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Used 2021 Chrysler 300 for Sale in Chicago, IL

300s for Sale at Dealers

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2019 Chrysler 300 Touring RWD photo
1
Price Drop
2019 Chrysler 300 Touring RWD • Palatine, IL
Red • 3.6L V6 Engine
$20,900 • 11.9k miles
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $591 Price Drop
  • Great Price - $2,338 Below Market
  • Includes $2,741 Premium Upgrades
More details
2022 Chrysler 300 Touring L RWD photo
2
Price Drop
2022 Chrysler 300 Touring L RWD • Chicago, IL
Silver • 3.6L V6 Engine
$23,000 • 50.1k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,000 Price Drop
  • Great Price - $2,419 Below Market
  • Includes $2,114 Premium Upgrades
More details
2022 Chrysler 300 Touring L AWD photo
3
Price Drop
2022 Chrysler 300 Touring L AWD • Chicago, IL
Blue • 3.6L V6 Engine
$25,500 • 50.2k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,000 Price Drop
  • Great Price - $2,001 Below Market
  • Includes $2,156 Premium Upgrades
More details
2019 Chrysler 300 Touring L RWD photo
4
Price Drop
2019 Chrysler 300 Touring L RWD • Gary, IN
Silver • 3.6L V6 Engine
$15,795 • 75.8k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,200 Price Drop
  • Great Price - $1,653 Below Market
  • Includes $2,092 Premium Upgrades
More details
2022 Chrysler 300 Touring RWD photo
5
2022 Chrysler 300 Touring RWD • Elmhurst, IL
Silver • 3.6L V6 Engine
$21,000 • 40k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $3,482 Below Market
  • Includes $1,296 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2021 Chrysler 300 300S RWD photo
6
Price Drop
2021 Chrysler 300 300S RWD • Elkhart, IN
3.6L V6 Engine
$22,266 • 68.2k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $334 Price Drop
  • Great Price - $2,338 Below Market
  • Includes $1,699 Premium Upgrades
More details
2019 Chrysler 300 Touring AWD photo
7
Price Drop
2019 Chrysler 300 Touring AWD • Streamwood, IL
Silver • 3.6L V6 Engine
$19,590 • 36.4k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $400 Price Drop
  • Great Price - $2,175 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2023 Chrysler 300 300S RWD photo
8
Price Drop
2023 Chrysler 300 300S RWD • Matteson, IL
Red • 3.6L V6 Engine
$32,881 • 6.7k miles • Certified
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $1,000 Price Drop
  • Good Price - $1,433 Below Market
  • Includes $3,034 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
9
Price Drop
2023 Chrysler 300 300S RWD • Palatine, IL
Silver • 3.6L V6 Engine
$28,992 • 36.4k miles
•••

#9 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $303 Price Drop
  • Great Price - $5,782 Below Market
  • CARFAX: One Owner, Clean Title
More details
2023 Chrysler 300 300S RWD photo
10
2023 Chrysler 300 300S RWD • Chicago, IL
3.6L V6 Engine
$26,995 • 34.1k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Great Price - $1,900 Below Market
  • CARFAX: One Owner, Clean Title
  • Dealer Rating - 4.4 stars
More details
2020 Chrysler 300 Touring RWD photo
11
2020 Chrysler 300 Touring RWD • Shorewood, IL
Red • 3.6L V6 Engine
$23,477 • 18k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Good Price - $1,072 Below Market
  • Includes $1,111 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Chrysler 300 300S RWD photo
12
Price Drop
2019 Chrysler 300 300S RWD • Joliet, IL
Gray • 3.6L V6 Engine
$16,700 • 106.8k miles
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $45 Price Drop
  • Good Price - $661 Below Market
  • Includes $1,457 Premium Upgrades
More details
2021 Chrysler 300 Touring L AWD photo
13
2021 Chrysler 300 Touring L AWD • Oak Lawn, IL
3.6L V6 Engine
$26,995 • 30.1k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • Fair Price - $32 Below Market
  • Includes $4,606 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 Touring L RWD photo
14
Price Drop
2022 Chrysler 300 Touring L RWD • Chicago, IL
Gray • 3.6L V6 Engine
$22,000 • 47.9k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $500 Price Drop
  • Great Price - $1,526 Below Market
  • CARFAX: Clean Title
More details
2022 Chrysler 300 Touring L RWD photo
15
2022 Chrysler 300 Touring L RWD • Skokie, IL
White • 3.6L V6 Engine
$24,500 • 56.2k miles • Certified
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • Good Price - $1,360 Below Market
  • Includes $3,439 Premium Upgrades
  • CARFAX: Clean Title
More details
2023 Chrysler 300 Touring RWD photo
16
Price Drop
2023 Chrysler 300 Touring RWD • Oak Lawn, IL
3.6L V6 Engine
$26,920 • 13k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $257 Price Drop
  • Fair Price - $635 Below Market
  • Includes $1,350 Premium Upgrades
More details
2022 Chrysler 300 Touring L AWD photo
17
Price Drop
2022 Chrysler 300 Touring L AWD • Waukesha, WI
3.6L V6 Engine
$27,576 • 47.3k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $412 Price Drop
  • Fair Price - $78 Below Market
  • Includes $2,192 Premium Upgrades
More details
2023 Chrysler 300 300S RWD photo
18
Price Drop
2023 Chrysler 300 300S RWD • North Aurora, IL
3.6L V6 Engine
$32,650 • 18k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $100 Price Drop
  • Fair Price - $785 Above Market
  • Includes $1,489 Premium Upgrades
More details
2022 Chrysler 300 300S RWD photo
19
Price Drop
2022 Chrysler 300 300S RWD • Monticello, IN
Black • 3.6L V6 Engine
$23,684 • 21.9k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,500 Price Drop
  • Great Price - $5,754 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Chrysler 300 300S RWD photo
20
Price Drop
2021 Chrysler 300 300S RWD • Kenosha, WI
Silver • 3.6L V6 Engine
$18,250 • 89.5k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $750 Price Drop
  • Great Price - $3,607 Below Market
  • Includes $533 Premium Upgrades
More details
2022 Chrysler 300 Touring L AWD photo
21
Price Drop
2022 Chrysler 300 Touring L AWD • Belvidere, IL
Blue • 3.6L V6 Engine
$24,794 • 56.3k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $200 Price Drop
  • Great Price - $3,357 Below Market
  • Includes $3,524 Premium Upgrades
More details
2019 Chrysler 300 Touring L RWD photo
22
Price Drop
2019 Chrysler 300 Touring L RWD • Orland Park, IL
Gray • 3.6L V6 Engine
$14,290 • 101.3k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $700 Price Drop
  • Great Price - $2,677 Below Market
  • Includes $3,016 Premium Upgrades
More details
2023 Chrysler 300 300C RWD photo
23
Price Drop
2023 Chrysler 300 300C RWD • Joliet, IL
White • 6.4L V8 Engine
$49,995 • 6k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $2,561 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Chrysler 300 300S RWD photo
24
2022 Chrysler 300 300S RWD • Lansing, IL
White • 3.6L V6 Engine
$23,800 • 53.6k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,722 Below Market
  • CARFAX: One Owner, Clean Title
  • Dealer Rating - 4.6 stars
More details
2021 Chrysler 300 300S RWD photo
25
2021 Chrysler 300 300S RWD • Lombard, IL
White • 3.6L V6 Engine
$25,175 • 30.7k miles
•••

#25 2019-2023 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Good Price - $1,587 Below Market
  • Includes $1,396 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
1-25 of 75 results
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2021 Chrysler 300

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