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Used 2020 Chrysler 300 for Sale near Madison, WI

51 results

Year:
2019
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Red (Maroon)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
116,195
Stock #:
WYC-566152
VIN:
2C3CCAEG8KH566152
Red (Maroon) 2019 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
Your Choice Autos - Waukegan

Sponsored by Your Choice Autos - Waukegan

2019 Chrysler 300

Limited RWD

116,195 mi

Waukegan, IL
92 mi away
Fair Deal

$13,776

Year:
2019
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
300 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
115,477
Stock #:
533580
VIN:
2C3CCABG1KH533580
Black 2019 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
New arrival

 

2019 Chrysler 300

S RWD

115,477 mi

Home delivery from Springfield, IL
Price includes $229 shipping
Fair Deal

$15,602

Year:
2020
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Velvet Red Pearlcoat
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
74,562
Stock #:
X108540
VIN:
2C3CCAEG5LH108540
Velvet Red Pearlcoat 2020 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2020 Chrysler 300

Limited RWD

74,562 mi

Home delivery from Jacksonville, FL
Price includes $2,940 shipping
Fair Deal

$21,888

Year:
2021
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
300 hp 3.6L V6
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
122,920
Stock #:
Kaiwjehd
VIN:
2C3CCABG7MH541007
 2021 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2021 Chrysler 300

S V6 RWD

122,920 mi

Home delivery from Tampa, FL
Price includes $1,108 shipping
Good Deal

$17,406

CarGurus Analysis:

2020 Chrysler 300

4.8

  • With 620 currently listed for sale and an average price of $18,050.00, 29.7% of 2020 Chrysler 300s for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Chrysler 300 4.78 / 5 stars.

  • 58.4% of 2020 Chrysler 300 models on CarGurus are accident free.

Research summarized using AI

 

Year:
2021
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37,177
Stock #:
PS2610A
VIN:
2C3CCARG7MH524309
Bright White Clearcoat 2021 Chrysler 300 Sedan All-Wheel Drive 8-Speed Automatic
Price drop

-$1,648

 

2021 Chrysler 300

Touring AWD

37,177 mi

Home delivery from Moline, IL
Price includes $184 shipping
Good Deal

$24,733

$23,085

Year:
2021
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Blue (Frostbite)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
86,081
Stock #:
529605
VIN:
2C3CCARG3MH529605
Blue (Frostbite) 2021 Chrysler 300 Sedan All-Wheel Drive Automatic

 

2021 Chrysler 300

Touring L AWD

86,081 mi

Home delivery from Houston, TX
Price includes $980 shipping
Fair Deal

$21,505

Year:
2021
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
300 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
92,938
Stock #:
549548
VIN:
2C3CCABG4MH549548
Bright White Clearcoat 2021 Chrysler 300 Sedan Rear-Wheel Drive Automatic
New arrival

 

2021 Chrysler 300

S V6 RWD

92,938 mi

Home delivery from Arlington, TX
Price includes $1,563 shipping
Fair Deal

$19,288

Year:
2021
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
90,282
Stock #:
T2012
VIN:
2C3CCAAGXMH644858
Bright White Clearcoat 2021 Chrysler 300 Sedan Rear-Wheel Drive Automatic

 

2021 Chrysler 300

Touring RWD

90,282 mi

Home delivery from Chandler, AZ
Price includes $2,079 shipping
Fair Deal

$20,527

Year:
2020
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Silver Mist Clearcoat
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,932
Stock #:
108711
VIN:
2C3CCAEG6LH108711
Silver Mist Clearcoat 2020 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2020 Chrysler 300

Limited RWD

56,932 mi

Home delivery from North Kansas City, MO
Price includes $382 shipping
Good Deal

$21,128

Year:
2019
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
69,999
Stock #:
689354
VIN:
2C3CCAEGXKH689354
Gray 2019 Chrysler 300 Sedan Rear-Wheel Drive Automatic
New arrival

 

2019 Chrysler 300

Limited RWD

69,999 mi

Home delivery from Bloomington, IL
Price includes $181 shipping
Fair Deal

$18,553

Year:
2019
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Gloss Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
131,055
Stock #:
YC-689661
VIN:
2C3CCAEG8KH689661
Gloss Black 2019 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2019 Chrysler 300

Limited RWD

131,055 mi

Home delivery from Oswego, IL
Price includes $168 shipping
Good Deal

$12,213

Year:
2019
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
121,966
Stock #:
E6689B
VIN:
2C3CCARG5KH700979
Red 2019 Chrysler 300 Sedan All-Wheel Drive Automatic

Sponsored Listing

2019 Chrysler 300

Touring AWD

121,966 mi

Sheboygan, WI
95 mi away
Fair Deal

$14,798

Page 1 of 3

CarGurus Analysis: 2020 Chrysler 300

Image Not Available

Summary

  • With 620 currently listed for sale and an average price of $18,050.00, 29.7% of 2020 Chrysler 300s for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Chrysler 300 4.78 / 5 stars.

  • 58.4% of 2020 Chrysler 300 models on CarGurus are accident free.

Why it stands out

The 2020 Chrysler 300 is a standout choice among full-size sedans, celebrated for its spacious interior, smooth ride, and strong V6 or V8 engine options. With modern features and a design that has its roots in classic American luxury, the 300 appeals to buyers seeking a blend of comfort and performance. Though the 300 boasts a long lineage dating back to 1955, it has maintained a reputation for durability and style. This model year continues its legacy with a well-appointed cabin and a balance of technology, making it an excellent option for families and individuals alike. It’s particularly noted for a roomy seating arrangement, making longer trips comfortable.

The 2020 Chrysler 300 addresses some earlier criticisms from users regarding safety and interior space, reflecting positively in owner reviews. Despite being a larger vehicle, it remains relatively affordable in the used market, particularly for those seeking reliable vehicles that won't break the bank.

Other model years to consider

  • 2017 Chrysler 300

    • Average price: $14,340.00
    • Good/great deal percentage: 29.2%
    • User rating: 5 / 5
    • Total listings: 662
  • 2018 Chrysler 300

    • Average price: $15,310.00
    • Good/great deal percentage: 29.3%
    • User rating: 4.75 / 5
    • Total listings: 768
  • 2022 Chrysler 300

    • Average price: $24,362.00
    • Good/great deal percentage: 32.0%
    • User rating: 4.9 / 5
    • Total listings: 727

This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.

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