Used Convertibles for Sale nearChicago, IL
1,344 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2009
- Make:
- BMW
- Model:
- 3 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3L I6
- Exterior color:
- Black Sapphire Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 101,130
- Stock #:
- 181528
- VIN:
- WBAWL73589P181528
Price drop
-$400
Sponsored by Chicago Auto Capital
2009 BMW 3 Series
335i Convertible RWD
101,130 mi
Elgin, IL
35 mi away
Fair Deal
$10,302
$9,902
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 455 hp 6.2L V8
- Exterior color:
- Blue
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,745
- Stock #:
- P1368
- VIN:
- 1G1FF3D73P0101277
Sponsored Listing
2023 Chevrolet Camaro
LT1 Convertible RWD
20,745 mi
Crystal Lake, IL
43 mi away
Fair Deal
$42,204
- Year:
- 2024
- Make:
- Porsche
- Model:
- 911
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 443 hp 3L H6
- Exterior color:
- Gray (Agate Grey Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Gray (Chalk/Slate Grey)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,453
- Stock #:
- PP2513
- VIN:
- WP0BB2A95RS233692
Sponsored Listing
2024 Porsche 911
Targa 4S Cabriolet AWD
5,453 mi
Lincolnwood, IL
11 mi away
Good Deal
$187,309
- Year:
- 2017
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 329 hp 3L V6
- Exterior color:
- Polar White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red/Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 63,627
- Stock #:
- PBP1238
- VIN:
- WDDKK6FF9HF351893
Price drop
-$1,423
2017 Mercedes-Benz E-Class
E 400 Cabriolet
63,627 mi
Elgin, IL
33 mi away
Good Deal
$25,103
$23,680
- Year:
- 2007
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 4.6L V8
- Exterior color:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,163
- Stock #:
- 10689
- VIN:
- 1ZVFT85H175287955
New arrival
2007 Ford Mustang
GT Deluxe Convertible RWD
38,163 mi
Barrington, IL
33 mi away
Good Deal
$17,349
- Year:
- 2017
- Make:
- BMW
- Model:
- 2 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 248 hp 2L I4
- Exterior color:
- Jet Black
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Oyster
- Transmission:
- Automatic
- Mileage:
- 66,086
- Stock #:
- PH2279
- VIN:
- WBA2M9C52HV717388
New arrival
2017 BMW 2 Series
230i xDrive Convertible AWD
66,086 mi
Palos Hills, IL
16 mi away
Fair Deal
$19,113
- 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
Price drop
-$3,011
2023 Audi A5
quattro Premium Plus 45 TFSI Convertible AWD
54,170 mi
Hinsdale, IL
16 mi away
Good Deal
$38,812
$35,801
- Year:
- 2011
- Make:
- Audi
- Model:
- A5
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 211 hp 2L I4
- Exterior color:
- White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 146,647
- VIN:
- WAULFAFH7BN010798
2011 Audi A5
2.0T quattro Premium Plus Cabriolet AWD
146,647 mi
Michigan City, IN
42 mi away
Fair Deal
$7,164
- Year:
- 2010
- Make:
- Audi
- Model:
- S5
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 333 hp 3L V6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 7-Speed Automatic
- Mileage:
- 92,242
- Stock #:
- 007374
- VIN:
- WAUVGAFH0AN007374
New arrival
2010 Audi S5
3.0T quattro Prestige Cabriolet AWD
92,242 mi
Des Plaines, IL
17 mi away
Fair Deal
$10,376
- Year:
- 2014
- Make:
- Mercedes-Benz
- Model:
- SLK
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 201 hp 1.8L I4
- Exterior color:
- Black (Charcoal)
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 72,781
- Stock #:
- 7488
- VIN:
- WDDPK4HA2EF080313
Price drop
-$854
2014 Mercedes-Benz SLK
250
72,781 mi
Highland, IN
25 mi away
Good Deal
$17,654
$16,800
- Year:
- 2018
- Make:
- Audi
- Model:
- S5
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 354 hp 3L V6
- Exterior color:
- Brilliant Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,056
- Stock #:
- CPA1086B
- VIN:
- WAUY4GF57JN003322
2018 Audi S5
3.0T quattro Premium Plus Cabriolet AWD
54,056 mi
Barrington, IL
31 mi away
Good Deal
$26,912
- Year:
- 2014
- Make:
- Ford
- Model:
- Mustang
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 305 hp 3.7L V6
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Charcoal Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 53,227
- Stock #:
- E5295317
- VIN:
- 1ZVBP8EM2E5295317
New arrival
2014 Ford Mustang
V6 Convertible RWD
53,227 mi
Minooka, IL
44 mi away
Good Deal
$14,937
- Year:
- 2018
- Make:
- BMW
- Model:
- 4 Series
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 248 hp 2L I4
- Exterior color:
- Mineral Gray Metallic
- Combined gas mileage:
- 27 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Dark Oyster
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,740
- Stock #:
- A25513A
- VIN:
- WBA4Z3C53JEC47792
2018 BMW 4 Series
430i xDrive Convertible AWD
81,740 mi
Hoffman Estates, IL
27 mi away
Good Deal
$18,128
Popular Convertible reviews
4.7 Overall rating(15110 reviews)
Jan 8, 2026
2023 Chevrolet Corvette
Love everything about this car. Just vet who loves vettes. I have C8 Z51 but dream is C8 Z06.
May 9, 2026
2018 Porsche 911
This car has all the features that I wanted. I feel this car was a great value and couldn’t be happier.
Jul 8, 2025
2008 Volkswagen Eos
Beautiful car, beautiful ride. What is missing is the ability to speak on the phone through your speakers.
Jun 25, 2025
2018 Chevrolet Z06 2LZ Coupe RWD
Very enjoyable ride, car is extremely responsive and powerful as soon as you hit the gas.
May 29, 2025
2023 Chevrolet Corvette
As a prior corvette owner I have nothing bad to say about this car. I have always loved them and will continue to be in love with them
- Year:
- 2015
- Make:
- Chevrolet
- Model:
- Camaro
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 323 hp 3.6L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 141,320
- Stock #:
- 6220
- VIN:
- 2G1FD3D31F9107084
2015 Chevrolet Camaro
1LT Convertible RWD
141,320 mi
Portage, IN
31 mi away
Fair Deal
$10,750
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Corvette
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 6.2L V8
- Exterior color:
- Silver Flare Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 9,410
- Stock #:
- G2514A
- VIN:
- 1G1YC3D49M5104254
2021 Chevrolet Corvette
Stingray 3LT Convertible RWD
9,410 mi
Grayslake, IL
38 mi away
Great Deal
$68,453
- Year:
- 2013
- Make:
- Chevrolet
- Model:
- Corvette
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 505 hp 7L V8
- Exterior color:
- Arctic White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diamond Blue
- Transmission:
- 6-Speed Manual
- Mileage:
- 19,557
- Stock #:
- 3436
- VIN:
- 1G1Y73DE4D5700935
2013 Chevrolet Corvette
427 Collector Edition 1SC Convertible RWD
19,557 mi
Naperville, IL
30 mi away
Good Deal
$60,247
- Year:
- 2018
- Make:
- Audi
- Model:
- S5
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 354 hp 3L V6
- Exterior color:
- Daytona Gray Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,328
- Stock #:
- S3038A
- VIN:
- WAUY4GF58JN001482
2018 Audi S5
3.0T quattro Premium Plus Cabriolet AWD
71,328 mi
Schererville, IN
30 mi away
Good Deal
$23,168
- Year:
- 2017
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 449 hp 4.7L V8
- Exterior color:
- Gray (Selenite Grey Metallic)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Crystal Grey/Black)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 63,207
- Stock #:
- N1392A
- VIN:
- WDDXK8CB4HA020509
Price drop
-$1,000
2017 Mercedes-Benz S-Class
S 550 Convertible
63,207 mi
Addison, IL
20 mi away
Fair Deal
$48,247
$47,247
- Year:
- 2009
- Make:
- Saturn
- Model:
- Sky
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 173 hp 2.4L I4
- Exterior color:
- Black Onyx
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- Manual
- Mileage:
- 20,846
- Stock #:
- AS20020
- VIN:
- 1G8MB35B89Y106244
2009 Saturn Sky
Roadster
20,846 mi
Carol Stream, IL
25 mi away
Good Deal
$14,389
- Year:
- 2016
- Make:
- Buick
- Model:
- Cascada
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 1.6L I4
- Exterior color:
- Carbon Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 23,411
- Stock #:
- G65339A
- VIN:
- W04WT3N56GG066474
New arrival
2016 Buick Cascada
Premium FWD
23,411 mi
Gurnee, IL
39 mi away
Fair Deal
$19,285
- Year:
- 2018
- Make:
- Mercedes-Benz
- Model:
- SL-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 362 hp 3L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 67,015
- Stock #:
- B11422
- VIN:
- WDDJK6GA0JF051955
2018 Mercedes-Benz SL-Class
SL 450
67,015 mi
Orland Park, IL
23 mi away
Good Deal
$32,257
- 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:
- Crystal Blue
- Combined gas mileage:
- 30 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 2,409
- Stock #:
- PMC1314
- VIN:
- JM1NDAL72S0650122
2025 Mazda MX-5 Miata
RF Club RWD
2,409 mi
Elgin, IL
39 mi away
Fair Deal
$38,906
- Year:
- 2015
- Make:
- Mercedes-Benz
- Model:
- SLK
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 201 hp 1.8L I4
- Exterior color:
- Black
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 112,919
- Stock #:
- 103695
- VIN:
- WDDPK4HA3FF103695
Sponsored Listing
2015 Mercedes-Benz SLK
250
112,919 mi
Valparaiso, IN
41 mi away
Fair Deal
$14,244
4.7 Overall rating for Convertible
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Richmond F
Reviewed a 2023 Chevrolet Corvette on Jan 8, 2026
Love everything about this car. Just vet who loves vettes. I have C8 Z51 but dream is C8 Z06.
Is this review helpful?
Peter P
Reviewed a 2018 Porsche 911 on May 9, 2026
This car has all the features that I wanted. I feel this car was a great value and couldn’t be happier.
Is this review helpful?
Angelita M
Reviewed a 2008 Volkswagen Eos on Jul 8, 2025
Beautiful car, beautiful ride. What is missing is the ability to speak on the phone through your speakers.
Is this review helpful?
Jermaine W
Reviewed a 2018 Chevrolet Z06 2LZ Coupe RWD on Jun 25, 2025
Very enjoyable ride, car is extremely responsive and powerful as soon as you hit the gas.
Is this review helpful?
Used Convertibles for Sale Under $10,000 Near ChicagoUsed Convertibles for Sale Under $15,000 Near ChicagoUsed Convertibles for Sale Under $20,000 Near ChicagoUsed Convertibles for Sale Under $25,000 Near ChicagoUsed Convertibles for Sale Under $30,000 Near ChicagoUsed Convertibles for Sale Under $40,000 Near Chicago
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