Used Mercedes-Benz Convertibles for Sale inChicago, IL
228 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2018
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 329 hp 3L V6
- Exterior color:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 27,596
- Stock #:
- P260646A
- VIN:
- WDD1K6FB1JF027240
New arrival
Sponsored by The Porsche Exchange
2018 Mercedes-Benz E-Class
E 400 Cabriolet RWD
27,596 mi
Highland Park, IL
24 mi away
Fair Deal
$38,404
- Year:
- 2012
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 302 hp 3.5L V6
- Exterior color:
- Gray (Steel Grey Metallic)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond/Mocha
- Transmission:
- Automatic
- Mileage:
- 50,452
- Stock #:
- ICC3438
- VIN:
- WDDKK5KF5CF132311
Sponsored Listing
2012 Mercedes-Benz E-Class
E 350 Cabriolet
50,452 mi
Skokie, IL
13 mi away
Fair Deal
$18,314
- Year:
- 2019
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 362 hp 3L V6
- Exterior color:
- Polar White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 22,699
- Stock #:
- H9636
- VIN:
- WDD1K6JB4KF078854
Sponsored Listing
2019 Mercedes-Benz E-Class
E 450 4MATIC Cabriolet AWD
22,699 mi
Downers Grove, IL
22 mi away
Good Deal
$40,256
- Year:
- 2021
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,167
- Stock #:
- PH209A
- VIN:
- W1K1K6BB1MF163250
2021 Mercedes-Benz E-Class
AMG E 53 Cabriolet 4MATIC
33,167 mi
Palos Hills, IL
16 mi away
Fair Deal
$54,377
- 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
2014 Mercedes-Benz SLK
250
72,781 mi
Highland, IN
25 mi away
Fair Deal
$16,600
- Year:
- 2010
- Make:
- Mercedes-Benz
- Model:
- SLK
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 228 hp 3L V6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Natural Beige Premium Leather)
- Transmission:
- 7-Speed Automatic
- Mileage:
- 108,330
- Stock #:
- 230626
- VIN:
- WDBWK5EA6AF230626
2010 Mercedes-Benz SLK
300
108,330 mi
Joliet, IL
33 mi away
Good Deal
$7,790
- Year:
- 2026
- Make:
- Mercedes-Benz
- Model:
- CLE
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 375 hp 3L I6
- Exterior color:
- Manufaktur Alpine Gray
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5,745
- Stock #:
- 26778A
- VIN:
- W1KMJ6BB5TF096425
New arrival
2026 Mercedes-Benz CLE
450 4MATIC
5,745 mi
Orland Park, IL
22 mi away
Fair Deal
$68,968
- Year:
- 2011
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 382 hp 5.5L V8
- Exterior color:
- Arctic White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond/Mocha Premium Leather
- Transmission:
- 7-Speed Automatic
- Mileage:
- 36,099
- Stock #:
- ILM3280
- VIN:
- WDDKK7CF6BF089994
2011 Mercedes-Benz E-Class
E 550 Cabriolet
36,099 mi
Cary, IL
40 mi away
Fair Deal
$24,589
- Year:
- 2016
- Make:
- Mercedes-Benz
- Model:
- SL-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 329 hp 3L V6
- Exterior color:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 31,986
- Stock #:
- 70023713
- VIN:
- WDDJK6FA6GF041814
New arrival
2016 Mercedes-Benz SL-Class
SL 400
31,986 mi
Store transfer to Oak Lawn, IL
Price includes $299 shipping
Good Deal
$36,297
- Year:
- 2007
- Make:
- Mercedes-Benz
- Model:
- SLK
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 355 hp 5.4L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,458
- Stock #:
- XM1200
- VIN:
- WDBWK73F67F151038
2007 Mercedes-Benz SLK
55 AMG
68,458 mi
Addison, IL
19 mi away
Fair Deal
$20,362
- 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
2017 Mercedes-Benz S-Class
S 550 Convertible
63,207 mi
Addison, IL
20 mi away
Fair Deal
$47,247
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 463 hp 4L V8
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 40,566
- Stock #:
- UN5492
- VIN:
- WDDXK8DB8LA041158
2020 Mercedes-Benz S-Class
S 560 Cabriolet RWD
40,566 mi
Northbrook, IL
18 mi away
Good Deal
$65,178
- 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:
- 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
Great Deal
$31,868
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- SL-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 469 hp 4L V8
- Exterior color:
- Obsidian Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- STYLE Exclusive Tartufo Brown/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 3,968
- Stock #:
- PM7074
- VIN:
- W1KVK8AB7NF004264
2022 Mercedes-Benz SL-Class
SL 55 AMG 4MATIC
3,968 mi
Hoffman Estates, IL
28 mi away
Great Deal
$87,411
- Year:
- 2014
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 402 hp 4.7L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 51,163
- Stock #:
- N1402A
- VIN:
- WDDKK7DF3EF256220
New arrival
2014 Mercedes-Benz E-Class
E 550 Cabriolet
51,163 mi
Addison, IL
20 mi away
Fair Deal
$23,247
- Year:
- 2009
- Make:
- Mercedes-Benz
- Model:
- SLK
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 228 hp 3L V6
- Exterior color:
- Storm Red Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- Automatic
- Mileage:
- 37,482
- Stock #:
- ICC3432
- VIN:
- WDBWK54F09F192335
2009 Mercedes-Benz SLK
300
37,482 mi
Skokie, IL
13 mi away
Fair Deal
$17,314
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- C-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 255 hp 2L I4
- Exterior color:
- Polar White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Silk Beige)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 36,256
- Stock #:
- G1030A
- VIN:
- WDDWK8EB7LF955236
New arrival
2020 Mercedes-Benz C-Class
C 300 Cabriolet 4MATIC
36,256 mi
Lincolnwood, IL
11 mi away
Fair Deal
$33,712
- Year:
- 2009
- Make:
- Mercedes-Benz
- Model:
- SL-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 518 hp 6.3L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black Premium Leather
- Transmission:
- 7-Speed Automatic
- Mileage:
- 33,000
- Stock #:
- 9073-TR-1-TR
- VIN:
- WDBSK70F89F147207
Price drop
-$2,000
2009 Mercedes-Benz SL-Class
SL 63 AMG
33,000 mi
Joliet, IL
34 mi away
Good Deal
$40,353
$38,353
- Year:
- 2017
- Make:
- Mercedes-Benz
- Model:
- C-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 241 hp 2L I4
- Exterior color:
- Gray (Selenite Grey Metallic)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Silk Beige/Black)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 45,402
- Stock #:
- 8470
- VIN:
- WDDWK4KB8HF429914
2017 Mercedes-Benz C-Class
C 300 Cabriolet 4MATIC
45,402 mi
Bridgeview, IL
12 mi away
Fair Deal
$26,524
- Year:
- 2013
- Make:
- Mercedes-Benz
- Model:
- SL-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 429 hp 4.7L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 7-Speed Automatic
- Mileage:
- 71,441
- Stock #:
- P6792
- VIN:
- WDDJK7DA6DF016593
2013 Mercedes-Benz SL-Class
SL 550
71,441 mi
Huntley, IL
45 mi away
Good Deal
$25,631
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 52,261
- Stock #:
- 28168254
- VIN:
- WDDKK6FF8HF360746
New arrival
2017 Mercedes-Benz E-Class
E 400 Cabriolet
52,261 mi
Store transfer to Oak Lawn, IL
Price includes $1,099 shipping
Good Deal
$26,097
- Year:
- 2016
- Make:
- Mercedes-Benz
- Model:
- SL-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 449 hp 4.7L V8
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 52,914
- Stock #:
- 041743
- VIN:
- WDDJK7DA8GF041743
New arrival
2016 Mercedes-Benz SL-Class
SL 550
52,914 mi
Gurnee, IL
37 mi away
Good Deal
$39,276
- Year:
- 2011
- Make:
- Mercedes-Benz
- Model:
- E-Class
- Body type:
- Convertible
- Doors:
- 2 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 382 hp 5.5L V8
- Exterior color:
- Arctic White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond/Mocha Premium Leather
- Transmission:
- 7-Speed Automatic
- Mileage:
- 36,099
- Stock #:
- ILM3280
- VIN:
- WDDKK7CF6BF089994
Sponsored Listing
2011 Mercedes-Benz E-Class
E 550 Cabriolet
36,099 mi
Cary, IL
40 mi away
Fair Deal
$24,589
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