Used Convertibles for Sale Under $40,000 Near Illinois

1,294 results

2025 Ford Mustang

EcoBoost Premium Convertible RWD

29,938 km

$39,833

CarGurus partner

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior colour:: Gray
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 29,938
Stock #:: BM5361
VIN:: 1FAGP8UH4S5113583

2017 Mercedes-Benz E-Class

E 400 Cabriolet

112,719 km

$24,900

CarGurus partner

Year:: 2017
Make:: Mercedes-Benz
Model:: E-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 329 hp 3L V6
Exterior colour:: White
Combined gas mileage:: 10 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 112,719
Stock #:: AS6051
VIN:: WDDKK6FF0HF362510

2022 Mazda MX-5 Miata

Sport RWD

35,502 km

$28,500

CarGurus partner

Year:: 2022
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior colour:: Black
Combined gas mileage:: 8 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 35,502
Stock #:: G000261M
VIN:: JM1NDAB77N0501758

2018 Volkswagen Beetle

2.0T Dune Convertible FWD

112,465 km

$22,999

CarGurus partner

Year:: 2018
Make:: Volkswagen
Model:: Beetle
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 174 hp 2L I4
Exterior colour:: Silver
Combined gas mileage:: 8 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 112,465
Stock #:: JM517948
VIN:: 3VWTDAAT1JM517948

2025 Ford Mustang

EcoBoost Premium Convertible RWD

29,169 km

$38,995

CarGurus partner

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior colour:: Gray
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 29,169
Stock #:: 32263
VIN:: 1FAGP8UHXS5113460

2025 Ford Mustang

EcoBoost Convertible RWD

55,644 km

$38,827

CarGurus partner

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior colour:: Black
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 55,644
Stock #:: D3139
VIN:: 1FAGP8UHXS5115080

2024 Ford Mustang

EcoBoost Premium Convertible RWD

16,241 km

$39,989

CarGurus partner

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior colour:: White
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 16,241
Stock #:: 17615U
VIN:: 1FAGP8UH7R5103396

2017 BMW 2 Series

M240i xDrive Convertible AWD

93,550 km

$25,888

CarGurus partner

Year:: 2017
Make:: BMW
Model:: 2 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 335 hp 3L I6
Exterior colour:: Purple
Combined gas mileage:: 10 L/100km
Fuel type:: Gasoline
Interior colour:: Brown
Transmission:: Automatic
Mileage:: 93,550
Stock #:: D1131
VIN:: WBA2L3C32HV667798

2025 Ford Mustang

EcoBoost Premium Convertible RWD

26,623 km

$39,839

CarGurus partner

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior colour:: Blue
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: 10-Speed Automatic
Mileage:: 26,623
Stock #:: 26MU5179A
VIN:: 1FAGP8UH4S5107413

2002 Lexus SC

430 RWD

109,646 km

$17,989

CarGurus partner

Year:: 2002
Make:: Lexus
Model:: SC
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 300 hp 4.3L V8
Exterior colour:: Brown (Beige)
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 109,646
Stock #:: 17561U
VIN:: JTHFN48Y320029281

Preparing for a close up...

Photos coming soon

2013 Mercedes-Benz SL-Class

SL 550

82,786 km

$35,904

CarGurus partner

Year:: 2013
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 429 hp 4.7L V8
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: 7-Speed Automatic
Mileage:: 82,786
Stock #:: VH008717
VIN:: WDDJK7DA2DF008717

Preparing for a close up...

Photos coming soon

2025 Ford Mustang

EcoBoost Convertible RWD

34,887 km

$39,500

CarGurus partner

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Mileage:: 34,887
Stock #:: 793
VIN:: 1FAGP8UH2S5115476

Preparing for a close up...

Photos coming soon

2006 Lexus SC

430 RWD

188,471 km

$17,995

CarGurus partner

Year:: 2006
Make:: Lexus
Model:: SC
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 288 hp 4.3L V8
Exterior colour:: Red (Copper)
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Brown (Beige)
Transmission:: Automatic
Mileage:: 188,471
Stock #:: F1378
VIN:: JTHFN48Y869001378

Preparing for a close up...

Photos coming soon

2006 Mercedes-Benz SLK

350

103,592 km

$14,995

CarGurus partner

Year:: 2006
Make:: Mercedes-Benz
Model:: SLK
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 268 hp 3.5L V6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Red
Transmission:: Automatic
Mileage:: 103,592
Stock #:: F6377
VIN:: WDBWK56F66F096377

Preparing for a close up...

Photos coming soon

2016 Ford Mustang

V6 Convertible RWD

125,323 km

$17,499

CarGurus partner

Year:: 2016
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 300 hp 3.7L V6
Exterior colour:: Black
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 125,323
Stock #:: 330509C
VIN:: 1FATP8EM1G5330599

Preparing for a close up...

Photos coming soon

2007 Mercedes-Benz SL-Class

SL 55 AMG

95,978 km

$29,900

CarGurus partner

Year:: 2007
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 510 hp 5.4L V8
Exterior colour:: Black
Combined gas mileage:: 17 L/100km
Fuel type:: Gasoline
Interior colour:: Brown (Beige)
Transmission:: Automatic
Mileage:: 95,978
Stock #:: STKF97F123333
VIN:: WDBSK72F97F123333

Preparing for a close up...

Photos coming soon

2011 BMW Z4

sDrive35is Roadster RWD

84,000 km

$26,990

CarGurus partner

Year:: 2011
Make:: BMW
Model:: Z4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 335 hp 3L I6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 84,000
Stock #:: M07-633239
VIN:: WBALM1C57BE633239

Preparing for a close up...

Photos coming soon

2024 MINI Cooper

Convertible FWD

40,210 km

$31,905

CarGurus partner

Year:: 2024
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 134 hp 1.5L I3
Exterior colour:: Silver
Combined gas mileage:: 7 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 40,210
Stock #:: M26046-1
VIN:: WMW23DL01R3R49715

Preparing for a close up...

Photos coming soon

2025 Ford Mustang

EcoBoost Premium Convertible RWD

45,325 km

$36,977

CarGurus partner

Year:: 2025
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior colour:: Black
Combined gas mileage:: 9 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 45,325
Stock #:: 1862
VIN:: 1FAGP8UH7S5112704

Preparing for a close up...

Photos coming soon

2004 Porsche Boxster

Base

87,225 km

$15,995

CarGurus partner

Year:: 2004
Make:: Porsche
Model:: Boxster
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 228 hp 2.7L H6
Exterior colour:: Blue
Combined gas mileage:: 11 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Manual
Mileage:: 87,225
Stock #:: R60601
VIN:: WP0CA29834S621046

Preparing for a close up...

Photos coming soon

2016 Mercedes-Benz E-Class

E 400 Cabriolet

86,733 km

$26,999

CarGurus partner

Year:: 2016
Make:: Mercedes-Benz
Model:: E-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 329 hp 3L V6
Exterior colour:: White
Combined gas mileage:: 10 L/100km
Fuel type:: Gasoline
Interior colour:: Red
Transmission:: Automatic
Mileage:: 86,733
Stock #:: 1113
VIN:: WDDKK6FF4GF339259

Preparing for a close up...

Photos coming soon

2003 Mercedes-Benz SL-Class

SL 55 AMG

113,955 km

$24,900

CarGurus partner

Year:: 2003
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 493 hp 5.4L V8
Exterior colour:: Black
Combined gas mileage:: 17 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 113,955
Stock #:: 261151
VIN:: WDBSK74F83F049490

Preparing for a close up...

Photos coming soon

2013 Mercedes-Benz SL-Class

SL 550

74,230 km

$35,995

CarGurus partner

Year:: 2013
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 429 hp 4.7L V8
Exterior colour:: Gray
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 74,230
Stock #:: G00139M
VIN:: WDDJK7DA0DF006903

Preparing for a close up...

Photos coming soon

2009 Mercedes-Benz SL-Class

SL 550

63,004 km

$27,900

CarGurus partner

Year:: 2009
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 382 hp 5.5L V8
Exterior colour:: Gray
Combined gas mileage:: 15 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 63,004
Stock #:: STK39F392000
VIN:: WDBSK71F39F392000