Used 2014 Chrysler 300 for Sale near Chicago, IL
41 results
CarGurus Analysis:
2014 Chrysler 300
With 405 currently listed for sale and an average price of $10,448.00, 28.4% of 2014 Chrysler 300s for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Chrysler 300 4.6 / 5 stars.
55.6% of 2014 Chrysler 300 models on CarGurus are accident free.
The 2014 Chrysler 300 is appreciated for its luxury feel, powerful engine options, and spacious interior, but some features may feel outdated compared to newer models.
CarGurus Analysis: 2014 Chrysler 300

Summary
With 405 currently listed for sale and an average price of $10,448.00, 28.4% of 2014 Chrysler 300s for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Chrysler 300 4.6 / 5 stars.
55.6% of 2014 Chrysler 300 models on CarGurus are accident free.
The 2014 Chrysler 300 is appreciated for its luxury feel, powerful engine options, and spacious interior, but some features may feel outdated compared to newer models.
Why it stands out
The 2014 Chrysler 300 continues the legacy of offering a classic American luxury sedan experience, characterized by robust performance and a spacious cabin. It features a choice between a powerful Pentastar V6 or a legendary Hemi V8 engine, appealing to those who crave both comfort and power. Owners report high satisfaction, particularly valuing the composite of power and space, making it a practical yet opulent choice for families or individuals who enjoy driving. While some users note that certain features like back cameras might be lacking, the overall value proposition remains strong, making it a highly regarded option in the used car market.
Other model years to consider
- Average price: $14,526.00
- Good/great deal percentage: 24.5%
- User rating: 5 / 5
- Total listings: 682
- Average price: $15,258.00
- Good/great deal percentage: 24.1%
- User rating: 4.75 / 5
- Total listings: 783
- Average price: $24,478.00
- Good/great deal percentage: 28.6%
- User rating: 4.9 / 5
- Total listings: 697
This analysis is based on CarGurus' proprietary market data from June 1, 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
Antonio V
Reviewed a 2014 Chrysler 300 on Feb 10, 2025
Love this car, nothing is missing from this car, besides some crome wheels
Jacob D
Reviewed a 2014 Chrysler RWD on May 19, 2025
Great car, just a gas guzzler. Spacious and very nice looking.
Anonymous
Reviewed a 2014 Chrysler RWD on Jan 27, 2025
I would drive it on a long trip. A piece that controls the seat broke off but it still goes forward or back, up or down.
tahsere m
Reviewed a 2014 Chrysler John Varvatos Limited Edition AWD on Aug 15, 2023
This vehicle isn’t your basic 300. The John Varvatos is indeed the peek of all its ancestors and majority of its elders. It has everything a person would want and more. Its comfort, stylist look and safety is only the tip of the iceberg. - All wheel drive - Remote starter / Push to start - Keyless entry - Panoramic Sun roof / Moon roof - heated / coolant seats - Heated / Cooler cup holders - Memory adjustable power seats - Navigation - Rearview Camera - Bluetooth - AM/FM & Sirus radio (through subscription) -CD/DVD Disc Port (Stock) & much more
2014 Chrysler 300 Trims
| Trim type | MSRP |
|---|---|
| SRT Premium RWD | $48,900 |
| Touring RWD | -- |
| C AWD | $39,895 |
| AWD | $33,495 |
| C RWD | $37,395 |
| S AWD | $36,895 |
| S RWD | $34,395 |
| RWD | $30,995 |
2014 Chrysler 300 Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2014 Chrysler 300 prices has changed over time.
See more price trends2014 Chrysler 300 Pricing Analysis: Chicago, IL Market Report
Pricing by Nearby Locations
Market Area: Chicago, IL
Key Insights
- Lowest Prices in Lafayette, IN: The market in Lafayette, IN ($5,985) offers the best value for budget-conscious shoppers, indicating a potential surplus of older inventory.
- Highest Prices in Kenosha, WI: On the other hand, Kenosha, WI ($10,463) represents the highest average price, suggesting a stronger demand or lower supply in that region.
- Inventory Levels Indicate Demand Trends: Higher inventory locations like Aurora, IL (48 listings) reflect stronger market stability, while cities with fewer listings typically experience more price volatility.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Lafayette, IN | 34 | $5,985 |
| Janesville, WI | 31 | $6,999 |
| Palatine, IL | 47 | $9,215 |
| Aurora, IL | 48 | $9,689 |
| South Bend, IN | 31 | $9,895 |
| Rockford, IL | 31 | $10,737 |
| Kalamazoo, MI | 32 | $9,895 |
| Kenosha, WI | 35 | $10,463 |
Pricing by Trim Packages
Key Insights
- Supply Leaders: The S RWD trim is the most common with 41 listings, indicating strong market demand and appealing features such as Bluetooth and Leather Seats.
- Price Variability Across Trims: The C AWD trim commands the highest MSRP at $39,895, reflecting its premium features and capabilities, while the RWD version remains the most affordable at $30,995.
- AWD Demand: AWD trims are equally represented with both S AWD and C AWD having 29 and 8 listings respectively, demonstrating a preference for all-weather capability among buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| S RWD | 41 | $34,395 | RWD | 3.6L 300 hp V6 |
| C RWD | 29 | $37,395 | RWD | 3.6L 292 hp V6 |
| S AWD | 29 | $36,895 | AWD | 3.6L 300 hp V6 |
| RWD | 17 | $30,995 | RWD | 3.6L 292 hp V6 |
| C AWD | 8 | $39,895 | AWD | 3.6L 292 hp V6 |
| AWD | 2 | $33,495 | AWD | 3.6L 292 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Recent Models Retain Value: The 2023 Chrysler 300 is priced at $29,644, approximately -13.4% below MSRP, indicating a limited depreciation that is common for newer models entering the market.
- Depreciation Increases with Age: The 2013 model reflects the steepest drop with an average price of $9,558, suggesting heavy depreciation over the model’s lifecycle.
- Value per Dollar Changes: Prices for models from 2019 onward show a more gradual depreciation trend, making model years like 2020 a potentially strong value proposition at -50.3% under MSRP.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 Chrysler 300 | $34,295 | $29,644 | -13.4% |
| 2022 Chrysler 300 | $33,545 | $25,463 | -24.1% |
| 2021 Chrysler 300 | $31,875 | $22,135 | -30.6% |
| 2020 Chrysler 300 | $30,040 | $15,121 | -49.8% |
| 2019 Chrysler 300 | $29,220 | $17,385 | -40.5% |
| 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 | -56.5% |
| 2015 Chrysler 300 | $31,695 | $19,168 | -39.5% |
| 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.








