CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2021 Chrysler 300 for Sale in Orlando, FL

300s for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2023 Chrysler 300 Touring RWD photo
7
2023 Chrysler 300 Touring RWD • Orlando, FL
3.6L V6 Engine
$27,595 • 20.7k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,354 Below Market
  • Includes $3,424 Premium Upgrades
  • Very Low Mileage
More details
2019 Chrysler 300 Limited RWD photo
5
Price Drop
2019 Chrysler 300 Limited RWD • Homosassa, FL
Gray • 3.6L V6 Engine
$9,990 • 124.2k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Great Price - $3,192 Below Market
  • Motivation to Negotiate - High
More details
2020 Chrysler 300 Limited RWD photo
16
2020 Chrysler 300 Limited RWD • Tampa, FL
Silver • 3.6L V6 Engine
$18,995 • 75.2k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $120 Below Market
  • Includes $1,327 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2023 Chrysler 300 Touring RWD photo
4
2023 Chrysler 300 Touring RWD • Orlando, FL
3.6L V6 Engine
$27,499 • 12.1k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,239 Below Market
  • Includes $3,514 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Chrysler 300 Touring L RWD photo
14
2021 Chrysler 300 Touring L RWD • Lutz, FL
Silver • 3.6L V6 Engine
$24,829 • 33.7k miles • Certified
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $448 Above Market
  • Includes $3,994 Premium Upgrades
  • Very Low Mileage
More details
2019 Chrysler 300 Limited RWD photo
11
2019 Chrysler 300 Limited RWD • Tampa, FL
Black • 3.6L V6 Engine
$13,995 • 101.4k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,048 Below Market
  • Motivation to Negotiate - Very High
  • Average Mileage
More details
2019 Chrysler 300 Touring RWD photo
10
2019 Chrysler 300 Touring RWD • Melbourne, FL
Black • 3.6L V6 Engine
$13,977 • 107.7k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,327 Below Market
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.8 stars
More details
2023 Chrysler 300 300S RWD photo
21
2023 Chrysler 300 300S RWD • Fort Pierce, FL
White • 3.6L V6 Engine
$27,549 • 52.8k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $193 Below Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2019 Chrysler 300 Touring RWD photo
3
2019 Chrysler 300 Touring RWD • Fort Pierce, FL
Silver • 3.6L V6 Engine
$13,895 • 95.9k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,561 Below Market
  • Includes $706 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Chrysler 300 300S RWD photo
Price Drop
2019 Chrysler 300 300S RWD • Holiday, FL
White • 3.6L V6 Engine
$15,660
•••
More details
2021 Chrysler 300 300S RWD photo
18
2021 Chrysler 300 300S RWD • Winter Haven, FL
Silver • 3.6L V6 Engine
$17,463 • 111.3k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • Good Price - $676 Below Market
  • Dealer Rating - 4.2 stars
More details
2023 Chrysler 300 300C RWD photo
24
2023 Chrysler 300 300C RWD • Ocala, FL
Red • 6.4L V8 Engine
$52,900 • 26.2k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $1,091 Above Market
  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2022 Chrysler 300 Touring L RWD photo
2022 Chrysler 300 Touring L RWD • Cocoa, FL
Gray • 3.6L V6 Engine
$31,433 • 53.8k miles
•••

#30 2019-2023 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • Includes $3,558 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.3 stars
More details
2023 Chrysler 300 300C RWD photo
2023 Chrysler 300 300C RWD • Clearwater, FL
6.4L V8 Engine
$51,289 • 33.7k miles
•••

#27 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Very Low Mileage
  • Dealer Rating - 4.2 stars
More details
2021 Chrysler 300 300S RWD photo
17
2021 Chrysler 300 300S RWD • Orlando, FL
Silver • 3.6L V6 Engine
$19,998 • 84.5k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • Good Price - $1,172 Below Market
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.4 stars
More details
2019 Chrysler 300 Touring L RWD photo
13
Price Drop
2019 Chrysler 300 Touring L RWD • New Smyrna Beach, FL
Gray • 3.6L V6 Engine
$16,888 • 51.7k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $901 Below Market
  • Includes $2,133 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
2
2023 Chrysler 300 300S RWD • Pinellas Park, FL
Gray • 3.6L V6 Engine
$28,350 • 34.9k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,678 Below Market
  • Very Low Mileage
More details
2023 Chrysler 300 300S RWD photo
22
Price Drop
2023 Chrysler 300 300S RWD • Fort Pierce, FL
White • 3.6L V6 Engine
$28,078 • 52.6k miles • Certified
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $389 Price Drop
  • Fair Price - $288 Above Market
  • CARFAX: One Owner
More details
2021 Chrysler 300 Touring RWD photo
20
Price Drop
2021 Chrysler 300 Touring RWD • Orlando, FL
3.6L V6 Engine
$20,999 • 68.3k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • $635 Price Drop
  • Fair Price - $482 Above Market
  • Includes $891 Premium Upgrades
More details
2023 Chrysler 300 Touring RWD photo
Price Drop
2023 Chrysler 300 Touring RWD • Titusville, FL
Silver • 3.6L V6 Engine
$26,484 • 41k miles
•••

#32 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • $148 Price Drop
  • CARFAX: One Owner
  • Below Average Mileage
More details
2019 Chrysler 300 Touring L RWD photo
23
2019 Chrysler 300 Touring L RWD • Orlando, FL
Gray • 3.6L V6 Engine
$22,501 • 29.6k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Includes $4,207 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2022 Chrysler 300 300S RWD photo
Price Drop
2022 Chrysler 300 300S RWD • St. Petersburg, FL
Silver • 3.6L V6 Engine
$34,296 • 20.4k miles • Certified
•••

#29 2019-2023 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • $993 Price Drop
  • Includes $1,391 Premium Upgrades
  • Very Low Mileage
More details
2019 Chrysler 300 Limited RWD photo
8
Price Drop
2019 Chrysler 300 Limited RWD • Dade City, FL
Red • 3.6L V6 Engine
$16,265 • 65k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $100 Price Drop
  • Great Price - $1,754 Below Market
  • Motivation to Negotiate - High
More details
2021 Chrysler 300 Touring L RWD photo
6
2021 Chrysler 300 Touring L RWD • Crystal River, FL
Brown • 3.6L V6 Engine
$23,995 • 37.9k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,361 Below Market
  • Includes $5,350 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Chrysler 300 Touring RWD photo
Price Drop
2023 Chrysler 300 Touring RWD • Sanford, FL
Gray • 3.6L V6 Engine
$29,633 • 27.9k miles • Certified
•••

#28 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • $800 Price Drop
  • Includes $2,093 Premium Upgrades
  • CARFAX: One Owner
More details
1-25 of 43 results
HomeChrysler300

2021 Chrysler 300

Full-size Sedan
Seats
5
Fuel Economy
19City MPG
30Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Most Popular Models like 300
Chrysler 300 near Orlando, FL
Other Years
Research More Models
View more Sedans

© 2026 CoPilot. All Rights Reserved.