New Search
Save
Sort
Share
Used Jeep Grand Cherokee for Sale in Chicago, IL
Grand Cherokees for Sale at Dealers
Filters
Price
Year
Mileage
Trim
1
Price Drop
2020 Jeep Grand Cherokee Trackhawk 4WD • Huntley, IL
Black • 6.2L V8 Engine
Black • 6.2L V8 Engine
$70,272 • 53.1k miles
•••
#1 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $700 Price Drop
- Great Price - $33,563 Below Market
- Includes $8,016 Premium Upgrades
More details
2
2021 Jeep Grand Cherokee Trackhawk 4WD • Huntley, IL
White • 6.2L V8 Engine
White • 6.2L V8 Engine
$82,888 • 46.2k miles
•••
#2 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $29,939 Below Market
- Includes $4,148 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
3
2018 Jeep Grand Cherokee Trackhawk 4WD • Naperville, IL
Black • 6.2L V8 Engine
Black • 6.2L V8 Engine
$89,900 • 8.4k miles
•••
#3 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $17,686 Below Market
- Includes $8,064 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
4
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD • Waukesha, WI
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$31,983 • 20k miles
•••
#4 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $372 Price Drop
- Great Price - $11,360 Below Market
- Includes $3,442 Premium Upgrades
More details
5
Price Drop
2019 Jeep Grand Cherokee Limited 4WD • Waukegan, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$22,500 • 45.6k miles
•••
#5 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $3,545 Price Drop
- Great Price - $11,332 Below Market
- Includes $3,625 Premium Upgrades
More details
6
2023 Jeep Grand Cherokee Summit 4WD • Peru, IL
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$48,995 • 15.7k miles
•••
#6 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $7,807 Below Market
- Includes $4,084 Premium Upgrades
- CARFAX: One Owner, Clean Title
More details
7
Price Drop
2019 Jeep Grand Cherokee Altitude 4WD • Waukegan, IL
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$24,500 • 37.7k miles
•••
#7 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $400 Price Drop
- Great Price - $7,069 Below Market
- Includes $4,165 Premium Upgrades
More details
8
Price Drop
2021 Jeep Grand Cherokee Trackhawk 4WD • Joliet, IL
Green • 6.2L V8 Engine
Green • 6.2L V8 Engine
$97,995 • 17.6k miles
•••
#8 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $2,000 Price Drop
- Great Price - $6,679 Below Market
- Includes $6,468 Premium Upgrades
More details
9
2021 Jeep Grand Cherokee Laredo E 4WD • Mt Pleasant, WI
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$24,990 • 38.8k miles
•••
#9 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $6,275 Below Market
- Includes $1,606 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
10
2016 Jeep Grand Cherokee SRT 4WD • Hickory Hills, IL
Red • 6.4L V8 Engine
Red • 6.4L V8 Engine
$42,991 • 50.9k miles
•••
#10 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $4,761 Below Market
- Includes $3,034 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
11
2023 Jeep Grand Cherokee Limited 4WD • Huntley, IL
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$34,488 • 14.8k miles
•••
#11 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $4,610 Below Market
- Includes $5,396 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
12
2021 Jeep Grand Cherokee SRT 4WD • Joliet, IL
Blue • 6.4L V8 Engine
Blue • 6.4L V8 Engine
$60,995 • 17.1k miles
•••
#12 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $4,502 Below Market
- Includes $3,760 Premium Upgrades
- CARFAX: Clean Title
More details
13
2018 Jeep Grand Cherokee SRT 4WD • Wauwatosa, WI
Gray • 6.4L V8 Engine
Gray • 6.4L V8 Engine
$42,750 • 67.4k miles
•••
#13 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,921 Below Market
- Includes $2,846 Premium Upgrades
- CARFAX: Clean Title
More details
14
Price Drop
2023 Jeep Grand Cherokee Overland RWD • Elmhurst, IL
Red • 3.6L V6 Engine
Red • 3.6L V6 Engine
$36,995 • 13.5k miles
•••
#14 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $3,601 Below Market
- Includes $2,179 Premium Upgrades
More details
15
2023 Jeep Grand Cherokee Limited 4WD • Mt Pleasant, WI
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$34,769 • 25.8k miles • Certified
•••
#15 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,601 Below Market
- Includes $5,723 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
16
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD • Glendale Heights, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$25,777 • 43.5k miles
•••
#16 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $222 Price Drop
- Great Price - $3,326 Below Market
- Includes $2,017 Premium Upgrades
More details
17
Price Drop
2022 Jeep Grand Cherokee Laredo 4WD • Elkhart, IN
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$28,773 • 33.8k miles
•••
#17 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $1,221 Price Drop
- Great Price - $3,303 Below Market
- Includes $2,324 Premium Upgrades
More details
18
Price Drop
2019 Jeep Grand Cherokee Limited 4WD • Peru, IL
Silver • 3.6L V6 Engine
Silver • 3.6L V6 Engine
$19,999 • 65.5k miles
•••
#18 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $1,320 Price Drop
- Great Price - $3,031 Below Market
- Includes $1,693 Premium Upgrades
More details
19
Price Drop
2023 Jeep Grand Cherokee Laredo 4WD • Orland Park, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$31,977 • 10.6k miles
•••
#19 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $497 Price Drop
- Great Price - $2,834 Below Market
- Includes $2,217 Premium Upgrades
More details
20
2021 Jeep Grand Cherokee Limited 4WD • Naperville, IL
Blue • 3.6L V6 Engine
Blue • 3.6L V6 Engine
$26,994 • 32.3k miles
•••
#20 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,809 Below Market
- Includes $1,985 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
21
Price Drop
2021 Jeep Grand Cherokee Limited 4WD • Lansing, IL
Black • 3.6L V6 Engine
Black • 3.6L V6 Engine
$25,500 • 47.4k miles
•••
#21 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $2,729 Below Market
- Includes $1,883 Premium Upgrades
More details
22
2018 Jeep Grand Cherokee Laredo E RWD • Elmhurst, IL
White • 3.6L V6 Engine
White • 3.6L V6 Engine
$19,429 • 30.4k miles
•••
#22 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,633 Below Market
- Includes $2,601 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
23
2015 Jeep Grand Cherokee Limited 4WD • Joliet, IL
Black • 3.0L V6 Engine
Black • 3.0L V6 Engine
$15,995 • 71.4k miles
•••
#23 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,487 Below Market
- Includes $2,959 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
24
2016 Jeep Grand Cherokee SRT 4WD • Addison, IL
Black • 6.4L V8 Engine
Black • 6.4L V8 Engine
$35,950 • 77.5k miles
•••
#24 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,449 Below Market
- Includes $3,927 Premium Upgrades
- CARFAX: Clean Title
More details
25
2023 Jeep Grand Cherokee Limited 4WD • Brookfield, WI
Gray • 3.6L V6 Engine
Gray • 3.6L V6 Engine
$34,490 • 16k miles
•••
#25 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,438 Below Market
- Includes $2,816 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2025 Jeep Grand Cherokee
Mid-size SUV
Seats
5
Dimensions
Jeep Grand Cherokee for Sale by CityResearch More ModelsView more SUVs