Used Convertibles for Sale Under $50,000 inChicago, IL

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197 vehicles found

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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:
Gray
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
9-Speed Automatic Overdrive
Mileage:
52,486
Stock #:
5350
VIN:
W1KWK8EB4MG090317
Gray 2021 Mercedes-Benz C-Class Convertible All-Wheel Drive 9-Speed Automatic Overdrive
AUTOS OF CHICAGO

Sponsored by AUTOS OF CHICAGO

2021 Mercedes-Benz C-Class

C 300 Cabriolet 4MATIC

52,486 mi

Arlington Heights, IL
23 mi away
Fair Deal

$31,995

Year:
2024
Make:
BMW
Model:
4 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
White Metallic
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,080
Stock #:
V3769
VIN:
WBA43AT05RCR70882
White Metallic 2024 BMW 4 Series Convertible All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2024 BMW 4 Series

430i Convertible xDrive

33,080 mi

Huntley, IL
45 mi away
Great Deal
Third-party certified

$38,090

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:
Emberglo
Transmission:
Automatic
Mileage:
8,717
Stock #:
P6053
VIN:
1FAGP8UH3S5119830
Shadow Black 2025 Ford Mustang Convertible Rear-Wheel Drive Automatic

Sponsored Listing

2025 Ford Mustang

EcoBoost Premium Convertible RWD

8,717 mi

Mchenry, IL
45 mi away
Fair Deal

$35,754

Year:
2023
Make:
Mercedes-Benz
Model:
C-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
402 hp 2L I4
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
20,943
Stock #:
PD2886
VIN:
W1KAF8HB5PR118502
Black 2023 Mercedes-Benz C-Class Convertible All-Wheel Drive 9-Speed Automatic
Price drop

-$2,867

 

2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

20,943 mi

Lincolnwood, IL
11 mi away
Good Deal
Manufacturer certified

$47,900

$45,411

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Gray
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
5
Stock #:
261691
VIN:
1FAGP8UH0T5138840
Gray 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,600

 

2026 Ford Mustang

EcoBoost Premium Convertible RWD

Niles, IL
16 mi away

New car

MSRP $53,315

$48,396

$46,796

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
White
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock #:
261375
VIN:
1FAGP8UH4T5130224
White 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,348

 

2026 Ford Mustang

EcoBoost Convertible RWD

Niles, IL
16 mi away

New car

MSRP $44,930

$40,849

$39,501

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Black
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
5
Stock #:
261253
VIN:
1FAGP8UH3T5132062
Black 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,527

 

2026 Ford Mustang

EcoBoost Premium Convertible RWD

Niles, IL
16 mi away

New car

MSRP $50,890

$46,213

$44,686

Year:
2020
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
310 hp 2.3L I4
Exterior color:
Oxford White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
101,000
Stock #:
36594
VIN:
1FATP8UH3L5136594
Oxford White 2020 Ford Mustang Convertible Rear-Wheel Drive Automatic

 

2020 Ford Mustang

EcoBoost Premium Convertible RWD

101,000 mi

Plano, IL
48 mi away
Fair Deal
Manufacturer certified

$16,998

Year:
2024
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
189 hp 2L I4
Exterior color:
Nanuq White Metallic
Fuel type:
Gasoline
Interior color:
Satellite Gray
Transmission:
7-Speed Automatic
Mileage:
20,826
Stock #:
T2585
VIN:
WMW43DL08R3S17543
Nanuq White Metallic 2024 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
Price drop

-$1,300

 

2024 MINI Cooper

S Convertible FWD

20,826 mi

Schaumburg, IL
25 mi away
Good Deal

$29,301

$28,001

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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
14,975
Stock #:
PD2855
VIN:
W1KWJ6EB2PG122385
Black 2023 Mercedes-Benz C-Class Convertible All-Wheel Drive 9-Speed Automatic
Price drop

-$1,711

 

2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

14,975 mi

Lincolnwood, IL
11 mi away
Good Deal
Manufacturer certified

$49,300

$47,967

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
White
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
5
Stock #:
261573
VIN:
1FAGP8UH7T5136003
White 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,613

 

2026 Ford Mustang

EcoBoost Premium Convertible RWD

Niles, IL
16 mi away

New car

MSRP $53,780

$48,814

$47,201

Year:
2026
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
2L I4
Exterior color:
Green Metallic
Fuel type:
Gasoline
Interior color:
Nightshade Blue
Transmission:
7-Speed Automatic
Mileage:
6,295
Stock #:
MX47900
VIN:
WMW23GX01T2X90087
Green Metallic 2026 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic

 

2026 MINI Cooper

S Convertible FWD

6,295 mi

Naperville, IL
30 mi away
Good Deal
Manufacturer certified

$36,390

Year:
2026
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
2L I4
Exterior color:
Gray Metallic
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
7-Speed Automatic
Mileage:
5,753
Stock #:
MX48140
VIN:
WMW23GX03T2X94464
Gray Metallic 2026 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
Price drop

-$891

 

2026 MINI Cooper

S Convertible FWD

5,753 mi

Naperville, IL
30 mi away
Fair Deal
Manufacturer certified

$38,302

$37,411

Year:
2023
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
134 hp 1.5L I3
Exterior color:
British Racing Green
Fuel type:
Gasoline
Interior color:
Carbon Black
Transmission:
7-Speed Automatic
Mileage:
14,252
Stock #:
MW19747
VIN:
WMW23DL02P3R13528
British Racing Green 2023 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
New arrival

Sponsored Listing

2023 MINI Cooper

Convertible FWD

14,252 mi

Naperville, IL
30 mi away
Good Deal
Manufacturer certified

$26,190

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:
Gray
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
9-Speed Automatic Overdrive
Mileage:
52,486
Stock #:
5350
VIN:
W1KWK8EB4MG090317
Gray 2021 Mercedes-Benz C-Class Convertible All-Wheel Drive 9-Speed Automatic Overdrive
AUTOS OF CHICAGO

Sponsored by AUTOS OF CHICAGO

2021 Mercedes-Benz C-Class

C 300 Cabriolet 4MATIC

52,486 mi

Arlington Heights, IL
23 mi away
Fair Deal

$31,995

Year:
2024
Make:
BMW
Model:
4 Series
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
White Metallic
Combined gas mileage:
28 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,080
Stock #:
V3769
VIN:
WBA43AT05RCR70882
White Metallic 2024 BMW 4 Series Convertible All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2024 BMW 4 Series

430i Convertible xDrive

33,080 mi

Huntley, IL
45 mi away
Great Deal
Third-party certified

$38,090

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:
Emberglo
Transmission:
Automatic
Mileage:
8,717
Stock #:
P6053
VIN:
1FAGP8UH3S5119830
Shadow Black 2025 Ford Mustang Convertible Rear-Wheel Drive Automatic

Sponsored Listing

2025 Ford Mustang

EcoBoost Premium Convertible RWD

8,717 mi

Mchenry, IL
45 mi away
Fair Deal

$35,754

Year:
2023
Make:
Mercedes-Benz
Model:
C-Class
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
402 hp 2L I4
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
20,943
Stock #:
PD2886
VIN:
W1KAF8HB5PR118502
Black 2023 Mercedes-Benz C-Class Convertible All-Wheel Drive 9-Speed Automatic
Price drop

-$2,867

 

2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

20,943 mi

Lincolnwood, IL
11 mi away
Good Deal
Manufacturer certified

$47,900

$45,411

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Gray
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
5
Stock #:
261691
VIN:
1FAGP8UH0T5138840
Gray 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,600

 

2026 Ford Mustang

EcoBoost Premium Convertible RWD

Niles, IL
16 mi away

New car

MSRP $53,315

$48,396

$46,796

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
White
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock #:
261375
VIN:
1FAGP8UH4T5130224
White 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,348

 

2026 Ford Mustang

EcoBoost Convertible RWD

Niles, IL
16 mi away

New car

MSRP $44,930

$40,849

$39,501

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Black
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
5
Stock #:
261253
VIN:
1FAGP8UH3T5132062
Black 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,527

 

2026 Ford Mustang

EcoBoost Premium Convertible RWD

Niles, IL
16 mi away

New car

MSRP $50,890

$46,213

$44,686

Year:
2020
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
310 hp 2.3L I4
Exterior color:
Oxford White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black (Ebony)
Transmission:
Automatic
Mileage:
101,000
Stock #:
36594
VIN:
1FATP8UH3L5136594
Oxford White 2020 Ford Mustang Convertible Rear-Wheel Drive Automatic

 

2020 Ford Mustang

EcoBoost Premium Convertible RWD

101,000 mi

Plano, IL
48 mi away
Fair Deal
Manufacturer certified

$16,998

Year:
2024
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
189 hp 2L I4
Exterior color:
Nanuq White Metallic
Fuel type:
Gasoline
Interior color:
Satellite Gray
Transmission:
7-Speed Automatic
Mileage:
20,826
Stock #:
T2585
VIN:
WMW43DL08R3S17543
Nanuq White Metallic 2024 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
Price drop

-$1,300

 

2024 MINI Cooper

S Convertible FWD

20,826 mi

Schaumburg, IL
25 mi away
Good Deal

$29,301

$28,001

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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
14,975
Stock #:
PD2855
VIN:
W1KWJ6EB2PG122385
Black 2023 Mercedes-Benz C-Class Convertible All-Wheel Drive 9-Speed Automatic
Price drop

-$1,711

 

2023 Mercedes-Benz C-Class

AMG C 43 4MATIC

14,975 mi

Lincolnwood, IL
11 mi away
Good Deal
Manufacturer certified

$49,300

$47,967

Year:
2026
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
White
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
5
Stock #:
261573
VIN:
1FAGP8UH7T5136003
White 2026 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,613

 

2026 Ford Mustang

EcoBoost Premium Convertible RWD

Niles, IL
16 mi away

New car

MSRP $53,780

$48,814

$47,201

Year:
2026
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
2L I4
Exterior color:
Green Metallic
Fuel type:
Gasoline
Interior color:
Nightshade Blue
Transmission:
7-Speed Automatic
Mileage:
6,295
Stock #:
MX47900
VIN:
WMW23GX01T2X90087
Green Metallic 2026 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic

 

2026 MINI Cooper

S Convertible FWD

6,295 mi

Naperville, IL
30 mi away
Good Deal
Manufacturer certified

$36,390

Year:
2026
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
2L I4
Exterior color:
Gray Metallic
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
7-Speed Automatic
Mileage:
5,753
Stock #:
MX48140
VIN:
WMW23GX03T2X94464
Gray Metallic 2026 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
Price drop

-$891

 

2026 MINI Cooper

S Convertible FWD

5,753 mi

Naperville, IL
30 mi away
Fair Deal
Manufacturer certified

$38,302

$37,411

Year:
2023
Make:
MINI
Model:
Cooper
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Front-Wheel Drive
Engine:
134 hp 1.5L I3
Exterior color:
British Racing Green
Fuel type:
Gasoline
Interior color:
Carbon Black
Transmission:
7-Speed Automatic
Mileage:
14,252
Stock #:
MW19747
VIN:
WMW23DL02P3R13528
British Racing Green 2023 MINI Cooper Convertible Front-Wheel Drive 7-Speed Automatic
New arrival

Sponsored Listing

2023 MINI Cooper

Convertible FWD

14,252 mi

Naperville, IL
30 mi away
Good Deal
Manufacturer certified

$26,190

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