AI-Assisted Car Shopping

 New Search
Save
Sort

Used 2019 Jeep Cherokee for Sale in Chicago, IL

Cherokees for Sale at Dealers, Ranked by CoPilot AI ?

Filters
Price
Year
Mileage
Trim
2019 Jeep Cherokee Trailhawk Elite 4WD photo
1
2019 Jeep Cherokee Trailhawk Elite 4WD Milwaukee, WI
$21,900 52.9k miles
•••

#1 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,553 Below Market
  • Includes $2,608 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2019 Jeep Cherokee High Altitude 4WD photo
2
Price Drop
2019 Jeep Cherokee High Altitude 4WD Oak Lawn, IL
$20,995 40k miles
•••

#2 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,610 Below Market
  • Includes $2,858 Premium Upgrades
See more about this car
2019 Jeep Cherokee Trailhawk 4WD photo
3
Price Drop
2019 Jeep Cherokee Trailhawk 4WD Elmhurst, IL
$21,994 51.6k miles
•••

#3 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $263 Price Drop
  • Great Price - $2,032 Below Market
  • Includes $2,710 Premium Upgrades
See more about this car
2019 Jeep Cherokee Latitude Plus 4WD photo
4
Price Drop
2019 Jeep Cherokee Latitude Plus 4WD Crystal Lake, IL
$19,999 47.3k miles
•••

#4 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $292 Price Drop
  • Great Price - $1,661 Below Market
  • Includes $2,262 Premium Upgrades
See more about this car
2019 Jeep Cherokee High Altitude FWD photo
5
2019 Jeep Cherokee High Altitude FWD Elmhurst, IL
$18,646 40.8k miles
•••

#5 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $1,266 Below Market
  • Includes $1,945 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Jeep Cherokee Limited 4WD photo
6
Price Drop
2019 Jeep Cherokee Limited 4WD Gurnee, IL
$18,499 63.4k miles
•••

#6 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $488 Price Drop
  • Great Price - $5,605 Below Market
  • Includes $4,056 Premium Upgrades
See more about this car
2019 Jeep Cherokee Latitude Plus 4WD photo
7
Price Drop
2019 Jeep Cherokee Latitude Plus 4WD Mt Pleasant, WI
$17,990 68.8k miles
•••

#7 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,400 Price Drop
  • Great Price - $2,841 Below Market
  • Includes $2,115 Premium Upgrades
See more about this car
2019 Jeep Cherokee Latitude Plus 4WD photo
8
Price Drop
2019 Jeep Cherokee Latitude Plus 4WD Streamwood, IL
$16,990 73.8k miles
•••

#8 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,445 Below Market
  • Includes $1,819 Premium Upgrades
See more about this car
2019 Jeep Cherokee Limited 4WD photo
9
Price Drop
2019 Jeep Cherokee Limited 4WD Joliet, IL
$19,904 71.6k miles
•••

#9 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $2,072 Below Market
  • Includes $2,402 Premium Upgrades
See more about this car
2019 Jeep Cherokee Latitude Plus 4WD photo
10
Price Drop
2019 Jeep Cherokee Latitude Plus 4WD Merrillville, IN
$20,000 31.4k miles
•••

#10 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,884 Price Drop
  • Great Price - $1,826 Below Market
  • Includes $1,288 Premium Upgrades
See more about this car
2019 Jeep Cherokee Limited 4WD photo
11
Price Drop
2019 Jeep Cherokee Limited 4WD Elkhorn, WI
$19,724 72.9k miles
•••

#11 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $906 Price Drop
  • Great Price - $1,484 Below Market
  • Includes $1,476 Premium Upgrades
See more about this car
2019 Jeep Cherokee Latitude Plus 4WD photo
12
Price Drop
2019 Jeep Cherokee Latitude Plus 4WD Elmhurst, IL
$19,300 66.2k miles
•••

#12 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $100 Price Drop
  • Great Price - $1,361 Below Market
  • Includes $2,534 Premium Upgrades
See more about this car
2019 Jeep Cherokee Latitude Plus FWD photo
13
2019 Jeep Cherokee Latitude Plus FWD Melrose Park, IL
$12,495 111.1k miles
•••

#13 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,512 Below Market
  • Includes $1,289 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Jeep Cherokee Trailhawk 4WD photo
14
Price Drop
2019 Jeep Cherokee Trailhawk 4WD Chicago, IL
$21,200 31.4k miles
•••

#14 2019 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $300 Price Drop
  • Great Price - $1,952 Below Market
  • Includes $588 Premium Upgrades
See more about this car
2019 Jeep Cherokee Limited FWD photo
15
Price Drop
2019 Jeep Cherokee Limited FWD Jefferson, WI
$14,500 78k miles
•••

#15 2019 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $300 Price Drop
  • Great Price - $3,645 Below Market
  • CARFAX: Clean Title
See more about this car
2019 Jeep Cherokee Trailhawk 4WD photo
16
Price Drop
2019 Jeep Cherokee Trailhawk 4WD Elkhorn, WI
$19,177 61.1k miles
•••

#16 2019 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $100 Price Drop
  • Great Price - $1,427 Below Market
  • Includes $468 Premium Upgrades
See more about this car
2019 Jeep Cherokee Limited 4WD photo
17
Price Drop
2019 Jeep Cherokee Limited 4WD Waukesha, WI
$18,990 68.5k miles
•••

#17 2019 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $210 Price Drop
  • Great Price - $1,310 Below Market
  • Includes $279 Premium Upgrades
See more about this car
2019 Jeep Cherokee Altitude 4WD photo
18
2019 Jeep Cherokee Altitude 4WD Merrillville, IN
$19,299 47.4k miles
•••

#18 2019 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Good Price - $962 Below Market
  • Includes $1,205 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Jeep Cherokee Trailhawk 4WD photo
19
Price Drop
2019 Jeep Cherokee Trailhawk 4WD Chicago, IL
$22,290 46.6k miles
•••

#19 2019 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Good Price - $816 Below Market
  • Includes $1,111 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Jeep Cherokee Trailhawk 4WD photo
20
2019 Jeep Cherokee Trailhawk 4WD Milwaukee, WI
$22,995 44.6k miles
•••

#20 2019 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Fair Price - $616 Below Market
  • Includes $2,043 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Jeep Cherokee Limited 4WD photo
21
2019 Jeep Cherokee Limited 4WD Milwaukee, WI
$22,317 53.3k miles
•••

#21 2019 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Fair Price - $342 Below Market
  • Includes $1,866 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Jeep Cherokee Limited 4WD photo
22
Price Drop
2019 Jeep Cherokee Limited 4WD Libertyville, IL
$19,964 51.5k miles
•••

#22 2019 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • $1,846 Price Drop
  • Good Price - $1,183 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Jeep Cherokee Limited 4WD photo
23
Price Drop
2019 Jeep Cherokee Limited 4WD Elmhurst, IL
$18,947 75.9k miles
•••

#23 2019 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $1,036 Below Market
  • Includes $754 Premium Upgrades
See more about this car
2019 Jeep Cherokee Overland 4WD photo
24
Price Drop
2019 Jeep Cherokee Overland 4WD Niles, MI
$20,391 99.1k miles
•••

#24 2019 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • $116 Price Drop
  • Fair Price - $165 Above Market
  • Includes $1,523 Premium Upgrades
See more about this car
2019 Jeep Cherokee Overland 4WD photo
25
Price Drop
2019 Jeep Cherokee Overland 4WD Elkhart, IN
$22,490 64.8k miles
•••

#25 2019 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • $410 Price Drop
  • Fair Price - $470 Above Market
  • Includes $1,745 Premium Upgrades
See more about this car
1-25 of 157 results

2019 Jeep Cherokee

Mid-size Crossover
Seats
5
Fuel Economy
18 - 18City MPG
24 - 24Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

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.