Used 2014 Chrysler 300 for Sale near Chicago, IL
40 results
CarGurus Analysis:
2014 Chrysler 300
With 43 currently listed for sale near Chicago, IL and an average price of $11,210.00, 11.6% of 2014 Chrysler 300s for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Chrysler 300 4.55 / 5 stars.
53.5% of 2014 Chrysler 300 models on CarGurus are accident free.
The 2014 Chrysler 300 is known for its luxury, power, and comfort, making it a great value in the full-size sedan category.
CarGurus Analysis: 2014 Chrysler 300

Summary
With 43 currently listed for sale near Chicago, IL and an average price of $11,210.00, 11.6% of 2014 Chrysler 300s for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2014 Chrysler 300 4.55 / 5 stars.
53.5% of 2014 Chrysler 300 models on CarGurus are accident free.
The 2014 Chrysler 300 is known for its luxury, power, and comfort, making it a great value in the full-size sedan category.
Why it stands out
The 2014 Chrysler 300 stands out in the full-size sedan market due to its blend of luxury, performance, and spaciousness. With a powerful option in the Hemi V8, the Chrysler 300 delivers a thrilling driving experience while maintaining a comfortable and plush interior. Many owners express appreciation for its roomy cabin and high-end materials, making it an excellent choice for families or anyone seeking a bit more space. However, some owners note that certain modern features, like a backup camera or advanced parking sensors, are missing for the price, which could be an area for improvement. Overall, the Chrysler 300 remains a compelling option for those looking for a stylish and powerful sedan without breaking the bank.
Other model years to consider
- Average price: $13,686.00
- Good/great deal percentage: 14.9%
- User rating: 4.6 / 5
- Total listings: 87
- Average price: $26,406.00
- Good/great deal percentage: 23.3%
- User rating: 4.93 / 5
- Total listings: 73
- Average price: $15,400.00
- Good/great deal percentage: 26.1%
- User rating: 4.58 / 5
- Total listings: 88
This analysis is based on CarGurus' proprietary market data from April 7, 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
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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 |
|---|---|
| C John Varvatos Luxury Edition RWD | $41,895 |
| Touring RWD | -- |
| C AWD | $39,895 |
| AWD | $33,495 |
| C RWD | $37,395 |
| S RWD | $34,395 |
| S AWD | $36,895 |
| 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.
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