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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 Limited RWD photo
24
Price Drop
2019 Chrysler 300 Limited RWD • Oswego, IL
Gray • 3.6L V6 Engine
$12,197 • 131k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • $800 Price Drop
  • CARFAX: One Owner
  • Motivation to Negotiate - Very High
More details
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 “B-” Buy

  • Good Price - $823 Below Market
  • Motivation to Negotiate - Increasing
  • Below Average Mileage
More details
2023 Chrysler 300 Touring RWD photo
2023 Chrysler 300 Touring RWD • Benton Harbor, MI
Black • 3.6L V6 Engine
$33,900 • 12.6k miles
•••

#29 2019-2023 Chrysler 300

CoPilot AI: It’s a “D-” Buy

  • Includes $1,264 Premium Upgrades
  • Motivation to Negotiate - Very High
  • Very Low Mileage
More details
2020 Chrysler 300 300S RWD photo
6
2020 Chrysler 300 300S RWD • Aurora, IL
Silver • 3.6L V6 Engine
$17,995 • 84.3k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,266 Below Market
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2019 Chrysler 300 Touring RWD photo
12
Price Drop
2019 Chrysler 300 Touring RWD • Milwaukee, WI
White • 3.6L V6 Engine
$16,327 • 77k miles
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • $475 Price Drop
  • Fair Price - $198 Above Market
  • Includes $653 Premium Upgrades
More details
2020 Chrysler 300 Touring RWD photo
7
2020 Chrysler 300 Touring RWD • Aurora, IL
Red • 3.6L V6 Engine
$20,995 • 15.5k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Good Price - $1,221 Below Market
  • Includes $1,006 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2023 Chrysler 300 300S RWD photo
3
Price Drop
2023 Chrysler 300 300S RWD • Schaumburg, IL
White • 3.6L V6 Engine
$27,026 • 37k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $374 Price Drop
  • Great Price - $2,347 Below Market
  • Includes $1,357 Premium Upgrades
More details
2023 Chrysler 300 Touring AWD photo
2023 Chrysler 300 Touring AWD • Lincolnwood, IL
3.6L V6 Engine
$25,605 • 55.2k miles
•••
More details
2019 Chrysler 300 300S RWD photo
17
2019 Chrysler 300 300S RWD • Elmhurst, IL
Gray • 3.6L V6 Engine
$19,920 • 61k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $40 Above Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Very High
More details
2022 Chrysler 300 Touring AWD photo
5
Price Drop
2022 Chrysler 300 Touring AWD • Naperville, IL
3.6L V6 Engine
$18,977 • 97.5k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $500 Price Drop
  • Great Price - $1,606 Below Market
  • Includes $784 Premium Upgrades
More details
2021 Chrysler 300 300S RWD photo
8
2021 Chrysler 300 300S RWD • Willowbrook, IL
Silver • 5.7L V8 Engine
$23,995 • 57k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $729 Below Market
  • Includes $3,236 Premium Upgrades
  • Below Average Mileage
More details
2019 Chrysler 300 300S RWD photo
1
2019 Chrysler 300 300S RWD • Plainfield, IL
Black • 3.6L V6 Engine
$16,997 • 82.4k miles
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,546 Below Market
  • Includes $1,650 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2019 Chrysler 300 Touring L RWD photo
2019 Chrysler 300 Touring L RWD • Crestwood, IL
Gray • 3.6L V6 Engine
$11,900 • 151.5k miles
•••

#26 2019-2023 Chrysler 300

CoPilot AI: It’s a “D” Buy

  • Includes $1,308 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2022 Chrysler 300 Touring L RWD photo
11
2022 Chrysler 300 Touring L RWD • Lansing, IL
Blue • 3.6L V6 Engine
$23,800 • 50k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $330 Below Market
  • Includes $1,992 Premium Upgrades
  • Below Average Mileage
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 - $1,071 Below Market
  • Motivation to Negotiate - High
More details
2019 Chrysler 300 300S RWD photo
25
2019 Chrysler 300 300S RWD • Monticello, IN
Black • 3.6L V6 Engine
$16,398 • 98k miles
•••

#25 2019-2023 Chrysler 300

CoPilot AI: It’s a “D+” Buy

  • Average Mileage
  • Dealer Rating - 4.7 stars
More details
2020 Chrysler 300 Limited RWD photo
10
2020 Chrysler 300 Limited RWD • Peru, IL
Red • 3.6L V6 Engine
$19,995 • 67.7k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $48 Below Market
  • Includes $1,391 Premium Upgrades
  • Below Average Mileage
More details
2019 Chrysler 300 300S AWD photo
18
2019 Chrysler 300 300S AWD • Oak Lawn, IL
White • 3.6L V6 Engine
$16,700 • 81.5k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $298 Below Market
  • Below Average Mileage
  • Dealer Rating - 4.1 stars
More details
2021 Chrysler 300 Touring RWD photo
15
2021 Chrysler 300 Touring RWD • Berwyn, IL
Silver • 3.6L V6 Engine
$15,488 • 121.9k miles
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • Good Price - $981 Below Market
  • Includes $726 Premium Upgrades
  • 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
$24,795 • 44.3k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $800 Price Drop
  • Great Price - $1,927 Below Market
  • CARFAX: One Owner
More details
2021 Chrysler 300 300S RWD photo
2
2021 Chrysler 300 300S RWD • Belvidere, IL
Silver • 3.6L V6 Engine
$18,000 • 96.2k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,438 Below Market
  • Includes $1,428 Premium Upgrades
  • 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 - $64 Below Market
  • CARFAX: One Owner
More details
2023 Chrysler 300 300S RWD photo
21
Price Drop
2023 Chrysler 300 300S RWD • North Riverside, IL
Gray • 3.6L V6 Engine
$23,994 • 76.5k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $600 Price Drop
  • Fair Price - $496 Above Market
  • CARFAX: One Owner
More details
2019 Chrysler 300 300S AWD photo
Price Drop
2019 Chrysler 300 300S AWD • Benton Harbor, MI
Gray • 3.6L V6 Engine
$17,398 • 99.7k miles
•••

#30 2019-2023 Chrysler 300

CoPilot AI: It’s a “F” Buy

  • $102 Price Drop
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2023 Chrysler 300 300C RWD photo
22
2023 Chrysler 300 300C RWD • St. Charles, IL
Black • 6.4L V8 Engine
$48,688 • 21.9k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $1,262 Above Market
  • Very Low Mileage
  • Dealer Rating - 4.5 stars
More details
1-25 of 49 results
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2021 Chrysler 300

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