Used Convertibles for Sale Under $50,000 in Chicago, IL

2020 BMW 4 Series

430i xDrive Convertible AWD

105,462 miles

$18,995

Fair Deal

Streamwood, IL

29 mi away

Year:: 2020
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 248 hp 2L I4
Exterior color:: Blue
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Brown
Transmission:: 8-Speed Automatic
Mileage:: 105,462
Stock number:: 12132
VIN:: WBA4Z3C01L5N41843

Sponsored

2024 Ford Mustang

EcoBoost Premium Convertible RWD

2,858 miles

$34,795

Good Deal

Certified Pre-Owned

Frankfort, IL

28 mi away

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Oxford White
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx
Transmission:: Automatic
Mileage:: 2,858
Stock number:: MK2015
VIN:: 1FAGP8UH0R5109525

Sponsored

2023 Chevrolet Camaro

1LT Convertible RWD

37,383 miles

$23,500

Great Deal

Chicago, IL

9 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:: 8-Speed Automatic
Mileage:: 37,383
Stock number:: P22156
VIN:: 1G1FB3DX6P0153434

Sponsored

2025 Ford Mustang

GT Premium Convertible RWD

3,152 miles

$49,995

Good 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

2020 Mercedes-Benz E-Class

E 450 4MATIC Cabriolet AWD

28,131 miles

$40,895

Great Deal

Naperville, IL

30 mi away

Year:: 2020
Make:: Mercedes-Benz
Model:: E-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 362 hp 3L V6
Exterior color:: Obsidian Black Metallic
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 28,131
Stock number:: J2082
VIN:: W1K1K6JB8LF140452

2024 Ford Mustang

GT Premium Convertible RWD

8,324 miles

$45,998

Good Deal

Naperville, IL

30 mi away

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 480 hp 5L V8
Exterior color:: Shadow Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Carmine Red
Transmission:: Automatic
Mileage:: 8,324
Stock number:: NU3076A
VIN:: 1FAGP8FF2R5136589

Preparing for a close up...

Photos coming soon

2020 BMW M4

Convertible RWD

15,496 miles

$45,995

Great Deal

Joliet, IL

34 mi away

Year:: 2020
Make:: BMW
Model:: M4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 425 hp 3L I6
Exterior color:: Black Sapphire Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Silverstone
Transmission:: Automatic
Mileage:: 15,496
Stock number:: 7912
VIN:: WBS4Z9C07LEJ63946

Preparing for a close up...

Photos coming soon

2020 Chevrolet Camaro

2SS Convertible RWD

18,989 miles

$36,920

Fair Deal

Schaumburg, IL

24 mi away

Year:: 2020
Make:: Chevrolet
Model:: Camaro
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 455 hp 6.2L V8
Exterior color:: Riverside Blue Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 18,989
Stock number:: 26066B1
VIN:: 1G1FH3D75L0109563

Preparing for a close up...

Photos coming soon

2021 Ford Mustang

GT Premium Convertible RWD

12,875 miles

$35,888

Good Deal

St Charles, IL

34 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)
Transmission:: Automatic
Mileage:: 12,875
Stock number:: C9467
VIN:: 1FATP8FF0M5115232

Preparing for a close up...

Photos coming soon

2024 Ford Mustang

EcoBoost Premium Convertible RWD

18,749 miles

$30,999

Good Deal

Certified Pre-Owned

Glenview, IL

17 mi away

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 315 hp 2.3L I4
Exterior color:: Gray (CARBONIZED GREY M)
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Space Gray
Transmission:: Automatic
Mileage:: 18,749
Stock number:: FP9533
VIN:: 1FAGP8UH2R5131364

Preparing for a close up...

Photos coming soon

2020 Chevrolet Camaro

1LT Convertible RWD

50,469 miles

$18,999

Good Deal

Lincolnwood, IL

11 mi away

Year:: 2020
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:: Medium Ash Gray
Transmission:: 8-Speed Automatic
Mileage:: 50,469
Stock number:: P4613
VIN:: 1G1FB3DX2L0110462

Preparing for a close up...

Photos coming soon

2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

33,983 miles

$44,589

Good Deal

Naperville, IL

30 mi away

Year:: 2023
Make:: Mercedes-Benz
Model:: C-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 385 hp 3L V6
Exterior color:: White
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 33,983
Stock number:: NU3042
VIN:: W1KWJ6EB9PG120794

Preparing for a close up...

Photos coming soon

2024 Mazda MX-5 Miata

Grand Touring RWD

2,958 miles

$27,999

Great Deal

Chicago, IL

9 mi away

Year:: 2024
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: White
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 2,958
Stock number:: MC1524
VIN:: JM1NDAD76R0604690

Preparing for a close up...

Photos coming soon

2024 BMW 4 Series

430i Convertible RWD

3,610 miles

$48,995

Fair Deal

Certified Pre-Owned

Lake Bluff, IL

30 mi away

Year:: 2024
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Mineral White Metallic
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Interior color:: Cognac
Transmission:: 8-Speed Automatic
Mileage:: 3,610
Stock number:: BI7119
VIN:: WBA23AT09RCR53364

Preparing for a close up...

Photos coming soon

2022 Ford Mustang

GT Premium Convertible RWD

13,246 miles

$37,888

Good Deal

Crystal Lake, IL

43 mi away

Year:: 2022
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 450 hp 5L V8
Exterior color:: Orange
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: Automatic
Mileage:: 13,246
Stock number:: P1140
VIN:: 1FATP8FF3N5149733

Preparing for a close up...

Photos coming soon

2022 Chevrolet Camaro

2SS Convertible RWD

11,131 miles

$45,991

Fair Deal

Crystal Lake, IL

42 mi away

Year:: 2022
Make:: Chevrolet
Model:: Camaro
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 455 hp 6.2L V8
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 11,131
Stock number:: P6975A
VIN:: 1G1FH3D71N0102127

Preparing for a close up...

Photos coming soon

2020 BMW Z4

41,556 miles

$30,595

Good Deal

Certified Pre-Owned

Naperville, IL

30 mi away

Year:: 2020
Make:: BMW
Model:: Z4
Body type:: Convertible
Engine:: 255 hp 2L I4
Exterior color:: Alpine White
Fuel type:: Gasoline
Interior color:: Cognac
Transmission:: 8-Speed Automatic
Mileage:: 41,556
Stock number:: K6906
VIN:: WBAHF3C09LWW53617

Preparing for a close up...

Photos coming soon

2022 BMW Z4

sDrive30i RWD

8,955 miles

$35,888

Great Deal

Downers Grove, IL

22 mi away

Year:: 2022
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:: 8-Speed Automatic
Mileage:: 8,955
Stock number:: H9047
VIN:: WBAHF3C01NWX93129

Preparing for a close up...

Photos coming soon

2024 Ford Mustang

GT Premium Convertible RWD

5,176 miles

$43,889

Great Deal

Downers Grove, IL

22 mi away

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 480 hp 5L V8
Exterior color:: Shadow Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx
Transmission:: Automatic
Mileage:: 5,176
Stock number:: HP17954
VIN:: 1FAGP8FF9R5108529

Preparing for a close up...

Photos coming soon

2023 Chevrolet Camaro

1LT Convertible RWD

21,476 miles

$29,600

Fair Deal

Wheeling, IL

24 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:: Rapid Blue
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 21,476
Stock number:: WU212743
VIN:: 1G1FB3DX1P0146861

Preparing for a close up...

Photos coming soon

2023 BMW 4 Series

430i Convertible xDrive

19,201 miles

$47,980

Good Deal

Certified Pre-Owned

Schererville, IN

28 mi away

Year:: 2023
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Mineral White Metallic
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Tacora Red
Transmission:: 8-Speed Automatic
Mileage:: 19,201
Stock number:: P7083
VIN:: WBA43AT02PCM73317

Preparing for a close up...

Photos coming soon

2025 BMW 4 Series

430i Convertible xDrive

8,693 miles

$49,995

Good Deal

Midlothian, IL

18 mi away

Year:: 2025
Make:: BMW
Model:: 4 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 8,693
Stock number:: 20031
VIN:: WBA53DB04SCT08191

Preparing for a close up...

Photos coming soon

2024 Ford Mustang

GT Premium Convertible RWD

11,553 miles

$46,488

Good Deal

St Charles, IL

34 mi away

Year:: 2024
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 480 hp 5L V8
Exterior color:: Shadow Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx
Transmission:: Automatic
Mileage:: 11,553
Stock number:: C9492
VIN:: 1FAGP8FF1R5108671

Preparing for a close up...

Photos coming soon

2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

33,983 miles

$44,589

Good Deal

Naperville, IL

30 mi away

Year:: 2023
Make:: Mercedes-Benz
Model:: C-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 385 hp 3L V6
Exterior color:: White
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 33,983
Stock number:: NU3042
VIN:: W1KWJ6EB9PG120794

Sponsored