Used 2019 Chrysler 300 for Sale near Chicago, IL
69 results
CarGurus Analysis:
2019 Chrysler 300
- With 68 currently listed for sale near Chicago, IL and an average price of $15,817.00, 25.0% of 2019 Chrysler 300s for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2019 Chrysler 300 4.62 / 5 stars.
- 64.7% of 2019 Chrysler 300 models on CarGurus are accident free.
CarGurus Analysis: 2019 Chrysler 300

Summary
- With 68 currently listed for sale near Chicago, IL and an average price of $15,817.00, 25.0% of 2019 Chrysler 300s for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2019 Chrysler 300 4.62 / 5 stars.
- 64.7% of 2019 Chrysler 300 models on CarGurus are accident free.
Why it stands out
The 2019 Chrysler 300 offers a compelling mix of comfort, performance, and spaciousness, making it a solid choice among used luxury sedans. It features powerful V6 and V8 engines, with the durable 3.6-liter Pentastar V6 providing solid performance and efficiency. Despite being an older design, the Chrysler 300 still exudes classic American luxury styling, attracting buyers looking for a robust vehicle that comfortably fits five passengers. However, some users noted the lack of modern tech features compared to its competitors. Nevertheless, the overall satisfaction of owners, showcasing its smooth ride and appealing interior space, affirms its position as a great value for a used car.
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: $16,929.00
- Good/great deal percentage: 22.0%
- User rating: 4.78 / 5
- Total listings: 59
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.
4.7 Overall rating
Filter by rating
shane h
Reviewed a 2019 Chrysler 300 on Jan 5, 2021
Perfect, it’s more than i expected. Amazing car, Drives absolutely smooth. Love it!
Ramon F
Reviewed a 2019 Chrysler 300 on Mar 5, 2021
I love the Chrysler 300 that I recently purchased. The car rides really smooth, I love the space inside of the car and I really love the upgraded sound system. The big LCD screen is a major plus.
Rudolph R
Reviewed a 2019 Chrysler 300 on Sep 8, 2020
It is a lot of car for the money. The Ltd version is a charm to drive, quiet yet powerful. With the right options, I feel it is very safe.
Anonymous
Reviewed a 2019 Chrysler 300 on Feb 13, 2024
Was looking for a comfortable ride, with plenty of room and this car has just that. Like the look inside and out.
2019 Chrysler 300 Trims
| Trim type | MSRP |
|---|---|
| Touring L AWD | $35,365 |
| Touring L RWD | $32,865 |
| Touring AWD | $31,720 |
| Limited AWD | $40,745 |
| S AWD | $38,895 |
| Limited RWD | $38,245 |
| S RWD | $36,395 |
| Touring RWD | $29,220 |
2019 Chrysler 300 Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2019 Chrysler 300 prices has changed over time.
See more price trends







