Used Convertibles for Sale Under $40,000 inChicago, IL
140 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2020
- 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:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- Automatic
- Mileage:
- 33,141
- Stock #:
- 4501
- VIN:
- W1KWK6EB1LF984350
Sponsored by AUTOS OF CHICAGO
2020 Mercedes-Benz C-Class
AMG C 43 Cabriolet 4MATIC
33,141 mi
Arlington Heights, IL
23 mi away
Good Deal
$38,755
- Year:
- 2024
- 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:
- 43,631
- Stock #:
- D9738A
- VIN:
- 1FAGP8UH7R5107786
Sponsored Listing
2024 Ford Mustang
EcoBoost Convertible RWD
43,631 mi
Countryside, IL
14 mi away
Fair Deal
$29,744
- Year:
- 2024
- 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:
- 40,966
- Stock #:
- Z2850
- VIN:
- 1FAGP8UH0R5134053
Sponsored Listing
2024 Ford Mustang
EcoBoost Premium Convertible RWD
40,966 mi
Skokie, IL
14 mi away
Great Deal
$26,520
- 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
2023 Audi A5
quattro Premium Plus 45 TFSI Convertible AWD
54,170 mi
Hinsdale, IL
16 mi away
Good Deal
$35,701
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,612
- Stock #:
- C9786A
- VIN:
- 1G1FB3DX1L0124367
2020 Chevrolet Camaro
1LT Convertible RWD
71,612 mi
St Charles, IL
34 mi away
Good Deal
$18,908
- Year:
- 2025
- 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:
- 27,180
- Stock #:
- LA13286
- VIN:
- 1FAGP8UH7S5115196
2025 Ford Mustang
EcoBoost Premium Convertible RWD
27,180 mi
Hinsdale, IL
16 mi away
Fair Deal
$31,801
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 335 hp 3.6L V6
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 18,818
- Stock #:
- P27894
- VIN:
- 1G1FB3DS5R0119525
2024 Chevrolet Camaro
1LT Convertible RWD
18,818 mi
Lisle, IL
23 mi away
Great Deal
$34,632
- 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 Sapphire Metallic
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,625
- Stock #:
- JU18573
- VIN:
- WBA53DB01SCT35770
2025 BMW 4 Series
430i Convertible xDrive
44,625 mi
Des Plaines, IL
18 mi away
Fair Deal
$37,673
- Year:
- 2025
- 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:
- Automatic
- Mileage:
- 2,910
- Stock #:
- S0654816
- VIN:
- JM1NDAD72S0654816
2025 Mazda MX-5 Miata
Grand Touring RWD
2,910 mi
Westmont, IL
18 mi away
Good Deal
$32,235
- Year:
- 2024
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 315 hp 2.3L I4
- Exterior color:
- Rapid Red Metallic Tinted Clearcoat
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 9,852
- Stock #:
- 1FAGP8UH8R5136357
- VIN:
- 1FAGP8UH8R5136357
Price drop
-$1,951
2024 Ford Mustang
EcoBoost Convertible RWD
9,852 mi
West Chicago, IL
32 mi away
Good Deal
$35,657
$33,706
- Year:
- 2025
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 315 hp 2.3L I4
- Exterior color:
- Vapor Blue
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Space Gray
- Transmission:
- Automatic
- Mileage:
- 1,161
- Stock #:
- 48972
- VIN:
- 1FAGP8UH7S5129079
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2025 Ford Mustang
EcoBoost Premium Convertible RWD
1,161 mi
Frankfort, IL
28 mi away
Great Deal
$37,408
- 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 Metallic
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Space Gray
- Transmission:
- Automatic
- Mileage:
- 54,140
- Stock #:
- N15043
- VIN:
- 1FAGP8UH2R5112894
2024 Ford Mustang
EcoBoost Premium Convertible RWD
54,140 mi
Melrose Park, IL
12 mi away
Good Deal
$26,913
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- C-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 255 hp 2L I4
- Exterior color:
- designo Diamond White Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Silk Beige/Black)
- Transmission:
- Automatic
- Mileage:
- 53,012
- Stock #:
- N027498
- VIN:
- W1KWK8DB5LG027498
2020 Mercedes-Benz C-Class
C 300 Cabriolet RWD
53,012 mi
Addison, IL
20 mi away
Fair Deal
$31,978
- 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 Metallic
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,176
- Stock #:
- JU18740
- VIN:
- WBA53DB02SCS16576
2025 BMW 4 Series
430i Convertible xDrive
42,176 mi
Des Plaines, IL
18 mi away
Good Deal
$37,973
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 335 hp 3.6L V6
- Exterior color:
- RAPID BLUE
- Fuel type:
- Gasoline
- Mileage:
- 46,380
- Stock #:
- P9844B
- VIN:
- 1G1FD3DS2P0119781
New arrival
2023 Chevrolet Camaro
3LT Convertible RWD
46,380 mi
Libertyville, IL
32 mi away
Great Deal
$32,085
- Year:
- 2025
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 315 hp 2.3L I4
- Exterior color:
- Carbonized Gray Metallic
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 24,389
- Stock #:
- P12191
- VIN:
- 1FAGP8UH0S5107974
2025 Ford Mustang
EcoBoost Premium Convertible RWD
24,389 mi
Naperville, IL
30 mi away
Good Deal
$32,270
- 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
2024 BMW 4 Series
430i Convertible xDrive
33,080 mi
Huntley, IL
45 mi away
Great Deal
$39,631
- Year:
- 2025
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 315 hp 2.3L I4
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 26,484
- Stock #:
- P27853
- VIN:
- 1FAGP8UH6S5106912
2025 Ford Mustang
EcoBoost Premium Convertible RWD
26,484 mi
Lisle, IL
23 mi away
Good Deal
$32,322
- 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
2025 BMW 4 Series
430i Convertible RWD
39,232 mi
Elmhurst, IL
17 mi away
Good Deal
$38,313
- 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:
- Carmine Red
- Transmission:
- Automatic
- Mileage:
- 5,306
- Stock #:
- C9768
- VIN:
- 1FAGP8UH8S5108564
2025 Ford Mustang
EcoBoost Premium Convertible RWD
5,306 mi
St Charles, IL
34 mi away
Fair Deal
$37,404
- Year:
- 2022
- Make:
- BMW
- Model:
- 4 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 255 hp 2L I4
- Exterior color:
- Black Sapphire Metallic
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,528
- Stock #:
- NCL01174
- VIN:
- WBA43AT06NCL01174
2022 BMW 4 Series
430i Convertible xDrive
37,528 mi
Chicago, IL
3 mi away
Great Deal
$34,905
- Year:
- 2020
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Shadow Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 81,058
- Stock #:
- GM32150
- VIN:
- 1FATP8UH7L5112699
2020 Ford Mustang
EcoBoost Premium Convertible RWD
81,058 mi
Gurnee, IL
39 mi away
Good Deal
$17,176
- Year:
- 2024
- 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:
- 40,966
- Stock #:
- Z2850
- VIN:
- 1FAGP8UH0R5134053
2024 Ford Mustang
EcoBoost Premium Convertible RWD
40,966 mi
Skokie, IL
14 mi away
Great Deal
$26,520
- 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:
- 35,825
- Stock #:
- 34343M
- VIN:
- 1FATP8UH5L5139285
New arrival
Sponsored Listing
2020 Ford Mustang
EcoBoost Premium Convertible RWD
35,825 mi
Channahon, IL
45 mi away
Fair Deal
$24,125
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