Used Convertibles for Sale near Chicago, IL

1,344 results

Chicago, IL

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2018 Mercedes-Benz C-Class

AMG C 43 Cabriolet 4MATIC

57,707 miles

$27,995

Fair Deal

Joliet, IL

34 mi away

Year:: 2018
Make:: Mercedes-Benz
Model:: C-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 362 hp 3L V6
Exterior color:: Polar White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black w/ Red Accents
Transmission:: 9-Speed Automatic
Mileage:: 57,707
Stock number:: 6799-TR
VIN:: WDDWK6EB2JF683874

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2022 Mercedes-Benz SL-Class

AMG SL 63 4MATIC

17,530 miles

$107,491

Fair Deal

Certified Pre-Owned

Orland Park, IL

22 mi away

Year:: 2022
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 577 hp 4L V8
Exterior color:: Manufaktur Starling Blue Magno
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Sienna Brown Black
Transmission:: Automatic
Mileage:: 17,530
Stock number:: P2951
VIN:: W1KVK8BB8NF009259

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2016 Audi S5

3.0T quattro Premium Plus Cabriolet AWD

73,464 miles

$20,289

Good Deal

Highland Park, IL

25 mi away

Year:: 2016
Make:: Audi
Model:: S5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 333 hp 3L V6
Exterior color:: Daytona Gray Pearl Effect
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 7-Speed Automatic
Mileage:: 73,464
Stock number:: 27131G
VIN:: WAUC4AFH2GN004064

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2000 Chevrolet Corvette

Convertible RWD

77,695 miles

$16,000

Good Deal

Joliet, IL

36 mi away

Year:: 2000
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 345 hp 5.7L V8
Exterior color:: Bowling Green Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 77,695
Stock number:: 287270
VIN:: 1G1YY32G9Y5113301

2016 Audi S5

3.0T quattro Premium Plus Cabriolet AWD

24,821 miles

$24,800

Good Deal

Northbrook, IL

18 mi away

Year:: 2016
Make:: Audi
Model:: S5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 333 hp 3L V6
Exterior color:: Florett Silver Metallic/Black Roof
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 7-Speed Automatic
Mileage:: 24,821
Stock number:: UNM5268
VIN:: WAUC4AFH0GN001759

2019 Volkswagen Beetle

2.0T Final Edition SEL Convertible FWD

34,886 miles

$30,000

Good Deal

Merrillville, IN

32 mi away

Year:: 2019
Make:: Volkswagen
Model:: Beetle
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 174 hp 2L I4
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 34,886
Stock number:: M6308A
VIN:: 3VW5DAAT7KM507841

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2019 Mazda MX-5 Miata

RF Grand Touring RWD

36,345 miles

$22,995

Good Deal

Joliet, IL

34 mi away

Year:: 2019
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: Snowflake White Pearl Mica
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Brown
Transmission:: 6-Speed Manual
Mileage:: 36,345
Stock number:: 9072
VIN:: JM1NDAM75K0300482

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2004 BMW Z4

3.0i Roadster RWD

64,728 miles

$10,495

Good Deal

West Chicago, IL

30 mi away

Year:: 2004
Make:: BMW
Model:: Z4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 225 hp 3L I6
Exterior color:: Toledo Blue Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 64,728
Stock number:: F4307
VIN:: 4USBT53594LU08838

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2018 Ford Mustang

EcoBoost Premium Convertible RWD

35,679 miles

$19,994

Good Deal

Downers Grove, IL

19 mi away

Year:: 2018
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:: 35,679
Stock number:: 24T1691B
VIN:: 1FATP8UH1J5109861

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2016 Chevrolet Corvette

Stingray Z51 3LT Convertible RWD

41,014 miles

$41,800

Great Deal

Northbrook, IL

18 mi away

Year:: 2016
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 6.2L V8
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 41,014
Stock number:: UN5128
VIN:: 1G1YM3D79G5103469

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2014 Audi A5

2.0T quattro Premium Cabriolet AWD

66,804 miles

$14,500

Fair Deal

Addison, IL

20 mi away

Year:: 2014
Make:: Audi
Model:: A5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 220 hp 2L I4 Flex Fuel Vehicle
Exterior color:: Cuvee Silver Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 66,804
Stock number:: N009479
VIN:: WAUCFAFH2EN009479

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2018 Mercedes-Benz C-Class

C 300 Cabriolet 4MATIC

57,623 miles

$19,995

Great Deal

Kenosha, WI

49 mi away

Year:: 2018
Make:: Mercedes-Benz
Model:: C-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 241 hp 2L I4
Exterior color:: White
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Brown (Silk Beige/Black)
Transmission:: 9-Speed Automatic
Mileage:: 57,623
Stock number:: F6488
VIN:: WDDWK4KB3JF598728

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2019 BMW 4 Series

430i xDrive Convertible AWD

44,647 miles

$26,499

Good Deal

Hinsdale, IL

16 mi away

Year:: 2019
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 248 hp 2L I4
Exterior color:: Alpine White
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Brown (Venetian Beige/Dk. Oyster)
Transmission:: 8-Speed Automatic
Mileage:: 44,647
Stock number:: 9730
VIN:: WBA4Z3C53KEF31151

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2013 Mercedes-Benz SLK

250

57,280 miles

$16,995

Good Deal

Skokie, IL

11 mi away

Year:: 2013
Make:: Mercedes-Benz
Model:: SLK
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 201 hp 1.8L I4
Exterior color:: Steel Gray Metallic
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Cognac
Transmission:: 7-Speed Automatic
Mileage:: 57,280
Stock number:: NAC1033
VIN:: WDDPK4HA8DF061666

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2014 Chevrolet Camaro

1LT Convertible RWD

110,757 miles

$11,995

Good Deal

Evanston, IL

11 mi away

Year:: 2014
Make:: Chevrolet
Model:: Camaro
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 323 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 110,757
Stock number:: PM21279A
VIN:: 2G1FB3D30E9167488

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2025 Ford Mustang

EcoBoost Premium Convertible RWD

7,800 miles

$36,982

Fair Deal

St Charles, IL

34 mi away

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Gray
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx Activex
Transmission:: Automatic
Mileage:: 7,800
Stock number:: C9676
VIN:: 1FAGP8UH1S5123892

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2014 BMW Z4

sDrive28i Roadster RWD

42,509 miles

$19,998

Good Deal

Chicago, IL

2 mi away

Year:: 2014
Make:: BMW
Model:: Z4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 240 hp 2L I4
Exterior color:: White Metallic
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,509
Stock number:: PF5259
VIN:: WBALL5C53EJ105882

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2023 Ford Mustang

EcoBoost Premium Convertible RWD

52,448 miles

$21,250

Great Deal

Chicago, IL

8 mi away

Year:: 2023
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 310 hp 2.3L I4
Exterior color:: Silver Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: Automatic
Mileage:: 52,448
Stock number:: P25312
VIN:: 1FATP8UH9P5100494

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2011 Chrysler 200

S Convertible FWD

82,072 miles

$7,498

Good Deal

Crystal Lake, IL

42 mi away

Year:: 2011
Make:: Chrysler
Model:: 200
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 283 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:: Black Clearcoat
Combined gas mileage:: 24 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 82,072
Stock number:: 40834A
VIN:: 1C3BC8EG6BN614209

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2003 Ford Thunderbird

Limited Edition 007 with Removable Top RWD

8,748 miles

$35,995

Good Deal

Glen Ellyn, IL

22 mi away

Year:: 2003
Make:: Ford
Model:: Thunderbird
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 280 hp 3.9L V8
Exterior color:: Pink (Coral)
Fuel type:: Gasoline
Interior color:: Performance White
Transmission:: Automatic
Mileage:: 8,748
Stock number:: M8211
VIN:: 1FAHP62A03Y106113

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2016 Mazda MX-5 Miata

Grand Touring Convertible

45,860 miles

$18,145

Fair Deal

Chicago, IL

3 mi away

Year:: 2016
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 155 hp 2L I4
Exterior color:: Meteor Gray Mica
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Brown (Sport Tan)
Transmission:: Automatic
Mileage:: 45,860
Stock number:: G0119883
VIN:: JM1NDAD76G0119883

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2017 Buick Cascada

Sport Touring FWD

23,704 miles

$18,999

Fair Deal

Downers Grove, IL

19 mi away

Year:: 2017
Make:: Buick
Model:: Cascada
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 1.6L I4
Exterior color:: True Blue Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Light Neutral
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 23,704
Stock number:: P7700
VIN:: W04WJ3N50HG145047

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2019 BMW Z4

sDrive30i RWD

39,959 miles

$29,489

Great Deal

Highland Park, IL

25 mi away

Year:: 2019
Make:: BMW
Model:: Z4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Black Sapphire Metallic
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 39,959
Stock number:: 26911G
VIN:: WBAHF3C53KWW48360

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Reviews

4.6 Overall rating

(36,602 reviews)

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.

Alba C

5.0

Reviewed a 2025 MINI S Signature Trim 2-door Hatchback on Dec 07, 2024

Love everything about it except all the beeping. Great ride, BMW comfort and power and cute as a button.

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