CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used Jeep Cherokee for Sale in Chicago, IL

Cherokees for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2018 Jeep Cherokee Trailhawk 4WD photo
Price Drop
2018 Jeep Cherokee Trailhawk 4WD Elgin, IL
Gray 2.4L I4 Engine
$14,299 84.2k miles
•••

#53 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • $200 Price Drop
  • Great Price - $1,498 Below Market
  • Includes $2,109 Premium Upgrades
More details
2020 Jeep Cherokee Latitude Plus 4WD photo
2020 Jeep Cherokee Latitude Plus 4WD Ottawa, IL
Gray 2.4L I4 Engine
$16,999 110.9k miles
•••

#313 2015-2023 Jeep Cherokee

CoPilot AI: It’s aF” Buy

  • Includes $440 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2017 Jeep Cherokee Trailhawk 4WD photo
Price Drop
2017 Jeep Cherokee Trailhawk 4WD Des Plaines, IL
White 3.2L V6 Engine
$11,630 120.5k miles
•••

#100 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • $360 Price Drop
  • Good Price - $654 Below Market
  • Includes $960 Premium Upgrades
More details
2021 Jeep Cherokee Trailhawk 4WD photo
3
Price Drop
2021 Jeep Cherokee Trailhawk 4WD Waukesha, WI
Silver 3.2L V6 Engine
$21,327 49.2k miles
•••

#3 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • $1,513 Price Drop
  • Great Price - $4,718 Below Market
  • Includes $507 Premium Upgrades
More details
2019 Jeep Cherokee Latitude FWD photo
Price Drop
2019 Jeep Cherokee Latitude FWD Schaumburg, IL
White 2.4L I4 Engine
$12,800 85k miles
•••

#184 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB-” Buy

  • $100 Price Drop
  • Fair Price - $54 Above Market
  • Includes $733 Premium Upgrades
More details
2022 Jeep Cherokee Trailhawk 4WD photo
2022 Jeep Cherokee Trailhawk 4WD Lockport, IL
Black 3.2L V6 Engine
$19,500 87.7k miles Certified
•••

#151 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB” Buy

  • Fair Price - $60 Below Market
  • Includes $2,307 Premium Upgrades
  • CARFAX: One Owner
More details
2022 Jeep Cherokee Limited 4WD photo
Price Drop
2022 Jeep Cherokee Limited 4WD Glenview, IL
Gray 3.2L V6 Engine
$21,492 60.5k miles
•••

#73 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • $300 Price Drop
  • Good Price - $1,187 Below Market
  • Includes $1,464 Premium Upgrades
More details
2017 Jeep Cherokee Latitude 4WD photo
2017 Jeep Cherokee Latitude 4WD Milwaukee, WI
Red 2.4L I4 Engine
$11,999 100k miles
•••

#232 2015-2023 Jeep Cherokee

CoPilot AI: It’s aC-” Buy

  • Includes $820 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.4 stars
More details
2019 Jeep Cherokee Latitude FWD photo
2019 Jeep Cherokee Latitude FWD Matteson, IL
Red 3.2L V6 Engine
$15,881 47.3k miles
•••

#119 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • Fair Price - $25 Above Market
  • Includes $1,830 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Jeep Cherokee Altitude FWD photo
2020 Jeep Cherokee Altitude FWD Janesville, WI
Silver 2.4L I4 Engine
$22,896 60.4k miles
•••

#295 2015-2023 Jeep Cherokee

CoPilot AI: It’s aD-” Buy

  • Motivation to Negotiate - Increasing
  • Very Low Mileage
  • Dealer Rating - 4.3 stars
More details
2020 Jeep Cherokee Limited 4WD photo
2020 Jeep Cherokee Limited 4WD St. Charles, IL
Gray 3.2L V6 Engine
$18,395 73.6k miles
•••

#138 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB” Buy

  • Good Price - $665 Below Market
  • Includes $1,230 Premium Upgrades
  • Below Average Mileage
More details
2021 Jeep Cherokee Altitude 4WD photo
8
2021 Jeep Cherokee Altitude 4WD Algonquin, IL
Silver 2.4L I4 Engine
$15,999 63.2k miles
•••

#8 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,699 Below Market
  • Includes $824 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Jeep Cherokee Altitude Lux 4WD photo
Price Drop
2023 Jeep Cherokee Altitude Lux 4WD Aurora, IL
White 2.4L I4 Engine
$20,999 43.7k miles
•••

#63 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $1,374 Below Market
  • CARFAX: One Owner
More details
2019 Jeep Cherokee Latitude 4WD photo
2019 Jeep Cherokee Latitude 4WD Huntley, IL
Red 2.4L I4 Engine
$12,333 101k miles
•••

#83 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,061 Below Market
  • Includes $743 Premium Upgrades
  • Average Mileage
More details
2022 Jeep Cherokee Trailhawk 4WD photo
Price Drop
2022 Jeep Cherokee Trailhawk 4WD Valparaiso, IN
Gray 3.2L V6 Engine
$26,897 24.1k miles
•••

#292 2015-2023 Jeep Cherokee

CoPilot AI: It’s aD-” Buy

  • $100 Price Drop
  • CARFAX: One Owner
  • Motivation to Negotiate - Very High
More details
2017 Jeep Cherokee Latitude 4WD photo
Price Drop
2017 Jeep Cherokee Latitude 4WD Chicago, IL
Black 2.4L I4 Engine
$11,520 84.3k miles
•••

#180 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB-” Buy

  • $40 Price Drop
  • Fair Price - $45 Below Market
  • Motivation to Negotiate - High
More details
2015 Jeep Cherokee Latitude 4WD photo
2015 Jeep Cherokee Latitude 4WD Algonquin, IL
Gray 2.4L I4 Engine
$11,999 81k miles
•••

#117 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • Fair Price - $142 Below Market
  • Includes $1,102 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2021 Jeep Cherokee Trailhawk 4WD photo
Price Drop
2021 Jeep Cherokee Trailhawk 4WD Waukesha, WI
Silver 3.2L V6 Engine
$23,588 29.7k miles
•••

#155 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB” Buy

  • $198 Price Drop
  • Fair Price - $15 Below Market
  • Includes $1,041 Premium Upgrades
More details
2017 Jeep Cherokee Altitude 4WD photo
15
2017 Jeep Cherokee Altitude 4WD Forest Park, IL
Red 3.2L V6 Engine
$16,491 57.6k miles
•••

#15 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,769 Below Market
  • Includes $1,598 Premium Upgrades
  • Very Low Mileage
More details
2021 Jeep Cherokee Limited 4WD photo
2021 Jeep Cherokee Limited 4WD Mt Pleasant, WI
Blue 3.2L V6 Engine
$21,490 41.7k miles
•••

#137 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB” Buy

  • Good Price - $669 Below Market
  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2015 Jeep Cherokee Limited 4WD photo
2015 Jeep Cherokee Limited 4WD McHenry, IL
Blue 2.4L I4 Engine
$10,500 120.9k miles
•••

#301 2015-2023 Jeep Cherokee

CoPilot AI: It’s aF” Buy

  • Below Average Mileage
More details
2016 Jeep Cherokee Latitude 4WD photo
2016 Jeep Cherokee Latitude 4WD Merrillville, IN
Black 3.2L V6 Engine
$12,995 84.4k miles
•••

#120 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • Fair Price - $101 Above Market
  • Includes $2,134 Premium Upgrades
  • Very Low Mileage
More details
2023 Jeep Cherokee Altitude Lux 4WD photo
2023 Jeep Cherokee Altitude Lux 4WD Janesville, WI
Blue 2.4L I4 Engine
$26,795 33.7k miles
•••

#294 2015-2023 Jeep Cherokee

CoPilot AI: It’s aD-” Buy

  • CARFAX: One Owner
  • Very Low Mileage
More details
2019 Jeep Cherokee Latitude 4WD photo
Price Drop
2019 Jeep Cherokee Latitude 4WD Joliet, IL
Silver 2.4L I4 Engine
$9,577 135.2k miles
•••

#78 2015-2023 Jeep Cherokee

CoPilot AI: It’s aB+” Buy

  • $200 Price Drop
  • Great Price - $1,109 Below Market
  • Includes $278 Premium Upgrades
More details
2019 Jeep Cherokee Limited 4WD photo
2019 Jeep Cherokee Limited 4WD Benton Harbor, MI
Gray 3.2L V6 Engine
$17,900 127.5k miles
•••

#296 2015-2023 Jeep Cherokee

CoPilot AI: It’s aD-” Buy

  • Includes $858 Premium Upgrades
  • Motivation to Negotiate - Very High
  • Dealer Rating - 4.0 stars
More details
1-25 of 497 results

2026 Jeep Cherokee

Mid-size Crossover
Seats
5
Dimensions

© 2026 CoPilot. All Rights Reserved.