AI-Assisted Car Shopping

 New Search
Save
Sort

Used 2021 Ram 1500 Classic for Sale in Chicago, IL

1500 Classics for Sale at Dealers, Ranked by CoPilot AI ?

Filters
Price
Year
Mileage
Trim
2019 Ram 1500 Express 4WD photo
1
Price Drop
2019 Ram 1500 Express 4WD Milwaukee, WI
$29,388 50.6k miles
•••

#1 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $4,990 Below Market
  • Includes $5,426 Premium Upgrades
See more about this car
2020 Ram 1500 SLT RWD photo
2
Price Drop
2020 Ram 1500 SLT RWD Glendale Heights, IL
$24,986 67.1k miles
•••

#2 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA+” Buy

  • $3,004 Price Drop
  • Great Price - $3,115 Below Market
  • Includes $1,743 Premium Upgrades
See more about this car
2019 Ram 1500 Express 4WD photo
3
Price Drop
2019 Ram 1500 Express 4WD Crystal Lake, IL
$22,999 61.5k miles
•••

#3 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $2,189 Below Market
  • Includes $3,136 Premium Upgrades
See more about this car
2021 Ram 1500 SLT 4WD photo
4
Price Drop
2021 Ram 1500 SLT 4WD Princeton, IL
$34,445 38.1k miles
•••

#4 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA+” Buy

  • $1,340 Price Drop
  • Great Price - $3,407 Below Market
  • Includes $1,550 Premium Upgrades
See more about this car
2019 Ram 1500 Tradesman 4WD photo
5
2019 Ram 1500 Tradesman 4WD Bolingbrook, IL
$26,772 38.3k miles
•••

#5 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA+” Buy

  • Good Price - $1,309 Below Market
  • Includes $4,156 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Ram 1500 Express 4WD photo
6
2019 Ram 1500 Express 4WD Delafield, WI
$29,104 42.3k miles
•••

#6 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA+” Buy

  • Good Price - $985 Below Market
  • Includes $4,251 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2020 Ram 1500 SLT 4WD photo
7
2020 Ram 1500 SLT 4WD Peru, IL
$25,989 59.8k miles
•••

#7 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA” Buy

  • Great Price - $3,001 Below Market
  • CARFAX: One Owner, Clean Title
  • Motivation to Negotiate - Very High
See more about this car
2021 Ram 1500 SLT 4WD photo
8
Price Drop
2021 Ram 1500 SLT 4WD Calumet City, IL
$26,490 59.4k miles
•••

#8 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA” Buy

  • $10 Price Drop
  • Great Price - $1,963 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2020 Ram 1500 SLT 4WD photo
9
Price Drop
2020 Ram 1500 SLT 4WD Sycamore, IL
$27,895 53k miles
•••

#9 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA” Buy

  • $105 Price Drop
  • Great Price - $1,879 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2019 Ram 1500 SLT 4WD photo
10
Price Drop
2019 Ram 1500 SLT 4WD Rockford, IL
$25,995 63.6k miles
•••

#10 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA” Buy

  • $1,000 Price Drop
  • Good Price - $1,298 Below Market
  • Includes $1,849 Premium Upgrades
See more about this car
2020 Ram 1500 Express 4WD photo
11
2020 Ram 1500 Express 4WD Nashotah, WI
$22,995 73.4k miles
•••

#11 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA” Buy

  • Good Price - $1,045 Below Market
  • Includes $2,493 Premium Upgrades
  • CARFAX: One Owner, Clean Title
See more about this car
2019 Ram 1500 Tradesman 4WD photo
12
2019 Ram 1500 Tradesman 4WD South Haven, MI
$21,000 56.4k miles
•••

#12 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA” Buy

  • Fair Price - $564 Below Market
  • Includes $1,480 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2022 Ram 1500 SLT 4WD photo
13
2022 Ram 1500 SLT 4WD Milwaukee, WI
$29,995 33k miles
•••

#13 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA-” Buy

  • Great Price - $7,664 Below Market
  • Includes $516 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2019 Ram 1500 Tradesman 4WD photo
14
2019 Ram 1500 Tradesman 4WD Libertyville, IL
$24,000 102.8k miles
•••

#14 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA-” Buy

  • Fair Price - $724 Below Market
  • Includes $3,771 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2022 Ram 1500 Warlock 4WD photo
15
2022 Ram 1500 Warlock 4WD Arlington Heights, IL
$30,595 28.2k miles Certified
•••

#15 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA-” Buy

  • Fair Price - $715 Below Market
  • Includes $758 Premium Upgrades
  • CARFAX: One Owner, Clean Title
See more about this car
2019 Ram 1500 Tradesman RWD photo
16
Price Drop
2019 Ram 1500 Tradesman RWD New Lenox, IL
$17,995 115.1k miles
•••

#16 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Good Price - $634 Below Market
  • Includes $1,106 Premium Upgrades
See more about this car
2019 Ram 1500 Express 4WD photo
17
2019 Ram 1500 Express 4WD Rockford, IL
$22,995 81.2k miles
•••

#17 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA-” Buy

  • Fair Price - $9 Above Market
  • Includes $2,506 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2021 Ram 1500 Tradesman RWD photo
18
2021 Ram 1500 Tradesman RWD Milwaukee, WI
$28,631 42k miles
•••

#18 2019-2023 Ram 1500 Classic

CoPilot AI: It’s anA-” Buy

  • Fair Price - $788 Above Market
  • Includes $1,924 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Ram 1500 SLT 4WD photo
19
2019 Ram 1500 SLT 4WD Pontiac, IL
$27,962 28.9k miles
•••

#19 2019-2023 Ram 1500 Classic

CoPilot AI: It’s aB+” Buy

  • Great Price - $5,481 Below Market
  • Includes $897 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2020 Ram 1500 SLT RWD photo
20
Price Drop
2020 Ram 1500 SLT RWD Countryside, IL
$21,777 99.1k miles
•••

#20 2019-2023 Ram 1500 Classic

CoPilot AI: It’s aB+” Buy

  • $111 Price Drop
  • Great Price - $4,288 Below Market
  • Includes $1,617 Premium Upgrades
See more about this car
2020 Ram 1500 Warlock 4WD photo
21
Price Drop
2020 Ram 1500 Warlock 4WD Michigan City, IN
$32,484 38.2k miles
•••

#21 2019-2023 Ram 1500 Classic

CoPilot AI: It’s aB+” Buy

  • $1,084 Price Drop
  • Great Price - $2,455 Below Market
  • Includes $2,748 Premium Upgrades
See more about this car
2021 Ram 1500 Tradesman 4WD photo
22
Price Drop
2021 Ram 1500 Tradesman 4WD South Holland, IL
$26,500 53.4k miles
•••

#22 2019-2023 Ram 1500 Classic

CoPilot AI: It’s aB+” Buy

  • $400 Price Drop
  • Great Price - $1,965 Below Market
  • Includes $2,208 Premium Upgrades
See more about this car
2021 Ram 1500 SLT 4WD photo
23
2021 Ram 1500 SLT 4WD Skokie, IL
$23,986 68.6k miles
•••

#23 2019-2023 Ram 1500 Classic

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,885 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Ram 1500 SLT 4WD photo
24
2021 Ram 1500 SLT 4WD Skokie, IL
$24,986 59.4k miles
•••

#24 2019-2023 Ram 1500 Classic

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,624 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2022 Ram 1500 Warlock 4WD photo
25
2022 Ram 1500 Warlock 4WD South Bend, IN
$38,988 37.2k miles
•••

#25 2019-2023 Ram 1500 Classic

CoPilot AI: It’s aB+” Buy

  • Good Price - $1,534 Below Market
  • Includes $931 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
1-25 of 106 results

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.