Used Convertibles for Sale near Chicago, IL

1,464 results

Chicago, IL

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2017 Ford Mustang

EcoBoost Premium Convertible RWD

73,480 miles

$16,895

Good Deal

Countryside, IL

14 mi away

Year:: 2017
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 310 hp 2.3L I4
Exterior color:: Race Red
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: 6-Speed Automatic
Mileage:: 73,480
Stock number:: CU7121A
VIN:: 1FATP8UH4H5310776

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2022 Audi S5

3.0T quattro Premium Plus Cabriolet AWD

49,160 miles

$36,998

Great Deal

Westmont, IL

18 mi away

Year:: 2022
Make:: Audi
Model:: S5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 349 hp 3L V6
Exterior color:: Ibis White/Black Roof
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 49,160
Stock number:: NN004127
VIN:: WAUW4GF57NN004127

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2014 Mazda MX-5 Miata

Club Convertible

68,350 miles

$14,999

Fair Deal

Naperville, IL

30 mi away

Year:: 2014
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Exterior color:: Crystal White Pearl
Interior color:: Black W/Red Stitch
Transmission:: 6-Speed Automatic
Mileage:: 68,350
Stock number:: K6946
VIN:: JM1NC2MF4E0235788

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2014 Chevrolet Camaro

2SS Convertible RWD

78,650 miles

$15,995

Good Deal

Midlothian, IL

18 mi away

Year:: 2014
Make:: Chevrolet
Model:: Camaro
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Exterior color:: Silver
Interior color:: Gray
Transmission:: Automatic
Mileage:: 78,650
Stock number:: 11553
VIN:: 2G1FK3DJXE9148106

2013 Volkswagen Beetle

Turbo Convertible

55,936 miles

$13,345

Good Deal

St Charles, IL

33 mi away

Year:: 2013
Make:: Volkswagen
Model:: Beetle
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 210 hp 2L I4
Exterior color:: Candy White
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Titan Black
Transmission:: 6-Speed Dual Clutch
Mileage:: 55,936
Stock number:: V12315A
VIN:: 3VW7S7ATXDM824159

2012 Ferrari California

Roadster

29,842 miles

$99,999

Fair Deal

Hinsdale, IL

16 mi away

Year:: 2012
Make:: Ferrari
Model:: California
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 460 hp 4.3L V8
Exterior color:: Azzurro California
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Crema
Transmission:: Automatic
Mileage:: 29,842
Stock number:: 97021
VIN:: ZFF65LJAXC0183756

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2011 Nissan Murano CrossCabriolet

AWD

74,372 miles

$10,600

Fair Deal

Minooka, IL

44 mi away

Year:: 2011
Make:: Nissan
Model:: Murano CrossCabriolet
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 265 hp 3.5L V6
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: Continuously Variable Transmission
Mileage:: 74,372
Stock number:: BW002262
VIN:: JN8AZ1FY3BW002262

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2002 Porsche Boxster

48,837 miles

$17,995

Good Deal

Evanston, IL

11 mi away

Year:: 2002
Make:: Porsche
Model:: Boxster
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 250 hp 3.2L H6
Exterior color:: Seal Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual Overdrive
Mileage:: 48,837
Stock number:: EZL34172A
VIN:: WP0CB29812U661947

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2019 Buick Cascada

Sport Touring FWD

68,863 miles

$15,899

Good Deal

Lincolnwood, IL

10 mi away

Year:: 2019
Make:: Buick
Model:: Cascada
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 1.6L I4
Exterior color:: Black (Ebony Twilight Metallic)
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 68,863
Stock number:: PA8276
VIN:: W04WJ3N50KG359835

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2017 Buick Cascada

Premium FWD

37,025 miles

$16,991

Good Deal

Naperville, IL

30 mi away

Year:: 2017
Make:: Buick
Model:: Cascada
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 1.6L I4
Exterior color:: Flip Chip Silver Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 37,025
Stock number:: HG012496
VIN:: W04WH3N56HG012496

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2014 Volkswagen Beetle

R-Line Convertible

70,064 miles

$14,891

Great Deal

Crystal Lake, IL

42 mi away

Year:: 2014
Make:: Volkswagen
Model:: Beetle
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 210 hp 2L I4
Exterior color:: Platinum Gray Metallic
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Titan Black
Transmission:: 6-Speed Dual Clutch
Mileage:: 70,064
Stock number:: PV10198
VIN:: 3VW7T7AT7EM801601

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2017 Ford Mustang

GT Premium Convertible RWD

16,975 miles

$29,888

Good Deal

Crystal Lake, IL

43 mi away

Year:: 2017
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 435 hp 5L V8
Exterior color:: Shadow Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: 6-Speed Automatic
Mileage:: 16,975
Stock number:: P1177
VIN:: 1FATP8FF5H5318557

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2020 Porsche 911

Carrera 4S Cabriolet AWD

8,674 miles

$146,897

Fair Deal

Certified Pre-Owned

Lincolnwood, IL

11 mi away

Year:: 2020
Make:: Porsche
Model:: 911
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 443 hp 3L H6
Exterior color:: Aventurine Green Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Brown (Mojave Beige/Black)
Transmission:: 8-Speed Dual Clutch
Mileage:: 8,674
Stock number:: II1396A
VIN:: WP0CB2A94LS263942

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2025 Ford Mustang

GT Premium Convertible RWD

3,152 miles

$49,995

Great Deal

Crete, IL

29 mi away

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 480 hp 5L V8
Exterior color:: Vapor Blue
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Off White/Black
Transmission:: 6-Speed Manual
Mileage:: 3,152
Stock number:: EN115225
VIN:: 1FAGP8FF5S5115225

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2019 Porsche 718 Boxster

GTS RWD

21,507 miles

$63,264

Great Deal

Barrington, IL

31 mi away

Year:: 2019
Make:: Porsche
Model:: 718 Boxster
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 365 hp 2.5L H4
Exterior color:: Chalk
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 7-Speed Automatic
Mileage:: 21,507
Stock number:: PMR6288
VIN:: WP0CB2A87KS228995

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2005 Mercedes-Benz SLK

55 AMG

43,837 miles

$21,588

Good Deal

Skokie, IL

13 mi away

Year:: 2005
Make:: Mercedes-Benz
Model:: SLK
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 355 hp 5.4L V8
Exterior color:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black/Ash
Transmission:: Automatic
Mileage:: 43,837
Stock number:: ICC3213
VIN:: WDBWK73F75F053505

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2017 Mercedes-Benz SLC

AMG SLC 43

19,692 miles

$33,900

Good Deal

Barrington, IL

31 mi away

Year:: 2017
Make:: Mercedes-Benz
Model:: SLC
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 362 hp 3L V6
Exterior color:: Obsidian Black Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 19,692
Stock number:: PPR4112
VIN:: WDDPK6GA4HF128122

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2014 Mercedes-Benz E-Class

E 350 Cabriolet

63,670 miles

$16,964

Good Deal

St. Charles, IL

37 mi away

Year:: 2014
Make:: Mercedes-Benz
Model:: E-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 302 hp 3.5L V6
Exterior color:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 63,670
Stock number:: SCP1091
VIN:: WDDKK5KF3EF264504

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2014 Mercedes-Benz E-Class

E 350 Cabriolet

25,226 miles

$21,988

Fair Deal

Westmont, IL

18 mi away

Year:: 2014
Make:: Mercedes-Benz
Model:: E-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 302 hp 3.5L V6
Exterior color:: Diamond White Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Silk Beige/Espresso Brown
Transmission:: 7-Speed Automatic
Mileage:: 25,226
Stock number:: E1198A
VIN:: WDDKK5KF0EF248440

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2021 Chevrolet Corvette

Stingray 3LT Convertible RWD

32,841 miles

$62,900

Great Deal

Tinley Park, IL

22 mi away

Year:: 2021
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 6.2L V8
Exterior color:: Torch Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Natural
Transmission:: 8-Speed Dual Clutch
Mileage:: 32,841
Stock number:: JL60600A
VIN:: 1G1YC3D47M5107864

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2001 Chevrolet Corvette

Convertible RWD

91,043 miles

$12,880

Good Deal

Villa Park, IL

18 mi away

Year:: 2001
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 350 hp 5.7L V8
Exterior color:: Silver
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 4-Speed Automatic
Mileage:: 91,043
VIN:: 1G1YY32G415131050

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2005 Chrysler Crossfire

Limited Roadster RWD

67,296 miles

$9,571

Fair Deal

North Aurora, IL

39 mi away

Year:: 2005
Make:: Chrysler
Model:: Crossfire
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 215 hp 3.2L V6
Exterior color:: Black Clearcoat/Black Cloth Top
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Dark Gray/Med Gray
Transmission:: 5-Speed Automatic
Mileage:: 67,296
Stock number:: 52393A1
VIN:: 1C3AN65LX5X043839

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2015 Chevrolet Corvette

Stingray Z51 2LT Convertible RWD

96,334 miles

$31,775

Fair Deal

Crestwood, IL

18 mi away

Year:: 2015
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 6.2L V8
Exterior color:: Arctic White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Kalahari
Transmission:: Automatic
Mileage:: 96,334
Stock number:: 4388
VIN:: 1G1YK3D73F5120059

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Reviews

4.6 Overall rating

(36,543 reviews)

Kevin B

5.0

Reviewed a 2021 Porsche 911 on Jan 16, 2024

Outstanding. There are so many words that have already been written to describe the singular driving experience of the Porsche 911, but none that can actually convey that experience. Having bought my first Porsche 911, I finally get it. What a vehicle.

Thomas J S

5.0

Reviewed a 2021 Bentley Continental GTC on Nov 05, 2024

Car was exactly as advertised. Great condition and low mileage.

Mark T

5.0

Reviewed a 2014 Audi RS 5 on Oct 26, 2024

This is an amazing car! It does everything well. It’s fast it corners well and you can drive it across the country if you want.

Antonio B

5.0

Reviewed a 2017 Mercedes-Benz SL-Class on Jul 05, 2024

The SL450 is missing nothing. Its gorgeous and an incredible GT.

Brady G

5.0

Reviewed a 2003 Honda Roadster on May 05, 2024

The absolute most fun you can have for the money.

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