago, IL

2026 Bmw Z4 sDrive30i photo 1

2026 Bmw Z4 sDrive30i

$ 64,175

NEW

Schaumburg, IL

2021 Ford Mustang EcoBoost Premium Convertible photo 1

2021 Ford Mustang EcoBoost Premium Convertible

$ 24,997

33,634 miles

Des Plaines, IL

2014 Mercedes Benz E 350 Cabriolet photo 1

2014 Mercedes Benz E 350 Cabriolet

$ 20,491

36,255 miles

Des Plaines, IL

These results are updated daily from every major dealership and marketplace. We prioritize the most relevant, best-value listings.