CarGurus Header
Location:

Include delivery listings?

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

216 results

Year:
2025
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Race Red
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Black Onyx
Transmission:
Automatic
Mileage:
2,905
Stock #:
F32993
VIN:
1FAGP8UH7S5114291
Race Red 2025 Ford Mustang Convertible Rear-Wheel Drive Automatic
Haggerty Ford

Sponsored by Haggerty Ford

2025 Ford Mustang

EcoBoost Premium Convertible RWD

2,905 mi

West Chicago, IL
30 mi away
Fair Deal
Manufacturer certified

$38,407

Year:
2025
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Shadow Black
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Black Onyx
Transmission:
Automatic
Mileage:
5,264
Stock #:
P1359
VIN:
1FAGP8UH7S5123590
Shadow Black 2025 Ford Mustang Convertible Rear-Wheel Drive Automatic

Sponsored Listing

2025 Ford Mustang

EcoBoost Premium Convertible RWD

5,264 mi

Crystal Lake, IL
43 mi away
Good Deal

$38,408

Year:
2025
Make:
BMW
Model:
4 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
Gray (Skyscraper Grey Metallic)
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
41,379
Stock #:
4724
VIN:
WBA53DB05SCT32371
Gray (Skyscraper Grey Metallic) 2025 BMW 4 Series Convertible All-Wheel Drive Automatic
New arrival

Sponsored Listing

2025 BMW 4 Series

430i Convertible xDrive

41,379 mi

Arlington Heights, IL
23 mi away
Great Deal

$36,855

Year:
2021
Make:
Mercedes-Benz
Model:
C-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
Tenorite Gray Metallic
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Cranberry Red
Transmission:
Automatic
Mileage:
6,625
Stock #:
PJ3060
VIN:
W1KWK8EB8MG100489
Tenorite Gray Metallic 2021 Mercedes-Benz C-Class Convertible All-Wheel Drive Automatic
New arrival

 

2021 Mercedes-Benz C-Class

C 300 Cabriolet 4MATIC

6,625 mi

Orland Park, IL
22 mi away
Fair Deal
Manufacturer certified

$44,368

Year:
2023
Make:
Audi
Model:
A5
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
261 hp 2L I4
Exterior color:
Glacier White Metallic/Black Roof
Fuel type:
Gasoline
Interior color:
Rock Gray
Transmission:
7-Speed Automatic
Mileage:
54,170
Stock #:
LA13276
VIN:
WAU4AGF59PN003628
Glacier White Metallic/Black Roof 2023 Audi A5 Convertible All-Wheel Drive 7-Speed Automatic

 

2023 Audi A5

quattro Premium Plus 45 TFSI Convertible AWD

54,170 mi

Hinsdale, IL
16 mi away
Fair Deal

$40,301

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:
34,611
Stock #:
91F05504
VIN:
1FAGP8UH4R5120298
Oxford White 2024 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,000

 

2024 Ford Mustang

EcoBoost Premium Convertible RWD

34,611 mi

Burns Harbor, IN
33 mi away
Great Deal

$29,250

$28,250

Year:
2023
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
228 hp 2L I4
Exterior color:
Pepper White
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5,410
Stock #:
MC19476
VIN:
WMW63DL01P3P49321
Pepper White 2023 MINI Cooper Convertible Front-Wheel Drive 8-Speed Automatic
New arrival

 

2023 MINI Cooper

John Cooper Works Convertible FWD

5,410 mi

Naperville, IL
30 mi away
Fair Deal
Manufacturer certified

$37,619

Year:
2023
Make:
Chevrolet
Model:
Camaro
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
275 hp 2L I4
Exterior color:
Sharkskin Metallic
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
4,312
Stock #:
26P96
VIN:
1G1FB3DX2P0138588
Sharkskin Metallic 2023 Chevrolet Camaro Convertible Rear-Wheel Drive 8-Speed Automatic
Price drop

-$764

 

2023 Chevrolet Camaro

1LT Convertible RWD

4,312 mi

Kenosha, WI
49 mi away
Good Deal

$33,099

$32,335

Year:
2020
Make:
Chevrolet
Model:
Camaro
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
275 hp 2L I4
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
49,032
Stock #:
O14259
VIN:
1G1FB3DX7L0101272
 2020 Chevrolet Camaro Convertible Rear-Wheel Drive Automatic

 

2020 Chevrolet Camaro

1LT Convertible RWD

49,032 mi

Elmhurst, IL
17 mi away
Fair Deal

$23,408

Year:
2021
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Exterior color:
Silver Metallic
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
26,050
Stock #:
P8019
VIN:
1FATP8UD9M5156377
Silver Metallic 2021 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$992

 

2021 Ford Mustang

EcoBoost Convertible RWD

26,050 mi

Downers Grove, IL
19 mi away
Good Deal

$28,362

$27,370

Year:
2020
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
310 hp 2.3L I4
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
69,519
Stock #:
P50801
VIN:
1FATP8UH9L5139130
White 2020 Ford Mustang Convertible Rear-Wheel Drive Automatic

 

2020 Ford Mustang

EcoBoost Premium Convertible RWD

69,519 mi

Michigan City, IN
41 mi away
Fair Deal

$20,670

Year:
2025
Make:
BMW
Model:
4 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
White Metallic
Combined gas mileage:
31 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,232
Stock #:
P6095
VIN:
WBA33DB01SCT14523
White Metallic 2025 BMW 4 Series Convertible Rear-Wheel Drive 8-Speed Automatic
Price drop

-$4,139

 

2025 BMW 4 Series

430i Convertible RWD

39,232 mi

Elmhurst, IL
17 mi away
Good Deal

$44,132

$39,993

Page 1 of 10

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer