Used 2019 Chrysler 300 for Sale nearCleveland, OH
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:
- 292 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,830
- Stock #:
- 137687
- VIN:
- 2C3CCAAG0JH137687

2018 Chrysler 300
Touring L RWD
95,830 mi
$14,428
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,840
- Stock #:
- 601709
- VIN:
- 2C3CCAAG2KH601709

2019 Chrysler 300
Touring RWD
62,840 mi
$14,429
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Deep Mocha
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,000
- Stock #:
- TI118028
- VIN:
- 2C3CCAKGXJH118028

2018 Chrysler 300
Limited AWD
78,000 mi
$14,498
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,961
- Stock #:
- 2836
- VIN:
- 2C3CCAEG3KH697473

2019 Chrysler 300
Limited RWD
94,961 mi
$14,134
- 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 (Ceramic Grey Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,378
- Stock #:
- T568949
- VIN:
- 2C3CCAAG9KH568949

2019 Chrysler 300
Touring RWD
78,378 mi
$19,410
- 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
$17,287
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 363 hp 5.7L V8
- Exterior color:
- Red
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 64,627
- Stock #:
- 70221723
- VIN:
- 2C3CCAPT9KH639880

2019 Chrysler 300
C RWD
64,627 mi
$24,647
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Gloss Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 135,060
- Stock #:
- 6622T
- VIN:
- 2C3CCAGG5JH149423

2018 Chrysler 300
S AWD
135,060 mi
$14,413
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,629
- Stock #:
- CSA8525
- VIN:
- 2C3CCAGGXKH648672

2019 Chrysler 300
S AWD
82,629 mi
$17,610
- 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
$18,519
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,097
- Stock #:
- 170371
- VIN:
- 2C3CCAKG8JH170371

2018 Chrysler 300
Limited AWD
105,097 mi
$13,519
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,847
- Stock #:
- RM610861TRA
- VIN:
- 2C3CCAKG0KH610861

2019 Chrysler 300
Limited AWD
86,847 mi
$18,661
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Crystal Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,397
- Stock #:
- RP651459
- VIN:
- 2C3CCAGG3KH651459

-$661
2019 Chrysler 300
S AWD
81,397 mi
$17,490
$16,829
CarGurus Analysis:
2019 Chrysler 300
With 64 currently listed for sale near Cleveland, OH and an average price of $14,615, 9.4% 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.
50.0% of 2019 Chrysler 300 models on CarGurus are accident free.
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,840
- Stock #:
- P8662
- VIN:
- 2C3CCAAG7JH137637
2018 Chrysler 300
Touring RWD
76,840 mi
$15,394
- 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
$15,000
- 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
$18,830
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,480
- Stock #:
- 118222
- VIN:
- 2C3CCARG9JH118222

2018 Chrysler 300
Touring L AWD
98,480 mi
$14,909
- Year:
- 2019
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,647
- Stock #:
- FL8221
- VIN:
- 2C3CCAAGXKH548158

2019 Chrysler 300
Touring RWD
96,647 mi
$17,238
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 89,265
- Stock #:
- 2510247
- VIN:
- 2C3CCAKG9JH192377

2018 Chrysler 300
Limited AWD
89,265 mi
$14,233
- 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
$20,496
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 141,746
- Stock #:
- U260809161T1
- VIN:
- 2C3CCAAG0KH610537

2019 Chrysler 300
Touring RWD
141,746 mi
$12,224
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gloss Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,380
- Stock #:
- S131551
- VIN:
- 2C3CCAAG7LH131551

2020 Chrysler 300
Touring RWD
103,380 mi
$15,585
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gloss Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,409
- Stock #:
- F260905450T1
- VIN:
- 2C3CCAAG5JH264709

2018 Chrysler 300
Touring RWD
77,409 mi
$16,590
CarGurus Analysis: 2019 Chrysler 300

Summary
With 64 currently listed for sale near Cleveland, OH and an average price of $14,615, 9.4% 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.
50.0% 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: $12,993
- Good/great deal percentage: 12.5%
- User rating: 5 / 5
- Total listings: 56
- Average price: $15,993
- Good/great deal percentage: 7.6%
- User rating: 4.75 / 5
- Total listings: 66
- Average price: $11,472
- Good/great deal percentage: 14.0%
- User rating: 4.6 / 5
- Total listings: 50
This analysis is based on CarGurus' proprietary market data from September 8, 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 |
|---|---|
| C RWD | $41,695 |
| Touring AWD | $31,720 |
| Touring L RWD | $32,865 |
| Limited AWD | $40,745 |
| S AWD | $38,895 |
| Limited RWD | $38,245 |
| 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: Cleveland, OH Market Report
Pricing by Nearby Locations
Market Area: Cleveland, OH
Key Insights
- Lowest Prices in Youngstown: The market in Youngstown, OH offers the lowest average price at $12,450, indicating a potentially more price-sensitive consumer base or higher inventory turnover.
- Highest Prices in Mansfield: Conversely, Mansfield, OH has the highest average price at $18,950, which may reflect a stronger demand or lower inventory levels.
- Inventory Levels: Cities like Akron and Detroit have similar inventory levels (70 listings each) but differ in pricing, suggesting local market dynamics influence pricing more than inventory alone.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Mansfield, OH | 60 | $18,950 |
| Akron, OH | 70 | $14,460 |
| Detroit, MI | 70 | $14,378 |
| Toledo, OH | 64 | $14,543 |
| Newark, OH | 72 | $13,950 |
| Youngstown, OH | 68 | $12,450 |
Pricing by Trim Packages
Key Insights
- Most Common Trim: The Touring RWD trim is the most prevalent with 39 listings, indicating strong demand for this configuration.
- Price Range Across Trims: The C RWD trim, priced at $41,695 MSRP, represents the highest price point, while the Touring RWD trim at $29,220 MSRP serves as the entry-level option, showcasing a significant price spread.
- AWD vs RWD Demand: The inventory for AWD trims is lower, with the S AWD trim having only 13 listings, suggesting a niche market for all-wheel-drive options.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Touring RWD | 39 | $29,220 | RWD | 3.6L 292 hp V6 |
| S RWD | 24 | $36,395 | RWD | 3.6L 300 hp V6 |
| Limited RWD | 22 | $38,245 | RWD | 3.6L 292 hp V6 |
| C RWD | 21 | $41,695 | RWD | 5.7L 363 hp V8 |
| S AWD | 13 | $38,895 | AWD | 3.6L 300 hp V6 |
| Limited AWD | 19 | $40,745 | AWD | 3.6L 292 hp V6 |
| Touring L RWD | 12 | $32,865 | RWD | 3.6L 292 hp V6 |
| Touring L AWD | 11 | $35,365 | AWD | 3.6L 292 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Significant Depreciation: The 2017 Chrysler 300 shows a steep depreciation of ~59.9% from its original MSRP, indicating a rapid decline in value for older models.
- Best Value Year: The 2018 model has the best value with a current average price of $16,995, reflecting a depreciation of ~41.3%, making it a potentially attractive option for buyers.
- Newer Models Retain Value: The 2023 model is priced at $27,883, which is about -18.5% below its MSRP, suggesting that newer models are still experiencing depreciation but at a slower rate compared to older models.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 | $34,295 | $27,883 | -18.5% |
| 2018 | $28,995 | $16,995 | -41.3% |
| 2017 | $32,340 | $12,993 | -59.9% |
| 2016 | $32,260 | $11,454 | -64.5% |
| 2015 | $31,695 | $9,745 | -69.2% |
| 2014 | $30,995 | $10,032 | -67.6% |
| 2013 | $30,345 | $14,900 | -51.0% |
These recommendations are based on CarGurus' proprietary market data from September 10, 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 | $15,947 |
| Year-Round Low | $15,947 |
| Year-Round High | $17,463 |
| Average Price a Year Ago | $17,430 |
| Change vs. Last Year | −8.51% |
Prices have softened 8.51% compared to this time last year, making it a favorable time to shop this model year.
There are 682 listings available, which suggests a decent amount of inventory to compare before you buy.
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 many value the blend of comfort and performance. For you, that makes the 2019 300 a fit if you want a roomy, comfortable sedan with a traditional feel and a clear identity. The market also shows 27.9% of listings as good or great deals, which gives you some room to shop selectively.
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, with reliability tied to the model’s long-running, familiar mechanical setup. That said, you should still expect normal used-car risk, especially if a specific example has not been maintained carefully over time.
What should I look for when buying a used 2019 Chrysler 300?
At 54.8% 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 catch hidden bodywork, suspension, or mechanical issues. Focus on overall condition, maintenance records, and signs of uneven wear, since those details matter more when you’re comparing used examples with mixed histories.
Is now a good time to buy a used 2019 Chrysler 300?
This looks like a moderate, selective buyer’s market, so you can shop patiently and still find value.
- Deal availability: 27.9% of listings are priced as good or great deals.
- Inventory: There are 682 listings available.
- Price trend: Prices have softened 8.51% compared with last year.
- Clean inventory: 54.8% of listings are accident-free.
If you find a listing below $15,947, 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 $15,947 sits slightly below last year's $17,430.
That price movement suggests the model has softened, which can make it easier for you to buy now but may also limit upside if you plan to sell soon. If you’re a future seller, the key is to buy well and keep the car in strong condition so you’re not starting from a weak price position. A clean history and good maintenance will matter more when the market is already trending lower.
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:
- 27.9% of listings are priced as good or great deals.
- At 54.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 8.51% compared with last year.
- Owners rate it 4.62/5 — a strong satisfaction signal.
The bottom line: You should start with the 2019 if you want the strongest balance of value, owner satisfaction, and current market pricing. If you’re especially price-sensitive, a nearby year may still make sense, but the 2019 gives you a clear mix of comfort, space, and deal potential that makes it an easy primary target.
These recommendations are based on CarGurus' proprietary market data from September 11, 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.
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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.