CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2020 Chrysler 300 for Sale in Orlando, FL

300s for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2021 Chrysler 300 300S RWD photo
14
2021 Chrysler 300 300S RWD • Orlando, FL
Silver • 3.6L V6 Engine
$19,998 • 84.5k miles
•••

#14 2018-2022 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $317 Above Market
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.4 stars
More details
2020 Chrysler 300 300S RWD photo
21
2020 Chrysler 300 300S RWD • St. Petersburg, FL
Brown • 3.6L V6 Engine
$27,289 • 66.8k miles
•••

#21 2018-2022 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Includes $2,939 Premium Upgrades
  • CARFAX: One Owner
  • Below Average Mileage
More details
2018 Chrysler 300 Limited AWD photo
3
2018 Chrysler 300 Limited AWD • Maitland, FL
Gray • 3.6L V6 Engine
$11,995 • 91.3k miles
•••

#3 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,440 Below Market
  • Includes $1,061 Premium Upgrades
  • Motivation to Negotiate - High
More details
2018 Chrysler 300 Touring RWD photo
2
Price Drop
2018 Chrysler 300 Touring RWD • St. Augustine, FL
Gray • 3.6L V6 Engine
$11,998 • 71k miles
•••

#2 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,790 Price Drop
  • Great Price - $4,125 Below Market
  • Includes $361 Premium Upgrades
More details
2022 Chrysler 300 300S RWD photo
8
Price Drop
2022 Chrysler 300 300S RWD • Melbourne, FL
Silver • 3.6L V6 Engine
$27,977 • 20.4k miles
•••

#8 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $523 Price Drop
  • Great Price - $2,095 Below Market
  • Includes $1,362 Premium Upgrades
More details
2018 Chrysler 300 300S RWD photo
16
2018 Chrysler 300 300S RWD • Orlando, FL
Gray • 3.6L V6 Engine
$16,995 • 112.9k miles
•••

#16 2018-2022 Chrysler 300

CoPilot AI: It’s a “C” Buy

  • Includes $2,219 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2019 Chrysler 300 Limited RWD photo
2019 Chrysler 300 Limited RWD • DeLand, FL
Black • 3.6L V6 Engine
$19,999 • 54.8k miles
•••

#28 2018-2022 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • Very Low Mileage
  • Dealer Rating - 4.1 stars
More details
2019 Chrysler 300 Touring L RWD photo
1
Price Drop
2019 Chrysler 300 Touring L RWD • Orlando, FL
Black • 3.6L V6 Engine
$11,498 • 81.6k miles
•••

#1 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $500 Price Drop
  • Great Price - $4,470 Below Market
  • Includes $1,914 Premium Upgrades
More details
2019 Chrysler 300 Touring L RWD photo
15
2019 Chrysler 300 Touring L RWD • New Smyrna Beach, FL
Gray • 3.6L V6 Engine
$18,988 • 51.7k miles
•••

#15 2018-2022 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Includes $2,160 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.4 stars
More details
2021 Chrysler 300 Touring RWD photo
Price Drop
2021 Chrysler 300 Touring RWD • Orlando, FL
3.6L V6 Engine
$23,077 • 67.7k miles
•••

#27 2018-2022 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • $1,621 Price Drop
  • Includes $887 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Chrysler 300 300S RWD photo
13
Price Drop
2019 Chrysler 300 300S RWD • Holiday, FL
White • 3.6L V6 Engine
$14,390 • 112.3k miles
•••

#13 2018-2022 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • $405 Price Drop
  • Good Price - $484 Below Market
More details
2021 Chrysler 300 300S RWD photo
23
Price Drop
2021 Chrysler 300 300S RWD • St. Augustine, FL
Silver • 5.7L V8 Engine
$24,488 • 97.9k miles
•••

#23 2018-2022 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • $100 Price Drop
  • Includes $2,837 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2020 Chrysler 300 300S RWD photo
24
Price Drop
2020 Chrysler 300 300S RWD • Tampa, FL
Black • 5.7L V8 Engine
$22,876 • 105.2k miles
•••

#24 2018-2022 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • $6 Price Drop
  • Includes $2,245 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2019 Chrysler 300 Touring L RWD photo
7
Price Drop
2019 Chrysler 300 Touring L RWD • Brooksville, FL
Black • 3.6L V6 Engine
$14,888 • 78.6k miles
•••

#7 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $107 Price Drop
  • Great Price - $2,179 Below Market
  • Includes $2,830 Premium Upgrades
More details
2019 Chrysler 300 300S RWD photo
19
2019 Chrysler 300 300S RWD • Tampa, FL
Gray • 3.6L V6 Engine
$13,995 • 130.8k miles
•••

#19 2018-2022 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Dealer Rating - 4.2 stars
More details
2018 Chrysler 300 Limited RWD photo
4
Price Drop
2018 Chrysler 300 Limited RWD • Orlando, FL
Gray • 3.6L V6 Engine
$10,998 • 78.4k miles
•••

#4 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $300 Price Drop
  • Great Price - $2,866 Below Market
  • Motivation to Negotiate - Very High
More details
2018 Chrysler 300 Limited RWD photo
2018 Chrysler 300 Limited RWD • Ocala, FL
Silver • 3.6L V6 Engine
$14,990 • 87.8k miles
•••

#26 2018-2022 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • Below Average Mileage
  • Dealer Rating - 4.9 stars
More details
2019 Chrysler 300 Touring RWD photo
20
2019 Chrysler 300 Touring RWD • Melbourne, FL
Black • 3.6L V6 Engine
$13,977 • 107.7k miles
•••

#20 2018-2022 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Dealer Rating - 4.8 stars
More details
2019 Chrysler 300 Limited RWD photo
25
2019 Chrysler 300 Limited RWD • Dade City, FL
Red • 3.6L V6 Engine
$17,865 • 65k miles
•••

#25 2018-2022 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • Motivation to Negotiate - Increasing
  • Very Low Mileage
  • Dealer Rating - 4.7 stars
More details
2022 Chrysler 300 300S RWD photo
17
Price Drop
2022 Chrysler 300 300S RWD • Orlando, FL
Gray • 5.7L V8 Engine
$30,048 • 64.4k miles
•••

#17 2018-2022 Chrysler 300

CoPilot AI: It’s a “C” Buy

  • $100 Price Drop
  • Includes $1,869 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Chrysler 300 Limited RWD photo
11
2020 Chrysler 300 Limited RWD • Tampa, FL
Silver • 3.6L V6 Engine
$18,995 • 75.2k miles
•••

#11 2018-2022 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $348 Above Market
  • Includes $1,294 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2020 Chrysler 300 300S RWD photo
6
Price Drop
2020 Chrysler 300 300S RWD • Orlando, FL
Gray • 5.7L V8 Engine
$16,999 • 102.3k miles
•••

#6 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $500 Price Drop
  • Great Price - $2,731 Below Market
  • Includes $2,266 Premium Upgrades
More details
2021 Chrysler 300 300S RWD photo
22
2021 Chrysler 300 300S RWD • Orlando, FL
Gray • 5.7L V8 Engine
$22,983 • 101.2k miles
•••

#22 2018-2022 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • Includes $3,300 Premium Upgrades
  • Dealer Rating - 4.7 stars
More details
2021 Chrysler 300 300S RWD photo
10
Price Drop
2021 Chrysler 300 300S RWD • Orlando, FL
White • 3.6L V6 Engine
$17,999 • 98.5k miles
•••

#10 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $500 Price Drop
  • Great Price - $1,490 Below Market
  • Includes $475 Premium Upgrades
More details
2019 Chrysler 300 Touring L RWD photo
9
2019 Chrysler 300 Touring L RWD • Homosassa, FL
Gray • 3.6L V6 Engine
$12,595 • 112.1k miles
•••

#9 2018-2022 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,057 Below Market
  • Includes $2,429 Premium Upgrades
  • Dealer Rating - 4.4 stars
More details
1-25 of 40 results
HomeChrysler300

2020 Chrysler 300

Full-size Sedan
Seats
5
Fuel Economy
16City MPG
25Hwy 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.