Used 2020 Chrysler 300 for Sale in Chicago, IL
Chicago Search Area
- Dealers in Area
- 1,091
- 300s for Sale
- 62
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 • Downers Grove, IL
$26,994 • 45.2k miles
#1 2018-2022 Chrysler 300
It’s an “A+” Buy
- Clean Title
- Dealer Rating - 4.1 stars
- Very Low Mileage
- Includes $2,254 Premium Upgrades

2019 Chrysler 300 Limited RWD • Chicago, IL
$23,990 • 54.7k miles
#2 2018-2022 Chrysler 300
It’s an “A+” Buy
- Clean Title
- Dealer Rating - 4.0 stars
- Below Average Mileage
- Includes $4,496 Premium Upgrades
2018 Chrysler 300 Limited AWD • Milwaukee, WI
$20,707 • 67.3k miles
#3 2018-2022 Chrysler 300
It’s an “A+” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.3 stars
- Average Mileage

2020 Chrysler 300 Limited AWD • Elmhurst, IL
$26,750 • 36.8k miles
#4 2018-2022 Chrysler 300
It’s an “A+” Buy
- One Owner, Clean Title
- Dealer Rating - 4.6 stars
- Below Average Mileage
- Includes $1,854 Premium Upgrades
2019 Chrysler 300 Limited AWD • Glendale Heights, IL
$23,180 • 65.8k miles
#5 2018-2022 Chrysler 300
It’s an “A” Buy
- Clean Title
- Dealer Rating - 4.5 stars
- Includes $1,614 Premium Upgrades
- Good Price - $1,183 Below Market
2022 Chrysler 300 Touring L AWD • Michigan City, IN
$36,968 • 19.3k miles
#6 2018-2022 Chrysler 300
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Below Average Mileage
- Includes $2,796 Premium Upgrades
2018 Chrysler 300 Touring RWD • Addison, IL
$20,990 • 53.8k miles
#7 2018-2022 Chrysler 300
It’s an “A-” Buy
- Motivation to Negotiate - Increasing
- Clean Title, Not a rental or commercial vehicle
- Very Low Mileage
- Includes $707 Premium Upgrades
2018 Chrysler 300 Touring RWD • Downers Grove, IL
$22,994 • 35.2k miles
#8 2018-2022 Chrysler 300
It’s an “A-” Buy
- Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.2 stars
- Very Low Mileage
- Includes $761 Premium Upgrades
2020 Chrysler 300 Limited AWD • Dixon, IL
$25,999 • 48.1k miles
#9 2018-2022 Chrysler 300
It’s an “A-” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title
- Dealer Rating - 4.8 stars
- Average Mileage
2018 Chrysler 300 300S RWD • Highland, IN
$22,981 • 105.6k miles
#10 2018-2022 Chrysler 300
It’s an “A-” 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
2018 Chrysler 300 Touring L RWD • Hampshire, IL
$20,000 • 68k miles
#11 2018-2022 Chrysler 300
It’s an “A-” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Average Mileage
- Includes $3,123 Premium Upgrades
2018 Chrysler 300 Limited AWD • Summit, IL
$17,990 • 103.4k miles
#12 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - Very High
- Clean Title
- Dealer Rating - 4.7 stars
- Includes $1,339 Premium Upgrades
2018 Chrysler 300 Limited RWD • Westmont, IL
$20,997 • 69.2k miles
#13 2018-2022 Chrysler 300
It’s a “B+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Average Mileage
- Includes $1,597 Premium Upgrades
2019 Chrysler 300 300S RWD • Chicago, IL
$22,000 • 72.8k miles
#14 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - High
- Clean Title
- Dealer Rating - 4.0 stars
- Good Price - $1,361 Below Market
2020 Chrysler 300 Touring RWD • Libertyville, IL
$25,777 • 14.3k miles
#15 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - Very High
- Clean Title
- Dealer Rating - 4.1 stars
- Very Low Mileage
2021 Chrysler 300 300S RWD • Naperville, IL
$26,985 • 46.4k miles
#16 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title
- Dealer Rating - 4.0 stars
- Includes $688 Premium Upgrades
2018 Chrysler 300 Touring L RWD • Mokena, IL
$18,900 • 85.7k miles
#17 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - Increasing
- Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Includes $3,728 Premium Upgrades
2020 Chrysler 300 Touring RWD • Plainfield, IL
$25,995 • 31.2k miles
#18 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
2021 Chrysler 300 Touring RWD • Elmhurst, IL
$29,806 • 13.3k miles
#19 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - Very High
- Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.6 stars
- Very Low Mileage
2018 Chrysler 300 Touring AWD • Bourbonnais, IL
$21,770 • 52.1k miles
#20 2018-2022 Chrysler 300
It’s a “B+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
2019 Chrysler 300 Touring AWD • Gurnee, IL
$22,350 • 68.1k miles
#21 2018-2022 Chrysler 300
It’s a “B+” Buy
- Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.3 stars
- Includes $817 Premium Upgrades
- Fair Price - $411 Above Market
2022 Chrysler 300 300S RWD • Orland Park, IL
$36,900 • 2.6k miles
#22 2018-2022 Chrysler 300
It’s a “B” Buy
- One Owner, Clean Title
- Dealer Rating - 4.6 stars
- Very Low Mileage
- Good Price - $1,544 Below Market
2021 Chrysler 300 300S RWD • Countryside, IL
$27,892 • 42.1k miles
#23 2018-2022 Chrysler 300
It’s a “B” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title
- Dealer Rating - 4.4 stars
- Includes $696 Premium Upgrades
2019 Chrysler 300 Limited RWD • Schererville, IN
$22,445 • 66.4k miles
#24 2018-2022 Chrysler 300
It’s a “B” Buy
- Motivation to Negotiate - Very High
- Clean Title
- Dealer Rating - 4.3 stars
- Includes $1,670 Premium Upgrades
2020 Chrysler 300 300S RWD • Chicago, IL
$25,000 • 49.8k miles
#25 2018-2022 Chrysler 300
It’s a “B” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title
- Dealer Rating - 4.0 stars
- Average Mileage
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Chrysler 300 near Chicago, IL
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