Used 2020 Chrysler 300 for Sale near Chicago, IL
69 results
CarGurus Analysis:
2020 Chrysler 300
With 61 currently listed for sale near Chicago, IL and an average price of $14,621.00, 19.7% 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.
67.2% of 2020 Chrysler 300 models on CarGurus are accident free.
The 2020 Chrysler 300 continues to impress with its spacious interior, powerful engine options, and classic styling that appeals to many buyers looking for a full-sized sedan.
CarGurus Analysis: 2020 Chrysler 300
Summary
With 61 currently listed for sale near Chicago, IL and an average price of $14,621.00, 19.7% 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.
67.2% of 2020 Chrysler 300 models on CarGurus are accident free.
The 2020 Chrysler 300 continues to impress with its spacious interior, powerful engine options, and classic styling that appeals to many buyers looking for a full-sized sedan.
Why it stands out
The 2020 Chrysler 300 is a standout in the full-sized sedan category, known for its spacious and luxurious interior that comfortably accommodates five passengers. It is powered by durable V6 and V8 engine options, offering good performance without compromising on ride quality. This model has been praised for its affordability compared to competitors, along with a stylish design that retains a classic American sedan aesthetic. While some users point out limitations in modern safety features and minor issues with foot space for taller individuals, the overall rating from users reflects a positive ownership experience. The Chrysler 300 is appealing to buyers due to its balance of power, comfort, and its reputation for reliability when well-maintained.
Other model years to consider
- Average price: $15,927.00
- Good/great deal percentage: 16.4%
- User rating: 5 / 5
- Total listings: 67
- Average price: $13,248.00
- Good/great deal percentage: 17.2%
- User rating: 4.75 / 5
- Total listings: 87
- Average price: $25,712.00
- Good/great deal percentage: 22.7%
- User rating: 4.9 / 5
- Total listings: 66
This analysis is based on CarGurus' proprietary market data from June 2, 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.
4.8 Overall rating
Filter by rating
Philip D
Reviewed a 2020 Chrysler 300 on Mar 12, 2024
Nice features. The car is missing a warranty and a new tire.
Glen S
Reviewed a 2020 Chrysler 300 on Jul 31, 2023
It was a lovely car. Quiet and smooth riding. There were a few maintenance issues but nothing that couldnt be fixed.
MICHAEL M
Reviewed a 2020 Chrysler 300 on Nov 19, 2020
Best sedan in its category. Built well and updated but not drastically changed over time. Lot of room inside and solid construction. Very quiet ride and good power. Gets 20 MPG in city and about 28 MPG on highway. I love mine and used low mileage vehicle are a bargain.
Christopher T
Reviewed a 2020 Chrysler 300 on Jun 9, 2021
It’s a Quality Automobile which is Durable, Spacious, Reliable, with Great Value. My next Car will be a 2019 or 2020 Chrysler 300 Limited.
2020 Chrysler 300 Trims
| Trim type | MSRP |
|---|---|
| Touring L AWD | $36,065 |
| Touring L RWD | $33,315 |
| S AWD | $39,445 |
| Touring AWD | $32,790 |
| Limited AWD | $41,345 |
| Limited RWD | $38,595 |
| S RWD | $36,995 |
| Touring RWD | $30,040 |
2020 Chrysler 300 Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Chrysler 300 prices has changed over time.
See more price trends2020 Chrysler 300 Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Lowest Prices in Palatine and Aurora: Both Palatine, IL and Aurora, IL have the lowest average prices, at $14,371, likely due to a higher inventory of older models.
- Kenosha and Milwaukee Show Higher Values: Prices in Kenosha, WI and Milwaukee, WI average $20,926, indicating a demand for more recent or higher-value vehicles in these markets.
- Price Sensitivity in South Bend and Kalamazoo: With averages of $17,000, these regions suggest a price-sensitive customer base, possibly reflecting economic conditions or available inventory.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Palatine, IL | 60 | $14,371 |
| Aurora, IL | 61 | $14,371 |
| Kenosha, WI | 61 | $20,926 |
| Milwaukee, WI | 54 | $20,926 |
| South Bend, IN | 50 | $17,000 |
| Kalamazoo, MI | 57 | $17,000 |
Pricing Analysis by Model Year
Key Insights
- Strong Depreciation Trend: The newest model, the 2023 Chrysler 300, currently priced at $30,293, reflects an initial depreciation of about -12.2% from its MSRP, indicating normal market adjustments.
- Significant Value in Older Models: The 2019 Chrysler 300 offers the best price reduction at -41.5% from MSRP, suggesting it may be an excellent choice for budget-conscious buyers.
- 2016 and Older Models Exhibit Steep Cuts: Vehicles from model years 2016 and onward show declining prices, with values dropping significantly below their original MSRPs.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 Chrysler 300 | $34,295 | $30,293 | -12.2% |
| 2022 Chrysler 300 | $33,545 | $26,720 | -20.4% |
| 2021 Chrysler 300 | $31,875 | $22,389 | -29.8% |
| 2019 Chrysler 300 | $29,220 | $17,162 | -41.5% |
| 2018 Chrysler 300 | $28,995 | $23,120 | -20.1% |
| 2017 Chrysler 300 | $32,340 | $16,211 | -50.0% |
| 2016 Chrysler 300 | $32,260 | $15,813 | -51.0% |
| 2015 Chrysler 300 | $31,695 | $12,438 | -60.7% |
| 2014 Chrysler 300 | $30,995 | $10,091 | -67.4% |
| 2013 Chrysler 300 | $30,345 | $9,535 | -68.6% |
| 2012 Chrysler 300 | $27,470 | $8,720 | -68.3% |
| 2011 Chrysler 300 | $27,170 | $7,999 | -70.5% |
These recommendations are based on CarGurus' proprietary market data from June 4, 2026, CarGurus experts' opinions, and generative AI.
