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1,451 listings
  • Price Drop
    $22,927
    fair price
    $510 above market
    • 19,501 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • Green Chevrolet (156 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Peoria, IL / 156 miles away from Madison, 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: 05-27-2025

  • Price Drop
    • 53,942 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Bedrock Motors (255 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Rogers, MN / 255 miles away from Madison, WI

    Bluetooth, Backup Camera, Sunroof/Moonroof, Leather Seats, PANORAMIC MOON ROOF!!, LEATHER!!, KEYLESS REMOTE ENTRY!!, ALLOY WHEELS!!, BLUETOOTH!!, FRON...

    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: Yes

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAKGXLH146107
    Stock: 13168
    Certified Pre-Owned: No
    Listed since: 02-05-2025

  • $20,987
    fair price
    $422 above market
    • 82,789 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Kia of Muncie (281 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Muncie, IN / 281 miles away from Madison, WI

    Recent Arrival! Kia Muncie. We are open online 24/7! Get pre-approved, receive a prompt trade evaluation and purchase from the comfort of your home. W...

    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: 2C3CCAKGXLH146091
    Stock: 146091
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • Price Drop
    • 62,357 miles
    • No accidents, 3 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Carvana - Indianapolis (280 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Indianapolis, IN / 280 miles away from Madison, 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: 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: 2C3CCAAG5LH201175
    Stock: 2003863487
    Certified Pre-Owned: No
    Listed since: 07-02-2025

    • 68,191 miles
    • No accidents, 4 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Ray Skillman Avon Hyundai (276 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Avon, IN / 276 miles away from Madison, WI

    2020 Chrysler 300 Limited Velvet Red Pearlcoat3.6L V6 24V VVT 8-Speed Automatic RWD 19/30 City/Highway MPGProudly serving: Avon, Plainfield, Bro...

    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: Yes

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAEG6LH108675
    Stock: CJ4259
    Certified Pre-Owned: No
    Listed since: 04-10-2025

  • Price Drop
    • 70,929 miles
    • No accidents, 4 owners, rental vehicle
    • 18 City / 27 Hwy MPG
    • Carvana - Columbus (392 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Columbus, OH / 392 miles away from Madison, 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: 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: 2C3CCAKG2LH146165
    Stock: 2003877589
    Certified Pre-Owned: No
    Listed since: 07-16-2025

  • New Listing
    • 51,852 miles
    • Salvage reported, 1 owner, personal use only
    • 18 City / 27 Hwy MPG
    • Car Dome Auto Sales (313 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Detroit, MI / 313 miles away from Madison, WI

    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: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG2LH142154
    Stock: NEW-3434
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • Price Drop
    $20,649
    great price
    $2,925 below market
    • 63,390 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • Hugh White Chevrolet (418 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lancaster, OH / 418 miles away from Madison, WI

    PRICED $776 BELOW KBB FAIR PURCHASE PRICE!!!===== Discover Chrysler 300 300S Exceptional Savings at Hugh White Chevrolet Lancaster! =====If you are re...

    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: 2C3CCABG8MH585520
    Stock: 15615370
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • New Listing
    • 100,546 miles
    • Salvage reported, 3 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Greenline Motors (359 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Bellevue, NE / 359 miles away from Madison, WI

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    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: 2C3CCAKG5LH142028
    Stock: 25-209
    Certified Pre-Owned: No

  • Price Drop
    $18,998
    good price
    $396 below market
    • 96,642 miles
    • No accidents, 1 owner, personal use
    • 18 City / 27 Hwy MPG
    • Walser Polar Chevrolet (228 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in White Bear Lake, MN / 228 miles away from Madison, WI

    *Clean Carfax, 1 Owner!**New Front and Rear Brakes / Rotors! ($1,000+ Value!)* * *Sunroof/Moonroof:* Not specified in the description. * *Wheels:* 1...

    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: 2C3CCARG3MH576133
    Stock: 9H1204P
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • $18,996
    fair price
    $1,052 below market
    • 73,575 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Kansas City Hyundai (393 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Merriam, KS / 393 miles away from Madison, WI

    Vehicle DetailsExperience the perfect blend of power, luxury, and technology with this stunning 2019 Chrysler 300S! This sleek sedan is designed to im...

    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: 2C3CCABG9KH656012
    Stock: P305
    Certified Pre-Owned: No
    Listed since: 06-18-2025

    • 88,596 miles
    • Frame damage reported, 3 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Imran Imports LLC - Cincinnati (360 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cincinnati, OH / 360 miles away from Madison, WI

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    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: 2C3CCAKG1LH124528
    Stock: P124528
    Certified Pre-Owned: No

  • $9,999
    great price
    $3,513 below market
    • 157,192 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Your Choice Auto Sales of Elmhurst (106 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Elmhurst, IL / 106 miles away from Madison, 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

    • 72,169 miles
    • Rebuilt vehicle reported, 3 owners, corporate fleet vehicle
    • Autovalley (362 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Omaha, NE / 362 miles away from Madison, WI

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    Listing Information:

    VIN: 2C3CCABT8LH171925
    Stock: AV171925
    Certified Pre-Owned: No

  • $17,958
    good price
    $1,189 below market
    • 103,360 miles
    • No accidents, 2 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Randy Wise Auto Depot (283 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Flushing, MI / 283 miles away from Madison, WI

    BEST PRICE IN 400 MILES!! BEAUTIFUL 2021 Chrysler 300 S, 4Dr Sedan, 3.6L V6, RWD, Bright White Clearcoat, Black Leather, GPS Navigation, 4G LTE Wi-Fi ...

    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: 2C3CCABG2MH546079
    Stock: A7165SG
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • $18,659
    good price
    $1,197 below market
    • 64,933 miles
    • No accidents, 2 owners, personal use only
    • 18 City / 27 Hwy MPG
    • North Coast Mitsubishi Bedford (417 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bedford, OH / 417 miles away from Madison, WI

    2019 Chrysler 300 Touring Granite Crystal Metallic Clearcoat 4D Sedan 3.6L 6-Cylinder SMPI DOHCKeyless start, 20'' alloy wheels, 300 Premium Group, 5-...

    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: 2C3CCARG4KH548953
    Stock: 548953T01
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • $20,562
    fair price
    $252 below market
    • 82,673 miles
    • No accidents, 2 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Mills Chevrolet (116 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Davenport, IA / 116 miles away from Madison, WI

    Priced below KBB Fair Purchase Price! Granite Crystal Metallic Clearcoat 2021 Chrysler 300 S 4D Sedan 3.6L V6 24V VVT 8-Speed Automatic RWD

    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: 2C3CCABG8MH634523
    Stock: X15476
    Certified Pre-Owned: No
    Listed since: 05-01-2025

  • Price Drop
    $17,216
    good price
    $1,636 below market
    • 109,618 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • S & H Auto Sales Elkhart (196 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Elkhart, IN / 196 miles away from Madison, WI

    Just in! This NICE 2021 Chrysler 300 Touring AWD has just ONE OWNER! Remote Start, Leather, Heated Front Seats, Rear Camera and more! Come see this...

    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: 2C3CCARG3MH526378
    Stock: E526378
    Certified Pre-Owned: No
    Listed since: 03-28-2025

  • Price Drop
    $20,590
    fair price
    $763 below market
    • 89,814 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Carvana - Cincinnati (373 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Cincinnati, OH / 373 miles away from Madison, 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: 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: 2C3CCABG1MH549796
    Stock: 2003647083
    Certified Pre-Owned: No
    Listed since: 04-15-2025

  • $22,990
    fair price
    $37 below market
    • 61,162 miles
    • No accidents, 1 owner, personal use only
    • 18 City / 27 Hwy MPG
    • Carvana - Indianapolis (280 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Indianapolis, IN / 280 miles away from Madison, 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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARGXMH567154
    Stock: 2003813402
    Certified Pre-Owned: No
    Listed since: 06-13-2025

  • Price Drop
    $19,038
    fair price
    $729 below market
    • 106,134 miles
    • 1 accident, 1 owner, personal use only
    • 18 City / 27 Hwy MPG
    • Thomas Kia of Highland (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Highland, IN / 143 miles away from Madison, WI

    One Owner Vehicle!......., Dealer Maintained and Serviced, All-Wheel Drive for best handling, Clean Non-Smoker, Back-Up Camera, Blue-Tooth/Hands-free,...

    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 (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG4MH524266
    Stock: A25780A
    Certified Pre-Owned: No
    Listed since: 07-05-2025

Showing 1 - 21 out of 1,451 listings

Consumer Reviews for the Chrysler 300

Read recent reviews for the Chrysler 300
Overall Consumer Rating
4.8 out of 5 stars29 Reviews
Write a vehicle reviewSee all 29 reviews
  • 5 star
    (86%)
  • 4 star
    (10%)
  • 3 star
    (0%)
  • 2 star
    (0%)
  • 1 star
    (3%)
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 2020 Chrysler 300 in Madison, WI Values

Estimated values
2020 Chrysler 300 Touring 4dr Sedan (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$14,803$17,268$19,655
Clean$14,419$16,798$19,096
Average$13,777$16,015$18,164
Rough$12,944$14,996$16,953

The average list price of a used 2020 Chrysler 300 in Madison, Wisconsin is $19,532. The average mileage on a used Chrysler 300 2020 for sale in Madison, Wisconsin is 79,970. Based on the average mileage of 79,970 for used 2020 Chrysler 300 for sale in Madison, 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 2020 in Madison, Wisconsin to be $13,777.

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