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Used 2020 Jeep Cherokee for Sale in Chicago, IL

Cherokees for Sale at Dealers, Ranked by CoPilot AI ?

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2020 Jeep Cherokee Trailhawk 4WD photo
1
Price Drop
Jeep Cherokee Trailhawk 4WD Elmhurst, IL
$21,981 42.9k miles
•••

#1 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $214 Price Drop
  • Great Price - $3,688 Below Market
  • Includes $2,031 Premium Upgrades
See more about this car
2020 Jeep Cherokee Trailhawk Elite 4WD photo
2
Price Drop
Jeep Cherokee Trailhawk Elite 4WD Antioch, IL
$21,525 65.6k miles
•••

#2 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $461 Price Drop
  • Great Price - $5,910 Below Market
  • Includes $3,968 Premium Upgrades
See more about this car
2020 Jeep Cherokee Latitude Plus 4WD photo
3
Jeep Cherokee Latitude Plus 4WD Mishawaka, IN
$21,629 32.9k miles
•••

#3 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,898 Below Market
  • Includes $1,606 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Latitude Plus FWD photo
4
Price Drop
Jeep Cherokee Latitude Plus FWD Shorewood, IL
$18,602 42.4k miles
•••

#4 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $2,598 Price Drop
  • Great Price - $2,466 Below Market
  • Includes $1,349 Premium Upgrades
See more about this car
2020 Jeep Cherokee Limited 4WD photo
5
Price Drop
Jeep Cherokee Limited 4WD Batavia, IL
$22,737 33k miles
•••

#5 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $520 Price Drop
  • Great Price - $2,417 Below Market
  • Includes $1,380 Premium Upgrades
See more about this car
2020 Jeep Cherokee Altitude 4WD photo
6
Price Drop
Jeep Cherokee Altitude 4WD Ottawa, IL
$23,654 41.9k miles
•••

#6 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $122 Price Drop
  • Great Price - $2,361 Below Market
  • Includes $1,347 Premium Upgrades
See more about this car
2020 Jeep Cherokee Limited 4WD photo
7
Jeep Cherokee Limited 4WD Palatine, IL
$23,526 29.1k miles
•••

#7 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,349 Below Market
  • Includes $1,662 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Altitude FWD photo
8
Price Drop
Jeep Cherokee Altitude FWD Plainfield, IL
$19,900 52.8k miles
•••

#8 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $300 Price Drop
  • Great Price - $2,136 Below Market
  • Includes $2,188 Premium Upgrades
See more about this car
2020 Jeep Cherokee Latitude Plus 4WD photo
9
Jeep Cherokee Latitude Plus 4WD Palatine, IL
$20,999 32.4k miles
•••

#9 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,134 Below Market
  • Includes $1,211 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Latitude Plus 4WD photo
10
Price Drop
Jeep Cherokee Latitude Plus 4WD Kenosha, WI
$19,999 41.8k miles
•••

#10 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $426 Price Drop
  • Great Price - $1,797 Below Market
  • Includes $687 Premium Upgrades
See more about this car
2020 Jeep Cherokee Limited 4WD photo
11
Price Drop
Jeep Cherokee Limited 4WD Chicago, IL
$23,000 27.8k miles
•••

#11 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $1,516 Below Market
  • Includes $335 Premium Upgrades
See more about this car
2020 Jeep Cherokee Latitude FWD photo
12
Price Drop
Jeep Cherokee Latitude FWD Antioch, IL
$14,750 94.2k miles
•••

#12 2020 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $230 Price Drop
  • Great Price - $1,248 Below Market
  • Includes $808 Premium Upgrades
See more about this car
2020 Jeep Cherokee Trailhawk 4WD photo
13
Price Drop
Jeep Cherokee Trailhawk 4WD Hampshire, IL
$22,024 75.3k miles
•••

#13 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $1,661 Price Drop
  • Great Price - $2,280 Below Market
  • CARFAX: Clean Title
See more about this car
2020 Jeep Cherokee Latitude 4WD photo
14
Price Drop
Jeep Cherokee Latitude 4WD Oconomowoc, WI
$18,961 50.4k miles
•••

#14 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $344 Price Drop
  • Great Price - $1,401 Below Market
  • Includes $615 Premium Upgrades
See more about this car
2020 Jeep Cherokee Altitude 4WD photo
15
Price Drop
Jeep Cherokee Altitude 4WD Arlington Heights, IL
$16,495 92.6k miles
•••

#15 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Great Price - $1,283 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Latitude Plus 4WD photo
16
Jeep Cherokee Latitude Plus 4WD Crystal Lake, IL
$17,995 72.9k miles
•••

#16 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Great Price - $1,184 Below Market
  • Includes $549 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Trailhawk 4WD photo
17
Jeep Cherokee Trailhawk 4WD Belvidere, IL
$23,632 41.9k miles
•••

#17 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Good Price - $1,102 Below Market
  • Includes $981 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Limited 4WD photo
18
Jeep Cherokee Limited 4WD Merrillville, IN
$24,050 46.9k miles
•••

#18 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Fair Price - $491 Below Market
  • Includes $1,911 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee High Altitude 4WD photo
19
Jeep Cherokee High Altitude 4WD Glenview, IL
$26,888 45.6k miles
•••

#19 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Fair Price - $333 Below Market
  • Includes $3,209 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Altitude 4WD photo
20
Price Drop
Jeep Cherokee Altitude 4WD Milwaukee, WI
$23,800 39.6k miles
•••

#20 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $100 Price Drop
  • Fair Price - $247 Below Market
  • Includes $3,107 Premium Upgrades
See more about this car
2020 Jeep Cherokee Trailhawk 4WD photo
21
Price Drop
Jeep Cherokee Trailhawk 4WD Milwaukee, WI
$25,499 39.7k miles
•••

#21 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $201 Price Drop
  • Fair Price - $166 Below Market
  • Includes $1,726 Premium Upgrades
See more about this car
2020 Jeep Cherokee Latitude Plus 4WD photo
22
Jeep Cherokee Latitude Plus 4WD Milwaukee, WI
$23,986 31.2k miles
•••

#22 2020 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Fair Price - $156 Below Market
  • Includes $2,326 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Cherokee Limited 4WD photo
23
Price Drop
Jeep Cherokee Limited 4WD Mukwonago, WI
$22,400 41.1k miles
•••

#23 2020 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,317 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2020 Jeep Cherokee Latitude Plus 4WD photo
24
Price Drop
Jeep Cherokee Latitude Plus 4WD Alsip, IL
$21,991 27.7k miles
•••

#24 2020 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • $279 Price Drop
  • Good Price - $1,020 Below Market
  • Includes $725 Premium Upgrades
See more about this car
2020 Jeep Cherokee Trailhawk 4WD photo
25
Jeep Cherokee Trailhawk 4WD Chicago, IL
$22,277 52.2k miles
•••

#25 2020 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • Good Price - $710 Below Market
  • Includes $949 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 125 results

2020 Jeep Cherokee

Mid-size Crossover
Seats
5
Fuel Economy
19 - 19City MPG
27 - 27Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

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