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Used 2021 Chrysler 300 for Sale in Chicago, IL

300s for Sale at Dealers

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2019 Chrysler 300 300S AWD photo
16
2019 Chrysler 300 300S AWD • Chicago, IL
Black • 3.6L V6 Engine
$15,999 • 80.6k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $331 Below Market
  • Motivation to Negotiate - High
  • Below Average Mileage
More details
2021 Chrysler 300 Touring RWD photo
2021 Chrysler 300 Touring RWD • Berwyn, IL
Silver • 3.6L V6 Engine
$15,488 • 121.9k miles
•••

#26 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • Includes $639 Premium Upgrades
  • Motivation to Negotiate - Very High
  • Dealer Rating - 4.5 stars
More details
2023 Chrysler 300 300C RWD photo
24
2023 Chrysler 300 300C RWD • Libertyville, IL
White • 6.4L V8 Engine
$55,478 • 15k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • CARFAX: One Owner
  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2023 Chrysler 300 300S RWD photo
20
Price Drop
2023 Chrysler 300 300S RWD • Lombard, IL
Silver • 3.6L V6 Engine
$24,860 • 64.6k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $1,120 Price Drop
  • Fair Price - $168 Above Market
  • CARFAX: One Owner
More details
2022 Chrysler 300 Touring AWD photo
2
Price Drop
2022 Chrysler 300 Touring AWD • Naperville, IL
3.6L V6 Engine
$17,877 • 97.5k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $100 Price Drop
  • Great Price - $2,870 Below Market
  • Includes $790 Premium Upgrades
More details
2020 Chrysler 300 Limited RWD photo
21
2020 Chrysler 300 Limited RWD • Peru, IL
Red • 3.6L V6 Engine
$19,995 • 67.7k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Includes $1,326 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Below Average Mileage
More details
2019 Chrysler 300 300S AWD photo
Price Drop
2019 Chrysler 300 300S AWD • Benton Harbor, MI
Gray • 3.6L V6 Engine
$16,998 • 99.7k miles
•••

#27 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • $400 Price Drop
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2022 Chrysler 300 Touring RWD photo
11
Price Drop
2022 Chrysler 300 Touring RWD • Orland Park, IL
Silver • 3.6L V6 Engine
$21,977 • 38.6k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • $403 Price Drop
  • Fair Price - $457 Below Market
  • Includes $956 Premium Upgrades
More details
2021 Chrysler 300 300S RWD photo
7
2021 Chrysler 300 300S RWD • Gurnee, IL
Gray • 3.6L V6 Engine
$21,984 • 55k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,446 Below Market
  • Includes $1,659 Premium Upgrades
  • Below Average Mileage
More details
2021 Chrysler 300 Touring L AWD photo
23
Price Drop
2021 Chrysler 300 Touring L AWD • Aurora, IL
Brown • 3.6L V6 Engine
$21,495 • 65.7k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • $500 Price Drop
  • Includes $1,979 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2020 Chrysler 300 300S RWD photo
14
Price Drop
2020 Chrysler 300 300S RWD • Crestwood, IL
Black • 3.6L V6 Engine
$17,995 • 84.6k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • $1,000 Price Drop
  • Good Price - $823 Below Market
  • Motivation to Negotiate - Very High
More details
2023 Chrysler 300 300S RWD photo
4
Price Drop
2023 Chrysler 300 300S RWD • Chicago, IL
Silver • 3.6L V6 Engine
$23,995 • 44.3k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $300 Price Drop
  • Great Price - $2,679 Below Market
  • CARFAX: One Owner
More details
2023 Chrysler 300 Touring RWD photo
25
2023 Chrysler 300 Touring RWD • Benton Harbor, MI
Black • 3.6L V6 Engine
$33,900 • 12.6k miles
•••

#25 2019-2023 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • Includes $1,304 Premium Upgrades
  • Motivation to Negotiate - Very High
  • Very Low Mileage
More details
2023 Chrysler 300 Touring RWD photo
13
2023 Chrysler 300 Touring RWD • Lockport, IL
White • 3.6L V6 Engine
$29,999 • 8.8k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $745 Above Market
  • Includes $1,328 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Chrysler 300 Limited AWD photo
22
Price Drop
2020 Chrysler 300 Limited AWD • Mokena, IL
Black • 3.6L V6 Engine
$17,998 • 88.1k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s a “C” Buy

  • $1,500 Price Drop
  • Includes $1,195 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2019 Chrysler 300 Touring L RWD photo
10
Price Drop
2019 Chrysler 300 Touring L RWD • Crestwood, IL
Gray • 3.6L V6 Engine
$10,900 • 151.5k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $602 Below Market
  • Includes $1,356 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
17
Price Drop
2023 Chrysler 300 300S RWD • Plainfield, IL
White • 3.6L V6 Engine
$26,227 • 42.1k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $952 Price Drop
  • Fair Price - $153 Below Market
  • CARFAX: One Owner
More details
2021 Chrysler 300 300S RWD photo
3
2021 Chrysler 300 300S RWD • Belvidere, IL
Silver • 3.6L V6 Engine
$18,000 • 96.2k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,841 Below Market
  • Includes $1,456 Premium Upgrades
  • Dealer Rating - 4.6 stars
More details
2023 Chrysler 300 Touring L AWD photo
5
Price Drop
2023 Chrysler 300 Touring L AWD • Crystal Lake, IL
White • 3.6L V6 Engine
$29,984 • 47.2k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $2,316 Price Drop
  • Great Price - $2,336 Below Market
  • Includes $4,604 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
6
Price Drop
2023 Chrysler 300 300S RWD • Schaumburg, IL
White • 3.6L V6 Engine
$27,132 • 37k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $449 Price Drop
  • Great Price - $2,245 Below Market
  • Includes $1,357 Premium Upgrades
More details
2022 Chrysler 300 Touring L RWD photo
12
2022 Chrysler 300 Touring L RWD • Lansing, IL
Blue • 3.6L V6 Engine
$23,800 • 50k miles
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $42 Above Market
  • Includes $1,962 Premium Upgrades
  • Below Average Mileage
More details
2023 Chrysler 300 Touring L AWD photo
1
2023 Chrysler 300 Touring L AWD • St. Charles, IL
Black • 3.6L V6 Engine
$30,199 • 40.9k miles
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $4,794 Below Market
  • Includes $4,985 Premium Upgrades
  • Motivation to Negotiate - High
More details
2019 Chrysler 300 Limited RWD photo
19
Price Drop
2019 Chrysler 300 Limited RWD • Oswego, IL
Gray • 3.6L V6 Engine
$12,197 • 131k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $800 Price Drop
  • Fair Price - $115 Above Market
  • CARFAX: One Owner
More details
2019 Chrysler 300 Touring L RWD photo
8
2019 Chrysler 300 Touring L RWD • Addison, IL
Gray • 3.6L V6 Engine
$16,495 • 42.8k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,242 Below Market
  • Includes $1,900 Premium Upgrades
  • Very Low Mileage
More details
2023 Chrysler 300 Touring RWD photo
15
Price Drop
2023 Chrysler 300 Touring RWD • Homewood, IL
White • 3.6L V6 Engine
$24,895 • 24.4k miles
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • $600 Price Drop
  • Fair Price - $389 Above Market
  • Includes $1,227 Premium Upgrades
More details
1-25 of 47 results
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2021 Chrysler 300

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