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Used 2021 Chrysler 300 for Sale in Chicago, IL

300s for Sale at Dealers

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2020 Chrysler 300 300S RWD photo
2020 Chrysler 300 300S RWD • Milwaukee, WI
Black • 3.6L V6 Engine
$21,550 • 74.7k miles
•••

#30 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • Includes $506 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - High
More details
2019 Chrysler 300 Limited RWD photo
16
Price Drop
2019 Chrysler 300 Limited RWD • Oswego, IL
Gray • 3.6L V6 Engine
$11,677 • 131k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $520 Price Drop
  • Fair Price - $201 Below Market
  • CARFAX: One Owner
More details
2023 Chrysler 300 Touring RWD photo
2023 Chrysler 300 Touring RWD • Lansing, IL
Gray • 3.6L V6 Engine
$24,800 • 57.6k miles
•••

#39 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • Dealer Rating - 4.7 stars
More details
2023 Chrysler 300 Touring L RWD photo
6
2023 Chrysler 300 Touring L RWD • Crystal Lake, IL
White • 3.6L V6 Engine
$30,404 • 47.4k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,861 Below Market
  • Includes $4,935 Premium Upgrades
  • Motivation to Negotiate - High
More details
2023 Chrysler 300 300C RWD photo
21
Price Drop
2023 Chrysler 300 300C RWD • St. Charles, IL
Red • 6.4L V8 Engine
$53,815 • 21.5k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • $589 Price Drop
  • Motivation to Negotiate - High
  • Very Low Mileage
More details
2019 Chrysler 300 300S AWD photo
18
Price Drop
2019 Chrysler 300 300S AWD • Paw Paw, MI
Black • 3.6L V6 Engine
$16,995 • 107.2k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $600 Price Drop
  • Fair Price - $405 Above Market
  • Includes $400 Premium Upgrades
More details
2019 Chrysler 300 300C RWD photo
2019 Chrysler 300 300C RWD • Frankfort, IL
Red • 5.7L V8 Engine
$18,998 • 100.7k miles
•••
More details
2023 Chrysler 300 Touring L RWD photo
2
Price Drop
2023 Chrysler 300 Touring L RWD • Downers Grove, IL
Red • 3.6L V6 Engine
$31,932 • 30.3k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1 Price Drop
  • Great Price - $4,754 Below Market
  • Includes $3,383 Premium Upgrades
More details
2021 Chrysler 300 300S RWD photo
23
2021 Chrysler 300 300S RWD • Joliet, IL
Black • 5.7L V8 Engine
$31,799 • 46.8k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Includes $4,746 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2019 Chrysler 300 Touring AWD photo
2019 Chrysler 300 Touring AWD • Ottawa, IL
Red • 3.6L V6 Engine
$17,403 • 85.7k miles
•••
More details
2019 Chrysler 300 300S RWD photo
7
2019 Chrysler 300 300S RWD • Plainfield, IL
Black • 3.6L V6 Engine
$16,997 • 82.4k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,408 Below Market
  • Includes $1,639 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2023 Chrysler 300 Touring L RWD photo
5
2023 Chrysler 300 Touring L RWD • St. Charles, IL
Black • 3.6L V6 Engine
$30,219 • 47.3k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,056 Below Market
  • Includes $4,936 Premium Upgrades
  • Motivation to Negotiate - High
More details
2019 Chrysler 300 Touring AWD photo
Price Drop
2019 Chrysler 300 Touring AWD • Elkhart, IN
White • 3.6L V6 Engine
$15,199 • 121.8k miles
•••
More details
2019 Chrysler 300 300S RWD photo
14
2019 Chrysler 300 300S RWD • Aurora, IL
White • 3.6L V6 Engine
$18,995 • 65.3k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $425 Below Market
  • Motivation to Negotiate - High
  • Very Low Mileage
More details
2022 Chrysler 300 300S RWD photo
24
2022 Chrysler 300 300S RWD • Hickory Hills, IL
Black • 5.7L V8 Engine
$39,991 • 20.6k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Includes $2,180 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2021 Chrysler 300 300S RWD photo
2021 Chrysler 300 300S RWD • Lansing, IL
3.6L V6 Engine
$22,912 • 67.2k miles
•••

#32 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • Includes $496 Premium Upgrades
  • Average Mileage
  • Dealer Rating - 4.7 stars
More details
2023 Chrysler 300 Touring RWD photo
4
2023 Chrysler 300 Touring RWD • Crestwood, IL
3.6L V6 Engine
$18,362 • 79.8k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $4,068 Below Market
  • Includes $1,123 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Chrysler 300 Touring AWD photo
2019 Chrysler 300 Touring AWD • Lincolnwood, IL
White • 3.6L V6 Engine
$21,411 • 43.1k miles
•••
More details
2020 Chrysler 300 Limited RWD photo
10
Price Drop
2020 Chrysler 300 Limited RWD • Peru, IL
Red • 3.6L V6 Engine
$18,995 • 67.7k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $950 Below Market
  • Includes $1,384 Premium Upgrades
More details
2023 Chrysler 300 Touring RWD photo
2023 Chrysler 300 Touring RWD • Hampshire, IL
Black • 3.6L V6 Engine
$31,373 • 14.8k miles
•••

#29 2019-2023 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • Includes $1,273 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2023 Chrysler 300 Touring L RWD photo
19
2023 Chrysler 300 Touring L RWD • Hodgkins, IL
Gray • 3.6L V6 Engine
$30,248 • 21k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s a “C-” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2019 Chrysler 300 Touring AWD photo
2019 Chrysler 300 Touring AWD • Libertyville, IL
White • 3.6L V6 Engine
$19,868 • 52.4k miles
•••
More details
2019 Chrysler 300 Touring AWD photo
2019 Chrysler 300 Touring AWD • Granger, IN
Gray • 3.6L V6 Engine
$14,110 • 132.3k miles
•••
More details
2023 Chrysler 300 Touring L RWD photo
3
2023 Chrysler 300 Touring L RWD • St. Charles, IL
White • 3.6L V6 Engine
$30,408 • 42.7k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $4,392 Below Market
  • Includes $5,163 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2022 Chrysler 300 300S RWD photo
17
Price Drop
2022 Chrysler 300 300S RWD • Paw Paw, MI
Black • 3.6L V6 Engine
$19,324 • 94.1k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $117 Below Market
  • Motivation to Negotiate - Increasing
More details
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2021 Chrysler 300

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