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Used 2018 Chrysler 300 for Sale in Chicago, IL

300s for Sale at Dealers

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Year
Mileage
Trim
2020 Chrysler 300 300S RWD photo
Price Drop
2020 Chrysler 300 300S RWD Lansing, IL
Silver 5.7L V8 Engine
$25,300 55.4k miles
•••

#32 2016-2020 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • $700 Price Drop
  • Includes $2,688 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2020 Chrysler 300 300S RWD photo
2020 Chrysler 300 300S RWD Crestwood, IL
Black 3.6L V6 Engine
$18,995 84.6k miles
•••

#26 2016-2020 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • Fair Price - $306 Below Market
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.3 stars
More details
2016 Chrysler 300 Anniversary Edition RWD photo
8
Price Drop
2016 Chrysler 300 Anniversary Edition RWD Waukegan, IL
Red 3.6L V6 Engine
$9,995 102.6k miles
•••

#8 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $2,441 Below Market
  • Includes $1,025 Premium Upgrades
More details
2016 Chrysler 300 300S RWD photo
25
2016 Chrysler 300 300S RWD Chicago, IL
Black 3.6L V6 Engine
$14,999 75.9k miles
•••

#25 2016-2020 Chrysler 300

CoPilot AI: It’s aB-” Buy

  • Fair Price - $205 Above Market
  • Includes $393 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2018 Chrysler 300 Limited AWD photo
2018 Chrysler 300 Limited AWD Addison, IL
Red 3.6L V6 Engine
$23,950 33k miles
•••

#29 2016-2020 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • Includes $2,654 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2018 Chrysler 300 Touring RWD photo
10
Price Drop
2018 Chrysler 300 Touring RWD Tinley Park, IL
White 3.6L V6 Engine
$16,500 52k miles
•••

#10 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $1,190 Price Drop
  • Great Price - $2,021 Below Market
  • Includes $588 Premium Upgrades
More details
2017 Chrysler 300 Limited AWD photo
12
2017 Chrysler 300 Limited AWD Chicago, IL
Black 3.6L V6 Engine
$14,995 72.3k miles
•••

#12 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,450 Below Market
  • Includes $2,023 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Chrysler 300 300S AWD photo
16
Price Drop
2019 Chrysler 300 300S AWD Benton Harbor, MI
Gray 3.6L V6 Engine
$13,995 115.3k miles
•••

#16 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $1,005 Price Drop
  • Great Price - $896 Below Market
  • Dealer Rating - 4.0 stars
More details
2017 Chrysler 300 300C AWD photo
22
2017 Chrysler 300 300C AWD Crestwood, IL
Red 3.6L V6 Engine
$10,995 157.7k miles
•••

#22 2016-2020 Chrysler 300

CoPilot AI: It’s aB-” Buy

  • Good Price - $423 Below Market
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.3 stars
More details
2018 Chrysler 300 300S AWD photo
9
Price Drop
2018 Chrysler 300 300S AWD Milwaukee, WI
Silver 3.6L V6 Engine
$17,662 94.2k miles
•••

#9 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $64 Price Drop
  • Great Price - $2,342 Below Market
  • Includes $3,316 Premium Upgrades
More details
2020 Chrysler 300 Limited AWD photo
Price Drop
2020 Chrysler 300 Limited AWD Mokena, IL
Black 3.6L V6 Engine
$19,498 88.1k miles
•••

#35 2016-2020 Chrysler 300

CoPilot AI: It’s aD” Buy

  • $1,000 Price Drop
  • Includes $1,181 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2018 Chrysler 300 Touring RWD photo
Price Drop
2018 Chrysler 300 Touring RWD Chicago, IL
Red 3.6L V6 Engine
$13,999 112.9k miles
•••

#31 2016-2020 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • $500 Price Drop
  • Motivation to Negotiate - Very High
  • Dealer Rating - 4.5 stars
More details
2016 Chrysler 300 Anniversary Edition AWD photo
20
Price Drop
2016 Chrysler 300 Anniversary Edition AWD Fox Lake, IL
White 3.6L V6 Engine
$8,955 149.9k miles
•••

#20 2016-2020 Chrysler 300

CoPilot AI: It’s aB” Buy

  • $335 Price Drop
  • Fair Price - $96 Below Market
  • Includes $698 Premium Upgrades
More details
2019 Chrysler 300 300S RWD photo
Price Drop
2019 Chrysler 300 300S RWD Watseka, IL
Black 3.6L V6 Engine
$16,455 98k miles
•••

#28 2016-2020 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • $493 Price Drop
  • Fair Price - $71 Above Market
  • Motivation to Negotiate - High
More details
2018 Chrysler 300 300S RWD photo
2018 Chrysler 300 300S RWD South Haven, MI
Black 3.6L V6 Engine
$24,145 75.4k miles
•••

#34 2016-2020 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • Includes $1,570 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.4 stars
More details
2019 Chrysler 300 300C RWD photo
Price Drop
2019 Chrysler 300 300C RWD Milwaukee, WI
Gray 5.7L V8 Engine
$25,294 13k miles
•••
More details
2018 Chrysler 300 300S AWD photo
13
Price Drop
2018 Chrysler 300 300S AWD Schererville, IN
Gray 3.6L V6 Engine
$12,280 125.4k miles
•••

#13 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $300 Price Drop
  • Great Price - $1,283 Below Market
  • Motivation to Negotiate - Very High
More details
2019 Chrysler 300 300S RWD photo
7
2019 Chrysler 300 300S RWD Plainfield, IL
Black 3.6L V6 Engine
$16,997 82.4k miles
•••

#7 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,521 Below Market
  • Includes $1,648 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2019 Chrysler 300 Limited RWD photo
Price Drop
2019 Chrysler 300 Limited RWD Oswego, IL
Gray 3.6L V6 Engine
$12,197 131k miles
•••

#27 2016-2020 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • $800 Price Drop
  • Fair Price - $271 Below Market
  • CARFAX: One Owner
More details
2018 Chrysler 300 Limited AWD photo
4
2018 Chrysler 300 Limited AWD Berwyn, IL
Red 3.6L V6 Engine
$10,988 125k miles
•••

#4 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,105 Below Market
  • Includes $1,754 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2017 Chrysler 300 Limited AWD photo
2017 Chrysler 300 Limited AWD Merrillville, IN
Red 3.6L V6 Engine
$15,998 67.9k miles
•••

#30 2016-2020 Chrysler 300

CoPilot AI: It’s aC-” Buy

  • Very Low Mileage
  • Dealer Rating - 4.7 stars
More details
2018 Chrysler 300 Touring RWD photo
18
2018 Chrysler 300 Touring RWD Addison, IL
Black 3.6L V6 Engine
$17,990 42.9k miles
•••

#18 2016-2020 Chrysler 300

CoPilot AI: It’s aB” Buy

  • Good Price - $575 Below Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2017 Chrysler 300 300S RWD photo
14
Price Drop
2017 Chrysler 300 300S RWD Bridgeview, IL
Gray 3.6L V6 Engine
$12,795 120k miles
•••

#14 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $200 Price Drop
  • Great Price - $1,166 Below Market
  • Includes $650 Premium Upgrades
More details
2018 Chrysler 300 Limited AWD photo
6
2018 Chrysler 300 Limited AWD West Chicago, IL
Gray 3.6L V6 Engine
$13,995 96k miles
•••

#6 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,744 Below Market
  • Includes $2,084 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2019 Chrysler 300 300S AWD photo
3
Price Drop
2019 Chrysler 300 300S AWD Mishawaka, IN
White 3.6L V6 Engine
$15,018 107.5k miles
•••

#3 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $146 Price Drop
  • Great Price - $3,678 Below Market
  • Motivation to Negotiate - High
More details
1-25 of 64 results

2018 Chrysler 300

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