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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 L AWD photo
1
Price Drop
2023 Chrysler 300 Touring L AWD • Franklin, WI
Blue • 3.6L V6 Engine
$35,555 • 4.1k miles • Certified
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $113 Price Drop
  • Great Price - $2,691 Below Market
  • Includes $2,956 Premium Upgrades
More details
2023 Chrysler 300 Touring L AWD photo
2
Price Drop
2023 Chrysler 300 Touring L AWD • Franklin, WI
3.6L V6 Engine
$33,744 • 25.8k miles • Certified
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $65 Price Drop
  • Great Price - $2,291 Below Market
  • Includes $2,730 Premium Upgrades
More details
2023 Chrysler 300 Touring L AWD photo
3
Price Drop
2023 Chrysler 300 Touring L AWD • Kenosha, WI
Silver • 3.6L V6 Engine
$34,500 • 5.7k miles • Certified
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $500 Price Drop
  • Great Price - $2,262 Below Market
  • Includes $2,008 Premium Upgrades
More details
2022 Chrysler 300 Touring L RWD photo
4
Price Drop
2022 Chrysler 300 Touring L RWD • Chicago, IL
Silver • 3.6L V6 Engine
$22,000 • 50.1k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,000 Price Drop
  • Great Price - $3,020 Below Market
  • Includes $2,081 Premium Upgrades
More details
2021 Chrysler 300 300S RWD photo
5
2021 Chrysler 300 300S RWD • Lansing, IL
Gray • 3.6L V6 Engine
$20,000 • 78.8k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $3,013 Below Market
  • Includes $1,607 Premium Upgrades
  • CARFAX: Clean Title
More details
2019 Chrysler 300 Limited RWD photo
6
2019 Chrysler 300 Limited RWD • North Aurora, IL
Black • 3.6L V6 Engine
$15,999 • 77.8k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $2,817 Below Market
  • Includes $2,022 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L AWD photo
7
2022 Chrysler 300 Touring L AWD • St. Charles, IL
White • 3.6L V6 Engine
$26,499 • 46.8k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $5,883 Below Market
  • Includes $1,495 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring L AWD photo
8
Price Drop
2022 Chrysler 300 Touring L AWD • Milwaukee, WI
Silver • 3.6L V6 Engine
$32,463 • 17.4k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $481 Price Drop
  • Great Price - $5,470 Below Market
  • Includes $1,613 Premium Upgrades
More details
2022 Chrysler 300 Touring L RWD photo
9
2022 Chrysler 300 Touring L RWD • Mt Pleasant, WI
3.6L V6 Engine
$20,497 • 65.3k miles
•••

#9 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $2,389 Below Market
  • Includes $1,912 Premium Upgrades
  • CARFAX: Clean Title
More details
2023 Chrysler 300 300S RWD photo
10
Price Drop
2023 Chrysler 300 300S RWD • Palatine, IL
Silver • 3.6L V6 Engine
$25,778 • 36.4k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $330 Price Drop
  • Great Price - $8,158 Below Market
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring L AWD photo
11
Price Drop
2022 Chrysler 300 Touring L AWD • Rochelle, IL
Silver • 3.6L V6 Engine
$26,675 • 53.7k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Great Price - $7,767 Below Market
  • Includes $1,465 Premium Upgrades
  • CARFAX: Clean Title
More details
2023 Chrysler 300 300S RWD photo
12
2023 Chrysler 300 300S RWD • Chicago, IL
Gray • 3.6L V6 Engine
$25,995 • 35.3k miles
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Great Price - $2,451 Below Market
  • CARFAX: One Owner, Clean Title
  • Motivation to Negotiate - Increasing
More details
2023 Chrysler 300 300S RWD photo
13
2023 Chrysler 300 300S RWD • Pontiac, IL
Red • 3.6L V6 Engine
$29,962 • 17.7k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Good Price - $1,863 Below Market
  • Includes $1,493 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2019 Chrysler 300 300S AWD photo
14
Price Drop
2019 Chrysler 300 300S AWD • Rochester, IN
White • 3.6L V6 Engine
$22,490 • 71.6k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $305 Price Drop
  • Great Price - $1,834 Below Market
  • CARFAX: Clean Title
More details
2021 Chrysler 300 300S RWD photo
15
Price Drop
2021 Chrysler 300 300S RWD • Hampshire, IL
Brown • 3.6L V6 Engine
$19,988 • 62.3k miles
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $1,510 Price Drop
  • Great Price - $1,626 Below Market
  • CARFAX: One Owner, Clean Title
More details
2023 Chrysler 300 300S RWD photo
16
Price Drop
2023 Chrysler 300 300S RWD • Tinley Park, IL
Gray • 3.6L V6 Engine
$30,888 • 12.6k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $612 Price Drop
  • Good Price - $1,373 Below Market
  • Includes $1,523 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
17
2023 Chrysler 300 300S RWD • North Aurora, IL
Red • 3.6L V6 Engine
$36,750 • 5.6k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Fair Price - $559 Above Market
  • Includes $3,084 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring RWD photo
18
Price Drop
2022 Chrysler 300 Touring RWD • Matteson, IL
Red • 3.6L V6 Engine
$20,791 • 56.6k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $178 Price Drop
  • Good Price - $1,171 Below Market
  • Includes $887 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
19
Price Drop
2023 Chrysler 300 300S RWD • Lake Geneva, WI
Gray • 3.6L V6 Engine
$28,368 • 25.9k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $1 Price Drop
  • Good Price - $889 Below Market
  • CARFAX: One Owner, Clean Title
More details
2019 Chrysler 300 Touring AWD photo
20
2019 Chrysler 300 Touring AWD • Chicago, IL
Silver • 3.6L V6 Engine
$16,995 • 81.2k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Good Price - $640 Below Market
  • Includes $657 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L RWD photo
21
2022 Chrysler 300 Touring L RWD • Bensenville, IL
White • 3.6L V6 Engine
$23,000 • 61.1k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $524 Below Market
  • Includes $1,965 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2019 Chrysler 300 Touring L AWD photo
22
2019 Chrysler 300 Touring L AWD • Arlington Heights, IL
Black • 3.6L V6 Engine
$15,995 • 98.7k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $152 Above Market
  • Includes $1,579 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring L AWD photo
23
2022 Chrysler 300 Touring L AWD • St. Charles, IL
Black • 3.6L V6 Engine
$27,495 • 35.4k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $640 Above Market
  • Includes $1,546 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring RWD photo
24
Price Drop
2022 Chrysler 300 Touring RWD • Highland, IN
Red • 3.6L V6 Engine
$25,991 • 9.8k miles • Certified
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $659 Price Drop
  • Fair Price - $658 Above Market
  • Includes $1,023 Premium Upgrades
More details
2019 Chrysler 300 Limited AWD photo
25
Price Drop
2019 Chrysler 300 Limited AWD • Kenosha, WI
Black • 3.6L V6 Engine
$9,999 • 115.8k miles
•••

#25 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $11,991 Price Drop
  • Great Price - $4,039 Below Market
  • Includes $930 Premium Upgrades
More details
1-25 of 100 results
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2021 Chrysler 300

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