AI-Assisted Car Shopping

 New Search
Save
Sort

Used 2021 Jeep Cherokee for Sale in Chicago, IL

Cherokees for Sale at Dealers, Ranked by CoPilot AI ?

Filters
Price
Year
Mileage
Trim
2021 Jeep Cherokee Trailhawk 4WD photo
1
Price Drop
Jeep Cherokee Trailhawk 4WD Milwaukee, WI
$27,980 9.1k miles
•••

#1 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $519 Price Drop
  • Great Price - $2,652 Below Market
  • Includes $2,085 Premium Upgrades
See more about this car
2021 Jeep Cherokee Trailhawk 4WD photo
2
Price Drop
Jeep Cherokee Trailhawk 4WD Elmhurst, IL
$27,988 24.7k miles
•••

#2 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $900 Price Drop
  • Great Price - $2,245 Below Market
  • Includes $3,772 Premium Upgrades
See more about this car
2021 Jeep Cherokee Latitude Lux FWD photo
3
Price Drop
Jeep Cherokee Latitude Lux FWD Milwaukee, WI
$22,812 36.7k miles
•••

#3 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $615 Price Drop
  • Great Price - $2,216 Below Market
  • Includes $2,719 Premium Upgrades
See more about this car
2021 Jeep Cherokee Latitude Lux 4WD photo
4
Price Drop
Jeep Cherokee Latitude Lux 4WD Huntley, IL
$18,972 48k miles
•••

#4 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $5,747 Below Market
  • Includes $2,271 Premium Upgrades
See more about this car
2021 Jeep Cherokee Latitude Lux 4WD photo
5
Price Drop
Jeep Cherokee Latitude Lux 4WD Huntley, IL
$19,972 32.6k miles
•••

#5 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,400 Price Drop
  • Great Price - $4,832 Below Market
  • Includes $852 Premium Upgrades
See more about this car
2021 Jeep Cherokee Trailhawk 4WD photo
6
Jeep Cherokee Trailhawk 4WD Pontiac, IL
$24,962 40.9k miles
•••

#6 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,418 Below Market
  • Includes $2,276 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee Trailhawk 4WD photo
7
Price Drop
Jeep Cherokee Trailhawk 4WD Arlington Heights, IL
$26,495 48.6k miles
•••

#7 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $1,954 Below Market
  • Includes $3,645 Premium Upgrades
See more about this car
2021 Jeep Cherokee Latitude Lux 4WD photo
8
Price Drop
Jeep Cherokee Latitude Lux 4WD Streamwood, IL
$21,490 44.9k miles
•••

#8 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $1,952 Below Market
  • Includes $821 Premium Upgrades
See more about this car
2021 Jeep Cherokee Limited 4WD photo
9
Price Drop
Jeep Cherokee Limited 4WD Milwaukee, WI
$24,750 22.1k miles
•••

#9 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $1,920 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee Limited 4WD photo
10
Price Drop
Jeep Cherokee Limited 4WD Gurnee, IL
$24,150 37.2k miles Certified
•••

#10 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $150 Price Drop
  • Great Price - $1,607 Below Market
  • Includes $471 Premium Upgrades
See more about this car
2021 Jeep Cherokee Trailhawk 4WD photo
11
Jeep Cherokee Trailhawk 4WD Orland Park, IL
$29,890 18.4k miles
•••

#11 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • Good Price - $1,406 Below Market
  • Includes $3,891 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee Trailhawk 4WD photo
12
Price Drop
Jeep Cherokee Trailhawk 4WD Orland Park, IL
$27,280 31.5k miles
•••

#12 2021 Jeep Cherokee

CoPilot AI: It’s anA+” Buy

  • $610 Price Drop
  • Good Price - $1,236 Below Market
  • Includes $2,344 Premium Upgrades
See more about this car
2021 Jeep Cherokee Trailhawk 4WD photo
13
Price Drop
Jeep Cherokee Trailhawk 4WD Orland Park, IL
$24,154 45.4k miles
•••

#13 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $100 Price Drop
  • Great Price - $2,034 Below Market
  • Includes $1,438 Premium Upgrades
See more about this car
2021 Jeep Cherokee Limited 4WD photo
14
Price Drop
Jeep Cherokee Limited 4WD Naperville, IL
$22,979 40.8k miles
•••

#14 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Great Price - $1,698 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Jeep Cherokee Limited 4WD photo
15
Jeep Cherokee Limited 4WD Sturtevant, WI
$26,565 28.6k miles
•••

#15 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Good Price - $1,495 Below Market
  • Includes $809 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee Latitude Lux 4WD photo
16
Jeep Cherokee Latitude Lux 4WD Pontiac, IL
$24,962 33.6k miles
•••

#16 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Good Price - $1,488 Below Market
  • Includes $1,525 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee Limited 4WD photo
17
Price Drop
Jeep Cherokee Limited 4WD Kenosha, WI
$25,661 31.5k miles
•••

#17 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $1,002 Below Market
  • Includes $1,033 Premium Upgrades
See more about this car
2021 Jeep Cherokee 80th Anniversary 4WD photo
18
Price Drop
Jeep Cherokee 80th Anniversary 4WD Streamwood, IL
$23,990 43.5k miles
•••

#18 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $793 Below Market
  • Includes $1,891 Premium Upgrades
See more about this car
2021 Jeep Cherokee 80th Anniversary 4WD photo
19
Price Drop
Jeep Cherokee 80th Anniversary 4WD Calumet City, IL
$23,273 29.5k miles
•••

#19 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $200 Price Drop
  • Good Price - $765 Below Market
  • Includes $1,559 Premium Upgrades
See more about this car
2021 Jeep Cherokee 80th Anniversary 4WD photo
20
Price Drop
Jeep Cherokee 80th Anniversary 4WD Racine, WI
$25,500 37.9k miles
•••

#20 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • $396 Price Drop
  • Fair Price - $678 Below Market
  • Includes $3,027 Premium Upgrades
See more about this car
2021 Jeep Cherokee Altitude 4WD photo
21
Price Drop
Jeep Cherokee Altitude 4WD Glencoe, IL
$26,862 6.5k miles
•••

#21 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Fair Price - $644 Below Market
  • Includes $2,488 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee 80th Anniversary 4WD photo
22
Jeep Cherokee 80th Anniversary 4WD Libertyville, IL
$26,895 27.8k miles
•••

#22 2021 Jeep Cherokee

CoPilot AI: It’s anA” Buy

  • Fair Price - $555 Above Market
  • Includes $1,997 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee Limited 4WD photo
23
Jeep Cherokee Limited 4WD Chicago, IL
$24,413 35.5k miles
•••

#23 2021 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • Good Price - $988 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
See more about this car
2021 Jeep Cherokee Trailhawk 4WD photo
24
Jeep Cherokee Trailhawk 4WD Glendale, WI
$24,452 53.3k miles
•••

#24 2021 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • Good Price - $983 Below Market
  • Includes $1,108 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Cherokee Latitude Lux 4WD photo
25
Price Drop
Jeep Cherokee Latitude Lux 4WD Merrillville, IN
$22,997 37.2k miles
•••

#25 2021 Jeep Cherokee

CoPilot AI: It’s anA-” Buy

  • $1,767 Price Drop
  • Good Price - $870 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 163 results

2021 Jeep Cherokee

Mid-size Crossover
Seats
5
Fuel Economy
22 - 22City MPG
31 - 31Hwy 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.