Used Convertibles for Sale Under $40,000 Near Winnetka, IL

2018 Mercedes-Benz C-Class

C 300 Cabriolet 4MATIC

51,660 miles

$25,360

Good Deal

Arlington Heights, IL

10 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:: Black
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Saddle Brown/Black
Transmission:: Automatic
Mileage:: 51,660
Stock number:: 4430
VIN:: WDDWK4KBXJF742596

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2014 Jaguar XK-Series

XK Convertible RWD

40,120 miles

$32,788

Fair Deal

Skokie, IL

4 mi away

Year:: 2014
Make:: Jaguar
Model:: XK-Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 385 hp 5L V8
Exterior color:: Indigo Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: White (Truffle/Ivory)
Transmission:: Automatic
Mileage:: 40,120
Stock number:: ICC3320
VIN:: SAJWA4GB6ELB52249

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2012 BMW 3 Series

328i Convertible RWD

48,573 miles

$11,860

Good Deal

Arlington Heights, IL

10 mi away

Year:: 2012
Make:: BMW
Model:: 3 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 230 hp 3L I6
Exterior color:: Crimson Red
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Brown (Cream Beige)
Transmission:: Automatic
Mileage:: 48,573
Stock number:: 4037
VIN:: WBADW3C53CE823700

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2016 Volkswagen Eos

Komfort SULEV

97,427 miles

$9,980

Good Deal

Lombard, IL

22 mi away

Year:: 2016
Make:: Volkswagen
Model:: Eos
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Deep Black Pearl
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Titan Black
Transmission:: Automatic
Mileage:: 97,427
Stock number:: 261438A
VIN:: WVWBW8AHXGV001129

2011 Chrysler 200

S Convertible FWD

82,072 miles

$7,500

Fair Deal

Crystal Lake, IL

28 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

2016 Audi A3

2.0T quattro Premium Plus Cabriolet AWD

65,842 miles

$10,795

Great Deal

Grayslake, IL

21 mi away

Year:: 2016
Make:: Audi
Model:: A3
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 220 hp 2L I4
Exterior color:: Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 65,842
Stock number:: G2171B
VIN:: WAU38LFF6G1026333

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2014 Volkswagen Beetle

R-Line Convertible

92,555 miles

$14,291

Fair Deal

Crystal Lake, IL

29 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:: Candy White
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Red
Transmission:: 6-Speed Dual Clutch
Mileage:: 92,555
Stock number:: V55619A
VIN:: 3VW7S7AT2EM804201

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1994 Ford Mustang

GT Convertible RWD

33,655 miles

$11,900

Good Deal

Mundelein, IL

17 mi away

Year:: 1994
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 215 hp 5L V8
Exterior color:: Gray
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 33,655
Stock number:: 94972JMCV
VIN:: 1FALP45T3RF174972

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2005 Chevrolet SSR

LS RWD

12,887 miles

$32,900

Good Deal

Addison, IL

18 mi away

Year:: 2005
Make:: Chevrolet
Model:: SSR
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 395 hp 6L V8
Exterior color:: Slingshot Yellow
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: 6-Speed Manual
Mileage:: 12,887
Stock number:: N1336AA
VIN:: 1GCES14H35B119369

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2021 Ford Mustang

EcoBoost Premium Convertible RWD

43,839 miles

$19,770

Great Deal

Schaumburg, IL

15 mi away

Year:: 2021
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:: 43,839
Stock number:: P1572
VIN:: 1FATP8UHXM5101133

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2013 Volkswagen Eos

Komfort SULEV

68,630 miles

$9,850

Good Deal

Lincolnwood, IL

7 mi away

Year:: 2013
Make:: Volkswagen
Model:: Eos
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Indium Gray
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Titan Black
Transmission:: 6-Speed Dual Clutch
Mileage:: 68,630
Stock number:: KLW2434A
VIN:: WVWBW8AH8DV005143

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2014 MINI Roadster

S FWD

52,561 miles

$12,911

Fair Deal

Kenosha, WI

33 mi away

Year:: 2014
Make:: MINI
Model:: Roadster
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 181 hp 1.6L I4
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 52,561
Stock number:: S19719A
VIN:: WMWSY3C58ET566694

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2005 BMW Z4

2.5i Roadster RWD

97,889 miles

$7,499

Good Deal

Hazel Crest, IL

36 mi away

Year:: 2005
Make:: BMW
Model:: Z4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 184 hp 2.5L I6
Exterior color:: Blue
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: Automatic
Mileage:: 97,889
Stock number:: S55572
VIN:: 4USBT33515LS55572

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2017 MINI Cooper

S Convertible FWD

76,959 miles

$14,411

Good Deal

Schaumburg, IL

18 mi away

Year:: 2017
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: Gray
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 76,959
Stock number:: 252360A
VIN:: WMWWG9C56H3A92601

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2019 Mercedes-Benz C-Class

C 300 Cabriolet 4MATIC

19,442 miles

$29,890

Good Deal

Northfield, IL

1 mi away

Year:: 2019
Make:: Mercedes-Benz
Model:: C-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Graphite Gray Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Transmission:: 9-Speed Automatic
Mileage:: 19,442
Stock number:: 53060A
VIN:: WDDWK8EB9KF792765

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2018 Mercedes-Benz C-Class

C 300 Cabriolet 4MATIC

57,623 miles

$21,000

Great Deal

Kenosha, WI

32 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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2002 Ford Thunderbird

Deluxe RWD

37,144 miles

$15,725

Good Deal

Addison, IL

18 mi away

Year:: 2002
Make:: Ford
Model:: Thunderbird
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 252 hp 3.9L V8
Exterior color:: Evening Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Midnight Black
Transmission:: Automatic
Mileage:: 37,144
Stock number:: N100627A
VIN:: 1FAHP60AX2Y100627

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2008 Audi A4

2.0T quattro Cabriolet AWD

68,106 miles

$8,800

Fair Deal

Northbrook, IL

3 mi away

Year:: 2008
Make:: Audi
Model:: A4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Brown (Alpaka Beige Metallic/Beige Roof)
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 6-Speed Automatic
Mileage:: 68,106
Stock number:: UN5073A
VIN:: WAUDF48H58K011803

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2014 MINI Cooper

S Convertible FWD

32,299 miles

$13,995

Fair Deal

Barrington, IL

19 mi away

Year:: 2014
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 181 hp 1.6L I4
Exterior color:: Gray (MOONWALK GREY METALLIC)
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 32,299
Stock number:: P5514
VIN:: WMWZP3C53ET707348

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2013 Volvo C70

T5 Premier Plus

41,297 miles

$16,950

Fair Deal

Addison, IL

18 mi away

Year:: 2013
Make:: Volvo
Model:: C70
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 227 hp 2.5L I5
Exterior color:: Black
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: 5-Speed Automatic
Mileage:: 41,297
Stock number:: N141261
VIN:: YV1672MC7DJ141261

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2019 Buick Cascada

Sport Touring FWD

68,918 miles

$15,499

Great Deal

Lincolnwood, IL

7 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:: 68,918
Stock number:: PA8276
VIN:: W04WJ3N50KG359835

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2003 Chevrolet Corvette

Convertible RWD

15,863 miles

$23,977

Good Deal

Carol Stream, IL

23 mi away

Year:: 2003
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 350 hp 5.7L V8
Exterior color:: Electron Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 15,863
Stock number:: AS19539
VIN:: 1G1YY32G535100392

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2015 Jaguar XK-Series

XKR Convertible RWD

27,314 miles

$37,677

Great Deal

Crystal Lake, IL

29 mi away

Year:: 2015
Make:: Jaguar
Model:: XK-Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 510 hp 5L V8
Exterior color:: Black Amethyst Metallic
Fuel type:: Gasoline
Interior color:: Black (Warm Charcoal)
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 27,314
Stock number:: P6801A
VIN:: SAJWA4EC4FMB55786

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2023 Mazda MX-5 Miata

RF Grand Touring RWD

3,200 miles

$28,988

Good Deal

Chicago, IL

16 mi away

Year:: 2023
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: Brown (Tan)
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 3,200
Stock number:: P27319A
VIN:: JM1NDAM73P0558717

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