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519 listings
  • $9,999
    great price
    $3,582 below market
    • 157,192 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Your Choice Auto Sales of Elmhurst (77 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Elmhurst, IL / 77 miles away from Milwaukee, WI

    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
    • 18,542 miles
    • No accidents, 1 owner, personal use only
    • Carvana - Chicago (69 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Chicago, IL / 69 miles away from Milwaukee, WI

    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:

    Listing Information:

    VIN: 2C3CCABT3KH722891
    Stock: 2003831681
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • $20,502
    fair price
    $553 above market
    • 35,276 miles
    • 1 accident, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • 94 Nissan of South Holland (101 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in South Holland, IL / 101 miles away from Milwaukee, WI

    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: 07-18-2025

  • New Listing
    $16,495
    fair price
    $473 above market
    • 97,236 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Auto House of Bloomington (187 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Bloomington, IL / 187 miles away from Milwaukee, WI

    Check out this 2019 CHRYSLER 300 TOURING. Clean Car Fax. 2 OWNER! Features include: alloy wheels, cruise control, back up camera, and much more. CALL ...

    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: 2C3CCAAG0KH663870
    Stock: 663870
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • Stock photo**
    • 34,452 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • Guaranteed Motor Cars - Lansing (104 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lansing, IL / 104 miles away from Milwaukee, WI

    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
    $2,748 below market
    • 75,574 miles
    • 2 accidents, 2 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • Schererville Auto Sales (108 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Schererville, IN / 108 miles away from Milwaukee, WI

    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

  • New Listing
    • 32,380 miles
    • 18 City / 27 Hwy MPG
    • CarMax Milwaukee (10 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Milwaukee, WI / 10 miles away from Milwaukee, WI

    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 (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG4KH698595
    Stock: 27588580
    Certified Pre-Owned: No

  • New Listing
    • 106,040 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Auto House of Bloomington (187 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bloomington, IL / 187 miles away from Milwaukee, WI

    Check out this 2019 CHRYSLER 300 S! 2 OWNER! Clean Car Fax. Features include: alloy wheels, cruise control, back up camera, push to start, leather, he...

    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: 2C3CCAGG4KH654614
    Stock: 654614
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • Price Drop
    $8,799
    great price
    $2,769 below market
    • 149,996 miles
    • 1 accident, 2 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Your Choice Autos - Waukegan (48 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Waukegan, IL / 48 miles away from Milwaukee, WI

    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 (6 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Cudahy, WI / 6 miles away from Milwaukee, WI

    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
    $14,898
    good price
    $1,777 below market
    • 91,915 miles
    • 1 accident, 2 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • Umansky Chevrolet (5 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glendale, WI / 5 miles away from Milwaukee, WI

    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: 06-19-2025

    • 66,717 miles
    • Frame damage reported, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • Arlington Auto Group (69 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Des Plaines, IL / 69 miles away from Milwaukee, WI

    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
    good price
    $1,705 below market
    • 85,713 miles
    • No accidents, 3 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Golf Mill Ford (69 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Niles, IL / 69 miles away from Milwaukee, WI

    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
    $13,995
    fair price
    $1,226 below market
    • 113,516 miles
    • No accidents, 4 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Auto House of Bloomington (187 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Bloomington, IL / 187 miles away from Milwaukee, WI

    Check out this 2018 CHRYSLER 300 LIMITED . Clean Car Fax. Features include: alloy wheels, cruise control, back up camera, and much more. CALL 309-585-...

    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: 2C3CCAEG9JH154109
    Stock: 154109
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    $14,645
    fair price
    $60 below market
    • 107,812 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • S & H Auto Sales Goshen (142 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Elkhart, IN / 142 miles away from Milwaukee, WI

    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

  • $15,995
    great price
    $2,806 below market
    • 88,796 miles
    • 1 accident, 6 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Blue Sky Automotive (85 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chicago, IL / 85 miles away from Milwaukee, WI

    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

  • Price Drop
    $22,927
    fair price
    $482 above market
    • 19,501 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • Green Chevrolet (179 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Peoria, IL / 179 miles away from Milwaukee, WI

    2020 Chrysler 300 Touring Bright White ClearcoatJUST ARRIVED HIGHLY SOUGHT AFTER!Experience the perfect blend of style, comfort, and technology i...

    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: 2C3CCAAG3LH205029
    Stock: P4337
    Certified Pre-Owned: No
    Listed since: 05-28-2025

  • Price Drop
    $11,500
    fair price
    $869 above market
    • 165,187 miles
    • No accidents, 2 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • CarsFor15K.com (49 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Plymouth, WI / 49 miles away from Milwaukee, WI

    Clean CARFAX. LOCAL OWNED, Heated & Cooled Front Seats, Heated Rear Seats, Heated Steering Wheel, Remote Start, Rearview Camera, Apple Car Play / Andr...

    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: 2C3CCAKG6JH149180
    Stock: G715630
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • New Listing
    $13,995
    good price
    $2,408 below market
    • 98,820 miles
    • No accidents, 2 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • Ali Luxury Motors (66 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glenview, IL / 66 miles away from Milwaukee, WI

    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

  • $15,887
    fair price
    $111 above market
    • 86,853 miles
    • 3 accidents, 3 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Driveway (15 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Waukesha, WI / 15 miles away from Milwaukee, WI

    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

  • New Listing
    • 60,531 miles
    • No accidents, 3 owners, personal use only
    • 19 City / 30 Hwy MPG
    • CarMax Kenosha (34 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Kenosha, WI / 34 miles away from Milwaukee, WI

    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:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

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

Showing 1 - 21 out of 519 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 Milwaukee, WI Values

Estimated values
2019 Chrysler 300 S 4dr Sedan (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$14,794$17,047$19,060
Clean$14,344$16,514$18,449
Average$13,593$15,627$17,431
Rough$12,618$14,473$16,108

The average list price of a used 2019 Chrysler 300 in Milwaukee, Wisconsin is $17,305. The average mileage on a used Chrysler 300 2019 for sale in Milwaukee, Wisconsin is 85,372. Based on the average mileage of 85,372 for used 2019 Chrysler 300 for sale in Milwaukee, WI 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 Milwaukee, Wisconsin to be $13,593.

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