Skip to main content
Skip to Filters
366 listings
  • New Listing
    • 50,213 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 31 Hwy MPG
    • CarMax Hillside (Eisenhower Expy) (14 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Hillside, IL / 14 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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCABG8GH269801
    Stock: 27227442
    Certified Pre-Owned: No

  • New Listing
    $11,977
    fair price
    $71 below market
    • 101,323 miles
    • 1 accident, 1 owner, personal use only
    • 19 City / 31 Hwy MPG
    • Your Choice Auto Sales of Joliet (35 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Joliet, IL / 35 miles away from Chicago, IL

    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:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG3GH311129
    Stock: JYC-311129
    Certified Pre-Owned: No

    • 102,669 miles
    • Frame damage reported, 4 owners, corporate fleet vehicle
    • 19 City / 31 Hwy MPG
    • Car Lux (35 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Waukegan, IL / 35 miles away from Chicago, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG5GH308152
    Stock: 10797
    Certified Pre-Owned: No

  • $13,500
    good price
    $1,091 below market
    • 134,078 miles
    • No accidents, 5 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Ed Napleton's Kia Of Elmhurst (17 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Elmhurst, IL / 17 miles away from Chicago, IL

    Gloss Black 2017 Chrysler 300 4D Sedan S 3.6L V6 24V VVT RWD Clean CARFAX.10 Speakers, Heated front seats, Leather Trim Seats, Power passenger seat, R...

    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: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABG4HH662681
    Stock: A25439A
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • Price Drop
    $17,790
    fair price
    $958 below market
    • 95,296 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Elgin Chrysler Dodge Jeep RAM (27 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Streamwood, IL / 27 miles away from Chicago, IL

    Gloss Black 2017 Chrysler 300 S AWD 8-Speed Automatic 3.6L V6 24V VVT 1-Yr SiriusXM Guardian Trial, 300S Premium Group, 5-Year SiriusXM Traffic Servic...

    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: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG4HH606801
    Stock: F14244A
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • Price Drop
    $15,939
    good price
    $1,168 below market
    • 89,172 miles
    • No accidents, 2 owners, personal use
    • 18 City / 27 Hwy MPG
    • S & H Auto Sales Goshen (91 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Elkhart, IN / 91 miles away from Chicago, IL

    ALL NEW Tires!!!Clean CARFAX. *NEW Tires*, Beats Sound System, LED Tail Lights, Remote Start, Apple CarPlay/Android Auto, Front dual zone A/C, GPS Nav...

    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 (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG4HH612937
    Stock: G612937A
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • $9,998
    good price
    $1,325 below market
    • 123,489 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Golf Mill Ford (16 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Niles, IL / 16 miles away from Chicago, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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 (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG3FH877097
    Stock: 241100C
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • Price Drop
    $12,999
    fair price
    $1,060 below market
    • 127,036 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 19 City / 31 Hwy MPG
    • Ride Autohaus (34 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Joliet, IL / 34 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: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCABG8FH756771
    Stock: V244
    Certified Pre-Owned: No

  • $7,470
    good price
    $2,478 below market
    • 112,131 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 31 Hwy MPG
    • South Chicago Dodge Chrysler Jeep Ram (9 mi away)
    • Home delivery*
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Chicago, IL / 9 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:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG2EH343065
    Stock: P22534A
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • New Listing
    • 59,255 miles
    • 1 accident, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • Carvana - Milwaukee (81 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Milwaukee, WI / 81 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: Yes

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG2HH516734
    Stock: 2003775815
    Certified Pre-Owned: No
    Listed since: 06-05-2025

  • $15,999
    fair price
    $177 above market
    • 95,190 miles
    • No accidents, 3 owners, personal use
    • 18 City / 27 Hwy MPG
    • Ride Autohaus (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Joliet, IL / 34 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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG9FH892402
    Stock: V237
    Certified Pre-Owned: No

  • $9,995
    fair price
    $746 below market
    • 135,640 miles
    • 1 accident, 5 owners, corporate fleet vehicle
    • 19 City / 31 Hwy MPG
    • Latino Motors (36 mi away)
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • USB Inputs
    Close

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

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG2FH881993
    Stock: 881993
    Certified Pre-Owned: No

  • Price Drop
    $8,799
    great price
    $2,708 below market
    • 149,996 miles
    • 1 accident, 2 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Your Choice Autos - Waukegan (34 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Waukegan, IL / 34 miles away from Chicago, IL

    The 2018 Chrysler 300 Limited 4dr Sedan with the 3.6L V6 engine is a stylish, comfortable, and feature-packed luxury sedan. Below are its notable feat...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAEG5JH140336
    Stock: WYC-140336
    Certified Pre-Owned: No
    Listed since: 02-05-2025

  • $3,500
    great price
    $3,498 below market
    • 188,836 miles
    • 1 accident, 3 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • S & H Auto Sales Goshen (91 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Elkhart, IN / 91 miles away from Chicago, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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 (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAKG8EH169968
    Stock: G169968A
    Certified Pre-Owned: No
    Listed since: 07-22-2025

  • New Listing
    $14,898
    good price
    $1,648 below market
    • 91,965 miles
    • 1 accident, 2 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • Umansky Chevrolet (87 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glendale, WI / 87 miles away from Chicago, IL

    includes 10 Year / 150,000 Mile Warrranty, Elevate your driving experience with this luxurious AWD 2018 Chrysler 300 Limited, available now at Umansky...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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 (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAKG0JH300434
    Stock: P00434
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • $17,895
    good price
    $1,702 below market
    • 85,713 miles
    • No accidents, 3 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Golf Mill Ford (16 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Niles, IL / 16 miles away from Chicago, IL

    2018 Chrysler 300 S Granite Crystal Metallic Clearcoat RWD 4D Sedan3.6L V6 24V VVT 8-Speed AutomaticClean CARFAX.19/30 City/Highway MPG **With some av...

    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: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABGXJH261304
    Stock: X14805B
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • New Listing
    $14,645
    fair price
    $56 below market
    • 107,812 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • S & H Auto Sales Goshen (91 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Elkhart, IN / 91 miles away from Chicago, IL

    This Accident Free 2018 Chrysler 300 Touring is Engineered Beautifully with Automatic Temperature Control, Bluetooth, Remote Keyless Entry, Back-Up Ca...

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG7JH294052
    Stock: G294052
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • New Listing
    $7,998
    fair price
    $168 below market
    • 135,969 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 19 City / 31 Hwy MPG
    • Mr. C's Auto Mart (19 mi away)
    • Bluetooth
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Midlothian, IL / 19 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: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG9EH178874
    Stock: 178874
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • New Listing
    $13,995
    good price
    $2,466 below market
    • 98,820 miles
    • No accidents, 2 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • Ali Luxury Motors (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glenview, IL / 18 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: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAKGXJH268186
    Stock: A1659
    Certified Pre-Owned: No

  • $15,995
    good price
    $2,818 below market
    • 88,796 miles
    • 1 accident, 6 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Blue Sky Automotive (6 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABG3JH243534
    Stock: 243534
    Certified Pre-Owned: No

  • $15,887
    fair price
    $92 above market
    • 86,853 miles
    • 3 accidents, 3 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Driveway (83 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Waukesha, WI / 83 miles away from Chicago, IL

    Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,WiFi Hotspot,V6 Cylinder Engine,Power Door Locks,Satellite Radio,Brake A...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG0JH320538
    Stock: JH320538P
    Certified Pre-Owned: No

Showing 1 - 21 out of 366 listings

Consumer Reviews for the Chrysler 300

Read recent reviews for the Chrysler 300
Overall Consumer Rating
4.4 out of 5 stars27 Reviews
Write a vehicle reviewSee all 27 reviews
  • 5 star
    (67%)
  • 4 star
    (15%)
  • 3 star
    (11%)
  • 2 star
    (4%)
  • 1 star
    (4%)
5 out of 5 stars

FIRST IMPRESSIONS

john lee, 03/19/2017
2016 Chrysler 300 Alloy 4dr Sedan AWD (3.6L 6cyl 8A)
I just purchased a 300 AWD 2016 in March 2017. The dealership needed to move this car and really discounted the price. I traded in my 2015 Buick Encore(fully loaded, very poor performer) and got an exceptional deal. I took the car home in a snow storm and it was smooth sailing, no skidding, sliding or having the AWD system shut off like it did in the encore. Since the storm, I have … put on about 250 miles and this car is a joy to drive. Handles great, accelarates great. So far I have zero complaints. Well done Chrysler! UPDATE 12/2018 STILL LOVE THE CAR GET TONS OF COMPLIMENTS, ONLY ISSUE IS AN INTERIOR RATTLE THAT CANT SEEM TO BE FIXED AND DRIVES ME A BIT NUTTY
Report abuse

Used 2016 Chrysler 300 in Chicago, IL Values

Estimated values
2016 Chrysler 300 S 4dr Sedan (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$9,022$12,529$15,002
Clean$8,650$11,994$14,340
Average$8,029$11,102$13,237
Rough$7,223$9,943$11,802

The average list price of a used 2016 Chrysler 300 in Chicago, Illinois is $13,493. The average mileage on a used Chrysler 300 2016 for sale in Chicago, Illinois is 107,631. Based on the average mileage of 107,631 for used 2016 Chrysler 300 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 Chrysler 300 2016 in Chicago, Illinois to be $8,029.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius100 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.