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
Jeep Grand Cherokee SRT 4WD Downers Grove, IL
$57,888 47.6k miles
•••

#1 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $9,733 Below Market
  • Includes $8,472 Premium Upgrades
See more about this car
2020 Jeep Grand Cherokee SRT 4WD photo
2
Price Drop
Jeep Grand Cherokee SRT 4WD Sycamore, IL
$58,499 39.3k miles
•••

#2 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $6,666 Below Market
  • Includes $4,691 Premium Upgrades
See more about this car
2022 Jeep Grand Cherokee Overland 4WD photo
3
Price Drop
Jeep Grand Cherokee Overland 4WD Countryside, IL
$44,522 27.5k miles
•••

#3 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $466 Price Drop
  • Great Price - $4,976 Below Market
  • Includes $3,555 Premium Upgrades
See more about this car
2023 Jeep Grand Cherokee Limited RWD photo
4
Jeep Grand Cherokee Limited RWD Pontiac, IL
$35,462 13.6k miles
•••

#4 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,876 Below Market
  • Includes $2,633 Premium Upgrades
  • CARFAX: One Owner, Clean Title
See more about this car
2015 Jeep Grand Cherokee Limited 4WD photo
5
Price Drop
Jeep Grand Cherokee Limited 4WD Countryside, IL
$15,324 96.5k miles
•••

#5 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $510 Price Drop
  • Great Price - $3,541 Below Market
  • Includes $3,184 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Limited 4WD photo
6
Price Drop
Jeep Grand Cherokee Limited 4WD Fox Lake, IL
$31,887 21.3k miles
•••

#6 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $103 Price Drop
  • Great Price - $3,366 Below Market
  • Includes $4,392 Premium Upgrades
See more about this car
2023 Jeep Grand Cherokee Limited 4WD photo
7
Price Drop
Jeep Grand Cherokee Limited 4WD Milwaukee, WI
$39,563 10.9k miles
•••

#7 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $424 Price Drop
  • Great Price - $3,328 Below Market
  • Includes $4,406 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Laredo X 4WD photo
8
Price Drop
Jeep Grand Cherokee Laredo X 4WD Streamwood, IL
$26,990 30.9k miles
•••

#8 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $3,135 Below Market
  • Includes $5,597 Premium Upgrades
See more about this car
2020 Jeep Grand Cherokee Laredo E 4WD photo
9
Price Drop
Jeep Grand Cherokee Laredo E 4WD Naperville, IL
$22,479 41.8k miles
•••

#9 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $3,035 Below Market
  • Includes $2,226 Premium Upgrades
See more about this car
2020 Jeep Grand Cherokee Summit 4WD photo
10
Price Drop
Jeep Grand Cherokee Summit 4WD Waukegan, IL
$29,999 46.7k miles
•••

#10 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $556 Price Drop
  • Great Price - $3,025 Below Market
  • Includes $2,882 Premium Upgrades
See more about this car
2022 Jeep Grand Cherokee Limited 4WD photo
11
Price Drop
Jeep Grand Cherokee Limited 4WD Arlington Heights, IL
$34,495 26k miles
•••

#11 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,964 Below Market
  • Includes $2,107 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
12
Price Drop
Jeep Grand Cherokee 80th Anniversary 4WD Kenosha, WI
$34,341 14.1k miles
•••

#12 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $103 Price Drop
  • Great Price - $2,912 Below Market
  • Includes $1,986 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee 80th Anniversary 4WD photo
13
Price Drop
Jeep Grand Cherokee 80th Anniversary 4WD Chicago, IL
$30,875 27.4k miles
•••

#13 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $954 Price Drop
  • Great Price - $2,901 Below Market
  • Includes $3,035 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Laredo E 4WD photo
14
Price Drop
Jeep Grand Cherokee Laredo E 4WD Plainfield, IL
$26,009 16.7k miles
•••

#14 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,837 Below Market
  • Includes $2,515 Premium Upgrades
See more about this car
2018 Jeep Grand Cherokee Sterling Edition 4WD photo
15
Jeep Grand Cherokee Sterling Edition 4WD Glenview, IL
$21,888 57.6k miles
•••

#15 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,776 Below Market
  • Includes $3,036 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2020 Jeep Grand Cherokee Trailhawk 4WD photo
16
Price Drop
Jeep Grand Cherokee Trailhawk 4WD Lincolnwood, IL
$32,299 27.8k miles
•••

#16 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $39 Price Drop
  • Great Price - $2,732 Below Market
  • Includes $4,974 Premium Upgrades
See more about this car
2020 Jeep Grand Cherokee High Altitude 4WD photo
17
Price Drop
Jeep Grand Cherokee High Altitude 4WD Rochelle, IL
$37,775 42.9k miles
•••

#17 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,679 Below Market
  • Includes $1,638 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2021 Jeep Grand Cherokee Limited 4WD photo
18
Price Drop
Jeep Grand Cherokee Limited 4WD Elmhurst, IL
$30,610 26.6k miles
•••

#18 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $692 Price Drop
  • Great Price - $2,414 Below Market
  • Includes $1,991 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Limited 4WD photo
19
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 - $2,405 Below Market
  • Includes $2,592 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2015 Jeep Grand Cherokee Limited 4WD photo
20
Price Drop
Jeep Grand Cherokee Limited 4WD Mishawaka, IN
$15,877 99.8k miles
•••

#20 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $54 Price Drop
  • Great Price - $2,333 Below Market
  • Includes $2,774 Premium Upgrades
See more about this car
2018 Jeep Grand Cherokee High Altitude 4WD photo
21
Price Drop
Jeep Grand Cherokee High Altitude 4WD Schaumburg, IL
$26,000 56.6k miles
•••

#21 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,485 Price Drop
  • Great Price - $2,333 Below Market
  • Includes $1,905 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Overland 4WD photo
22
Price Drop
Jeep Grand Cherokee Overland 4WD St. Charles, IL
$34,995 29.2k miles
•••

#22 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • $1,000 Price Drop
  • Great Price - $2,270 Below Market
  • Includes $1,921 Premium Upgrades
See more about this car
2021 Jeep Grand Cherokee Laredo X 4WD photo
23
Jeep Grand Cherokee Laredo X 4WD Chicago, IL
$29,998 21.3k miles
•••

#23 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,202 Below Market
  • Includes $5,961 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Jeep Grand Cherokee Laredo E 4WD photo
24
Jeep Grand Cherokee Laredo E 4WD Bourbonnais, IL
$26,900 25.2k miles
•••

#24 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,097 Below Market
  • Includes $2,472 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Jeep Grand Cherokee Laredo E 4WD photo
25
Jeep Grand Cherokee Laredo E 4WD Schaumburg, IL
$27,000 16.9k miles
•••

#25 2015-2023 Jeep Grand Cherokee

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,084 Below Market
  • Includes $3,942 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 1,130 results

2024 Jeep Grand Cherokee

Mid-size SUV
Seats
5
Fuel Economy
19 - 19City MPG
26 - 26Hwy 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.