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357 listings
  • $9,999
    great price
    $2,985 below market
    • 157,192 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Your Choice Auto Sales of Elmhurst (17 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Elmhurst, IL / 17 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: 2C3CCABGXKH617929
    Stock: EM-617929
    Certified Pre-Owned: No

  • New Listing
    $17,100
    good price
    $3,143 below market
    • 80,001 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Best Car Finance (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Frankfort, IL / 28 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: 2C3CCAGG7KH648922
    Stock: 10050
    Certified Pre-Owned: No

  • $21,380
    fair price
    $1,300 above market
    • 35,276 miles
    • 1 accident, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • 94 Nissan of South Holland (20 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in South Holland, IL / 20 miles away from Chicago, IL

    4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, Anti-whiplash front head restraints, Apple CarPlay...

    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/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG5KH502608
    Stock: P8690
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • Stock photo**
    • 34,452 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • Guaranteed Motor Cars - Lansing (22 mi away)
    • Back-up camera
    • 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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABG4KH738861
    Stock: PH123M
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • $17,895
    good price
    $2,729 below market
    • 75,574 miles
    • 2 accidents, 2 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • Schererville Auto Sales (27 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Schererville, IN / 27 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: 2C3CCAKG0KH706201
    Stock: 706201
    Certified Pre-Owned: No

  • Price Drop
    $8,799
    great price
    $2,658 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

    • 100,773 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • AA Automotive (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Cudahy, WI / 75 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: 2C3CCARG3KH691022
    Stock: 19chr300
    Certified Pre-Owned: No

  • New Listing
    • 107,347 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Eagle Motorsport (29 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Hobart, IN / 29 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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG4KH586458
    Stock: 2787
    Certified Pre-Owned: No

    • 66,717 miles
    • Frame damage reported, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • Arlington Auto Group (17 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Des Plaines, IL / 17 miles away from Chicago, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    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/30 Highway)

    Listing Information:

    VIN: 2C3CCABG1KH755567
    Stock: 755567
    Certified Pre-Owned: No

  • $17,895
    fair price
    $1,442 below market
    • 85,750 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

  • $14,645
    fair price
    $294 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

  • Price Drop
    $14,986
    fair price
    $1,059 below market
    • 86,854 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,4-Wheel Disc Brakes,8-Speed A/T,A/C,A/T,ABS,Adjustable Stee...

    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

  • $15,995
    good price
    $2,944 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

  • $13,995
    good price
    $1,898 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

  • New Listing
    • 60,531 miles
    • No accidents, 3 owners, personal use only
    • 19 City / 30 Hwy MPG
    • CarMax Oak Lawn (14 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Oak Lawn, 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: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG0JH299982
    Stock: 27347338
    Certified Pre-Owned: No

  • $13,995
    fair price
    $34 below market
    • 133,219 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Pap's Auto Sales (5 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Chicago, IL / 5 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: 2C3CCARG2JH325020
    Stock: 325020
    Certified Pre-Owned: No

  • $18,395
    fair price
    $50 above market
    • 56,301 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Capital Auto Finance (12 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Bridgeview, IL / 12 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/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG0JH250149
    Stock: Lv1
    Certified Pre-Owned: No

  • $18,995
    fair price
    $291 below market
    • 96,703 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Valpo Motors (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Valparaiso, IN / 42 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: 2C3CCAGG9JH141745
    Stock: 141745
    Certified Pre-Owned: No

  • Price Drop
    $13,250
    good price
    $1,081 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

  • $18,794
    good price
    $2,187 below market
    • 66,326 miles
    • No accidents, 3 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Heiser Chevrolet (80 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in West Allis, WI / 80 miles away from Chicago, IL

    This 2019 Chrysler 300S combines luxury and performance with a bold, aggressive design and a powerful V6 engine. Inside, you'll find a spacious, upsca...

    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: 2C3CCABG9KH538865
    Stock: C52012AA
    Certified Pre-Owned: No
    Listed since: 06-29-2025

  • $19,900
    fair price
    $1,481 below market
    • 67,044 miles
    • No accidents, 2 owners, personal use only
    • 18 City / 27 Hwy MPG
    • Certified Auto Finance (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Dyer, IN / 28 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: 2C3CCAGG8KH661338
    Stock: 10964
    Certified Pre-Owned: No
    Listed since: 06-03-2025

Showing 1 - 21 out of 357 listings

Consumer Reviews for the Chrysler 300

Read recent reviews for the Chrysler 300
Overall Consumer Rating
4.8 out of 5 stars28 Reviews
Write a vehicle reviewSee all 28 reviews
  • 5 star
    (86%)
  • 4 star
    (11%)
  • 3 star
    (0%)
  • 2 star
    (0%)
  • 1 star
    (4%)
5 out of 5 stars

Best car for the dollar!

Jacob, 03/27/2019
2019 Chrysler 300 C 4dr Sedan (5.7L 8cyl 8A)
Dollar for dollar there is no better!!! Came from an S -Class, while the 300 is down a rung or two from that , I only paid a third of the price. 33% of the price for 80% of the experience is a WIN-WIN for the 300C. 300 and Hemi never stop pleasing! UPDATE - 3 years later and still great! Buy one while you still can!
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Used 2019 Chrysler 300 in Chicago, IL Values

Estimated values
2019 Chrysler 300 S 4dr Sedan (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$14,012$16,779$19,248
Clean$13,585$16,254$18,631
Average$12,875$15,381$17,603
Rough$11,951$14,245$16,267

The average list price of a used 2019 Chrysler 300 in Chicago, Illinois is $16,430. The average mileage on a used Chrysler 300 2019 for sale in Chicago, Illinois is 89,979. Based on the average mileage of 89,979 for used 2019 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 2019 in Chicago, Illinois to be $12,875.

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