Used 2020 Chrysler 300 for Sale nearMinneapolis, MN
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- 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:
- 8-Speed Automatic
- Mileage:
- 112,388
- Stock #:
- B20062
- VIN:
- 2C3CCARG3MH512285


Sponsored by Coon Rapids Chrysler Dodge Jeep Ram
2021 Chrysler 300
Touring AWD
112,388 mi
$17,707
- Year:
- 2021
- 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:
- 8-Speed Automatic
- Mileage:
- 112,388
- Stock #:
- B20062
- VIN:
- 2C3CCARG3MH512285

2021 Chrysler 300
Touring AWD
112,388 mi
$17,707
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 111,540
- Stock #:
- 5079
- VIN:
- 2C3CCABG2KH618086

2019 Chrysler 300
S RWD
111,540 mi
$15,011
- 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
$16,357
- Year:
- 2021
- 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:
- CREAM
- Transmission:
- Automatic
- Mileage:
- 39,048
- Stock #:
- 28168458
- VIN:
- 2C3CCAAGXMH566906

2021 Chrysler 300
Touring L RWD
39,048 mi
$24,197
- Year:
- 2021
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 89,062
- Stock #:
- 575987
- VIN:
- 2C3CCABTXMH575987

2021 Chrysler 300
S V8 RWD
89,062 mi
$25,301
- 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
$17,078
$16,078
- 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
$19,035
- 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
$15,092
- 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
$19,252
- Year:
- 2021
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,226
- Stock #:
- 692AKR
- VIN:
- 2C3CCABG2MH545693

2021 Chrysler 300
S V6 RWD
109,226 mi
$17,596
- 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
$20,606
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 165,335
- Stock #:
- 00073
- VIN:
- 2C3CCABG7MH525583

2021 Chrysler 300
S V6 RWD
165,335 mi
$12,862
CarGurus Analysis:
2020 Chrysler 300
With 640 currently listed for sale and an average price of $18,023, 29.5% of 2020 Chrysler 300 listings on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Chrysler 300 4.78 / 5 stars.
59.1% of 2020 Chrysler 300 listings 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,509
- Stock #:
- 112078
- VIN:
- 2C3CCAEG8LH112078

-$1,560
2020 Chrysler 300
Limited RWD
102,509 mi
$17,547
$15,986
- Year:
- 2020
- 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:
- Automatic
- Mileage:
- 82,803
- Stock #:
- LH127864
- VIN:
- 2C3CCABGXLH127864

2020 Chrysler 300
S RWD
82,803 mi
$20,076
- 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
$21,752
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,037
- Stock #:
- 569889
- VIN:
- 2C3CCAKG2KH569889

2019 Chrysler 300
Limited AWD
88,037 mi
$17,252
- 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
$16,233
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Brown
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,089
- Stock #:
- 26414
- VIN:
- 2C3CCAAG6MH512194

2021 Chrysler 300
Touring RWD
94,089 mi
$19,383
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 91,405
- Stock #:
- 601328
- VIN:
- 2C3CCAAG1KH601328

2019 Chrysler 300
Touring RWD
91,405 mi
$16,252
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,266
- Stock #:
- 13597
- VIN:
- 2C3CCAKG0KH706280

2019 Chrysler 300
Limited AWD
107,266 mi
$15,737
- Year:
- 2021
- 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:
- 93,085
- Stock #:
- 5561akr
- VIN:
- 2C3CCABG8MH525562

2021 Chrysler 300
S V6 RWD
93,085 mi
$18,559
- Year:
- 2019
- 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:
- 45,899
- Stock #:
- 70214742
- VIN:
- 2C3CCAPT4KH592791

2019 Chrysler 300
C RWD
45,899 mi
$29,097
CarGurus Analysis: 2020 Chrysler 300

Summary
With 640 currently listed for sale and an average price of $18,023, 29.5% of 2020 Chrysler 300 listings on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Chrysler 300 4.78 / 5 stars.
59.1% of 2020 Chrysler 300 listings on CarGurus are accident free.
Why it stands out
The 2020 Chrysler 300 stands out as a big rear-wheel-drive sedan that still leans into classic American luxury-car styling. By this point in its run, the 300 had already been updated with a softer look, a more upscale cabin, and a more modern set of features than it had at launch. It also kept the roomy, full-size character that has long been one of its main appeals, making it a distinctive choice for shoppers who want a large sedan without moving into something far more expensive.
For 2020, the 300’s appeal came from its mix of comfort, power, and value. The model had already gained available adaptive cruise control, automatic emergency braking, and lane-keep assist, along with improvements to the UConnect touchscreen system. Apple CarPlay and Android Auto were also part of the package by this stage. The 300’s engine lineup remained a strength, with durable V6 and V8 options and an automatic transmission, while all-wheel drive was still limited to V6 models. That said, it was no longer the freshest choice in the segment, and its size and fuel appetite were still part of the tradeoff.
Other model years to consider
- 2017 Chrysler 300
- Average price: $13,933
- Good/great deal percentage: 26.7%
- User rating: 5 / 5
- Total listings: 581
- 2022 Chrysler 300
- Average price: $23,371
- Good/great deal percentage: 29.5%
- User rating: 4.9 / 5
- Total listings: 692
- 2018 Chrysler 300
- Average price: $14,945
- Good/great deal percentage: 26.6%
- User rating: 4.75 / 5
- Total listings: 714
Similar models to consider
- 2020 Dodge Charger
- Average price: $23,310
- Good/great deal percentage: 25.9%
- User rating: 4.93 / 5
- Total listings: 2,330
- 2019 Ford Taurus
- Average price: $12,999
- Good/great deal percentage: 28.7%
- User rating: 5 / 5
- Total listings: 293
- 2020 Chevrolet Impala
- Average price: $13,978
- Good/great deal percentage: 27.0%
- User rating: 4.88 / 5
- Total listings: 300
This analysis is based on CarGurus' proprietary market data from October 12, 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 AWD | $32,790 |
| Touring L AWD | $36,065 |
| Touring L RWD | $33,315 |
| S AWD | $39,445 |
| 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: Minneapolis, MN Market Report
Pricing by Trim Packages
Key Insights
- Volume Leader: The Touring RWD trim has the highest inventory with 28 listings, indicating strong demand for this base model.
- Premium Spread: The C RWD trim, priced at $41,995, represents the highest MSRP, showcasing a $5,000 premium over the Limited RWD trim at $38,595.
- Drivetrain Effect: All trims are RWD or AWD, with the S RWD trim having the most listings among AWD options, suggesting a preference for RWD in this market.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Touring RWD | 28 | $30,040 | RWD | 3.6L 292 hp V6 |
| S RWD | 22 | $36,995 | RWD | 3.6L 300 hp V6 |
| Limited RWD | 13 | $38,595 | RWD | 3.6L 292 hp V6 |
| C RWD | 21 | $41,995 | RWD | 5.7L 363 hp V8 |
| S AWD | 17 | $39,445 | AWD | 3.6L 300 hp V6 |
| Limited AWD | 14 | $41,345 | AWD | 3.6L 292 hp V6 |
| Touring L RWD | 12 | $33,315 | RWD | 3.6L 292 hp V6 |
| Touring L AWD | 6 | $36,065 | AWD | 3.6L 292 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New-Car Premium: The 2023 model year commands an average price of $40,649, reflecting a +18.5% premium over its starting MSRP of $34,295.
- Depreciation Curve: The 2016 model year exhibits the steepest depreciation at -69.3%, indicating significant value loss over time.
- Best Value Sweet Spot: The 2023 model year is the only year priced above the starting MSRP, suggesting it may offer the best value for buyers seeking newer models.
Model Year Pricing
| Model Year | Starting MSRP | Avg Price | Avg Price vs Starting MSRP |
|---|---|---|---|
| 2023 | $34,295 | $40,649 | +18.5% |
| 2021 | $31,875 | $17,707 | -44.4% |
| 2019 | $29,220 | $11,345 | -61.2% |
| 2018 | $28,995 | $18,742 | -35.4% |
| 2017 | $32,340 | $16,507 | -49.0% |
| 2016 | $32,260 | $9,906 | -69.3% |
| 2015 | $31,695 | $9,999 | -68.5% |
| 2014 | $30,995 | $11,595 | -62.6% |
| 2013 | $30,345 | $12,735 | -58.0% |
These recommendations are based on CarGurus' proprietary market data from October 7, 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 | $17,984 |
| Year-Round Low | $17,795 |
| Year-Round High | $19,943 |
| Average Price a Year Ago | $19,948 |
| Change vs. Last Year | −9.84% |
Prices have softened 9.84% compared to this time last year, making it a favorable time to shop this model year.
There are 633 listings available, which suggests you should have a reasonable amount of inventory to compare.
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 commonly praise its smooth and quiet ride, good power, and ample space, and many also value its affordability and distinctive design. That makes it a fit if you want a roomy, full-size sedan with comfort and presence rather than a smaller, more modern-feeling alternative. With 28.9% of listings marked as good or great deals, you still have some room to shop selectively.
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 its smooth ride, good power, and overall dependability supports that impression. The combination of a comfortable cabin and durable-feeling powertrains is part of why many owners feel confident keeping one for the long haul. For used buyers, the main ownership risk is less about the model’s basic appeal and more about finding a well-kept example with a clean history and consistent maintenance.
What should I look for when buying a used 2020 Chrysler 300?
At 59.2% 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 body, suspension, or repair issues. Focus closely on condition, maintenance records, and any signs that the car has been repaired after a collision, since a clean-looking listing is not always a clean-history listing.
Is now a good time to buy a used 2020 Chrysler 300?
This is a moderate buyer’s market, so you can shop selectively without expecting every listing to be a bargain.
- Deal availability: 28.9% of listings are priced as good or great deals.
- Inventory: There are 633 listings available.
- Price trend: Prices have softened 9.84% compared with last year.
- Clean inventory: 59.2% of listings are accident-free.
If you find a listing below $17,795, 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 $17,984 sits slightly below last year's $19,948.
That price movement suggests the market has already adjusted downward, which can help you buy at a more favorable point today. For a future seller, that also means resale value may depend heavily on condition, mileage, and how well the car stands out against similar listings. A clean history and strong presentation matter more when the broader market is already softer.
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:
- 28.9% of listings are priced as good or great deals.
- At 59.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 9.84% compared with last year.
- Owners rate it 4.78/5 — a strong satisfaction signal.
Consider the 2021 if:
- At $19,700, the 2021 costs more than the current year's $17,984 average.
- It adds available all-wheel drive and a 5.7-liter Hemi V8.
The bottom line: If you want the better value today, the 2020 is the stronger starting point because it combines a lower average price with solid owner satisfaction. If you’re willing to spend more for added powertrain choice, the 2021 is the better secondary path for buyers who want more performance and flexibility.
These recommendations are based on CarGurus' proprietary market data from October 13, 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.