AI-Assisted Car Shopping

 New Search
Save
Sort

Used 2016 Chrysler 300 for Sale in Chicago, IL

300s for Sale at Dealers, Ranked by CoPilot AI ?

Filters
Price
Year
Mileage
Trim
2018 Chrysler 300 300C RWD photo
1
2018 Chrysler 300 300C RWD • Orland Park, IL
$19,990 • 73k miles
•••

#1 2015-2019 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $3,199 Below Market
  • Includes $3,164 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2017 Chrysler 300 300S AWD photo
2
2017 Chrysler 300 300S AWD • Joliet, IL
$13,495 • 130.3k miles
•••

#2 2015-2019 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Great Price - $2,747 Below Market
  • Includes $1,257 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2018 Chrysler 300 Limited RWD photo
3
Price Drop
2018 Chrysler 300 Limited RWD • Greenfield, WI
$18,196 • 72.2k miles
•••

#3 2015-2019 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $492 Price Drop
  • Great Price - $2,084 Below Market
  • Includes $2,680 Premium Upgrades
See more about this car
2017 Chrysler 300 300S AWD photo
4
Price Drop
2017 Chrysler 300 300S AWD • Osceola, IN
$17,941 • 90k miles
•••

#4 2015-2019 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • $916 Price Drop
  • Great Price - $1,206 Below Market
  • Includes $2,041 Premium Upgrades
See more about this car
2017 Chrysler 300 300C RWD photo
5
2017 Chrysler 300 300C RWD • Hampshire, IL
$20,995 • 47.9k miles
•••

#5 2015-2019 Chrysler 300

CoPilot AI: It’s an “A+” Buy

  • Good Price - $1,335 Below Market
  • Includes $2,923 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2016 Chrysler 300 Limited AWD photo
6
Price Drop
2016 Chrysler 300 Limited AWD • Milwaukee, WI
$19,990 • 61.6k miles
•••

#6 2015-2019 Chrysler 300

CoPilot AI: It’s an “A” Buy

  • $1,000 Price Drop
  • Fair Price - $545 Above Market
  • Includes $2,052 Premium Upgrades
See more about this car
2019 Chrysler 300 Touring RWD photo
7
Price Drop
2019 Chrysler 300 Touring RWD • Westmont, IL
$21,995 • 16.5k miles
•••

#7 2015-2019 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $493 Price Drop
  • Good Price - $1,159 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Chrysler 300 Touring RWD photo
8
Price Drop
2019 Chrysler 300 Touring RWD • Merrillville, IN
$20,577 • 45.3k miles
•••

#8 2015-2019 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $120 Price Drop
  • Fair Price - $332 Below Market
  • Includes $884 Premium Upgrades
See more about this car
2015 Chrysler 300 Limited AWD photo
9
Price Drop
2015 Chrysler 300 Limited AWD • Kenosha, WI
$14,300 • 111.7k miles
•••

#9 2015-2019 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $200 Price Drop
  • Fair Price - $18 Above Market
  • Includes $1,614 Premium Upgrades
See more about this car
2019 Chrysler 300 Limited AWD photo
10
Price Drop
2019 Chrysler 300 Limited AWD • Milwaukee, WI
$20,876 • 74k miles
•••

#10 2015-2019 Chrysler 300

CoPilot AI: It’s an “A-” Buy

  • $114 Price Drop
  • Fair Price - $521 Above Market
  • Includes $1,349 Premium Upgrades
See more about this car
2018 Chrysler 300 300S AWD photo
11
2018 Chrysler 300 300S AWD • Joliet, IL
$18,995 • 74.2k miles
•••

#11 2015-2019 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,742 Below Market
  • Includes $3,160 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2019 Chrysler 300 300S RWD photo
12
2019 Chrysler 300 300S RWD • Hobart, IN
$16,995 • 63.1k miles
•••

#12 2015-2019 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $3,673 Below Market
  • CARFAX: Clean Title
  • Motivation to Negotiate - Increasing
See more about this car
2019 Chrysler 300 300S RWD photo
13
2019 Chrysler 300 300S RWD • Lansing, IL
$16,000 • 110.3k miles
•••

#13 2015-2019 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,942 Below Market
  • Includes $459 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Chrysler 300 Touring AWD photo
14
Price Drop
2019 Chrysler 300 Touring AWD • Schaumburg, IL
$18,000 • 70.1k miles
•••

#14 2015-2019 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $500 Price Drop
  • Great Price - $1,851 Below Market
  • Includes $752 Premium Upgrades
See more about this car
2018 Chrysler 300 Touring RWD photo
15
Price Drop
2018 Chrysler 300 Touring RWD • Highland, IN
$17,775 • 58.6k miles
•••

#15 2015-2019 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $170 Price Drop
  • Great Price - $1,482 Below Market
  • Includes $611 Premium Upgrades
See more about this car
2017 Chrysler 300 Limited AWD photo
16
Price Drop
2017 Chrysler 300 Limited AWD • St John, IN
$11,995 • 102.1k miles
•••

#16 2015-2019 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Great Price - $1,458 Below Market
  • CARFAX: Clean Title
See more about this car
2015 Chrysler 300 Limited RWD photo
17
Price Drop
2015 Chrysler 300 Limited RWD • Chicago, IL
$11,498 • 102.9k miles
•••

#17 2015-2019 Chrysler 300

CoPilot AI: It’s a “B+” Buy

  • $501 Price Drop
  • Great Price - $947 Below Market
  • Includes $724 Premium Upgrades
See more about this car
2018 Chrysler 300 Limited AWD photo
18
Price Drop
2018 Chrysler 300 Limited AWD • Rockford, IL
$19,495 • 82.6k miles
•••

#18 2015-2019 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • $500 Price Drop
  • Fair Price - $347 Below Market
  • Includes $2,470 Premium Upgrades
See more about this car
2018 Chrysler 300 Limited AWD photo
19
2018 Chrysler 300 Limited AWD • Janesville, WI
$15,000 • 135.6k miles
•••

#19 2015-2019 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $148 Below Market
  • CARFAX: Clean Title
  • Dealer Rating - 4.5 stars
See more about this car
2018 Chrysler 300 Touring AWD photo
20
Price Drop
2018 Chrysler 300 Touring AWD • Palatine, IL
$15,400 • 99.2k miles
•••

#20 2015-2019 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • $100 Price Drop
  • Fair Price - $24 Above Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2015 Chrysler 300 Limited AWD photo
21
2015 Chrysler 300 Limited AWD • Milwaukee, WI
$14,500 • 109.4k miles
•••

#21 2015-2019 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $69 Above Market
  • Includes $1,269 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2016 Chrysler 300 300S AWD photo
22
2016 Chrysler 300 300S AWD • Peru, IL
$17,882 • 82.5k miles
•••

#22 2015-2019 Chrysler 300

CoPilot AI: It’s a “B” Buy

  • Fair Price - $167 Above Market
  • Includes $815 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2017 Chrysler 300 300S AWD photo
23
Price Drop
2017 Chrysler 300 300S AWD • Dyer, IN
$18,900 • 71.8k miles
•••

#23 2015-2019 Chrysler 300

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $377 Above Market
  • Includes $458 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2018 Chrysler 300 300S AWD photo
24
Price Drop
2018 Chrysler 300 300S AWD • Arlington Heights, IL
$19,495 • 77.7k miles
•••

#24 2015-2019 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $500 Price Drop
  • Fair Price - $86 Above Market
  • CARFAX: Clean Title
See more about this car
2017 Chrysler 300 Limited RWD photo
25
Price Drop
2017 Chrysler 300 Limited RWD • Valparaiso, IN
$14,700 • 98k miles
•••

#25 2015-2019 Chrysler 300

CoPilot AI: It’s a “C+” Buy

  • $200 Price Drop
  • Fair Price - $350 Above Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 72 results
HomeChrysler300

2016 Chrysler 300

Full-size Sedan
Seats
5
Fuel Economy
19 - 19City MPG
31 - 31Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Most Popular Models like 300
Chrysler 300 near Chicago, IL
Other Years

Why Use CoPilot?

Shop and buy your next car with confidence. CoPilot searches every car at every dealer, every day, and ranks them based on what matters to you.


When you shop for a new or used car, CoPilot helps you know more. We search every car at every dealer so you don't have to, we give you data and insights you won't find anywhere else, and we rank every car so it's easy to find the best car at the best price.


When you're ready to buy your next car, CoPilot helps you make sure you never get taken advantage of at the dealership. Would you like to know more than the salesperson? CoPilot helps you avoid any tricks, traps, and scams. Know how and what you can negotiate. With CoPilot, you'll save time, money, and frustration.

© 2024 CoPilot. All Rights Reserved.