AI-Assisted Car Shopping

 New Search
Save
Sort

Used Jeep Grand Cherokee for Sale in Chicago, IL

Grand Cherokees for Sale at Dealers, Ranked by CoPilot AI ?

Filters
Price
Year
Mileage
Trim
2020 Jeep Grand Cherokee SRT 4WD photo
1
Price Drop
2020 Jeep Grand Cherokee SRT 4WD Downers Grove, IL
$58,888 47.6k miles
•••

#1 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $8,506 Below Market
  • Includes $8,443 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Limited 4WD photo
2
Price Drop
2021 Jeep Grand Cherokee Limited 4WD Kenosha, WI
$28,500 23.2k miles
•••

#2 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $5,571 Below Market
  • Includes $3,445 Premium Upgrades
See more about this car
2023 Jeep Grand Cherokee Limited 4WD photo
3
2023 Jeep Grand Cherokee Limited 4WD Milwaukee, WI
$39,270 15.5k miles
•••

#3 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $5,472 Below Market
  • Includes $6,493 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Grand Cherokee SRT 4WD photo
4
2020 Jeep Grand Cherokee SRT 4WD Sycamore, IL
$59,555 39.3k miles
•••

#4 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $5,161 Below Market
  • Includes $4,659 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2023 Jeep Grand Cherokee Overland 4WD photo
5
Price Drop
2023 Jeep Grand Cherokee Overland 4WD Huntley, IL
$41,372 16.5k miles
•••

#5 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $400 Price Drop
  • Great Price - $4,595 Below Market
  • Includes $1,870 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
6
2021 Jeep Grand Cherokee 80th Anniversary 4WD Highland Park, IL
$31,888 23.1k miles
•••

#6 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,102 Below Market
  • Includes $3,282 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Grand Cherokee Limited 4WD photo
7
2020 Jeep Grand Cherokee Limited 4WD Chicago, IL
$29,994 33.8k miles Certified
•••

#7 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,877 Below Market
  • Includes $5,393 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Jeep Grand Cherokee Limited 4WD photo
8
Price Drop
2023 Jeep Grand Cherokee Limited 4WD Milwaukee, WI
$39,563 10.9k miles
•••

#8 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $424 Price Drop
  • Great Price - $3,870 Below Market
  • Includes $4,461 Premium Upgrades
See more about this car
2018 Jeep Grand Cherokee Sterling Edition 4WD photo
9
2018 Jeep Grand Cherokee Sterling Edition 4WD Glenview, IL
$21,888 57.6k miles
•••

#9 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,423 Below Market
  • Includes $3,115 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2020 Jeep Grand Cherokee Limited 4WD photo
10
Price Drop
2020 Jeep Grand Cherokee Limited 4WD Glendale, WI
$28,599 33.2k miles
•••

#10 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $178 Price Drop
  • Great Price - $3,399 Below Market
  • Includes $3,450 Premium Upgrades
See more about this car
2015 Jeep Grand Cherokee Limited 4WD photo
11
Price Drop
2015 Jeep Grand Cherokee Limited 4WD Countryside, IL
$15,834 96.5k miles
•••

#11 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $100 Price Drop
  • Great Price - $3,216 Below Market
  • Includes $3,216 Premium Upgrades
See more about this car
2020 Jeep Grand Cherokee Trailhawk 4WD photo
12
2020 Jeep Grand Cherokee Trailhawk 4WD Lincolnwood, IL
$32,338 27.8k miles
•••

#12 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,175 Below Market
  • Includes $5,043 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2023 Jeep Grand Cherokee Overland 4WD photo
13
Price Drop
2023 Jeep Grand Cherokee Overland 4WD Arlington Heights, IL
$44,787 14.6k miles
•••

#13 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $10 Price Drop
  • Great Price - $3,150 Below Market
  • Includes $2,109 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Summit 4WD photo
14
Price Drop
2021 Jeep Grand Cherokee Summit 4WD Matteson, IL
$39,665 39.9k miles
•••

#14 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $164 Price Drop
  • Great Price - $3,143 Below Market
  • Includes $7,869 Premium Upgrades
See more about this car
2019 Jeep Grand Cherokee Upland 4WD photo
15
Price Drop
2019 Jeep Grand Cherokee Upland 4WD Palatine, IL
$22,962 52.9k miles
•••

#15 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,116 Below Market
  • Includes $4,187 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
16
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD Elmhurst, IL
$31,994 20k miles
•••

#16 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $2,000 Price Drop
  • Great Price - $2,933 Below Market
  • Includes $1,940 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
17
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD Chicago, IL
$30,995 27.4k miles
•••

#17 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $400 Price Drop
  • Great Price - $2,786 Below Market
  • Includes $3,035 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Laredo X 4WD photo
18
Price Drop
2021 Jeep Grand Cherokee Laredo X 4WD Bartlett, IL
$27,490 30.9k miles
•••

#18 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,754 Below Market
  • Includes $5,619 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Limited 4WD photo
19
2021 Jeep Grand Cherokee Limited 4WD Glendale Heights, IL
$29,860 27.7k miles
•••

#19 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,564 Below Market
  • Includes $2,605 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2018 Jeep Grand Cherokee Sterling Edition 4WD photo
20
Price Drop
2018 Jeep Grand Cherokee Sterling Edition 4WD Mokena, IL
$25,998 55.8k miles
•••

#20 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,532 Below Market
  • Includes $5,734 Premium Upgrades
See more about this car
2019 Jeep Grand Cherokee Trailhawk 4WD photo
21
2019 Jeep Grand Cherokee Trailhawk 4WD St. Charles, IL
$27,988 53.5k miles
•••

#21 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,517 Below Market
  • Includes $4,613 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Grand Cherokee Laredo X 4WD photo
22
2021 Jeep Grand Cherokee Laredo X 4WD Chicago, IL
$29,998 21.3k miles
•••

#22 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,330 Below Market
  • Includes $5,985 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Grand Cherokee High Altitude 4WD photo
23
Price Drop
2021 Jeep Grand Cherokee High Altitude 4WD Oak Lawn, IL
$32,500 39.7k miles
•••

#23 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,264 Below Market
  • Includes $1,875 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
24
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD Kenosha, WI
$34,988 14.1k miles
•••

#24 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $456 Price Drop
  • Great Price - $2,246 Below Market
  • Includes $1,985 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Laredo E 4WD photo
25
2021 Jeep Grand Cherokee Laredo E 4WD Bourbonnais, IL
$26,900 25.2k miles
•••

#25 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,159 Below Market
  • Includes $2,477 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 1,099 results

2024 Jeep Grand Cherokee

Mid-size SUV
Seats
5
Fuel Economy
undefined - undefinedCity MPG
undefined - undefinedHwy 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.