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Used 2021 Chrysler 300 for Sale in Chicago, IL

300s for Sale at Dealers

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2023 Chrysler 300 Touring RWD photo
21
2023 Chrysler 300 Touring RWD • Hampshire, IL
Black • 3.6L V6 Engine
$30,995 • 14.8k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • Includes $1,282 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.8 stars
More details
2022 Chrysler 300 300S RWD photo
23
Price Drop
2022 Chrysler 300 300S RWD • Paw Paw, MI
Black • 3.6L V6 Engine
$23,215 • 94.1k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • Motivation to Negotiate - Increasing
More details
2023 Chrysler 300 Touring L RWD photo
3
2023 Chrysler 300 Touring L RWD • St. Charles, IL
Black • 3.6L V6 Engine
$29,404 • 47.3k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,161 Below Market
  • Includes $4,683 Premium Upgrades
  • Motivation to Negotiate - High
More details
2023 Chrysler 300 Touring L RWD photo
4
2023 Chrysler 300 Touring L RWD • Crystal Lake, IL
White • 3.6L V6 Engine
$29,408 • 47.4k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,153 Below Market
  • Includes $4,682 Premium Upgrades
  • Motivation to Negotiate - Increasing
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
2022 Chrysler 300 Touring RWD photo
20
Price Drop
2022 Chrysler 300 Touring RWD • North Aurora, IL
White • 3.6L V6 Engine
$27,750 • 32.6k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • $200 Price Drop
  • Includes $1,001 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Chrysler 300 Touring L AWD photo
14
2021 Chrysler 300 Touring L AWD • Schaumburg, IL
White • 3.6L V6 Engine
$25,413 • 58.5k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Includes $4,244 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.4 stars
More details
2019 Chrysler 300 Limited RWD photo
12
Price Drop
2019 Chrysler 300 Limited RWD • Oswego, IL
Gray • 3.6L V6 Engine
$11,677 • 131k miles
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $520 Price Drop
  • Fair Price - $236 Below Market
  • CARFAX: One Owner
More details
2019 Chrysler 300 Touring AWD photo
11
2019 Chrysler 300 Touring AWD • Granger, IN
Gray • 3.6L V6 Engine
$14,110 • 132.2k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $282 Above Market
  • Includes $519 Premium Upgrades
  • Dealer Rating - 4.4 stars
More details
2019 Chrysler 300 300S RWD photo
5
2019 Chrysler 300 300S RWD • Plainfield, IL
Black • 3.6L V6 Engine
$16,997 • 82.4k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,970 Below Market
  • Includes $1,602 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2023 Chrysler 300 300C RWD photo
24
2023 Chrysler 300 300C RWD • St. Charles, IL
Red • 6.4L V8 Engine
$55,208 • 21.5k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • Motivation to Negotiate - High
  • Very Low Mileage
  • Dealer Rating - 4.5 stars
More details
2021 Chrysler 300 Touring L AWD photo
15
Price Drop
2021 Chrysler 300 Touring L AWD • Waukesha, WI
Gray • 3.6L V6 Engine
$24,994 • 92k miles
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s a “C” Buy

  • $1 Price Drop
  • Includes $6,278 Premium Upgrades
  • Dealer Rating - 4.5 stars
More details
2022 Chrysler 300 300S RWD photo
18
2022 Chrysler 300 300S RWD • Hickory Hills, IL
Black • 5.7L V8 Engine
$39,991 • 20.6k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Includes $2,177 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.5 stars
More details
2022 Chrysler 300 Touring RWD photo
9
Price Drop
2022 Chrysler 300 Touring RWD • Highland, IN
White • 3.6L V6 Engine
$24,058 • 41k miles
•••

#9 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • $2 Price Drop
  • Fair Price - $280 Above Market
  • Includes $973 Premium Upgrades
More details
2020 Chrysler 300 300S AWD photo
10
Price Drop
2020 Chrysler 300 300S AWD • Elkhart, IN
Black • 3.6L V6 Engine
$16,488 • 109.3k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • $446 Price Drop
  • Good Price - $526 Below Market
  • Dealer Rating - 4.7 stars
More details
2023 Chrysler 300 Touring L RWD photo
7
2023 Chrysler 300 Touring L RWD • St. Charles, IL
White • 3.6L V6 Engine
$30,408 • 42.7k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Good Price - $1,878 Below Market
  • Includes $4,790 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2023 Chrysler 300 Touring L AWD photo
17
2023 Chrysler 300 Touring L AWD • Tinley Park, IL
White • 3.6L V6 Engine
$35,900 • 15k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Includes $2,521 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2023 Chrysler 300 Touring L AWD photo
2
Price Drop
2023 Chrysler 300 Touring L AWD • Ottawa, IL
White • 3.6L V6 Engine
$32,291 • 27.2k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $696 Price Drop
  • Great Price - $3,383 Below Market
  • Includes $1,532 Premium Upgrades
More details
2019 Chrysler 300 Limited RWD photo
8
Price Drop
2019 Chrysler 300 Limited RWD • Waukegan, IL
Red • 3.6L V6 Engine
$13,799 • 116.1k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • $200 Price Drop
  • Fair Price - $326 Below Market
  • Includes $991 Premium Upgrades
More details
2021 Chrysler 300 Touring RWD photo
19
Price Drop
2021 Chrysler 300 Touring RWD • Lincolnwood, IL
Silver • 3.6L V6 Engine
$26,012 • 9.2k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • $400 Price Drop
  • Includes $1,076 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Chrysler 300 Touring L RWD photo
1
Price Drop
2023 Chrysler 300 Touring L RWD • Cedar Lake, IN
Black • 3.6L V6 Engine
$27,467 • 47.8k miles
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,033 Price Drop
  • Great Price - $4,030 Below Market
  • Includes $4,673 Premium Upgrades
More details
2019 Chrysler 300 Touring AWD photo
16
2019 Chrysler 300 Touring AWD • Elkhart, IN
White • 3.6L V6 Engine
$15,645 • 121.7k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s a “C-” Buy

  • Includes $560 Premium Upgrades
  • Dealer Rating - 4.7 stars
More details
2020 Chrysler 300 300S RWD photo
22
2020 Chrysler 300 300S RWD • Milwaukee, WI
Black • 3.6L V6 Engine
$21,675 • 74.7k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • Includes $472 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - High
More details
2020 Chrysler 300 Limited RWD photo
6
Price Drop
2020 Chrysler 300 Limited RWD • Peru, IL
Red • 3.6L V6 Engine
$18,995 • 67.7k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Fair Price - $252 Below Market
  • Includes $1,336 Premium Upgrades
More details
2019 Chrysler 300 Touring RWD photo
13
2019 Chrysler 300 Touring RWD • Bolingbrook, IL
Red • 3.6L V6 Engine
$23,145 • 27.4k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Includes $2,637 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
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2021 Chrysler 300

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