Used 2021 Chrysler 300 for Sale near Chicago, IL
43 results
CarGurus Analysis:
2021 Chrysler 300
With 44 currently listed for sale near Chicago, IL and an average price of $21,457.00, 25.0% 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.
100.0% of 2021 Chrysler 300 models on CarGurus are accident free.
The 2021 Chrysler 300 is noted for its luxurious look, smooth ride, and impressive handling, all while offering a variety of engine options, including a powerful V8.
CarGurus Analysis: 2021 Chrysler 300
overall
Summary
With 44 currently listed for sale near Chicago, IL and an average price of $21,457.00, 25.0% 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.
100.0% of 2021 Chrysler 300 models on CarGurus are accident free.
The 2021 Chrysler 300 is noted for its luxurious look, smooth ride, and impressive handling, all while offering a variety of engine options, including a powerful V8.
Why it stands out
The 2021 Chrysler 300 remains a standout vehicle in the full-size sedan segment due to its unique blend of luxury and performance, providing a spacious, comfortable ride with a distinct American flair. One of its key strengths is the rear-wheel drive layout, which enhances the driving experience. The optional 5.7-liter Hemi V8, delivering robust performance with 363 horsepower, further distinguishes it in a class where such options are rare. The interior quality rivals that of more expensive luxury vehicles, ensuring comfort and style. While the 300 may not be the most fuel-efficient choice, it offers considerable value, particularly against its competitors in the luxury market. Additionally, the absence of complicated technology makes the driving experience straightforward and enjoyable, appealing to those looking for a premium feel without excessive complexity.
Other model years to consider
- Average price: $13,569.00
- Good/great deal percentage: 26.9%
- User rating: 5 / 5
- Total listings: 67
- Average price: $15,344.00
- Good/great deal percentage: 25.3%
- User rating: 4.75 / 5
- Total listings: 79
- Average price: $15,817.00
- Good/great deal percentage: 25.0%
- User rating: 4.62 / 5
- Total listings: 68
This analysis is based on CarGurus' proprietary market data from April 28, 2026, CarGurus experts' opinions, and generative AI.
Relevant articles
Chrysler 300 Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Chrysler 300, covering every generation since the modern 300 debuted in 2005. Whether you're a first-time buyer or a Chrysler enthusiast, this comprehensive overview will help you research your next pre-owned Chrysler 300.
Who Makes Chrysler Cars?
Chrysler is a long-running American legacy, founded in 1925. Though it was once a premier American luxury brand, things are quieter there now, as it only sells three variants of a minivan. It is a division of Stellantis, which is also the parent company of Jeep, Dodge, Ram, and others.
4.6 Overall rating
Filter by rating
Jeffrey A
Reviewed a 2021 Chrysler 300 on Oct 12, 2023
It’s been awhile since I’ve had a newer model car. So far I love it. Still getting used to all the “bells and whistles, but those are spoiling me. Very good acceleration and speed for a V6. Very comfortable and I’m a big guy. Would recommend this car to others.
Dana D
Reviewed a 2021 Chrysler 300 on Feb 15, 2023
I love chrysler 300 period it has the greatest and nicest look the ride is so smooth its unbelievable the handling is the best Ive seen good on gas sound system sound great I just love everything about the 300 Ive had Cadillacs nissan chevrolet nothing has compared to the 300
Darnell T
Reviewed a 2021 Chrysler 300 on Jan 18, 2023
They actually got rid of some good features such as the ventilated seats and the heated steering wheel. It’s a gas guzzler as well. Other than that it’s a pretty good car. 2018 was the best version of the Chrysler 300 model honestly!
Alex R
Reviewed a 2021 Chrysler 300 on Jan 30, 2023
I love the Chrysler 300 for me is the best car I had Cadillacs I had Mercedes Benz but I stay with my Chrysler 300 S
2021 Chrysler 300 Trims
| Trim type | MSRP |
|---|---|
| Touring L AWD | $37,625 |
| S AWD | -- |
| Touring RWD | $31,875 |
| S V6 RWD | $38,825 |
| Touring AWD | $34,625 |
| Touring L RWD | $34,875 |
| S V8 RWD | $42,825 |
2021 Chrysler 300 Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Chrysler 300 prices has changed over time.
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