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Used 2020 Chrysler 300 for Sale near Madison, WI

53 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

$13,399

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:
64,589
Stock #:
P3815
VIN:
2C3CCAAG1KH601541
Gloss Black 2019 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
Price drop

-$500

Sponsored Listing

2019 Chrysler 300

Touring RWD

64,589 mi

Portage, WI
35 mi away
Good Deal

$19,397

$18,897

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:
64,589
Stock #:
P3815
VIN:
2C3CCAAG1KH601541
Gloss Black 2019 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
Price drop

-$500

 

2019 Chrysler 300

Touring RWD

64,589 mi

Portage, WI
35 mi away
Good Deal

$19,397

$18,897

Year:
2019
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Gloss Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,771
Stock #:
261455A
VIN:
2C3CCAKG9KH556606
Gloss Black 2019 Chrysler 300 Sedan All-Wheel Drive 8-Speed Automatic
Price drop

-$1,005

 

2019 Chrysler 300

Limited AWD

58,771 mi

Mequon, WI
71 mi away
Good Deal

$22,390

$21,385

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:
8-Speed Automatic
Mileage:
95,595
Stock #:
7882
VIN:
2C3CCAEG8KH698201
Gray 2019 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
Price drop

-$2,000

 

2019 Chrysler 300

Limited RWD

95,595 mi

Plover, WI
96 mi away
Great Deal

$15,990

$13,990

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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
79,981
Stock #:
H745864
VIN:
2C3CCAAGXKH745864
Red 2019 Chrysler 300 Sedan Rear-Wheel Drive Automatic

 

2019 Chrysler 300

Touring RWD

79,981 mi

Home delivery from Houston, TX
Price includes $1,476 shipping
Fair Deal

$17,699

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:
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

$20,439

Year:
2021
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:
19,259
Stock #:
28537873
VIN:
2C3CCAAG9MH676121
Gray 2021 Chrysler 300 Sedan Rear-Wheel Drive Automatic
New arrival

 

2021 Chrysler 300

Touring L RWD

19,259 mi

Store transfer to Madison, WI
Price includes $1,999 shipping
Fair Deal

$27,997

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:
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:
2019
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
122,211
Stock #:
11206
VIN:
2C3CCAEGXKH528146
White 2019 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
New arrival

 

2019 Chrysler 300

Limited RWD

122,211 mi

Appleton, WI
95 mi away
Good Deal

$11,995

Year:
2020
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
46,511
Stock #:
70031434
VIN:
2C3CCARG3LH253442
Gray 2020 Chrysler 300 Sedan All-Wheel Drive Automatic
New arrival

 

2020 Chrysler 300

Touring L AWD

46,511 mi

Kenosha, WI
81 mi away
Fair Deal

$23,998

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

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

$21,555

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:
Gloss Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
58,771
Stock #:
261455A
VIN:
2C3CCAKG9KH556606
Gloss Black 2019 Chrysler 300 Sedan All-Wheel Drive 8-Speed Automatic
Price drop

-$1,005

Sponsored Listing

2019 Chrysler 300

Limited AWD

58,771 mi

Mequon, WI
71 mi away
Good Deal

$22,390

$21,385

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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