Skip to Main Content

Used Mercedes-Benz in Chicago, IL for Sale

135 Matches
Sort By:
Sort By

2014 Mercedes-Benz C300 Sport

$16,998* 79K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Premium Package, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Rear View Camera, Navigation System
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2014 Mercedes-Benz C300 Sport for sale - $16,998, 78,810 miles with Premium Package, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Rear View Camera, Navigation System
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.778 reviews) Living in the city with a tight garage, we couldn't go full SUV, so this model as well as many other compact SUVs fit the mold. We ultimately went with the Mercedes because we liked the body styling, and the interior was luxurious but simplified in a good way. You're not spending a lot of time scanning the dash for unnecessary buttons while driving. We've done some off road, but mainly highway miles which are extremely comfortable. This SUV definitely does drink the gas, which is fine for a city commute, but if we had to extend that commute it would be an expensive proposition. That and any repairs which are notoriously expensive are something to be cognizant of...

2016 Mercedes-Benz S550

$42,998* 56K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Premium Package, Run Flat Tires, Auto Cruise Control, 4WD/AWD, Power Liftgate/DeckLid, Turbo Charged Engine
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Mercedes-Benz S550 for sale - $42,998, 55,976 miles with Premium Package, Run Flat Tires, Auto Cruise Control, 4WD/AWD, Power Liftgate/DeckLid, Turbo Charged Engine
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (5 reviews) I did not know that Mercedes Benz is so reliable and does not require any services for thousands of miles! Engine is very powerful, yet natural and moderate in size! You get all feelings of driving a Roadster without hard sport suspension (like BMW has). I am enjoying it and recommend it to everyone!

2016 Mercedes-Benz C300

$20,998* 60K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leather Seats, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Mercedes-Benz C300 for sale - $20,998, 59,623 miles with Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leather Seats, Rear View Camera
Transmission: Automatic Color:Brown Interior Color: Tan Average Vehicle Review: (4.333 reviews) I purchased my very first mercedes-benz, in 2005; it was a 2000 E320 and I was "hooked". I had never experienced such luxury and comfort in a car before. Every complimentary comment I had ever heard about a mercedes-benz was confirmed; it is indeed a magnificent feat of automotive engineering. I went on to purchase a 2002 S430 in 2008 and this year, I passed on my 2000 E320 to my daughter and purchased the beautiful E350 I drive today. The Mercedes-Benz brand represents not only represents luxury; it also represent reliance and dependability.

2017 Mercedes-Benz GLS450

$38,998* 56K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Mercedes-Benz GLS450 for sale - $38,998, 55,064 miles with Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (0 reviews)

2016 Mercedes-Benz CLA250

$19,998* 37K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Mercedes-Benz CLA250 for sale - $19,998, 36,140 miles with Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.375 reviews)

2017 Mercedes-Benz C300

$22,998* 43K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Mercedes-Benz C300 for sale - $22,998, 42,743 miles with Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (4.75 reviews)

2017 Mercedes-Benz C300

$24,998* 31K Miles


CarMax Hillside (Eisenhower Expy) In stock

Key Features
Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2017 Mercedes-Benz C300 for sale - $24,998, 30,013 miles with Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera
Transmission: Automatic Color:Blue Interior Color: Tan Average Vehicle Review: (4.75 reviews)

2012 Mercedes-Benz C300 Sport

$14,998* 78K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
4WD/AWD, Leatherette Seats, Rear View Camera, Navigation System, Front Seat Heaters, Sunroof(s)
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2012 Mercedes-Benz C300 Sport for sale - $14,998, 77,560 miles with 4WD/AWD, Leatherette Seats, Rear View Camera, Navigation System, Front Seat Heaters, Sunroof(s)
Transmission: Automatic Color:Black Interior Color: Tan Average Vehicle Review: (4.483 reviews)

2013 Mercedes-Benz C350

$19,998* 25K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
4WD/AWD, Leather Seats, Harman Kardon Sound, Rear View Camera, Navigation System, Front Seat Heaters
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2013 Mercedes-Benz C350 for sale - $19,998, 24,628 miles with 4WD/AWD, Leather Seats, Harman Kardon Sound, Rear View Camera, Navigation System, Front Seat Heaters
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.8 reviews)

2014 Mercedes-Benz CLA45 AMG

$28,998* 50K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
4WD/AWD, Turbo Charged Engine, Leather & Suede Seats, Harman Kardon Sound, Front Seat Heaters, Panoramic Sunroof
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2014 Mercedes-Benz CLA45 AMG for sale - $28,998, 49,218 miles with 4WD/AWD, Turbo Charged Engine, Leather & Suede Seats, Harman Kardon Sound, Front Seat Heaters, Panoramic Sunroof
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (5 reviews)

2015 Mercedes-Benz S550

$40,998* 48K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Premium Package, Sport Package, Auto Cruise Control, 4WD/AWD, Power Liftgate/DeckLid, Turbo Charged Engine
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2015 Mercedes-Benz S550 for sale - $40,998, 47,931 miles with Premium Package, Sport Package, Auto Cruise Control, 4WD/AWD, Power Liftgate/DeckLid, Turbo Charged Engine
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4 reviews)

2015 Mercedes-Benz ML350

$26,998* 44K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Premium Package, Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Satellite Radio Ready
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2015 Mercedes-Benz ML350 for sale - $26,998, 43,015 miles with Premium Package, Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.857 reviews)

2015 Mercedes-Benz GLA250

$21,998* 49K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera, Navigation System
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2015 Mercedes-Benz GLA250 for sale - $21,998, 48,294 miles with Power Liftgate/DeckLid, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera, Navigation System
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.588 reviews)

2016 Mercedes-Benz GLE350

$27,998* 54K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Satellite Radio Ready, Rear View Camera, Panoramic Sunroof
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Mercedes-Benz GLE350 for sale - $27,998, 53,110 miles with Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Satellite Radio Ready, Rear View Camera, Panoramic Sunroof
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.333 reviews)

2016 Mercedes-Benz GLA250

$21,998* 60K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Premium Package, Power Liftgate/DeckLid, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Mercedes-Benz GLA250 for sale - $21,998, 59,923 miles with Premium Package, Power Liftgate/DeckLid, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (5 reviews)

2016 Mercedes-Benz GL450

$38,998* 28K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Premium Package, Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Mercedes-Benz GL450 for sale - $38,998, 27,296 miles with Premium Package, Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4 reviews)

2016 Mercedes-Benz GLE350

$28,998* 35K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Satellite Radio Ready, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Mercedes-Benz GLE350 for sale - $28,998, 34,641 miles with Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Satellite Radio Ready, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.333 reviews)

2016 Mercedes-Benz C300

$20,998* 40K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera, Navigation System
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Mercedes-Benz C300 for sale - $20,998, 39,720 miles with Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Rear View Camera, Navigation System
Transmission: Automatic Color:Black Interior Color: White Average Vehicle Review: (4.333 reviews)

2017 Mercedes-Benz GLS450

$37,998* 52K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Premium Package, Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2017 Mercedes-Benz GLS450 for sale - $37,998, 51,965 miles with Premium Package, Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (0 reviews)

2016 Mercedes-Benz CLA250

$20,998* 30K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Mercedes-Benz CLA250 for sale - $20,998, 29,894 miles with Premium Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Transmission: Automatic Color:Gray Interior Color: Average Vehicle Review: (4.375 reviews)

2016 Mercedes-Benz CLA250

$22,998* 27K Miles


CarMax Schaumburg Free shipping • IL to IL

Key Features
Sport Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Mercedes-Benz CLA250 for sale - $22,998, 26,227 miles with Sport Package, Run Flat Tires, 4WD/AWD, Turbo Charged Engine, Leatherette Seats, Harman Kardon Sound
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (4.375 reviews)

2011 Mercedes-Benz E350 Sport

$18,998* 27K Miles


CarMax Naperville Free shipping • IL to IL

Key Features
Premium Package, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Rear View Camera, Navigation System
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2011 Mercedes-Benz E350 Sport for sale - $18,998, 26,148 miles with Premium Package, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Rear View Camera, Navigation System
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.786 reviews)

2015 Mercedes-Benz GLK350

$23,998* 29K Miles


CarMax Naperville Coming soon

Key Features
Premium Package, Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Satellite Radio Ready
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2015 Mercedes-Benz GLK350 for sale - $23,998, 28,763 miles with Premium Package, Power Liftgate/DeckLid, 4WD/AWD, Leatherette Seats, Harman Kardon Sound, Satellite Radio Ready
Transmission: Automatic Color:Silver Interior Color: Gray Average Vehicle Review: (4.9 reviews)
Coming Soon

2017 Mercedes-Benz GLS450

$39,998* 45K Miles


CarMax Naperville Free shipping • IL to IL

Key Features
Premium Package, Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2017 Mercedes-Benz GLS450 for sale - $39,998, 44,240 miles with Premium Package, Power Liftgate/DeckLid, Pwr Folding Third Row, 4WD/AWD, Turbo Charged Engine, Leatherette Seats
Transmission: Automatic Color:Blue Interior Color: Tan Average Vehicle Review: (0 reviews)

Reviews for Mercedes-Benz

Overall Rating

4.6 out of 5(1,391 reviews)

Very Reliable Convertible!

I did not know that Mercedes Benz is so reliable and does not require any services for thousands of miles! Engine is very powerful, yet natural and moderate in size! You get all feelings of driving a Roadster without hard sport suspension (like BMW has). I am enjoying it and recommend it to everyone!

- Eldar Alasgarov, 2012 Mercedes-Benz E350

Gorgeous car at a great price!

I purchased my very first mercedes-benz, in 2005; it was a 2000 E320 and I was "hooked". I had never experienced such luxury and comfort in a car before. Every complimentary comment I had ever heard about a mercedes-benz was confirmed; it is indeed a magnificent feat of automotive engineering. I went on to purchase a 2002 S430 in 2008 and this year, I passed on my 2000 E320 to my daughter and purchased the beautiful E350 I drive today. The Mercedes-Benz brand represents not only represents luxury; it also represent reliance and dependability.

- MS. G, 2008 Mercedes-Benz E350

Great Style and Fun to Drive

Living in the city with a tight garage, we couldn't go full SUV, so this model as well as many other compact SUVs fit the mold. We ultimately went with the Mercedes because we liked the body styling, and the interior was luxurious but simplified in a good way. You're not spending a lot of time scanning the dash for unnecessary buttons while driving. We've done some off road, but mainly highway miles which are extremely comfortable. This SUV definitely does drink the gas, which is fine for a city commute, but if we had to extend that commute it would be an expensive proposition. That and any repairs which are notoriously expensive are something to be cognizant of...

- John McGlinn, 2012 Mercedes-Benz GL350

This price does not include tax, title, and tags. Additional fees may also apply depending on the state of purchase.