Used 2020 Chrysler 300 for Sale near Chicago, IL
61 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
- Best Pricing in Palatine and Aurora: Both cities share the lowest average price of $15,121, suggesting consistent demand at lower price points.
- Higher Prices in Kenosha and Milwaukee: Averaging $21,300, these cities exhibit higher prices despite comparable inventory, likely due to regional demand.
- Inventory Distribution is Balanced: Cities like South Bend (52 listings) and Kalamazoo (60 listings) maintain healthy inventory levels, supporting steady pricing around the lower mid-range.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Palatine, IL | 60 | $15,121 |
| Aurora, IL | 61 | $15,121 |
| South Bend, IN | 52 | $17,000 |
| Kalamazoo, MI | 60 | $17,000 |
| Kenosha, WI | 60 | $21,300 |
| Milwaukee, WI | 57 | $21,300 |
Pricing by Trim Packages
Key Insights
- Touring RWD is Most Abundant: With 64 listings, the Touring RWD trim provides the most inventory, catering to those seeking reliable performance and value.
- Significant Price Difference Across Trims: The C RWD trim has the highest MSRP at $41,995, reflecting its enhanced features and performance capabilities.
- AWD Models Display Strong Demand: All-Wheel Drive trims like the Limited AWD at $41,345 are less abundant but appeal to buyers needing better traction.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Touring RWD | 64 | $30,040 | RWD | 3.6L 292 hp V6 |
| Limited RWD | 29 | $38,595 | RWD | 3.6L 292 hp V6 |
| S RWD | 41 | $36,995 | RWD | 3.6L 300 hp V6 |
| C RWD | 29 | $41,995 | RWD | 5.7L 363 hp V8 |
| S AWD | 29 | $39,445 | AWD | 3.6L 300 hp V6 |
| Limited AWD | 21 | $41,345 | AWD | 3.6L 292 hp V6 |
| Touring L RWD | 18 | $33,315 | RWD | 3.6L 292 hp V6 |
| Touring L AWD | 8 | $36,065 | AWD | 3.6L 292 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Best Value in 2022 Model Year: Priced at $25,463, the 2022 Chrysler 300 shows a cost reduction of −24.8% from its MSRP, highlighting its strong market position as a used vehicle.
- Accelerated Depreciation for Older Models: The 2011 Chrysler 300 commands the lowest average price at $6,250, reflecting a substantial −77% drop from its original MSRP.
- Recent Models Maintain Value: The 2023 model shows a modest depreciation of only −13.6%, indicating strong demand for newer vehicles.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 Chrysler 300 | $34,295 | $29,644 | -13.6% |
| 2022 Chrysler 300 | $33,545 | $25,463 | -24.8% |
| 2021 Chrysler 300 | $31,875 | $22,135 | -30.5% |
| 2019 Chrysler 300 | $29,220 | $17,385 | -40.4% |
| 2018 Chrysler 300 | $28,995 | $14,427 | -50.2% |
| 2017 Chrysler 300 | $32,340 | $15,907 | -50.8% |
| 2016 Chrysler 300 | $32,260 | $14,058 | -56.6% |
| 2015 Chrysler 300 | $31,695 | $19,168 | -39.5% |
| 2014 Chrysler 300 | $30,995 | $9,542 | -69.1% |
| 2013 Chrysler 300 | $30,345 | $9,558 | -68.5% |
| 2012 Chrysler 300 | $27,470 | $7,582 | -72.5% |
| 2011 Chrysler 300 | $27,170 | $6,250 | -77.0% |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.
