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Used 2021 Chrysler 300 for Sale near Chicago, IL

56 results

Year:
2022
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
Interior color:
Black
Transmission:
Automatic
Mileage:
58,816
Stock #:
13652
VIN:
2C3CCADG6NH256507
White 2022 Chrysler 300 Sedan Rear-Wheel Drive Automatic
Kennedy Auto Finance

Sponsored by Kennedy Auto Finance

2022 Chrysler 300

Touring L RWD

58,816 mi

Hammond, IN
21 mi away
Good Deal

$22,645

Year:
2021
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:
8-Speed Automatic
Mileage:
74,146
Stock #:
620540
VIN:
2C3CCAAG2MH620540
Red 2021 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2021 Chrysler 300

Touring RWD

74,146 mi

Home delivery from Snellville, GA
Price includes $888 shipping
Fair Deal

$20,887

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 $2,598 shipping
Fair Deal

$19,970

CarGurus Analysis:

2021 Chrysler 300

4.6

  • With 51 currently listed for sale near Chicago, IL and an average price of $20,690.00, 21.6% of 2021 Chrysler 300 models for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Chrysler 300 4.6 / 5 stars.

  • 96.1% of 2021 Chrysler 300 models on CarGurus are accident free.

  • The 2021 Chrysler 300 maintains its reputation for luxury with an impressive interior and offers a comfortable ride with robust engine options and a user-friendly infotainment system.

Research summarized using AI

 

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 $2,168 shipping
Fair Deal

$20,616

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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
50,397
Stock #:
28932922
VIN:
2C3CCAEG0LH108798
Silver 2020 Chrysler 300 Sedan Rear-Wheel Drive Automatic
New arrival

 

2020 Chrysler 300

Limited RWD

50,397 mi

Store transfer to Oak Lawn, IL
Price includes $1,899 shipping
Fair Deal

$22,897

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 $999 shipping
Fair Deal

$17,297

Year:
2021
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
300 hp 3.6L V6
Exterior color:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
79,012
Stock #:
A1113
VIN:
2C3CCABG7MH585539
Red 2021 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2021 Chrysler 300

S V6 RWD

79,012 mi

Home delivery from Cleveland, TN
Price includes $966 shipping
Fair Deal

$20,552

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

 

2021 Chrysler 300

Touring AWD

37,177 mi

Home delivery from Moline, IL
Price includes $226 shipping
Fair Deal

$24,775

Year:
2020
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
363 hp 5.7L V8
Exterior color:
Bright White Clearcoat
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
76,036
Stock #:
S141878
VIN:
2C3CCABT7LH141878
Bright White Clearcoat 2020 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
New arrival

 

2020 Chrysler 300

S RWD

76,036 mi

Home delivery from Greensboro, NC
Price includes $580 shipping
Good Deal

$22,779

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 $946 shipping
Fair Deal

$21,546

Year:
2022
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:
65,415
Stock #:
26017
VIN:
2C3CCAAG7NH236674
Gloss Black 2022 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2022 Chrysler 300

Touring RWD

65,415 mi

Home delivery from Shawnee, KS
Price includes $642 shipping
Fair Deal

$23,290

Year:
2022
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
55,818
Stock #:
42271
VIN:
2C3CCAAG0NH131166
Black 2022 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic

 

2022 Chrysler 300

Touring RWD

55,818 mi

Home delivery from Springfield, IL
Price includes $180 shipping
Fair Deal

$23,053

Year:
2022
Make:
Chrysler
Model:
300
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
292 hp 3.6L V6
Exterior color:
Blue (Frostbite)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
67,758
Stock #:
W4441A
VIN:
2C3CCAAG7NH107530
Blue (Frostbite) 2022 Chrysler 300 Sedan Rear-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2022 Chrysler 300

Touring RWD

67,758 mi

Schaumburg, IL
25 mi away
Fair Deal

$22,403

Page 1 of 3

CarGurus Analysis: 2021 Chrysler 300

7.7
of 10
overall
Look and feel8/10
Technology9/10
Performance7/10
Safety7/10
Form & function8/10
Cost effectiveness7/10
Image Not Available

Summary

  • With 51 currently listed for sale near Chicago, IL and an average price of $20,690.00, 21.6% of 2021 Chrysler 300 models for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Chrysler 300 4.6 / 5 stars.

  • 96.1% of 2021 Chrysler 300 models on CarGurus are accident free.

  • The 2021 Chrysler 300 maintains its reputation for luxury with an impressive interior and offers a comfortable ride with robust engine options and a user-friendly infotainment system.

Why it stands out

The 2021 Chrysler 300 is a standout in the luxury sedan space, combining classic American design with a sophisticated driving experience. Its rear-wheel drive (RWD) layout is a rarity in its class, providing a unique appeal among competitors. With a choice between a V6 and a powerful 5.7-liter Hemi V8 engine, the 300 caters to those looking for both comfort and performance. Interior quality rivals more expensive luxury cars, featuring spacious seating and a user-friendly Uconnect infotainment system that allows for easy navigation. Despite being seen as aging, the 300 still offers value and practicality, especially for buyers looking for a large sedan at a competitive price. However, some features have been dropped in recent models, like ventilated seats, leading to some consumer disappointment.

Other model years to consider

  • 2017 Chrysler 300

    • Average price: $16,580.00
    • Good/great deal percentage: 12.9%
    • User rating: 5 / 5
    • Total listings: 62
  • 2018 Chrysler 300

    • Average price: $12,706.00
    • Good/great deal percentage: 11.9%
    • User rating: 4.75 / 5
    • Total listings: 84
  • 2022 Chrysler 300

    • Average price: $26,052.00
    • Good/great deal percentage: 28.2%
    • User rating: 4.9 / 5
    • Total listings: 71

This analysis is based on CarGurus' proprietary market data from June 16, 2026, CarGurus experts' opinions, and generative AI.

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