Used Convertibles for Sale near Highwood, IL

1,257 results

Highwood, IL

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2006 Ford Mustang

GT Premium Convertible RWD

30,350 miles

$20,422

Fair Deal

Racine, WI

35 mi away

Year:: 2006
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 300 hp 4.6L V8
Exterior color:: Tungsten Gray Clearcoat Metallic
Fuel type:: Gasoline
Interior color:: Gray (Light Graphite)
Transmission:: 5-Speed Automatic Overdrive
Mileage:: 30,350
Stock number:: 24071B
VIN:: 1ZVHT85H765233194

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2013 Volkswagen Beetle

Turbo Convertible

67,055 miles

$14,995

Fair Deal

Arlington Heights, IL

11 mi away

Year:: 2013
Make:: Volkswagen
Model:: Beetle
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Tornado Red
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: Automatic
Mileage:: 67,055
Stock number:: 4554
VIN:: 3VW7A7AT2DM814390

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2024 Mercedes-Benz CLE

450 4MATIC

25,085 miles

$51,714

Good Deal

Certified Pre-Owned

Chicago, IL

22 mi away

Year:: 2024
Make:: Mercedes-Benz
Model:: CLE
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 3L I6
Exterior color:: Gray (Manufaktur Alpine Grey Metallic)
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Power Red/Black
Transmission:: Automatic
Mileage:: 25,085
Stock number:: RF003512
VIN:: W1KMJ6BB7RF003512

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2008 Porsche Boxster

Limited Edition RWD

58,000 miles

$29,995

Fair Deal

Woodstock, IL

32 mi away

Year:: 2008
Make:: Porsche
Model:: Boxster
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 245 hp 2.7L H6
Exterior color:: Orange
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 5-Speed Manual
Mileage:: 58,000
Stock number:: P1487
VIN:: WP0CA29818U710463

2013 Mazda MX-5 Miata

Sport Convertible

44,803 miles

$16,000

Fair Deal

Joliet, IL

48 mi away

Year:: 2013
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Exterior color:: True Red
Interior color:: Black
Transmission:: Automatic
Mileage:: 44,803
Stock number:: 287510
VIN:: JM1NC2JF1D0233385

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2012 Audi S5

3.0T quattro Prestige Cabriolet AWD

52,920 miles

$17,995

Fair Deal

Skokie, IL

13 mi away

Year:: 2012
Make:: Audi
Model:: S5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 333 hp 3L V6
Exterior color:: Phantom Black Pearl
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 7-Speed Automatic
Mileage:: 52,920
Stock number:: NAC1090
VIN:: WAUVGAFH1CN001229

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2011 Mercedes-Benz SL-Class

SL 550

77,343 miles

$19,800

Fair Deal

Westmont, IL

29 mi away

Year:: 2011
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 382 hp 5.5L V8
Exterior color:: Diamond White Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Brown (Stone/Dark Beige)
Transmission:: 7-Speed Automatic
Mileage:: 77,343
Stock number:: UM7439A
VIN:: WDBSK7BA0BF165191

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2014 Audi A5

2.0T quattro Prestige Cabriolet AWD

47,266 miles

$17,795

Good Deal

Skokie, IL

13 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:: Dakota Gray Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 47,266
Stock number:: NAC1086
VIN:: WAUWFAFH9EN002655

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2021 Ford Mustang

GT Premium Convertible RWD

12,895 miles

$38,675

Fair Deal

Crystal Lake, IL

24 mi away

Year:: 2021
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 460 hp 5L V8
Exterior color:: Shadow Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony Lthr Trim Power Seats)
Transmission:: Automatic
Mileage:: 12,895
Stock number:: P1350
VIN:: 1FATP8FF0M5115232

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2024 Mercedes-Benz CLE

450 4MATIC

1,569 miles

$49,905

Great Deal

Certified Pre-Owned

Lincolnwood, IL

14 mi away

Year:: 2024
Make:: Mercedes-Benz
Model:: CLE
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 3L I6
Exterior color:: Polar White
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Tonka Brown/Black
Transmission:: 9-Speed Automatic
Mileage:: 1,569
Stock number:: E1263
VIN:: W1KMJ6BB3RF000817

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2022 Chevrolet Corvette

Stingray 2LT Convertible RWD

16,052 miles

$68,774

Fair Deal

Downers Grove, IL

29 mi away

Year:: 2022
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 6.2L V8
Exterior color:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 16,052
Stock number:: DG5434A
VIN:: 1G1YB3D41N5121604

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2013 Mercedes-Benz SLK

250

57,280 miles

$16,795

Good Deal

Skokie, IL

13 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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2012 Jaguar XK-Series

XKR Convertible RWD

43,218 miles

$27,900

Fair Deal

Barrington, IL

17 mi away

Year:: 2012
Make:: Jaguar
Model:: XK-Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 510 hp 5L V8
Exterior color:: Ultimate Black
Fuel type:: Gasoline
Interior color:: White (Ivory Seats & Stitch)
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 43,218
Stock number:: PIK3157
VIN:: SAJWA4EC6CMB45935

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2004 Chevrolet Corvette

Convertible RWD

11,871 miles

$25,900

Fair Deal

Mundelein, IL

10 mi away

Year:: 2004
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 350 hp 5.7L V8
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 4-Speed Automatic
Mileage:: 11,871
Stock number:: 04981RGCV
VIN:: 1G1YY32G645121981

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2017 FIAT 124 Spider

Elaborazione Abarth RWD

36,506 miles

$17,998

Fair Deal

Naperville, IL

36 mi away

Year:: 2017
Make:: FIAT
Model:: 124 Spider
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 164 hp 1.4L I4
Exterior color:: Nero Cinema Jet Black
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Rosso/Nero (Red/Black)
Transmission:: 6-Speed Automatic
Mileage:: 36,506
Stock number:: NU3325
VIN:: JC1NFAEKXH0125505

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2025 BMW 8 Series

840i xDrive Convertible AWD

32,406 miles

$63,474

Great Deal

Orland Park, IL

42 mi away

Year:: 2025
Make:: BMW
Model:: 8 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 335 hp 3L I6
Exterior color:: Gray (Skyscraper Grey Metallic)
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 32,406
Stock number:: 9433X
VIN:: WBADZ4C06SCS48567

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2024 Chevrolet Corvette

Z06 1LZ Convertible RWD

2,098 miles

$99,000

Great Deal

Palos Hills, IL

35 mi away

Year:: 2024
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 670 hp 5.5L V8
Exterior color:: Arctic White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 2,098
Stock number:: PH153C
VIN:: 1G1YK3D45R5500823

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2003 Ford Thunderbird

Limited Edition 007 with Removable Top RWD

8,748 miles

$35,995

Good Deal

Glen Ellyn, IL

24 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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2015 Porsche 911

Carrera GTS Cabriolet RWD

13,811 miles

$119,995

Fair Deal

Joliet, IL

46 mi away

Year:: 2015
Make:: Porsche
Model:: 911
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 430 hp 3.8L H6
Exterior color:: Jet Black Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 7-Speed Automatic
Mileage:: 13,811
Stock number:: 9091
VIN:: WP0CB2A96FS155018

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2023 Chevrolet Camaro

1LT Convertible RWD

56,241 miles

$25,000

Fair Deal

Skokie, IL

13 mi away

Year:: 2023
Make:: Chevrolet
Model:: Camaro
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 275 hp 2L I4
Exterior color:: Summit White
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 56,241
Stock number:: J3791
VIN:: 1G1FB3DX6P0139274

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2011 Jaguar XK-Series

XK Convertible RWD

44,235 miles

$19,985

Good Deal

Countryside, IL

29 mi away

Year:: 2011
Make:: Jaguar
Model:: XK-Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 385 hp 5L V8
Exterior color:: Black
Fuel type:: Gasoline
Interior color:: Black (Warm Charcoal)
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 44,235
Stock number:: CN52025A
VIN:: SAJWA4GB3BLB39535

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2025 BMW Z4

sDrive30i RWD

11,962 miles

$42,729

Great Deal

Orland Park, IL

42 mi away

Year:: 2025
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:: 29 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 11,962
Stock number:: 9396X
VIN:: WBAHF3C0XSWY46020

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2004 Mercedes-Benz SL-Class

SL 55 AMG

82,938 miles

$18,995

Great Deal

Buffalo Grove, IL

9 mi away

Year:: 2004
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 493 hp 5.4L V8
Exterior color:: Brilliant Silver Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Stone
Transmission:: Automatic
Mileage:: 82,938
Stock number:: 10091
VIN:: WDBSK74F54F068810

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Reviews

4.6 Overall rating

(36,599 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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