Used 2021 Jeep Grand Cherokee for Sale in Chicago, IL
Chicago Search Area
- Dealers in Area
- 1,096
- Grand Cherokees for Sale
- 200
Top Ranked Used 2021 Jeep Grand Cherokees near Chicago
Ranked by Most Car for Your Money
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2021 Jeep Grand Cherokee High Altitude 4WD • Arlington Heights, IL
$43,995 • 19.4k miles
#1 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Includes $6,268 Premium Upgrades

2021 Jeep Grand Cherokee Overland RWD • Pontiac, IL
$39,462 • 27.2k miles
#2 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title
- Dealer Rating - 4.6 stars
- Below Average Mileage

2021 Jeep Grand Cherokee Laredo E 4WD • Plainfield, IL
$31,988 • 21.8k miles
#3 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.3 stars
- Very Low Mileage

2021 Jeep Grand Cherokee 80th Anniversary 4WD • Arlington Heights, IL
$35,495 • 36.7k miles
#4 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Average Mileage
2021 Jeep Grand Cherokee Summit 4WD • Pontiac, IL
$43,462 • 40k miles
#5 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title
- Dealer Rating - 4.6 stars
- Includes $4,500 Premium Upgrades
2021 Jeep Grand Cherokee Overland 4WD • Elmhurst, IL
$41,995 • 39.3k miles
#6 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Includes $4,357 Premium Upgrades
- Great Price - $2,968 Below Market
2021 Jeep Grand Cherokee Limited 4WD • Morton Grove, IL
$36,993 • 13.1k miles
#7 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.2 stars
- Very Low Mileage
2021 Jeep Grand Cherokee Laredo E 4WD • Arlington Heights, IL
$31,997 • 8.2k miles
#8 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Includes $1,240 Premium Upgrades
2021 Jeep Grand Cherokee Limited 4WD • Plainfield, IL
$37,776 • 25k miles
#9 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
- Includes $3,992 Premium Upgrades
2021 Jeep Grand Cherokee Overland 4WD • Countryside, IL
$42,533 • 18.8k miles
#10 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
2021 Jeep Grand Cherokee 80th Anniversary 4WD • Downers Grove, IL
$38,982 • 13.1k miles
#11 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.1 stars
- Very Low Mileage
2021 Jeep Grand Cherokee Limited X 4WD • Arlington Heights, IL
$37,995 • 29.4k miles
#12 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Below Average Mileage
2021 Jeep Grand Cherokee 80th Anniversary 4WD • Arlington Heights, IL
$38,995 • 26.9k miles
#13 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
2021 Jeep Grand Cherokee Summit 4WD • Chicago, IL
$50,994 • 27.3k miles
#14 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title
- Dealer Rating - 4.5 stars
- Below Average Mileage
2021 Jeep Grand Cherokee Laredo X 4WD • Wheeling, IL
$35,796 • 23.1k miles
#15 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.3 stars
- Very Low Mileage
- Includes $4,960 Premium Upgrades
2021 Jeep Grand Cherokee Limited X 4WD • Highland, IN
$41,990 • 15.8k miles
#16 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Includes $8,095 Premium Upgrades
2021 Jeep Grand Cherokee Overland 4WD • Alsip, IL
$42,437 • 26.9k miles
#17 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - Very High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
2021 Jeep Grand Cherokee Laredo X 4WD • Chicago, IL
$32,850 • 24.4k miles
#18 2021 Jeep Grand Cherokee
It’s an “A+” Buy
- Motivation to Negotiate - High
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Very Low Mileage
2021 Jeep Grand Cherokee SRT 4WD • St. Charles, IL
$70,988 • 11.9k miles
#19 2021 Jeep Grand Cherokee
It’s an “A” Buy
- Clean Title
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Great Price - $14,796 Below Market
2021 Jeep Grand Cherokee Summit 4WD • South Bend, IN
$46,455 • 13k miles
#20 2021 Jeep Grand Cherokee
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Very Low Mileage
2021 Jeep Grand Cherokee SRT 4WD • St. Charles, IL
$71,988 • 25.2k miles
#21 2021 Jeep Grand Cherokee
It’s an “A” Buy
- Clean Title
- Dealer Rating - 4.4 stars
- Very Low Mileage
- Great Price - $7,102 Below Market
2021 Jeep Grand Cherokee Overland 4WD • Chicago, IL
$40,994 • 32.5k miles
#22 2021 Jeep Grand Cherokee
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.5 stars
- Below Average Mileage
2021 Jeep Grand Cherokee Laredo X 4WD • Arlington Heights, IL
$33,495 • 37.3k miles
#23 2021 Jeep Grand Cherokee
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Average Mileage
2021 Jeep Grand Cherokee Limited X 4WD • Arlington Heights, IL
$36,695 • 33.3k miles
#24 2021 Jeep Grand Cherokee
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.4 stars
- Average Mileage
2021 Jeep Grand Cherokee Laredo E 4WD • Downers Grove, IL
$32,394 • 32.7k miles
#25 2021 Jeep Grand Cherokee
It’s an “A” Buy
- Motivation to Negotiate - Increasing
- One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.1 stars
- Below Average Mileage
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Jeep Grand Cherokee near Chicago, IL
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