Used 2020 Chrysler 300 for Sale nearDallas, TX
Shop with transparent pricing.
Only show listings that include dealer fees- 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


Sponsored by Karma DFW
2019 Chrysler 300
Touring RWD
145,000 mi
$12,223
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 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:
- 49,515
- Stock #:
- MH516038
- VIN:
- 2C3CCAAG1MH516038

Sponsored Listing
2021 Chrysler 300
Touring RWD
49,515 mi
$23,013
- Year:
- 2020
- 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:
- White (Linen/Black)
- Transmission:
- Automatic
- Mileage:
- 105,973
- Stock #:
- 154587
- VIN:
- 2C3CCAAG0LH154587

Sponsored Listing
2020 Chrysler 300
Touring L RWD
105,973 mi
$17,224
- 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
$12,223
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,913
- Stock #:
- 194833A
- VIN:
- 2C3CCABG9KH562678

2019 Chrysler 300
S RWD
75,913 mi
$19,690
- Year:
- 2021
- 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:
- 43,056
- Stock #:
- U76358
- VIN:
- 2C3CCAAG0MH576358

2021 Chrysler 300
Touring RWD
43,056 mi
$22,483
- Year:
- 2021
- 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:
- 63,718
- Stock #:
- 23379KA
- VIN:
- 2C3CCAAG3MH622555

2021 Chrysler 300
Touring RWD
63,718 mi
$22,099
- Year:
- 2020
- 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:
- 79,975
- Stock #:
- P26220
- VIN:
- 2C3CCAAG0LH220748

2020 Chrysler 300
Touring RWD
79,975 mi
$19,821
- 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:
- 62,563
- Stock #:
- 267771
- VIN:
- 2C3CCAAG2KH648089

2019 Chrysler 300
Touring RWD
62,563 mi
$19,914
- Year:
- 2019
- 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
- Transmission:
- Automatic
- Mileage:
- 130,855
- Stock #:
- 649019
- VIN:
- 2C3CCAGG9KH649019

2019 Chrysler 300
S AWD
130,855 mi
$12,020
- 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
- Mileage:
- 128,005
- Stock #:
- UK4334
- VIN:
- 2C3CCAAG6KH614334

2019 Chrysler 300
Touring RWD
128,005 mi
$10,112
- Year:
- 2021
- 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:
- 61,394
- Stock #:
- MH654033
- VIN:
- 2C3CCAAG1MH654033

2021 Chrysler 300
Touring RWD
61,394 mi
$20,914
- Year:
- 2021
- 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:
- 75,069
- Stock #:
- M1934A
- VIN:
- 2C3CCAAG2MH509048

2021 Chrysler 300
Touring RWD
75,069 mi
$18,767
CarGurus Analysis:
2020 Chrysler 300
With 78 currently listed for sale near Dallas, TX and an average price of $18,663.00, 11.5% 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.
74.4% of 2020 Chrysler 300 models on CarGurus are accident free.
- 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
$19,807
- 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
$13,284
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Ocean Blue Metallic Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 85,737
- Stock #:
- 559820
- VIN:
- 2C3CCABG4KH559820

2019 Chrysler 300
S RWD
85,737 mi
$19,400
- Year:
- 2019
- 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:
- 51,905
- Stock #:
- 55828
- VIN:
- 2C3CCAAG9KH590661

2019 Chrysler 300
Touring RWD
51,905 mi
$21,050
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,175
- Stock #:
- 661665
- VIN:
- 2C3CCAAG7MH661665

2021 Chrysler 300
Touring L RWD
49,175 mi
$26,097
- 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
$20,226
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 55,000
- Stock #:
- 70231367
- VIN:
- 2C3CCARG7MH541627

2021 Chrysler 300
Touring L AWD
55,000 mi
$25,447
- 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
$22,234
- 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

2019 Chrysler 300
S AWD
81,397 mi
$17,490
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,913
- Stock #:
- 194833A
- VIN:
- 2C3CCABG9KH562678

Sponsored Listing
2019 Chrysler 300
S RWD
75,913 mi
$19,690
CarGurus Analysis: 2020 Chrysler 300

Summary
With 78 currently listed for sale near Dallas, TX and an average price of $18,663.00, 11.5% 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.
74.4% 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: $23,561.00
- Good/great deal percentage: 22.5%
- User rating: 4.9 / 5
- Total listings: 80
- Average price: $17,327.00
- Good/great deal percentage: 15.9%
- User rating: 4.75 / 5
- Total listings: 82
- Average price: $28,191.00
- Good/great deal percentage: 25.0%
- User rating: 5 / 5
- Total listings: 56
This analysis is based on CarGurus' proprietary market data from September 1, 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.
4.8 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 |
| S AWD | $39,445 |
| Touring L RWD | $33,315 |
| Limited AWD | $41,345 |
| Limited RWD | $38,595 |
| S RWD | $36,995 |
| Touring RWD | $30,040 |
*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.
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: Dallas, TX Market Report
Pricing by Nearby Locations
Market Area: Dallas, TX
Key Insights
- Consistent Pricing Across Cities: Cities like McKinney, Fort Worth, and Denton all share the same average price of $18,663, indicating a stable market with uniform pricing.
- Low Inventory Levels: Each of these cities has a modest number of listings (ranging from 70 to 77), suggesting limited supply which may keep prices stable.
- Potential for Price Sensitivity: The uniform pricing across these nearby locations may indicate a price-sensitive market where buyers are likely to shop around for the best deal.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| McKinney, TX | 74 | $18,663 |
| Fort Worth, TX | 77 | $18,663 |
| Denton, TX | 76 | $18,663 |
| Greenville, TX | 70 | $18,663 |
Pricing Analysis by Model Year
Key Insights
- Significant Depreciation for Older Models: The 2014 Chrysler 300 shows a steep decline, priced at $8,898, reflecting a depreciation of ~71.3% from its original MSRP.
- Recent Models Retain Value: The 2023 model is currently priced at $28,230, which is about -17.5% below its MSRP, indicating a relatively strong retention of value for newer vehicles.
- Best Value in 2019 Models: The 2019 Chrysler 300 is priced at $16,385, representing a -44.1% depreciation, making it a potentially attractive option for budget-conscious buyers.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 | $34,295 | $28,230 | -17.5% |
| 2022 | $33,545 | $23,682 | -29.4% |
| 2021 | $31,875 | $21,809 | -31.7% |
| 2019 | $29,220 | $16,385 | -44.1% |
| 2018 | $28,995 | $16,971 | -41.4% |
| 2017 | $32,340 | $12,977 | -59.9% |
| 2016 | $32,260 | $11,445 | -64.6% |
| 2015 | $31,695 | $19,804 | -37.5% |
| 2014 | $30,995 | $8,898 | -71.3% |
| 2013 | $30,345 | $8,870 | -70.8% |
These recommendations are based on CarGurus' proprietary market data from September 3, 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 2020 Chrysler 300 cost?
| Metric | Value |
|---|---|
| Current Average Price | $18,359 |
| Year-Round Low | $17,792.71 |
| Year-Round High | $20,334.78 |
| Average Price a Year Ago | $20,340 |
| Change vs. Last Year | −9.74% |
Prices have softened 9.74% compared to this time last year, making it a favorable time to shop this model year.
There are 624 listings available, which suggests you have a workable amount of inventory to compare.
If you find a listing below $17,792.71, 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 repeatedly praise its smooth and quiet ride, good power, and ample space, and many also like its affordability and distinctive design. That makes it a strong fit if you want a roomy, comfortable large sedan with a classic feel and modern infotainment. With 28.0% of listings marked as good or great deals, you have a meaningful chance to find a competitive price.
Is the 2020 Chrysler 300 reliable?
Owners rate it 4.78/5, a strong signal of long-term satisfaction.
Drivers describe it as well-built, and the recurring praise for good power and a smooth, quiet ride supports the idea that it can be a dependable daily driver. The repeated mention of affordability also suggests it appeals to buyers who want a straightforward ownership experience rather than a complicated one. For used buyers, the main long-term risk is making sure the specific car has been cared for properly, since condition matters more once a model has been on the road for years.
What should I look for when buying a used 2020 Chrysler 300?
At 58.3% 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. After that, prioritize a pre-purchase inspection that focuses on body condition, alignment, and signs of uneven wear. Because this model’s appeal depends heavily on comfort and overall condition, you should pay close attention to how the cabin, ride quality, and exterior presentation hold up.
Is now a good time to buy a used 2020 Chrysler 300?
This looks like a moderate, selective buyer’s market, where you can shop patiently but still move quickly on the right car.
- Deal availability: 28.0% of listings are priced as good or great deals.
- Inventory: There are 624 listings available.
- Price trend: Prices have softened 9.74% compared with last year.
- Clean inventory: 58.3% of listings are accident-free.
If you find a listing below $17,792.71, 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 $18,359 sits slightly below last year's $20,340.
That softer pricing can help you buy more affordably now, but it also means future resale will depend on how well the market continues to value this model’s strengths. If you keep the car in strong condition and avoid examples with accident history, you should be in a better position when it’s time to sell. 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:
- 28.0% of listings are priced as good or great deals.
- At 58.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 9.74% compared with last year.
- Owners rate it 4.78/5 — a strong satisfaction signal.
Consider the 2021 if:
- At $20,185, the 2021 costs more than the current year's $18,359 average.
- It adds a rare rear-wheel-drive luxury-sedan setup with available all-wheel drive and a 5.7-liter Hemi V8.
The bottom line: If you want the better value, the 2020 is the stronger starting point because it combines lower pricing with solid owner satisfaction. If you’re willing to pay more for a newer model year and want the added appeal of the 2021’s configuration choices, that’s the better secondary path for buyers who prioritize those extras over price.
These recommendations are based on CarGurus' proprietary market data from September 4, 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.