Used Chrysler 300 for Sale nearMilwaukee, WI
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2023
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 363 hp 5.7L V8
- Exterior color:
- Silver Mist Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,950
- Stock #:
- 36321A
- VIN:
- 2C3CCABT7PH664887


Sponsored by Miller Motor Sales
2023 Chrysler 300
S V8 RWD
17,950 mi
$40,395
- Year:
- 2006
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 425 hp 6.1L V8
- Exterior color:
- Silver Steel Metallic Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Slate/Graystone
- Transmission:
- 5-Speed Automatic
- Mileage:
- 96,733
- Stock #:
- 260742A
- VIN:
- 2C3LA73W56H535451

Sponsored Listing
2006 Chrysler 300
SRT8 RWD
96,733 mi
$15,324
- Year:
- 2023
- 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:
- 56,214
- Stock #:
- 70229A
- VIN:
- 2C3CCABG0PH562785

Sponsored Listing
2023 Chrysler 300
S V6 RWD
56,214 mi
$26,896
- Year:
- 2016
- 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:
- 8-Speed Automatic
- Mileage:
- 140,275
- Stock #:
- 145010
- VIN:
- 2C3CCARG7GH145010

2016 Chrysler 300
Limited AWD
140,275 mi
$9,644
- Year:
- 2016
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 80,149
- Stock #:
- 2245
- VIN:
- 2C3CCAGG3GH287776

2016 Chrysler 300
S AWD
80,149 mi
$15,201
- Year:
- 2018
- 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:
- 93,253
- Stock #:
- 141372
- VIN:
- 2C3CCAGG7JH141372

2018 Chrysler 300
S AWD
93,253 mi
$17,127
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 122,273
- Stock #:
- 635112
- VIN:
- 2C3CCABG7KH635112

2019 Chrysler 300
S RWD
122,273 mi
$15,557
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,861
- Stock #:
- H6531
- VIN:
- 2C3CCABG8MH545678

2021 Chrysler 300
S V6 RWD
22,861 mi
$24,174
- 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:
- 8-Speed Automatic
- Mileage:
- 109,794
- Stock #:
- 36273A
- VIN:
- 2C3CCAGGXKH542884

2019 Chrysler 300
S AWD
109,794 mi
$16,386
- Year:
- 2015
- 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:
- 139,041
- Stock #:
- 26PP-185A
- VIN:
- 2C3CCAGG0FH892403

2015 Chrysler 300
S AWD
139,041 mi
$11,844
- Year:
- 2023
- 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:
- 56,214
- Stock #:
- 70229A
- VIN:
- 2C3CCABG0PH562785

2023 Chrysler 300
S V6 RWD
56,214 mi
$26,896
- Year:
- 2016
- 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:
- Automatic
- Mileage:
- 69,388
- Stock #:
- MP11989
- VIN:
- 2C3CCAAG4GH252737

2016 Chrysler 300
Limited RWD
69,388 mi
$17,296
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 150,665
- Stock #:
- 4749
- VIN:
- 2C3CCABG6JH296132

2018 Chrysler 300
S RWD
150,665 mi
$13,247
Recommended model year:
2020 Chrysler 300
Shop 2020 Chrysler 300 »With 55 currently listed for sale near Milwaukee, WI and an average price of $19,495.00, 14.5% 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.
83.6% of 2020 Chrysler 300 models on CarGurus are accident free.
- Year:
- 2021
- 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:
- 72,729
- Stock #:
- 661579
- VIN:
- 2C3CCAAG3MH661579

2021 Chrysler 300
Touring RWD
72,729 mi
$21,782
- Year:
- 2017
- 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:
- Automatic
- Mileage:
- 97,252
- Stock #:
- 564266
- VIN:
- 2C3CCAEG1HH564266

-$2,000
2017 Chrysler 300
C RWD
97,252 mi
$16,560
$14,560
- Year:
- 2015
- 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:
- 151,390
- Stock #:
- 12659
- VIN:
- 2C3CCARG2FH830871

2015 Chrysler 300
Limited AWD
151,390 mi
$9,398
- 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
$20,034
- 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
$14,676
- Year:
- 2016
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,553
- Stock #:
- HL10954
- VIN:
- 2C3CCABG9GH269760

-$1,000
2016 Chrysler 300
S RWD
60,553 mi
$18,483
$17,483
- Year:
- 2017
- 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:
- 65,566
- Stock #:
- 70173064
- VIN:
- 2C3CCAAG2HH560068

2017 Chrysler 300
Limited RWD
65,566 mi
$17,597
- 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:
- 8-Speed Automatic
- Mileage:
- 159,037
- Stock #:
- C274983
- VIN:
- 2C3CCAAG9JH274983

2018 Chrysler 300
Touring RWD
159,037 mi
$9,140
- Year:
- 2018
- 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:
- Automatic
- Mileage:
- 114,713
- Stock #:
- 160731
- VIN:
- 2C3CCAGG5JH160731

2018 Chrysler 300
S AWD
114,713 mi
$16,803
- Year:
- 2015
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,478
- Stock #:
- 2426
- VIN:
- 2C3CCARG0FH808870

Sponsored Listing
2015 Chrysler 300
Limited AWD
135,478 mi
$9,649
FAQs
How much does the Chrysler 300 cost in Milwaukee, WI?
How many Chrysler 300 vehicles in Milwaukee, WI have no reported accidents or damage?
What fuel types are available?
4.7 Overall rating
Customers say
The Chrysler 300 has consistently impressed owners across its model years with its luxurious feel, spacious interiors, and powerful performance. Many drivers appreciate the smooth ride and stylish design, often considering it a great value for an American sedan. However, some criticism has been directed towards the vehicle's fuel economy, the need for modern features, and occasional reliability issues. Overall, owners cherish the 300 for its comfort and performance while wishing for improvements in efficiency and technology.
AI generated from the text of customer reviews.
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What people say
Eric K
Reviewed a 2006 Chrysler 300 on Sep 14, 2025
Love my 06 Chrysler 300 got all most 300000 miles on it
Jayon C
Reviewed a 2022 Chrysler S V8 RWD on Mar 30, 2025
I’ve been really impressed with the 2022 Chrysler 300. It delivers a smooth and powerful ride, especially with the available V8 engine option. The interior is spacious and comfortable, featuring high-quality materials and a user-friendly infotainment system. It has a classic yet bold design that stands out on the road. In terms of value, I think it’s a solid choice for those looking for a mix of luxury, performance, and practicality. It may not have the latest tech features found in some competitors, but it makes up for it with a refined driving experience. I’d compare it to the Dodge Charger or even some entry-level luxury sedans. Overall, it’s a great option for anyone who appreciates a powerful and stylish full-size sedan. Highly recommend!
Denis L
Reviewed a 2013 Chrysler 300 on Feb 5, 2025
Excellent car and reliable. good engine and very comfortable and quiet
jackson s
Reviewed a 2022 Chrysler Touring RWD on Mar 19, 2025
The car is a good value, it is not missing anything, the only issues I’ve had is connectivity issues with the u connect
Chrysler 300 Trims
| Trim type | MSRP |
|---|---|
| C RWD | $55,000 |
| S V6 RWD | $42,805 |
| Touring RWD | $34,295 |
| Touring AWD | $37,045 |
| S AWD | -- |
| Touring L AWD | $39,745 |
| S V8 RWD | $46,350 |
| Touring L RWD | $37,495 |
Chrysler 300 Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Chrysler 300 prices has changed over time.
See more price trendsChrysler 300 Pricing Analysis: Milwaukee, WI Market Report
Pricing Analysis by Model Year
Key Insights
- Significant Depreciation for Older Models: The 2016 Chrysler 300 shows a steep decline, priced at $9,495, which is −70.5% from its original MSRP of $32,260.
- Best Value in Recent Models: The 2021 Chrysler 300 is priced at $23,985, representing a −24.5% depreciation, making it a strong value compared to older models.
- Newer Model Premium: The 2023 Chrysler 300 is currently priced at $31,419, which is −2.3% below its MSRP, indicating stable demand for the latest model.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2023 Chrysler 300 | $34,295 | $31,419 | -2.3% |
| 2021 Chrysler 300 | $31,875 | $23,985 | -24.5% |
| 2020 Chrysler 300 | $30,040 | $19,742 | -34.2% |
| 2019 Chrysler 300 | $29,220 | $20,995 | -28.2% |
| 2016 Chrysler 300 | $32,260 | $9,495 | -70.5% |
| 2015 Chrysler 300 | $31,695 | $9,225 | -70.9% |
| 2013 Chrysler 300 | $30,345 | $4,999 | -84.5% |
Pricing in Nearby Cities
Market Area: Greater Milwaukee Region
Key Insights
- Lowest Prices in Fond du Lac: The city of Fond du Lac offers the lowest average price at $15,803, indicating a more price-sensitive market.
- Highest Prices in Rockford: Rockford, IL has the highest average price at $28,660, likely due to lower inventory and higher demand.
- Inventory Variation: Cities like Kenosha and Palatine have substantial listings (200 and 250 respectively), suggesting a competitive market with stable pricing around $19,405 and $18,054.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Rockford, IL | 180 | $28,660 |
| Chicago, IL | 260 | $17,360 |
| Palatine, IL | 250 | $18,054 |
| Kenosha, WI | 200 | $19,405 |
| Janesville, WI | 182 | $16,902 |
| Madison, WI | 170 | $14,233 |
| Muskegon, MI | 180 | $19,641 |
| Appleton, WI | 159 | $12,177 |
| Fond du Lac, WI | 164 | $15,803 |
Pricing by Trim Packages
Key Insights
- Most Common Trim: The Touring RWD trim leads with 35 listings, priced at $34,295, making it a key player in the market.
- Premium Trims at a Markup: The C RWD trim, priced at $55,000, represents the highest MSRP, reflecting its luxury features and performance.
- AWD Demand: The Touring L AWD and Touring AWD trims, both priced around $39,745, indicate a growing preference for all-wheel drive options in the region.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Touring RWD | 35 | $34,295 | RWD | 3.6L 292 hp V6 |
| S V6 RWD | 26 | $42,805 | RWD | 3.6L 300 hp V6 |
| C RWD | 17 | $55,000 | RWD | 6.4L 485 hp V8 |
| Touring L RWD | 15 | $37,495 | RWD | 3.6L 292 hp V6 |
| Touring L AWD | 7 | $39,745 | AWD | 3.6L 292 hp V6 |
| Touring AWD | 7 | $37,045 | AWD | 3.6L 292 hp V6 |
| S V8 RWD | 3 | $46,350 | RWD | 5.7L 363 hp V8 |
These recommendations are based on CarGurus' proprietary market data from August 13, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2020 Chrysler 300

Summary
With 55 currently listed for sale near Milwaukee, WI and an average price of $19,495.00, 14.5% 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.
83.6% 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: $9,495.00
- Good/great deal percentage: 25.0%
- User rating: 4.6 / 5
- Total listings: 48
- Average price: $20,995.00
- Good/great deal percentage: 12.7%
- User rating: 4.62 / 5
- Total listings: 63
- Average price: $9,225.00
- Good/great deal percentage: 24.4%
- User rating: 4.5 / 5
- Total listings: 41
These recommendations are based on CarGurus' proprietary market data from August 11, 2026, CarGurus experts' opinions, and generative AI.
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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.


