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295 listings
  • Price Drop
    • 23,152 miles
    • Insurance loss reported, 2 owners, personal use
    • 17 City / 25 Hwy MPG
    • Chicago Auto Place (22 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Downers Grove, IL / 22 miles away from Chicago, IL

    Thank you for visiting another one of Chicago Auto Place's exclusive listings! CALL US NOW FOR A FREE QUOTE 630-422-1122 FOR MORE PHOTOS VISIT WWW.CHI...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: Yes

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB2MA038213
    Stock: H9069BA
    Certified Pre-Owned: No
    Listed since: 06-03-2025

    • 23,167 miles
    • No accidents, 1 owner, personal use
    • 17 City / 25 Hwy MPG
    • Autos of Chicago (23 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Arlington Heights, IL / 23 miles away from Chicago, IL

    Our One Owner 2021 Mercedes-Benz S-Class S 580 4MATIC® Sedan is an elegant presence with a powerful performance in Cirrus Silver Metallic! Motivated b...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB2MA039460
    Stock: 3409
    Certified Pre-Owned: No
    Listed since: 08-19-2024

    • 32,524 miles
    • No accidents, 2 owners, personal use
    • 17 City / 25 Hwy MPG
    • Guaranteed Motor Cars - Lansing (22 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lansing, IL / 22 miles away from Chicago, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB6MA047528
    Stock: PH1338
    Certified Pre-Owned: No
    Listed since: 07-09-2025

    • 22,366 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sacramento, CA / 1,788 miles away from Chicago, IL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB6KA425524
    Stock: 2003734687
    Certified Pre-Owned: No
    Listed since: 05-16-2025

    • 43,910 miles
    • No accidents, 4 owners, personal use
    • 17 City / 25 Hwy MPG
    • Chicago Auto Place (22 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Downers Grove, IL / 22 miles away from Chicago, IL

    Thank you for visiting another one of Chicago Auto Place's exclusive listings! CALL US NOW FOR A FREE QUOTE 630-422-1122 FOR MORE PHOTOS VISIT WWW.CHI...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB7MA034917
    Stock: H8886A
    Certified Pre-Owned: No
    Listed since: 04-30-2025

    • 27,870 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from SC to IL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Myrtle Beach, SC / 734 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB7KA458334
    Stock: 26685615
    Certified Pre-Owned: No

  • $25,995
    great price
    $5,496 below market
    • 122,351 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Bunt Motors (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Northbrook, IL / 18 miles away from Chicago, IL

    Non-smoker owner, Smooth ride, All records in possession, Regularly maintained, Seats as good as new, Vehicle Runs Well, Available Satellite Radi...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB9JA371050
    Stock: 366
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    • 38,577 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to IL*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fremont, CA / 1,838 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DBXKA457554
    Stock: 27002714
    Certified Pre-Owned: No

  • New Listing
    • 43,151 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MD to IL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Brandywine, MD / 608 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB1KA460662
    Stock: 27284557
    Certified Pre-Owned: No

  • New Listing
    • 45,122 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NY to IL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in East Meadow, NY / 734 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB4KA455925
    Stock: 26657938
    Certified Pre-Owned: No

    • 38,486 miles
    • No accidents, 3 owners, personal use
    • 17 City / 27 Hwy MPG
    • Toscana Auto Group (77 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mishawaka, IN / 77 miles away from Chicago, IL

    Financing Available! I can help you get behind the wheel with financing options available for qualified buyers just 20% down. Whether youre rebuildin...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB9KA435234
    Stock: 435234
    Certified Pre-Owned: No
    Listed since: 02-29-2024

    • 33,946 miles
    • 1 accident, 2 owners, personal use
    • 17 City / 25 Hwy MPG
    • Chicago Auto Place (22 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Downers Grove, IL / 22 miles away from Chicago, IL

    Thank you for visiting another one of Chicago Auto Place's exclusive listings! CALL US NOW FOR A FREE QUOTE 630-422-1122 FOR MORE PHOTOS VISIT WWW.CHI...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB0MA045032
    Stock: H9099
    Certified Pre-Owned: No
    Listed since: 05-06-2025

    • 41,796 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Baha Auto (6 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chicago, IL / 6 miles away from Chicago, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB8MA037597
    Stock: N22841
    Certified Pre-Owned: No

  • Price Drop
    • 41,250 miles
    • 1 accident, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • BMW of Barrington (31 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Barrington, IL / 31 miles away from Chicago, IL

    Graphite Gray Metallic 2021 Mercedes-Benz S-Class S 580 4MATIC® 4MATIC®, Exclusive Sienna Brown/Black w/Exclusive Nappa Leather Upholstery, Active Mul...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB6MA038537
    Stock: 158211BA
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • New Listing
    Photos not available
    $28,895
    great price
    $5,704 below market
    • 89,293 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Ron Westphal Chevrolet (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Aurora, IL / 36 miles away from Chicago, IL

    Thanks for considering Ron Westphal Chevy-where we only offer the finest pre-owned vehicles. All our front-line ready used vehicles include a fresh lu...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB6JA391918
    Stock: NT25689A
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • $44,900
    great price
    $5,347 below market
    • 42,708 miles
    • No accidents, 2 owners, personal use only
    • 17 City / 27 Hwy MPG
    • Exotic Motors (25 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Rolling Meadows, IL / 25 miles away from Chicago, IL

    Welcome to Exotic Motors - Where Luxury and Performance Meets Affordability!Celebrating 20 Years of Excellence!Looking to elevate your driving experie...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB8JA418570
    Stock: 418570
    Certified Pre-Owned: No

  • New Listing
    • 39,057 miles
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to IL*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Oceanside, CA / 1,722 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GBXKA493899
    Stock: 27601078
    Certified Pre-Owned: No

  • New Listing
    • 39,774 miles
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MD to IL*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Laurel, MD / 598 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB5KA435137
    Stock: 27729566
    Certified Pre-Owned: No

  • $37,990
    fair price
    $91 above market
    • 57,439 miles
    • 1 accident, 1 owner, personal use
    • 18 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 606 miles away from Chicago, IL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EBXKA431233
    Stock: 2003873993
    Certified Pre-Owned: No
    Listed since: 07-09-2025

    • 81,061 miles
    • 1 accident, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Premier Auto Exchange (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago Heights, IL / 24 miles away from Chicago, IL

    Premier Auto Exchange RJ 135 North Halsted St. Chicago Heights, IL 60*** 7**-7**-4537 "Got a job? Get a Car. That Simple." We have Guaranteed Credit A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB4KA442379
    Stock: J055
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • $20,995
    great price
    $5,249 below market
    • 94,933 miles
    • No accidents, 2 owners, personal use only
    • 16 City / 26 Hwy MPG
    • Eagle Motorsport (29 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hobart, IN / 29 miles away from Chicago, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB6GA229412
    Stock: 2796
    Certified Pre-Owned: No

Showing 22 - 42 out of 295 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.3 out of 5 stars43 Reviews
Write a vehicle reviewSee all 43 reviews
  • 5 star
    (70%)
  • 4 star
    (12%)
  • 3 star
    (2%)
  • 2 star
    (7%)
  • 1 star
    (9%)
2 out of 5 stars

never in 21 yrs given MB less than 5 stars, but...

P M, 04/14/2020
2019 Mercedes-Benz S-Class S 450 4MATIC 4dr Sedan AWD (3.0L 6cyl Turbo 9A)
I guess every maker has a bad year. I think it’s MB’s turn. I’ve had this new 2019 S560 4matic sedan 5 months, and all 5, battled operational and technology issues, PLUS, a dealer who has REFUSED to fix the car! And MBUSA has refused to get in the middle. The car will not shift - 3 times in one day, it’s confused, won’t shift into park, and the shifter operates the NAV screen! I felt … like I was being taken over by a machine in Terminator and my car was rebelling. Many technology issues, such as not using a contact for directions - it tells me info is missing, even though it’s there. Won’t load all my contacts (yes, I’ve done everything all the books and MB says), my doors suddenly won’t unlock and I have the key fob. All except technology failures, are intermittent but enough I can not trust the car again. It doesn’t help the dealer actually refused to take the car, won’t send anyone to view the problems so I can create them, MB executive relations won’t get in the middle, and I’m stuck with a car I rightly can’t trust to drive.
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Used 2021 Mercedes-Benz S-Class in Chicago, IL Values

Estimated values
2021 Mercedes-Benz S-Class S 580 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo gas/electric mild hybrid 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$54,995$58,667$62,371
Clean$53,830$57,321$60,832
Average$51,888$55,077$58,266
Rough$49,363$52,161$54,931

The average list price of a used 2021 Mercedes-Benz S-Class in Chicago, Illinois is $50,251. The average mileage on a used Mercedes-Benz S-Class 2021 for sale in Chicago, Illinois is 48,663. Based on the average mileage of 48,663 for used 2021 Mercedes-Benz S-Class for sale in Chicago, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Mercedes-Benz S-Class 2021 in Chicago, Illinois to be $51,888.

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