Used 2019 Chrysler 300 for Sale near Tennessee
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 363 hp 5.7L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Indigo/Linen)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,012
- Stock #:
- 519102_41001F
- VIN:
- 2C3CCAPT5JH283572

Sponsored Listing
2018 Chrysler 300
C RWD
67,012 mi
$23,945
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 118,864
- Stock #:
- 586176A
- VIN:
- 2C3CCAGG5KH586176

2019 Chrysler 300
S AWD
118,864 mi
$17,832
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 77,226
- Stock #:
- LH128058
- VIN:
- 2C3CCAAG8LH128058

-$1,000
2020 Chrysler 300
Touring RWD
77,226 mi
$18,332
$17,332
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,984
- Stock #:
- 590617
- VIN:
- 2C3CCAAG6KH590617

2019 Chrysler 300
Touring RWD
78,984 mi
$15,378
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,902
- Stock #:
- 4CR609F
- VIN:
- 2C3CCAAG4KH555932

2019 Chrysler 300
Touring RWD
54,902 mi
$19,527
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 45,939
- Stock #:
- 579604
- VIN:
- 2C3CCAAG8KH579604

2019 Chrysler 300
Touring RWD
45,939 mi
$19,248
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Gray (Ceramic Grey Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,428
- Stock #:
- 65242
- VIN:
- 2C3CCABG2KH516724

2019 Chrysler 300
S RWD
79,428 mi
$19,075
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,214
- VIN:
- 2C3CCAAG9KH682935

2019 Chrysler 300
Touring L RWD
48,214 mi
$17,886
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,668
- Stock #:
- 1255
- VIN:
- 2C3CCAEG4KH528255

-$599
2019 Chrysler 300
Limited RWD
105,668 mi
$13,638
$13,338
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 101,074
- Stock #:
- 301540
- VIN:
- 2C3CCAEGXJH301540

-$500
2018 Chrysler 300
Limited RWD
101,074 mi
$16,169
$15,669
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Gray (Ceramic Grey Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 114,350
- Stock #:
- 561376
- VIN:
- 2C3CCABGXKH561376

2019 Chrysler 300
S RWD
114,350 mi
$15,308
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,132
- Stock #:
- 264075AV
- VIN:
- 2C3CCABG3JH264075

2018 Chrysler 300
S RWD
109,132 mi
$16,623
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 363 hp 5.7L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Indigo/Linen)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,012
- Stock #:
- 519102_41001F
- VIN:
- 2C3CCAPT5JH283572

2018 Chrysler 300
C RWD
67,012 mi
$23,945
CarGurus Analysis:
2019 Chrysler 300
With 660 currently listed for sale and an average price of $15,611, 28.2% 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.
54.4% of 2019 Chrysler 300 models on CarGurus are accident free.
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Canyon Sunset
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 46,126
- Stock #:
- GAM6635
- VIN:
- 2C3CCAAG9LH239203

2020 Chrysler 300
Touring RWD
46,126 mi
$21,396
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Ocean Blue Metallic Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 117,322
- Stock #:
- 5066
- VIN:
- 2C3CCAAGXKH733309

2019 Chrysler 300
Touring RWD
117,322 mi
$15,205
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,927
- Stock #:
- 729073
- VIN:
- 2C3CCAAG9KH729073

2019 Chrysler 300
Touring RWD
109,927 mi
$15,622
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 126,655
- Stock #:
- KH561431
- VIN:
- 2C3CCAAG1KH561431

2019 Chrysler 300
Touring RWD
126,655 mi
$13,864
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Ocean Blue Metallic Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 145,000
- Stock #:
- KH617007A
- VIN:
- 2C3CCAAG6KH617007

2019 Chrysler 300
Touring RWD
145,000 mi
$12,541
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Amethyst
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,079
- Stock #:
- I225625
- VIN:
- 2C3CCAAG9LH225625

2020 Chrysler 300
Touring RWD
69,079 mi
$20,358
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Deep Mocha
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,672
- Stock #:
- 27440
- VIN:
- 2C3CCAEG4JH294181

2018 Chrysler 300
Limited RWD
90,672 mi
$15,986
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 109,106
- Stock #:
- 717
- VIN:
- 2C3CCAAG8JH249945

2018 Chrysler 300
Touring RWD
109,106 mi
$15,674
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,509
- Stock #:
- 112078
- VIN:
- 2C3CCAEG8LH112078

-$1,000
2020 Chrysler 300
Limited RWD
102,509 mi
$17,606
$16,606
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Smoke/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,377
- Stock #:
- 142898
- VIN:
- 2C3CCABG7JH142898
Photos coming soon
2018 Chrysler 300
S RWD
52,377 mi
$20,197
CarGurus Analysis: 2019 Chrysler 300

Summary
With 660 currently listed for sale and an average price of $15,611, 28.2% 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.
54.4% of 2019 Chrysler 300 models on CarGurus are accident free.
Why it stands out
The 2019 Chrysler 300 stands out as a big rear-drive sedan that still delivers classic American luxury-car presence. By this point in its run, the 300 had already been updated with an upscale cabin design, and it offered available driver-assistance features such as adaptive cruise control, automatic emergency braking, and lane-keep assist. It also benefited from the UConnect touchscreen infotainment system, which had been improved over time and gained Apple CarPlay and Android Auto in 2017. For buyers who want a roomy, comfortable sedan with a traditional feel, that combination gives the 2019 300 a clear identity.
It also has the kind of powertrain lineup that helps define the model. The 2019 Chrysler 300 could be had with Chrysler’s 3.6-liter Pentastar V6 or the 5.7-liter Hemi V8, and all versions used an eight-speed automatic transmission. The car’s rear-wheel-drive layout was part of its character, while all-wheel drive was limited to V6 models. That makes it appealing to shoppers who want a full-size sedan with strong straight-line performance and a relaxed driving experience.
The tradeoff is that the 300 was already showing its age by 2019. The model had been essentially frozen in time after 2019, and owners sometimes note that it lacks the latest features found in newer rivals. Even so, its strengths remain easy to understand: a smooth ride, a spacious interior, durable engines, and a lot of car for the money.
Other model years to consider
- Average price: $14,050
- Good/great deal percentage: 27.4%
- User rating: 5 / 5
- Total listings: 602
- Average price: $23,819
- Good/great deal percentage: 28.1%
- User rating: 4.9 / 5
- Total listings: 690
- Average price: $14,832
- Good/great deal percentage: 27.5%
- User rating: 4.75 / 5
- Total listings: 709
This analysis is based on CarGurus' proprietary market data from September 28, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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 |
| Limited RWD | $38,245 |
| S AWD | $38,895 |
| S RWD | $36,395 |
| Touring RWD | $29,220 |
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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 trends2019 Chrysler 300 Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The city of New York, NY has the highest average price at $16,528, likely reflecting higher demand and urban market dynamics.
- Lowest Prices in Miami: Miami, FL offers the lowest average price at $12,328, indicating a more price-sensitive market or higher inventory turnover.
- Inventory Variation: Cities like Houston (80 listings) and Dallas (71 listings) show a healthy inventory, which may contribute to more competitive pricing around the national average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 62 | $16,528 |
| Houston, TX | 80 | $15,265 |
| Miami, FL | 57 | $12,328 |
| Dallas, TX | 71 | $14,603 |
| Chicago, IL | 65 | $14,695 |
| Philadelphia, PA | 69 | $14,789 |
| Atlanta, GA | 70 | $14,501 |
| Los Angeles, CA | 73 | $14,583 |
| Washington, DC | 74 | $14,617 |
| Boston, MA | 51 | $15,928 |
Pricing Analysis by Model Year
Key Insights
- Recent Models Retain Value: The 2023 Chrysler 300 is priced at $31,679, which is about -3.0% below MSRP, indicating a slight depreciation trend for newer models.
- Significant Depreciation for Older Models: The 2011 Chrysler 300 shows the steepest decline, priced at $9,956, reflecting a -63.4% depreciation from its original MSRP.
- Best Value in 2020 Models: The 2020 Chrysler 300 is priced at $18,463, representing a -38.5% depreciation, making it a potentially attractive option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 Chrysler 300 | $34,295 | $31,679 | -3.0% |
| 2022 Chrysler 300 | $33,545 | $24,151 | -28.0% |
| 2021 Chrysler 300 | $31,875 | $20,385 | -36.1% |
| 2020 Chrysler 300 | $30,040 | $18,463 | -38.5% |
| 2019 Chrysler 300 | $28,995 | $14,858 | -48.7% |
| 2018 Chrysler 300 | $28,995 | $14,858 | -48.7% |
| 2017 Chrysler 300 | $32,340 | $14,308 | -55.8% |
| 2016 Chrysler 300 | $32,260 | $12,840 | -60.2% |
| 2015 Chrysler 300 | $31,695 | $11,611 | -63.3% |
| 2014 Chrysler 300 | $30,995 | $10,737 | -65.3% |
| 2013 Chrysler 300 | $30,345 | $10,311 | -66.0% |
| 2012 Chrysler 300 | $27,470 | $10,578 | -61.5% |
| 2011 Chrysler 300 | $27,170 | $9,956 | -63.4% |
These recommendations are based on CarGurus' proprietary market data from September 23, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
How much does the 2019 Chrysler 300 cost?
| Metric | Value |
|---|---|
| Current Average Price | $15,584 |
| Year-Round Low | $15,584 |
| Year-Round High | $17,422 |
| Average Price a Year Ago | $17,422 |
| Change vs. Last Year | −10.55% |
Prices have softened 10.55% compared to this time last year, making it a favorable time to shop this model year.
There are 660 listings available, which gives you a solid pool to compare prices and equipment.
Is the 2019 Chrysler 300 a good car?
Yes — the 4.62/5 user rating points to strong owner satisfaction. Owners consistently praise the smooth ride, powerful engines, and spacious interior, and they also value the blend of comfort and performance. For you, that makes the 2019 300 a good fit if you want a roomy, comfortable sedan with a traditional feel and a clear identity. With 28.3% of listings marked as good or great deals, there is still meaningful shopping opportunity in the market.
Is the 2019 Chrysler 300 reliable?
Owners rate it 4.62/5, a strong signal of long-term satisfaction.
The owner feedback also emphasizes durable engines and a trouble-free ownership experience for many drivers, which supports the case for dependable used-car ownership. That said, you should still expect normal age-related wear on a full-size sedan, so a careful inspection matters if you want to reduce long-term ownership risk.
What should I look for when buying a used 2019 Chrysler 300?
At 54.4% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
You should run a vehicle history report before you commit, then prioritize a pre-purchase inspection so you can confirm the car’s structural and mechanical condition. Focus especially on signs of prior body repair, uneven panel gaps, and any evidence that the car has been used hard or maintained inconsistently. If you find a clean example with documented service, that is the kind of listing worth moving on quickly.
Is now a good time to buy a used 2019 Chrysler 300?
This is a moderate market for selective buyers, so you can shop patiently but still act quickly on the right listing.
- Deal availability: 28.3% of listings are priced as good or great deals.
- Inventory: There are 660 listings available.
- Price trend: Prices have softened 10.55% compared with last year.
- Clean inventory: 54.4% of listings are accident-free.
If you find a listing below $15,584, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2019 Chrysler 300's resale value?
The current average of $15,584 sits slightly below last year's $17,422.
That price movement suggests the model has already absorbed a meaningful amount of depreciation, which can help you if you buy at the right price and hold the car for a while. For a future seller, the key is to buy a clean, well-kept example so you are not starting from a weak position when it is time to resell. Strong condition and documented maintenance matter more when a model is already trending lower in the market.
Vehicles with strong owner satisfaction ratings, like this model year's 4.62/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2019 Chrysler 300 or consider a different year?
If you're weighing the 2019 against nearby model years, here's how to think about it:
Choose the 2019 if:
- 28.3% of listings are priced as good or great deals.
- At 54.4% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 10.55% compared with last year.
- Owners rate it 4.62/5 — a strong satisfaction signal.
The bottom line: You should lean toward the 2019 if you want the Chrysler 300’s roomy cabin, smooth ride, and traditional rear-drive character at a price that has already come down. If you are especially price-sensitive, a nearby year can still make sense, but the 2019 is the better target when you want a balance of value, owner satisfaction, and a broad inventory to shop from.
These recommendations are based on CarGurus' proprietary market data from September 29, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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.