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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 RWD photo
1
2023 Chrysler 300 Touring L RWD • Libertyville, IL
White • 3.6L V6 Engine
$27,846 • 90 miles
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $18,510 Below Market
  • Includes $6,618 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L AWD photo
2
Price Drop
2022 Chrysler 300 Touring L AWD • Chicago, IL
Blue • 3.6L V6 Engine
$25,500 • 50.2k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,000 Price Drop
  • Great Price - $2,493 Below Market
  • Includes $2,195 Premium Upgrades
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 - $2,256 Below Market
  • Includes $2,100 Premium Upgrades
More details
2020 Chrysler 300 Touring RWD photo
4
Price Drop
2020 Chrysler 300 Touring RWD • Shorewood, IL
Red • 3.6L V6 Engine
$22,977 • 18k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $500 Price Drop
  • Great Price - $2,188 Below Market
  • Includes $1,139 Premium Upgrades
More details
2022 Chrysler 300 Touring L RWD photo
5
Price Drop
2022 Chrysler 300 Touring L RWD • Mt Pleasant, WI
3.6L V6 Engine
$20,997 • 65.3k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,000 Price Drop
  • Great Price - $2,235 Below Market
  • Includes $1,941 Premium Upgrades
More details
2019 Chrysler 300 Touring AWD photo
6
Price Drop
2019 Chrysler 300 Touring AWD • Streamwood, IL
Silver • 3.6L V6 Engine
$18,890 • 36.4k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $100 Price Drop
  • Great Price - $1,765 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2023 Chrysler 300 300S RWD photo
7
Price Drop
2023 Chrysler 300 300S RWD • Palatine, IL
Silver • 3.6L V6 Engine
$28,666 • 36.4k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $326 Price Drop
  • Great Price - $4,499 Below Market
  • CARFAX: One Owner, Clean Title
More details
2019 Chrysler 300 300S AWD photo
8
2019 Chrysler 300 300S AWD • Frankfort, IL
White • 3.6L V6 Engine
$16,880 • 109k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Great Price - $4,350 Below Market
  • CARFAX: Clean Title
  • Dealer Rating - 4.5 stars
More details
2022 Chrysler 300 Touring L AWD photo
9
Price Drop
2022 Chrysler 300 Touring L AWD • Waukesha, WI
3.6L V6 Engine
$26,740 • 47.3k miles
•••

#9 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $192 Price Drop
  • Good Price - $1,243 Below Market
  • Includes $2,218 Premium Upgrades
More details
2023 Chrysler 300 Touring L AWD photo
10
2023 Chrysler 300 Touring L AWD • Delafield, WI
3.6L V6 Engine
$34,792 • 25.8k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Fair Price - $659 Below Market
  • Includes $2,686 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Chrysler 300 300S RWD photo
11
Price Drop
2019 Chrysler 300 300S RWD • Joliet, IL
Gray • 3.6L V6 Engine
$16,000 • 106.8k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $450 Price Drop
  • Good Price - $507 Below Market
  • Includes $1,386 Premium Upgrades
More details
2023 Chrysler 300 Touring L AWD photo
12
Price Drop
2023 Chrysler 300 Touring L AWD • Bourbonnais, IL
White • 3.6L V6 Engine
$35,000 • 2.5k miles • Certified
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $700 Price Drop
  • Fair Price - $964 Below Market
  • Includes $2,956 Premium Upgrades
More details
2023 Chrysler 300 Touring RWD photo
13
2023 Chrysler 300 Touring RWD • Oak Lawn, IL
3.6L V6 Engine
$26,782 • 13k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $540 Above Market
  • Includes $1,286 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2023 Chrysler 300 300S RWD photo
14
Price Drop
2023 Chrysler 300 300S RWD • North Aurora, IL
3.6L V6 Engine
$32,150 • 18k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $200 Price Drop
  • Fair Price - $635 Above Market
  • Includes $1,472 Premium Upgrades
More details
2022 Chrysler 300 Touring L AWD photo
15
Price Drop
2022 Chrysler 300 Touring L AWD • Belvidere, IL
Blue • 3.6L V6 Engine
$23,694 • 56.3k miles
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $300 Price Drop
  • Great Price - $5,437 Below Market
  • Includes $3,647 Premium Upgrades
More details
2022 Chrysler 300 300S RWD photo
16
Price Drop
2022 Chrysler 300 300S RWD • Lansing, IL
White • 3.6L V6 Engine
$23,000 • 53.6k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $300 Price Drop
  • Great Price - $2,518 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Chrysler 300 300S RWD photo
17
Price Drop
2021 Chrysler 300 300S RWD • Mt Pleasant, WI
White • 3.6L V6 Engine
$21,290 • 65.8k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $200 Price Drop
  • Great Price - $2,480 Below Market
  • Includes $1,660 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
18
Price Drop
2023 Chrysler 300 300S RWD • Lansing, IL
Gray • 3.6L V6 Engine
$25,000 • 38.5k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $1,574 Below Market
  • CARFAX: One Owner, Clean Title
More details
2019 Chrysler 300 Touring RWD photo
19
Price Drop
2019 Chrysler 300 Touring RWD • Greenfield, WI
White • 3.6L V6 Engine
$13,984 • 102k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $2 Price Drop
  • Great Price - $1,551 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2023 Chrysler 300 300S RWD photo
20
Price Drop
2023 Chrysler 300 300S RWD • Glendale Heights, IL
White • 3.6L V6 Engine
$24,777 • 41.9k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $1,225 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Chrysler 300 300S RWD photo
21
2021 Chrysler 300 300S RWD • Lombard, IL
White • 3.6L V6 Engine
$25,175 • 30.7k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Good Price - $1,009 Below Market
  • Includes $1,366 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Chrysler 300 Touring RWD photo
22
Price Drop
2019 Chrysler 300 Touring RWD • Joliet, IL
Gray • 3.6L V6 Engine
$16,904 • 69.6k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Fair Price - $264 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring AWD photo
23
2022 Chrysler 300 Touring AWD • Valparaiso, IN
Gray • 3.6L V6 Engine
$25,477 • 47k miles • Certified
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $116 Below Market
  • Includes $1,012 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring RWD photo
24
Price Drop
2022 Chrysler 300 Touring RWD • Elkhorn, WI
White • 3.6L V6 Engine
$23,429 • 43.4k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $103 Price Drop
  • Fair Price - $306 Above Market
  • Includes $947 Premium Upgrades
More details
2022 Chrysler 300 Touring RWD photo
25
2022 Chrysler 300 Touring RWD • Mt Pleasant, WI
3.6L V6 Engine
$23,494 • 43.8k miles
•••

#25 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $412 Above Market
  • Includes $945 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
1-25 of 74 results
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2021 Chrysler 300

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