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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
2019 Chrysler 300 Limited RWD photo
1
Price Drop
2019 Chrysler 300 Limited RWD Oswego, IL
Gray 3.6L V6 Engine
$12,197 11.6k miles
•••

#1 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $800 Price Drop
  • Great Price - $8,023 Below Market
  • CARFAX: One Owner
More details
2017 Chrysler 300 300C AWD photo
9
Price Drop
2017 Chrysler 300 300C AWD Crestwood, IL
Red 3.6L V6 Engine
$9,995 157.7k miles
•••

#9 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $907 Below Market
  • Motivation to Negotiate - Very High
More details
2016 Chrysler 300 300C AWD photo
10
Price Drop
2016 Chrysler 300 300C AWD Highland Park, IL
Black 3.6L V6 Engine
$11,453 103.5k miles
•••

#10 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $544 Price Drop
  • Great Price - $875 Below Market
  • Motivation to Negotiate - High
More details
2020 Chrysler 300 Limited RWD photo
5
Price Drop
2020 Chrysler 300 Limited RWD Chicago, IL
White 3.6L V6 Engine
$15,998 85.2k miles
•••

#5 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $589 Price Drop
  • Great Price - $1,633 Below Market
  • Includes $1,224 Premium Upgrades
More details
2018 Chrysler 300 300S AWD photo
23
2018 Chrysler 300 300S AWD South Bend, IN
Gray 3.6L V6 Engine
$17,655 107.5k miles
•••

#23 2016-2020 Chrysler 300

CoPilot AI: It’s aD” Buy

  • Includes $1,283 Premium Upgrades
  • Average Mileage
  • Dealer Rating - 4.5 stars
More details
2017 Chrysler 300 Limited RWD photo
20
2017 Chrysler 300 Limited RWD Bridgman, MI
Gray 3.6L V6 Engine
$15,725 92.7k miles
•••

#20 2016-2020 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • Includes $1,882 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.5 stars
More details
2020 Chrysler 300 300S RWD photo
2020 Chrysler 300 300S RWD Milwaukee, WI
Black 3.6L V6 Engine
$21,877 74.7k miles
•••

#26 2016-2020 Chrysler 300

CoPilot AI: It’s aF” Buy

  • Includes $508 Premium Upgrades
  • CARFAX: One Owner
  • Below Average Mileage
More details
2018 Chrysler 300 Touring RWD photo
3
Price Drop
2018 Chrysler 300 Touring RWD Matteson, IL
Gray 3.6L V6 Engine
$13,981 74.1k miles
•••

#3 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $300 Price Drop
  • Great Price - $2,227 Below Market
  • Motivation to Negotiate - Very High
More details
2020 Chrysler 300 Limited RWD photo
19
2020 Chrysler 300 Limited RWD Peru, IL
Red 3.6L V6 Engine
$19,995 67.7k miles
•••

#19 2016-2020 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • Includes $1,303 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Below Average Mileage
More details
2019 Chrysler 300 300S RWD photo
11
2019 Chrysler 300 300S RWD Plainfield, IL
Black 3.6L V6 Engine
$16,997 82.4k miles
•••

#11 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Good Price - $640 Below Market
  • Includes $1,489 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2018 Chrysler 300 Touring RWD photo
15
Price Drop
2018 Chrysler 300 Touring RWD Chicago, IL
Red 3.6L V6 Engine
$12,999 112.9k miles
•••

#15 2016-2020 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • $1,000 Price Drop
  • Fair Price - $51 Above Market
  • Motivation to Negotiate - Very High
More details
2016 Chrysler 300 300S RWD photo
14
Price Drop
2016 Chrysler 300 300S RWD Chicago, IL
Black 3.6L V6 Engine
$13,999 75.9k miles
•••

#14 2016-2020 Chrysler 300

CoPilot AI: It’s aB-” Buy

  • $500 Price Drop
  • Fair Price - $225 Below Market
  • Includes $378 Premium Upgrades
More details
2018 Chrysler 300 Limited AWD photo
2
2018 Chrysler 300 Limited AWD West Chicago, IL
Gray 3.6L V6 Engine
$13,295 96k miles
•••

#2 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $5,143 Below Market
  • Includes $2,047 Premium Upgrades
  • Below Average Mileage
More details
2019 Chrysler 300 Touring L RWD photo
4
Price Drop
2019 Chrysler 300 Touring L RWD Addison, IL
Gray 3.6L V6 Engine
$15,995 42.8k miles
•••

#4 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $1,688 Below Market
  • Includes $1,894 Premium Upgrades
More details
2017 Chrysler 300 Limited RWD photo
24
Price Drop
2017 Chrysler 300 Limited RWD Downers Grove, IL
Silver 3.6L V6 Engine
$15,490 85.4k miles
•••

#24 2016-2020 Chrysler 300

CoPilot AI: It’s aD-” Buy

  • $500 Price Drop
  • Includes $162 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2018 Chrysler 300 Touring L AWD photo
21
Price Drop
2018 Chrysler 300 Touring L AWD Gurnee, IL
Red 3.6L V6 Engine
$16,999 73.4k miles
•••

#21 2016-2020 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • $1,000 Price Drop
  • Includes $2,556 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2016 Chrysler 300 Limited RWD photo
6
Price Drop
2016 Chrysler 300 Limited RWD Brookfield, WI
White 3.6L V6 Engine
$10,998 104.5k miles
•••

#6 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $1,481 Below Market
  • Includes $836 Premium Upgrades
More details
2020 Chrysler 300 300S RWD photo
7
Price Drop
2020 Chrysler 300 300S RWD Crestwood, IL
Black 3.6L V6 Engine
$17,495 84.6k miles
•••

#7 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $1,207 Below Market
  • Motivation to Negotiate - Very High
More details
2017 Chrysler 300 Limited RWD photo
16
Price Drop
2017 Chrysler 300 Limited RWD Cedar Lake, IN
Red 3.6L V6 Engine
$10,995 122.4k miles
•••

#16 2016-2020 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • $367 Price Drop
  • Fair Price - $56 Above Market
  • Average Mileage
More details
2018 Chrysler 300 Limited AWD photo
8
2018 Chrysler 300 Limited AWD Joliet, IL
Black 3.6L V6 Engine
$10,777 146.2k miles
•••

#8 2016-2020 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,130 Below Market
  • Includes $1,482 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2017 Chrysler 300 300S AWD photo
13
2017 Chrysler 300 300S AWD Alsip, IL
White 3.6L V6 Engine
$15,591 100.1k miles
•••

#13 2016-2020 Chrysler 300

CoPilot AI: It’s aB” Buy

  • Fair Price - $470 Below Market
  • Includes $1,875 Premium Upgrades
  • Motivation to Negotiate - High
More details
2018 Chrysler 300 Limited AWD photo
2018 Chrysler 300 Limited AWD Milwaukee, WI
White 3.6L V6 Engine
$16,977 95.9k miles Certified
•••

#28 2016-2020 Chrysler 300

CoPilot AI: It’s aF” Buy

  • Below Average Mileage
More details
2020 Chrysler 300 Limited AWD photo
17
Price Drop
2020 Chrysler 300 Limited AWD Mokena, IL
Black 3.6L V6 Engine
$17,998 88.1k miles
•••

#17 2016-2020 Chrysler 300

CoPilot AI: It’s aC” Buy

  • $1,500 Price Drop
  • Includes $1,168 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2019 Chrysler 300 300S AWD photo
25
2019 Chrysler 300 300S AWD Burbank, IL
Gray 3.6L V6 Engine
$19,995 75.4k miles
•••

#25 2016-2020 Chrysler 300

CoPilot AI: It’s aD-” Buy

  • Below Average Mileage
  • Dealer Rating - 4.3 stars
More details
2017 Chrysler 300 300C Platinum RWD photo
2017 Chrysler 300 300C Platinum RWD Berwyn, IL
Gray 3.6L V6 Engine
$10,988 136.7k miles
•••
More details
1-25 of 64 results

2018 Chrysler 300

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