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Used 2021 Jeep Grand Cherokee for Sale near Chicago, IL

270 results

Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Crystal Metallic
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
153,692
Stock #:
91F05605
VIN:
1C4RJFBG8LC177562
Crystal Metallic 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic
Victory Nissan of Chesterton

Sponsored by Victory Nissan of Chesterton

2020 Jeep Grand Cherokee

Limited 4WD

153,692 mi

Burns Harbor, IN
33 mi away
Fair Deal

$14,246

Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Velvet
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,382
Stock #:
K48407A
VIN:
1C4RJFBG8MC501837
Velvet 2021 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2021 Jeep Grand Cherokee

Limited 4WD

56,382 mi

Antioch, IL
47 mi away
Fair Deal

$25,739

Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Diamond Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
95,830
Stock #:
PC4476
VIN:
1C4RJFAG7LC402118
Diamond Black 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2020 Jeep Grand Cherokee

Altitude 4WD

95,830 mi

Fox Lake, IL
46 mi away
Great Deal
Manufacturer certified

$17,367

CarGurus Analysis:

2021 Jeep Grand Cherokee

4.6

  • With 268 currently listed for sale near Chicago, IL and an average price of $29,086.00, 54.5% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.62 / 5 stars.

  • 100.0% of 2021 Grand Cherokee models on CarGurus are accident free.

  • The 2021 Jeep Grand Cherokee features a spacious interior, advanced technology, and offers off-road capability, making it appealing for both urban driving and outdoor adventures.

Research summarized using AI

 

Year:
2020
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,976
Stock #:
28720273
VIN:
1C4RJEAG0LC203731
Gray 2020 Jeep Grand Cherokee SUV / Crossover 4X2 Automatic

 

2020 Jeep Grand Cherokee

Altitude RWD

51,976 mi

Store transfer to Oak Lawn, IL
Price includes $749 shipping
Fair Deal

$23,747

Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Slate Blue Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
73,646
Stock #:
21242P
VIN:
1C4RJFBG7MC767544
Slate Blue Pearlcoat 2021 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic
Price drop

-$900

 

2021 Jeep Grand Cherokee

80th Anniversary Edition 4WD

73,646 mi

Antioch, IL
48 mi away
Fair Deal

$24,877

$23,977

Page 1 of 13

CarGurus Analysis: 2021 Jeep Grand Cherokee

7.2
of 10
overall
Look and feel9/10
Technology7/10
Performance8/10
Safety4/10
Form & function7/10
Cost effectiveness8/10
Image Not Available

Summary

  • With 268 currently listed for sale near Chicago, IL and an average price of $29,086.00, 54.5% of 2021 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Grand Cherokee 4.62 / 5 stars.

  • 100.0% of 2021 Grand Cherokee models on CarGurus are accident free.

  • The 2021 Jeep Grand Cherokee features a spacious interior, advanced technology, and offers off-road capability, making it appealing for both urban driving and outdoor adventures.

Why it stands out

The 2021 Jeep Grand Cherokee excels with its rugged yet stylish design, premium interior materials, and impressive handling characteristics. While it offers a range of powerful engine options, including a robust 5.7-liter V8 capable of towing up to 7,200 pounds, the vehicle maintains a comfort-focused ride for everyday driving. Although the Grand Cherokee has faced critiques regarding gas mileage and some aging interior features, it stands out as a versatile SUV that can cater to both practical and adventurous lifestyles. Its high safety rating, particularly with the additional ProTech II Package, enhances its desirability, making it a reliable choice for families and individuals alike. Furthermore, the expert rating of 7.17/10 reinforces its overall competitive standing in the midsize SUV market.

Other model years to consider

  • 2023 Jeep Grand Cherokee

    • Average price: $31,284.00
    • Good/great deal percentage: 73.7%
    • User rating: 5 / 5
    • Total listings: 372
  • 2022 Jeep Grand Cherokee

    • Average price: $28,598.00
    • Good/great deal percentage: 76.1%
    • User rating: 4.86 / 5
    • Total listings: 351
  • 2024 Jeep Grand Cherokee

    • Average price: $33,389.00
    • Good/great deal percentage: 68.2%
    • User rating: 5 / 5
    • Total listings: 371

This analysis is based on CarGurus' proprietary market data from June 23, 2026, CarGurus experts' opinions, and generative AI.

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