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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
$35,668 • 4.1k miles • Certified
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $327 Price Drop
  • Great Price - $2,455 Below Market
  • Includes $2,956 Premium Upgrades
More details
2021 Chrysler 300 300S RWD photo
2
2021 Chrysler 300 300S RWD • Lansing, IL
Gray • 3.6L V6 Engine
$20,000 • 78.8k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $2,373 Below Market
  • Includes $1,563 Premium Upgrades
  • CARFAX: Clean Title
More details
2022 Chrysler 300 Touring L RWD photo
3
Price Drop
2022 Chrysler 300 Touring L RWD • Chicago, IL
Silver • 3.6L V6 Engine
$23,000 • 50.1k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,000 Price Drop
  • Great Price - $2,273 Below Market
  • Includes $2,102 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
4
2023 Chrysler 300 300S RWD • Pontiac, IL
Red • 3.6L V6 Engine
$29,962 • 17.7k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $2,166 Below Market
  • Includes $1,507 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring L AWD photo
5
2022 Chrysler 300 Touring L AWD • Milwaukee, WI
Silver • 3.6L V6 Engine
$32,944 • 17.4k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $6,001 Below Market
  • Includes $1,656 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L RWD photo
6
Price Drop
2022 Chrysler 300 Touring L RWD • Mt Pleasant, WI
3.6L V6 Engine
$20,497 • 65.3k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $293 Price Drop
  • Great Price - $2,178 Below Market
  • Includes $1,894 Premium Upgrades
More details
2023 Chrysler 300 Touring L AWD photo
7
Price Drop
2023 Chrysler 300 Touring L AWD • Franklin, WI
3.6L V6 Engine
$33,809 • 25.8k miles • Certified
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $635 Price Drop
  • Good Price - $1,939 Below Market
  • Includes $2,709 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
8
Price Drop
2023 Chrysler 300 300S RWD • Palatine, IL
Silver • 3.6L V6 Engine
$26,108 • 36.4k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $199 Price Drop
  • Great Price - $7,700 Below Market
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring L AWD photo
9
2022 Chrysler 300 Touring L AWD • Rochelle, IL
Silver • 3.6L V6 Engine
$26,997 • 53.7k miles
•••

#9 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Great Price - $7,281 Below Market
  • Includes $1,458 Premium Upgrades
  • CARFAX: Clean Title
More details
2019 Chrysler 300 300S AWD photo
10
Price Drop
2019 Chrysler 300 300S AWD • Frankfort, IL
White • 3.6L V6 Engine
$14,949 • 109k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $1,931 Price Drop
  • Great Price - $5,378 Below Market
  • CARFAX: Clean Title
More details
2022 Chrysler 300 Touring L RWD photo
11
Price Drop
2022 Chrysler 300 Touring L RWD • Oak Creek, WI
Silver • 3.6L V6 Engine
$19,223 • 64.4k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $1 Price Drop
  • Great Price - $3,109 Below Market
  • Includes $1,302 Premium Upgrades
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 - $2,368 Below Market
  • CARFAX: One Owner, Clean Title
  • Average Mileage
More details
2019 Chrysler 300 300S AWD photo
13
2019 Chrysler 300 300S AWD • Rochester, IN
White • 3.6L V6 Engine
$22,795 • 71.6k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Great Price - $2,217 Below Market
  • CARFAX: Clean Title
  • Below Average Mileage
More details
2021 Chrysler 300 300S RWD photo
14
Price Drop
2021 Chrysler 300 300S RWD • Hampshire, IL
Brown • 3.6L V6 Engine
$19,988 • 62.3k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $1,510 Price Drop
  • Great Price - $1,326 Below Market
  • CARFAX: One Owner, Clean Title
More details
2023 Chrysler 300 Touring L AWD photo
15
2023 Chrysler 300 Touring L AWD • Chesterton, IN
Blue • 3.6L V6 Engine
$33,477 • 14k miles
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Fair Price - $913 Below Market
  • Includes $1,947 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L RWD photo
16
2022 Chrysler 300 Touring L RWD • Bensenville, IL
White • 3.6L V6 Engine
$22,500 • 61.1k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Good Price - $827 Below Market
  • Includes $1,949 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2023 Chrysler 300 Touring L AWD photo
17
Price Drop
2023 Chrysler 300 Touring L AWD • Kenosha, WI
Silver • 3.6L V6 Engine
$35,898 • 5.7k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $96 Price Drop
  • Fair Price - $734 Below Market
  • Includes $2,008 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
18
2023 Chrysler 300 300S RWD • North Aurora, IL
Red • 3.6L V6 Engine
$36,750 • 5.6k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Fair Price - $61 Below Market
  • Includes $3,137 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2021 Chrysler 300 Touring L AWD photo
19
2021 Chrysler 300 Touring L AWD • Streamwood, IL
Red • 3.6L V6 Engine
$24,990 • 32.9k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Fair Price - $131 Above Market
  • Includes $4,396 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L RWD photo
20
Price Drop
2022 Chrysler 300 Touring L RWD • Chicago, IL
Gray • 3.6L V6 Engine
$22,000 • 47.9k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $500 Price Drop
  • Great Price - $1,499 Below Market
  • CARFAX: Clean Title
More details
2022 Chrysler 300 Touring RWD photo
21
Price Drop
2022 Chrysler 300 Touring RWD • Mt Pleasant, WI
3.6L V6 Engine
$21,494 • 43.8k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $1,000 Price Drop
  • Good Price - $1,321 Below Market
  • Includes $934 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
22
2023 Chrysler 300 300S RWD • Tinley Park, IL
Gray • 3.6L V6 Engine
$31,770 • 12.6k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $905 Below Market
  • Includes $1,543 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2022 Chrysler 300 Touring RWD photo
23
Price Drop
2022 Chrysler 300 Touring RWD • Matteson, IL
Red • 3.6L V6 Engine
$21,142 • 56.6k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $1,821 Price Drop
  • Good Price - $880 Below Market
  • Includes $890 Premium Upgrades
More details
2019 Chrysler 300 Touring AWD photo
24
2019 Chrysler 300 Touring AWD • Chicago, IL
Silver • 3.6L V6 Engine
$16,995 • 81.2k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Good Price - $653 Below Market
  • Includes $657 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L AWD photo
25
Price Drop
2022 Chrysler 300 Touring L AWD • Chicago, IL
Silver • 3.6L V6 Engine
$33,000 • 200 miles
•••

#25 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $2,000 Price Drop
  • Fair Price - $57 Above Market
  • Includes $2,600 Premium Upgrades
More details
1-25 of 88 results
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2021 Chrysler 300

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