Used Convertibles for Sale Under $60,000 inChicago, IL

Filters (1)

Location:

Only show listings in IL?

Include delivery listings?

224 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
Year:
2024
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Iconic Silver Metallic
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Space Gray
Transmission:
Automatic
Mileage:
45,525
Stock #:
CU7805
VIN:
1FAGP8UH6R5131111
Iconic Silver Metallic 2024 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$800

Countryside Mitsubishi

Sponsored by Countryside Mitsubishi

2024 Ford Mustang

EcoBoost Premium Convertible RWD

45,525 mi

Countryside, IL
14 mi away
Great Deal

$24,673

$23,873

Year:
2026
Make:
BMW
Model:
Z4
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
Gray (Skyscraper Grey Metallic)
Combined gas mileage:
29 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,044
Stock #:
BI7583
VIN:
WBAHF3C08TWY53615
Gray (Skyscraper Grey Metallic) 2026 BMW Z4 Convertible Rear-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2026 BMW Z4

sDrive30i RWD

3,044 mi

Lake Bluff, IL
30 mi away
Good Deal
Manufacturer certified

$54,372

Year:
2023
Make:
Audi
Model:
S5
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
349 hp 3L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
1,281
Stock #:
P5143
VIN:
WAUY4GF55PN007409
Gray 2023 Audi S5 Convertible All-Wheel Drive Automatic

Sponsored Listing

2023 Audi S5

3.0T quattro Prestige Cabriolet AWD

1,281 mi

Highland Park, IL
24 mi away
Good Deal

$59,683

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:
2023
Make:
Audi
Model:
S5
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
349 hp 3L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
Automatic
Mileage:
20,616
Stock #:
AP14541
VIN:
WAUW4GF58PN003653
Gray 2023 Audi S5 Convertible All-Wheel Drive Automatic
New arrival

 

2023 Audi S5

3.0T quattro Premium Plus Cabriolet AWD

20,616 mi

Highland Park, IL
24 mi away
Fair Deal
Manufacturer certified

$52,200

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:
2026
Make:
Mazda
Model:
MX-5 Miata
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
181 hp 2L I4
Exterior color:
Deep Crystal Blue Mica
Combined gas mileage:
30 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
350
Stock #:
MD252332X
VIN:
JM1NDAC7XT0700735
Deep Crystal Blue Mica 2026 Mazda MX-5 Miata Convertible Rear-Wheel Drive 6-Speed Manual
Price drop

-$1,500

 

2026 Mazda MX-5 Miata

Club RWD

Downers Grove, IL
19 mi away

New car

MSRP $35,765

$35,210

$33,710

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:
2024
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Dark Matter Gray Metallic
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Space Gray
Transmission:
Automatic
Mileage:
68,730
Stock #:
CU7793
VIN:
1FAGP8UH8R5131207
Dark Matter Gray Metallic 2024 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,600

Sponsored Listing

2024 Ford Mustang

EcoBoost Premium Convertible RWD

68,730 mi

Countryside, IL
14 mi away
Great Deal

$23,673

$22,073

Year:
2024
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Iconic Silver Metallic
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Space Gray
Transmission:
Automatic
Mileage:
45,525
Stock #:
CU7805
VIN:
1FAGP8UH6R5131111
Iconic Silver Metallic 2024 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$800

Countryside Mitsubishi

Sponsored by Countryside Mitsubishi

2024 Ford Mustang

EcoBoost Premium Convertible RWD

45,525 mi

Countryside, IL
14 mi away
Great Deal

$24,673

$23,873

Year:
2026
Make:
BMW
Model:
Z4
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
255 hp 2L I4
Exterior color:
Gray (Skyscraper Grey Metallic)
Combined gas mileage:
29 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,044
Stock #:
BI7583
VIN:
WBAHF3C08TWY53615
Gray (Skyscraper Grey Metallic) 2026 BMW Z4 Convertible Rear-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2026 BMW Z4

sDrive30i RWD

3,044 mi

Lake Bluff, IL
30 mi away
Good Deal
Manufacturer certified

$54,372

Year:
2023
Make:
Audi
Model:
S5
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
349 hp 3L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
1,281
Stock #:
P5143
VIN:
WAUY4GF55PN007409
Gray 2023 Audi S5 Convertible All-Wheel Drive Automatic

Sponsored Listing

2023 Audi S5

3.0T quattro Prestige Cabriolet AWD

1,281 mi

Highland Park, IL
24 mi away
Good Deal

$59,683

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:
2023
Make:
Audi
Model:
S5
Body type:
Convertible
Doors:
2 doors
Drivetrain:
All-Wheel Drive
Engine:
349 hp 3L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
Automatic
Mileage:
20,616
Stock #:
AP14541
VIN:
WAUW4GF58PN003653
Gray 2023 Audi S5 Convertible All-Wheel Drive Automatic
New arrival

 

2023 Audi S5

3.0T quattro Premium Plus Cabriolet AWD

20,616 mi

Highland Park, IL
24 mi away
Fair Deal
Manufacturer certified

$52,200

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:
2026
Make:
Mazda
Model:
MX-5 Miata
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
181 hp 2L I4
Exterior color:
Deep Crystal Blue Mica
Combined gas mileage:
30 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
350
Stock #:
MD252332X
VIN:
JM1NDAC7XT0700735
Deep Crystal Blue Mica 2026 Mazda MX-5 Miata Convertible Rear-Wheel Drive 6-Speed Manual
Price drop

-$1,500

 

2026 Mazda MX-5 Miata

Club RWD

Downers Grove, IL
19 mi away

New car

MSRP $35,765

$35,210

$33,710

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:
2024
Make:
Ford
Model:
Mustang
Body type:
Convertible
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
315 hp 2.3L I4
Exterior color:
Dark Matter Gray Metallic
Combined gas mileage:
27 MPG
Fuel type:
Gasoline
Interior color:
Space Gray
Transmission:
Automatic
Mileage:
68,730
Stock #:
CU7793
VIN:
1FAGP8UH8R5131207
Dark Matter Gray Metallic 2024 Ford Mustang Convertible Rear-Wheel Drive Automatic
Price drop

-$1,600

Sponsored Listing

2024 Ford Mustang

EcoBoost Premium Convertible RWD

68,730 mi

Countryside, IL
14 mi away
Great Deal

$23,673

$22,073

A better way to discover your best deal

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