Used 2020 Chrysler 300 for Sale nearPortland, OR
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- 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:
- 25,567
- Stock #:
- 26M187A
- VIN:
- 2C3CCAAG1MH598983

-$1,000

Sponsored by Alan Webb Mazda
2021 Chrysler 300
Touring RWD
25,567 mi
$26,198
$25,198
- Year:
- 2020
- 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:
- 62,996
- Stock #:
- 520654
- VIN:
- 2C3CCARG0LH230152

Sponsored Listing
2020 Chrysler 300
Touring AWD
62,996 mi
$20,260
- Year:
- 2021
- 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:
- 25,567
- Stock #:
- 26M187A
- VIN:
- 2C3CCAAG1MH598983

-$1,000
2021 Chrysler 300
Touring RWD
25,567 mi
$26,198
$25,198
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,062
- Stock #:
- 233521
- VIN:
- 2C3CCABG6LH233521

2020 Chrysler 300
S RWD
66,062 mi
$21,633
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Silver Mist Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,880
- Stock #:
- 2345978AT
- VIN:
- 2C3CCABG9MH545978

2021 Chrysler 300
S V6 RWD
67,880 mi
$22,236
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Blue (Frostbite)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 86,081
- Stock #:
- 529605
- VIN:
- 2C3CCARG3MH529605

2021 Chrysler 300
Touring L AWD
86,081 mi
$20,930
- 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 (Burgundy)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,500
- Stock #:
- 613563
- VIN:
- 2C3CCAAG5KH613563

2019 Chrysler 300
Touring RWD
99,500 mi
$17,918
- Year:
- 2019
- 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:
- Automatic
- Mileage:
- 115,694
- Stock #:
- AB16890
- VIN:
- 2C3CCAKGXKH610866

2019 Chrysler 300
Limited AWD
115,694 mi
$13,798
- 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:
- 81,881
- Stock #:
- SI306
- VIN:
- 2C3CCAEG1KH689386

2019 Chrysler 300
Limited RWD
81,881 mi
$16,364
- 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:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 112,117
- Stock #:
- 1231
- VIN:
- 2C3CCAAG5KH648345

2019 Chrysler 300
Touring RWD
112,117 mi
$15,960
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,677
- Stock #:
- R26139A1
- VIN:
- 2C3CCAKG4KH602522

2019 Chrysler 300
Limited AWD
107,677 mi
$18,256
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,152
- Stock #:
- 112294
- VIN:
- 2C3CCAGG3LH154994

2020 Chrysler 300
S AWD
95,152 mi
$19,145
- 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
$17,703
CarGurus Analysis:
2020 Chrysler 300
With 44 currently listed for sale near Portland, OR and an average price of $18,995.00, 9.1% 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.
86.4% of 2020 Chrysler 300 models on CarGurus are accident free.
- Year:
- 2020
- 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:
- 62,996
- Stock #:
- 520654
- VIN:
- 2C3CCARG0LH230152

2020 Chrysler 300
Touring AWD
62,996 mi
$20,260
- Year:
- 2019
- 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:
- Automatic
- Mileage:
- 104,261
- Stock #:
- A7004
- VIN:
- 2C3CCAGG9KH648579
Preparing for a close up...
Photos coming soon
2019 Chrysler 300
S AWD
104,261 mi
$16,802
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,986
- Stock #:
- 586177
- VIN:
- 2C3CCAGG7KH586177

2019 Chrysler 300
S AWD
79,986 mi
$19,957
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 363 hp 5.7L V8
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,950
- Stock #:
- 70163540
- VIN:
- 2C3CCABT6MH563058

2021 Chrysler 300
S V8 RWD
11,950 mi
$38,998
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,208
- Stock #:
- 5735
- VIN:
- 2C3CCABG7KH648314

2019 Chrysler 300
S RWD
47,208 mi
$23,100
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Gloss Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 122,234
- Stock #:
- MH505061
- VIN:
- 2C3CCABG9MH505061

2021 Chrysler 300
S V6 RWD
122,234 mi
No Price Listed
- 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
- Stock #:
- RP651459
- VIN:
- 2C3CCAGG3KH651459
Preparing for a close up...
Photos coming soon
2019 Chrysler 300
S AWD
No Price Listed
- 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
No Price Listed
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Ceramic Gray Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,335
- Stock #:
- SC5186
- VIN:
- 2C3CCABG1KH516522

2019 Chrysler 300
S RWD
98,335 mi
$20,186
- 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
$24,586
CarGurus Analysis: 2020 Chrysler 300

Summary
With 44 currently listed for sale near Portland, OR and an average price of $18,995.00, 9.1% 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.
86.4% of 2020 Chrysler 300 models on CarGurus are accident free.
Why it stands out
The 2020 Chrysler 300 stands out as one of the last big rear-wheel-drive American sedans, and its appeal starts with size, comfort, and a distinctly classic look. Chrysler’s long-running formula gave it a roomy cabin and a full-size presence without making it feel enormous, while the brand’s rear-drive layout and available all-wheel drive helped keep it relevant for buyers who wanted something different from the typical midsize sedan. It also carried a reputation for durable V6 and V8 powertrains, which is a major part of its appeal in the used market.
By 2020, the 300 had already been through years of updates, and the model had settled into a familiar, well-equipped shape. Chrysler had added Apple CarPlay and Android Auto in 2017, and after 2019 the car was essentially frozen in time. That makes the 2020 version attractive to shoppers who want a straightforward large sedan with modern infotainment and a proven mechanical formula rather than the latest redesign. It is also worth noting that AWD was confined to V6 models, so buyers looking for all-weather traction had a clear engine choice to make.
The tradeoff is that the 300’s strengths are more about comfort, space, and presence than sharp handling or cutting-edge features. It was not as performance focused as the Dodge Charger sibling, and its big size came with a big appetite for fuel. Still, for buyers who want a roomy, comfortable sedan with strong road manners and a traditional American character, the 2020 Chrysler 300 remains distinctive.
Other model years to consider
- Average price: $17,995.00
- Good/great deal percentage: 13.7%
- User rating: 4.75 / 5
- Total listings: 51
- Average price: $20,038.00
- Good/great deal percentage: 8.3%
- User rating: 4.62 / 5
- Total listings: 48
- Average price: $33,216.00
- Good/great deal percentage: 35.7%
- User rating: 5 / 5
- Total listings: 28
This analysis is based on CarGurus' proprietary market data from August 18, 2026, CarGurus experts' opinions, and generative AI.
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 AWD | $32,790 |
| Touring L RWD | $33,315 |
| S AWD | $39,445 |
| Limited AWD | $41,345 |
| S RWD | $36,995 |
| Limited RWD | $38,595 |
| 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: Portland, OR Market Report
Pricing by Nearby Locations
Market Area: Portland, OR
Key Insights
- Lowest Prices in Kennewick: The market in Kennewick, WA ($16,970) offers the most affordable options, likely due to higher inventory levels and lower demand.
- Highest Prices in Everett: In contrast, Everett, WA ($23,500) has the highest average price, which may reflect a more affluent buyer demographic or limited supply.
- Stable Pricing Across Major Cities: Cities like Olympia, Tacoma, and Seattle all show consistent pricing around $20,426, indicating a balanced market with steady demand.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Everett, WA | 37 | $23,500 |
| Olympia, WA | 39 | $20,426 |
| Tacoma, WA | 39 | $20,426 |
| Seattle, WA | 39 | $20,426 |
| Salem, OR | 41 | $18,995 |
| Kennewick, WA | 33 | $16,970 |
Pricing by Trim Packages
Key Insights
- Most Common Trim: The Touring RWD trim leads the inventory with 30 listings, indicating strong demand for this base model.
- Price Variance Across Trims: The C RWD trim, priced at $41,995 MSRP, represents the highest price point, reflecting its premium features and V8 engine.
- AWD Demand: The S AWD trim, with 11 listings, shows a notable interest in all-wheel-drive options, likely due to regional weather conditions.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Touring RWD | 30 | $30,040 | RWD | 3.6L 292 hp V6 |
| Limited RWD | 14 | $38,595 | RWD | 3.6L 292 hp V6 |
| S RWD | 15 | $36,995 | RWD | 3.6L 300 hp V6 |
| C RWD | 13 | $41,995 | RWD | 5.7L 363 hp V8 |
| S AWD | 11 | $39,445 | AWD | 3.6L 300 hp V6 |
| Limited AWD | 9 | $41,345 | AWD | 3.6L 292 hp V6 |
| Touring L RWD | 11 | $33,315 | RWD | 3.6L 292 hp V6 |
| Touring L AWD | 3 | $36,065 | AWD | 3.6L 292 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Retain Value: The 2023 Chrysler 300 is priced at $33,128, which is only −4.8% below its MSRP, indicating strong demand for newer vehicles.
- Significant Depreciation for Older Models: The 2016 Chrysler 300 shows a steep decline, with an average price of $13,456, reflecting a −58.3% depreciation from its original MSRP.
- Best Value in Recent Years: The 2021 model is priced at $31,998, only +0.4% above its MSRP, making it a compelling option for buyers seeking a balance of price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 | $34,295 | $33,128 | -4.8% |
| 2022 | $33,545 | $28,703 | -14.5% |
| 2021 | $31,875 | $31,998 | +0.4% |
| 2019 | $29,220 | $22,950 | -21.5% |
| 2018 | $28,995 | $17,995 | -37.9% |
| 2016 | $32,260 | $13,456 | -58.3% |
| 2015 | $31,695 | $18,995 | -40.3% |
These recommendations are based on CarGurus' proprietary market data from August 20, 2026, CarGurus experts' opinions, and generative AI.
How much does the 2020 Chrysler 300 cost?
| Metric | Value |
|---|---|
| Current Average Price | $18,378 |
| Year-Round Low | $17,811.24 |
| Year-Round High | $20,499.03 |
| Average Price a Year Ago | $20,500 |
| Change vs. Last Year | −10.35% |
Prices have softened 10.35% compared to this time last year, making it a favorable time to shop this model year.
There are 616 listings available, which gives you a meaningful amount of inventory to compare. If you find a listing below $17,811.24, that's toward the low end of the year-round range and worth acting on quickly.
Is the 2020 Chrysler 300 a good car?
Yes — the 2020 Chrysler 300 earns a 4.78/5 user rating, which points to strong owner satisfaction.
Drivers consistently praise its smooth and quiet ride, good power, and ample space. Many also like its affordability and design, especially if you want a roomy, comfortable sedan with a classic full-size feel rather than a typical midsize alternative. The overview also fits that use case: you get a large, rear-wheel-drive sedan with available all-wheel drive and modern infotainment, so it works well if you value comfort, presence, and straightforward everyday usability.
With 29.1% of listings marked as good or great deals, you have a decent chance of finding a competitively priced example.
Is the 2020 Chrysler 300 reliable?
Owners rate it 4.78/5, a strong signal of long-term satisfaction.
The review summary points to a well-built sedan with a smooth, quiet ride and good power, which are the kinds of traits shoppers often associate with dependable ownership. Drivers also describe it as affordable and appealing over time, reinforcing the sense that it can be a trouble-free choice when maintained properly.
For used buyers, the main long-term risk is less about the car’s basic formula and more about finding one that has been cared for consistently.
What should I look for when buying a used 2020 Chrysler 300?
At 60.6% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
You should start with a vehicle history report so you can separate clean examples from cars with prior damage or repeated claims. After that, prioritize a thorough pre-purchase inspection, especially on body condition, alignment, and signs of uneven wear that can hint at past repairs. It also makes sense to focus on overall condition and maintenance records, since a large sedan like this is best bought on care history as much as on mileage.
Is now a good time to buy a used 2020 Chrysler 300?
This is a moderate, selective buyer’s market, so you can shop patiently and still find value if you compare listings carefully.
- Deal availability: 29.1% of listings are priced as good or great deals.
- Inventory: There are 616 listings available.
- Price trend: Prices have softened 10.35% compared with last year.
- Clean inventory: 60.6% of listings are accident-free.
If you find a listing below $17,811.24, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2020 Chrysler 300's resale value?
The current average of $18,378 sits slightly below last year's $20,500.
That softer pricing suggests the market has already adjusted downward, which can help you as a buyer but may limit upside if you plan to resell soon. If you buy well and keep the car in strong condition, you can reduce the impact of that depreciation. The model’s broad appeal still helps, especially for shoppers who want a comfortable, full-size sedan with a traditional character.
Vehicles with strong owner satisfaction ratings, like this model year's 4.78/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2020 Chrysler 300 or consider a different year?
If you're weighing the 2020 against nearby model years, here's how to think about it:
Choose the 2020 if:
- 29.1% of listings are priced as good or great deals.
- At 60.6% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 10.35% compared with last year.
- Owners rate it 4.78/5 — a strong satisfaction signal.
Consider the 2021 if:
- At $20,474, the 2021 costs more than the current year's $18,378 average.
- It adds a rare luxury-sedan feel with available AWD and a Hemi V8.
The bottom line: If you want the better value today, the 2020 is the stronger starting point because pricing has eased and owner satisfaction is high. If you’re willing to spend more for a newer model year with a broader premium feel, the 2021 is the better secondary path for price-sensitive buyers who still want the Chrysler 300 formula.
These recommendations are based on CarGurus' proprietary market data from August 21, 2026, CarGurus experts' opinions, and generative AI.
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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.