Used Convertibles for Sale Under $40,000 inWinslow, IL
98 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by AUTOS OF CHICAGO
2021 Mercedes-Benz C-Class
C 300 Cabriolet 4MATIC
52,486 mi
Arlington Heights, IL
98 mi away
Fair Deal
$31,995
- 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
Sponsored Listing
2020 Chevrolet Camaro
1LT Convertible RWD
71,612 mi
St Charles, IL
87 mi away
Fair Deal
$18,352
- Year:
- 2020
- Make:
- BMW
- Model:
- 2 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 335 hp 3L I6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 60,962
- Stock #:
- 5198
- VIN:
- WBA2N1C07L7D76377
Sponsored Listing
2020 BMW 2 Series
M240i Convertible RWD
60,962 mi
Arlington Heights, IL
98 mi away
Fair Deal
$30,495
- 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
87 mi away
Fair Deal
$18,352
- Year:
- 2022
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 64,131
- Stock #:
- 15285A
- VIN:
- 1FATP8UH6N5107755
2022 Ford Mustang
EcoBoost Convertible RWD
64,131 mi
Madison, WI
44 mi away
Great Deal
$20,486
- Year:
- 2026
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2L I4
- Exterior color:
- Indigo Sunset Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray (Grey/Blue)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 7,018
- Stock #:
- M26120A
- VIN:
- WMW23GX06T2X69610
2026 MINI Cooper
S Convertible FWD
7,018 mi
Schaumburg, IL
94 mi away
Fair Deal
$38,401
- Year:
- 2024
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 189 hp 2L I4
- Exterior color:
- British Racing Green
- Fuel type:
- Gasoline
- Interior color:
- Malt Brown
- Transmission:
- 7-Speed Automatic
- Mileage:
- 25,595
- Stock #:
- PBR8371A
- VIN:
- WMW43DL0XR3R42156
Price drop
-$1,700
2024 MINI Cooper
S Convertible FWD
25,595 mi
Barrington, IL
90 mi away
Fair Deal
$32,112
$30,412
- Year:
- 2022
- Make:
- Audi
- Model:
- A5
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 261 hp 2L I4
- Exterior color:
- Ibis White/Black Roof
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 83,802
- Stock #:
- 7419AC
- VIN:
- WAUWAGF59NN003036
2022 Audi A5
quattro Premium Plus 45 TFSI Convertible AWD
83,802 mi
Racine, WI
99 mi away
Great Deal
$27,797
- Year:
- 2022
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 78,924
- Stock #:
- NC3728A
- VIN:
- 1FATP8UH0N5120470
2022 Ford Mustang
EcoBoost Premium Convertible RWD
78,924 mi
Elk Grove Village, IL
98 mi away
Good Deal
$19,390
- 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
75 mi away
Great Deal
$39,080
- Year:
- 2023
- Make:
- Mazda
- Model:
- MX-5 Miata
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 181 hp 2L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 19,808
- Stock #:
- P2487
- VIN:
- JM1NDAD76P0561224
2023 Mazda MX-5 Miata
Grand Touring RWD
19,808 mi
Janesville, WI
42 mi away
Great Deal
$24,495
- Year:
- 2025
- 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:
- 17,655
- Stock #:
- MA19554
- VIN:
- WMW23GX09S2W66003
2025 MINI Cooper
S Convertible FWD
17,655 mi
Naperville, IL
96 mi away
Fair Deal
$34,289
- Year:
- 2022
- 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:
- 78,391
- Stock #:
- 10C158A
- VIN:
- 1FATP8UHXN5105135
2022 Ford Mustang
EcoBoost Premium Convertible RWD
78,391 mi
Sterling, IL
46 mi away
Great Deal
$19,153
- Year:
- 2021
- Make:
- Audi
- Model:
- A5
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 261 hp 2L I4
- Exterior color:
- Black
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 61,089
- Stock #:
- 02437
- VIN:
- WAUWAGF52MN002437
Price drop
-$700
2021 Audi A5
quattro Premium Plus 45 TFSI Convertible AWD
61,089 mi
Cottage Grove, WI
54 mi away
Great Deal
$26,695
$25,995
- 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:
- 6,286
- Stock #:
- MX47900
- VIN:
- WMW23GX01T2X90087
New arrival
2026 MINI Cooper
S Convertible FWD
6,286 mi
Naperville, IL
96 mi away
Fair Deal
$38,403
- 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:
- 8-Speed Automatic
- Mileage:
- 69,791
- Stock #:
- GL32514
- VIN:
- WBA43AT00NCH83448
Price drop
-$1,178
2022 BMW 4 Series
430i Convertible xDrive
69,791 mi
Gurnee, IL
95 mi away
Great Deal
$27,976
$27,176
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 455 hp 6.2L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 31,428
- Stock #:
- RT198
- VIN:
- 1G1FE3D76P0107822
2023 Chevrolet Camaro
LT1 Convertible RWD
31,428 mi
St Charles, IL
87 mi away
Great Deal
$35,857
- Year:
- 2021
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Race Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 76,358
- Stock #:
- E28135A
- VIN:
- 1FATP8UH8M5116231
2021 Ford Mustang
EcoBoost Premium Convertible RWD
76,358 mi
East Moline, IL
74 mi away
Good Deal
$19,176
- Year:
- 2020
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 56,275
- Stock #:
- 101477
- VIN:
- 1FATP8UH0L5101477
2020 Ford Mustang
EcoBoost Premium Convertible RWD
56,275 mi
Elgin, IL
85 mi away
Great Deal
$18,873
- Year:
- 2024
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Exterior color:
- Midnight Black II
- Interior color:
- Malt Brown
- Transmission:
- 7-Speed Automatic
- Mileage:
- 15,674
- Stock #:
- PT1061
- VIN:
- WMW23DL00R3S21156
2024 MINI Cooper
C Convertible FWD
15,674 mi
Madison, WI
45 mi away
Fair Deal
$29,899
- Year:
- 2023
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 310 hp 2.3L I4
- Exterior color:
- Iconic Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 73,905
- Stock #:
- 29X786
- VIN:
- 1FATP8UH1P5109707
2023 Ford Mustang
EcoBoost Premium Convertible RWD
73,905 mi
East Moline, IL
74 mi away
Fair Deal
$22,356
- 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:
- 7,498
- Stock #:
- C9776
- VIN:
- 1FAGP8UH1S5119776
2025 Ford Mustang
EcoBoost Convertible RWD
7,498 mi
St Charles, IL
87 mi away
Fair Deal
$35,908
- Year:
- 2022
- Make:
- MINI
- Model:
- Cooper
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 189 hp 2L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 31 MPG
- Fuel type:
- Gasoline
- Interior color:
- Malt Brown
- Transmission:
- Automatic
- Mileage:
- 17,436
- VIN:
- WMW43DL04N3N56034
2022 MINI Cooper
S Convertible FWD
17,436 mi
Wheeling, IL
99 mi away
Great Deal
$24,995
- 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:
- 47,167
- Stock #:
- 3261
- VIN:
- 1FAGP8UH1R5120744
Sponsored Listing
2024 Ford Mustang
EcoBoost Premium Convertible RWD
47,167 mi
Aurora, IL
96 mi away
Fair Deal
$27,388
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