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Used 2020 Chrysler 300 for Sale in Chicago, IL

Chicago Search Area

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  • 1,091
  • 300s for Sale
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Top Ranked Used 2018-2022 Chrysler 300s near Chicago

Ranked by Most Car for Your Money

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2018 Chrysler 300 300S AWD photo
1
Price Drop

2018 Chrysler 300 300S AWD Downers Grove, IL

$26,994 45.2k miles

#1 2018-2022 Chrysler 300

It’s anA+” Buy

  • Clean Title
  • Dealer Rating - 4.1 stars
  • Very Low Mileage
  • Includes $2,254 Premium Upgrades
See more about this car
2019 Chrysler 300 Limited RWD photo
2

2019 Chrysler 300 Limited RWD Chicago, IL

$23,990 54.7k miles

#2 2018-2022 Chrysler 300

It’s anA+” Buy

  • Clean Title
  • Dealer Rating - 4.0 stars
  • Below Average Mileage
  • Includes $4,496 Premium Upgrades
See more about this car
2018 Chrysler 300 Limited AWD photo
3
Price Drop

2018 Chrysler 300 Limited AWD Milwaukee, WI

$20,707 67.3k miles

#3 2018-2022 Chrysler 300

It’s anA+” Buy

  • Motivation to Negotiate - High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.3 stars
  • Average Mileage
See more about this car
2020 Chrysler 300 Limited AWD photo
4
Price Drop

2020 Chrysler 300 Limited AWD Elmhurst, IL

$26,750 36.8k miles

#4 2018-2022 Chrysler 300

It’s anA+” Buy

  • One Owner, Clean Title
  • Dealer Rating - 4.6 stars
  • Below Average Mileage
  • Includes $1,854 Premium Upgrades
See more about this car
2019 Chrysler 300 Limited AWD photo
5
Price Drop

2019 Chrysler 300 Limited AWD Glendale Heights, IL

$23,180 65.8k miles

#5 2018-2022 Chrysler 300

It’s anA” Buy

  • Clean Title
  • Dealer Rating - 4.5 stars
  • Includes $1,614 Premium Upgrades
  • Good Price - $1,183 Below Market
See more about this car
2022 Chrysler 300 Touring L AWD photo
6

2022 Chrysler 300 Touring L AWD Michigan City, IN

$36,968 19.3k miles

#6 2018-2022 Chrysler 300

It’s anA” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
  • Includes $2,796 Premium Upgrades
See more about this car
2018 Chrysler 300 Touring RWD photo
7
Price Drop

2018 Chrysler 300 Touring RWD Addison, IL

$20,990 53.8k miles

#7 2018-2022 Chrysler 300

It’s anA-” Buy

  • Motivation to Negotiate - Increasing
  • Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
  • Includes $707 Premium Upgrades
See more about this car
2018 Chrysler 300 Touring RWD photo
8
Price Drop

2018 Chrysler 300 Touring RWD Downers Grove, IL

$22,994 35.2k miles

#8 2018-2022 Chrysler 300

It’s anA-” Buy

  • Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.2 stars
  • Very Low Mileage
  • Includes $761 Premium Upgrades
See more about this car
2020 Chrysler 300 Limited AWD photo
9
Price Drop

2020 Chrysler 300 Limited AWD Dixon, IL

$25,999 48.1k miles

#9 2018-2022 Chrysler 300

It’s anA-” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title
  • Dealer Rating - 4.8 stars
  • Average Mileage
See more about this car
2018 Chrysler 300 300S RWD photo
10

2018 Chrysler 300 300S RWD Highland, IN

$22,981 105.6k miles

#10 2018-2022 Chrysler 300

It’s anA-” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Includes $4,032 Premium Upgrades
  • Fair Price - $373 Below Market
See more about this car
2018 Chrysler 300 Touring L RWD photo
11
Price Drop

2018 Chrysler 300 Touring L RWD Hampshire, IL

$20,000 68k miles

#11 2018-2022 Chrysler 300

It’s anA-” Buy

  • Motivation to Negotiate - High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Average Mileage
  • Includes $3,123 Premium Upgrades
See more about this car
2018 Chrysler 300 Limited AWD photo
12
Price Drop

2018 Chrysler 300 Limited AWD Summit, IL

$17,990 103.4k miles

#12 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - Very High
  • Clean Title
  • Dealer Rating - 4.7 stars
  • Includes $1,339 Premium Upgrades
See more about this car
2018 Chrysler 300 Limited RWD photo
13

2018 Chrysler 300 Limited RWD Westmont, IL

$20,997 69.2k miles

#13 2018-2022 Chrysler 300

It’s aB+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Average Mileage
  • Includes $1,597 Premium Upgrades
See more about this car
2019 Chrysler 300 300S RWD photo
14

2019 Chrysler 300 300S RWD Chicago, IL

$22,000 72.8k miles

#14 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - High
  • Clean Title
  • Dealer Rating - 4.0 stars
  • Good Price - $1,361 Below Market
See more about this car
2020 Chrysler 300 Touring RWD photo
15
Price Drop

2020 Chrysler 300 Touring RWD Libertyville, IL

$25,777 14.3k miles

#15 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - Very High
  • Clean Title
  • Dealer Rating - 4.1 stars
  • Very Low Mileage
See more about this car
2021 Chrysler 300 300S RWD photo
16

2021 Chrysler 300 300S RWD Naperville, IL

$26,985 46.4k miles

#16 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title
  • Dealer Rating - 4.0 stars
  • Includes $688 Premium Upgrades
See more about this car
2018 Chrysler 300 Touring L RWD photo
17
Price Drop

2018 Chrysler 300 Touring L RWD Mokena, IL

$18,900 85.7k miles

#17 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - Increasing
  • Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Includes $3,728 Premium Upgrades
See more about this car
2020 Chrysler 300 Touring RWD photo
18

2020 Chrysler 300 Touring RWD Plainfield, IL

$25,995 31.2k miles

#18 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
See more about this car
2021 Chrysler 300 Touring RWD photo
19

2021 Chrysler 300 Touring RWD Elmhurst, IL

$29,806 13.3k miles

#19 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - Very High
  • Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Very Low Mileage
See more about this car
2018 Chrysler 300 Touring AWD photo
20
Price Drop

2018 Chrysler 300 Touring AWD Bourbonnais, IL

$21,770 52.1k miles

#20 2018-2022 Chrysler 300

It’s aB+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
See more about this car
2019 Chrysler 300 Touring AWD photo
21

2019 Chrysler 300 Touring AWD Gurnee, IL

$22,350 68.1k miles

#21 2018-2022 Chrysler 300

It’s aB+” Buy

  • Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.3 stars
  • Includes $817 Premium Upgrades
  • Fair Price - $411 Above Market
See more about this car
2022 Chrysler 300 300S RWD photo
22
Price Drop

2022 Chrysler 300 300S RWD Orland Park, IL

$36,900 2.6k miles

#22 2018-2022 Chrysler 300

It’s aB” Buy

  • One Owner, Clean Title
  • Dealer Rating - 4.6 stars
  • Very Low Mileage
  • Good Price - $1,544 Below Market
See more about this car
2021 Chrysler 300 300S RWD photo
23
Price Drop

2021 Chrysler 300 300S RWD Countryside, IL

$27,892 42.1k miles

#23 2018-2022 Chrysler 300

It’s aB” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title
  • Dealer Rating - 4.4 stars
  • Includes $696 Premium Upgrades
See more about this car
2019 Chrysler 300 Limited RWD photo
24
Price Drop

2019 Chrysler 300 Limited RWD Schererville, IN

$22,445 66.4k miles

#24 2018-2022 Chrysler 300

It’s aB” Buy

  • Motivation to Negotiate - Very High
  • Clean Title
  • Dealer Rating - 4.3 stars
  • Includes $1,670 Premium Upgrades
See more about this car
2020 Chrysler 300 300S RWD photo
25

2020 Chrysler 300 300S RWD Chicago, IL

$25,000 49.8k miles

#25 2018-2022 Chrysler 300

It’s aB” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title
  • Dealer Rating - 4.0 stars
  • Average Mileage
See more about this car
1-25 of 62 results

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