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
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 an “A+” Buy
- $1,000 Price Drop
- Great Price - $8,445 Below Market
- Includes $8,435 Premium Upgrades
See more about this car
2
Price Drop
2018 Jeep Grand Cherokee Altitude 4WD • Skokie, IL
$25,586 • 57.7k miles
•••
#2 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $6,008 Below Market
- Includes $4,866 Premium Upgrades
See more about this car
3
Price Drop
2021 Jeep Grand Cherokee Limited 4WD • Kenosha, WI
$28,500 • 23.2k miles
•••
#3 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $5,599 Below Market
- Includes $3,448 Premium Upgrades
See more about this car
4
2023 Jeep Grand Cherokee Limited 4WD • Milwaukee, WI
$39,270 • 15.5k miles
•••
#4 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $5,543 Below Market
- Includes $6,503 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
5
Price Drop
2023 Jeep Grand Cherokee Altitude 4WD • Skokie, IL
$36,491 • 14.6k miles
•••
#5 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $4,333 Below Market
- Includes $5,226 Premium Upgrades
See more about this car
6
Price Drop
2023 Jeep Grand Cherokee Overland 4WD • Huntley, IL
$41,772 • 16.5k miles
•••
#6 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $600 Price Drop
- Great Price - $4,259 Below Market
- Includes $1,872 Premium Upgrades
See more about this car
7
Price Drop
2023 Jeep Grand Cherokee Limited 4WD • Milwaukee, WI
$39,563 • 10.9k miles
•••
#7 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $424 Price Drop
- Great Price - $4,054 Below Market
- Includes $4,480 Premium Upgrades
See more about this car
8
2020 Jeep Grand Cherokee Limited 4WD • Chicago, IL
$29,994 • 33.8k miles • Certified
•••
#8 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $4,001 Below Market
- Includes $5,413 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
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 an “A+” Buy
- Great Price - $3,582 Below Market
- Includes $3,135 Premium Upgrades
- CARFAX: Clean Title
See more about this car
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 an “A+” Buy
- $178 Price Drop
- Great Price - $3,475 Below Market
- Includes $3,458 Premium Upgrades
See more about this car
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 an “A+” Buy
- $100 Price Drop
- Great Price - $3,248 Below Market
- Includes $3,221 Premium Upgrades
See more about this car
12
Price Drop
2023 Jeep Grand Cherokee Overland 4WD • Arlington Heights, IL
$44,797 • 14.6k miles
•••
#12 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $100 Price Drop
- Great Price - $3,158 Below Market
- Includes $2,110 Premium Upgrades
See more about this car
13
Price Drop
2021 Jeep Grand Cherokee Summit 4WD • Matteson, IL
$39,665 • 39.9k miles
•••
#13 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $164 Price Drop
- Great Price - $3,039 Below Market
- Includes $7,850 Premium Upgrades
See more about this car
14
Price Drop
2019 Jeep Grand Cherokee Upland 4WD • Palatine, IL
$23,234 • 52.9k miles
•••
#14 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $3,014 Below Market
- Includes $4,214 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
15
2019 Jeep Grand Cherokee Trailhawk 4WD • St. Charles, IL
$27,988 • 53.5k miles
•••
#15 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,926 Below Market
- Includes $4,675 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
16
2020 Jeep Grand Cherokee Summit 4WD • Waukegan, IL
$30,849 • 46.7k miles
•••
#16 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,917 Below Market
- Includes $2,947 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
17
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD • Arlington Heights, IL
$30,787 • 32.4k miles
•••
#17 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $393 Price Drop
- Great Price - $2,915 Below Market
- Includes $3,674 Premium Upgrades
See more about this car
18
Price Drop
2021 Jeep Grand Cherokee 80th Anniversary 4WD • Chicago, IL
$30,995 • 27.4k miles
•••
#18 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $400 Price Drop
- Great Price - $2,804 Below Market
- Includes $3,037 Premium Upgrades
See more about this car
19
2021 Jeep Grand Cherokee 80th Anniversary 4WD • Merrillville, IN
$32,500 • 31.9k miles • Certified
•••
#19 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,535 Below Market
- Includes $3,318 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
20
Price Drop
2021 Jeep Grand Cherokee Laredo E 4WD • Forest Park, IL
$26,509 • 16.6k miles • Certified
•••
#20 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $58 Price Drop
- Great Price - $2,414 Below Market
- Includes $2,522 Premium Upgrades
See more about this car
21
2021 Jeep Grand Cherokee Laredo X 4WD • Chicago, IL
$29,998 • 21.3k miles
•••
#21 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,392 Below Market
- Includes $5,997 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
22
2018 Jeep Grand Cherokee Sterling Edition 4WD • Barrington, IL
$25,000 • 45.7k miles
•••
#22 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,295 Below Market
- Includes $3,757 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
23
Price Drop
2021 Jeep Grand Cherokee Laredo X 4WD • Bartlett, IL
$27,990 • 30.9k miles
•••
#23 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $2,246 Below Market
- Includes $5,618 Premium Upgrades
See more about this car
24
Price Drop
2018 Jeep Grand Cherokee Sterling Edition 4WD • Mokena, IL
$26,498 • 55.8k miles
•••
#24 2015-2023 Jeep Grand Cherokee
CoPilot AI: It’s an “A+” Buy
- $400 Price Drop
- Great Price - $2,220 Below Market
- Includes $5,771 Premium Upgrades
See more about this car
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 an “A+” Buy
- Great Price - $2,208 Below Market
- Includes $2,481 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2024 Jeep Grand Cherokee
Mid-size SUV
Seats
5
Fuel Economy
undefined - undefinedCity MPG
undefined - undefinedHwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Jeep Grand Cherokee for Sale by City
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.