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Used 2020 Jeep Grand Cherokee for Sale nearMilwaukee, WI

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472 vehicles found

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:
Gray Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,123
Stock #:
PC4509
VIN:
1C4RJFAG8LC127620
Gray Clearcoat 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic
New arrival
Ray Chevrolet

Sponsored by Ray Chevrolet

2020 Jeep Grand Cherokee

Laredo 4WD

19,123 mi

Fox Lake, IL
46 mi away
Fair Deal
Manufacturer certified

$26,838

Year:
2019
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
142,177
Stock #:
E6748A
VIN:
1C4RJFJGXKC568891
White 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2019 Jeep Grand Cherokee

Summit 4WD

142,177 mi

Sheboygan, WI
48 mi away
Good Deal

$17,378

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
40 mi away
Fair Deal

$25,739

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
40 mi away
Good Deal

$25,255

$24,355

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
Price drop

-$965

 

2020 Jeep Grand Cherokee

Altitude 4WD

95,830 mi

Fox Lake, IL
46 mi away
Great Deal
Manufacturer certified

$17,367

$16,402

Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
4X2
Engine:
295 hp 3.6L V6
Exterior color:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
21,410
Stock #:
812861
VIN:
1C4RJEBG1MC812861
Silver 2021 Jeep Grand Cherokee SUV / Crossover 4X2 Automatic

 

2021 Jeep Grand Cherokee

Limited RWD

21,410 mi

Home delivery from Largo, FL
Price includes $1,632 shipping
Fair Deal

$28,270

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:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
70,484
Stock #:
28628195
VIN:
1C4RJFCG6LC196450
White 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2020 Jeep Grand Cherokee

Overland 4WD

70,484 mi

Store transfer to Milwaukee, WI
Price includes $1,999 shipping
Good Deal

$24,997

Year:
2019
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,079
Stock #:
W3388
VIN:
1C4RJFCGXKC529604
Bright White Clearcoat 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2019 Jeep Grand Cherokee

Overland 4WD

87,079 mi

Waukesha, WI
16 mi away
Great Deal

$19,494

$18,494

Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5.7L V8
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Brown (TAN)
Transmission:
Automatic
Mileage:
61,327
Stock #:
28475567
VIN:
1C4RJFJT0MC501703
Black 2021 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2021 Jeep Grand Cherokee

Summit 4WD

61,327 mi

Store transfer to Milwaukee, WI
Price includes $1,299 shipping
Great Deal

$28,297

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:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
56,695
Stock #:
LC343022
VIN:
1C4RJFBG5LC343021
Silver 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

 

2020 Jeep Grand Cherokee

Limited 4WD

56,695 mi

Home delivery from Auburn, IN
Price includes $378 shipping
Fair Deal

$23,278

CarGurus Analysis:

2020 Jeep Grand Cherokee

4.6

  • With 450 currently listed for sale near Milwaukee, WI and an average price of $25,347.00, 36.9% of 2020 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Jeep Grand Cherokee 4.58 / 5 stars.

  • 96.7% of 2020 Grand Cherokee models on CarGurus are accident free.

  • The 2020 Jeep Grand Cherokee is known for its stylish design, off-road capability, and a range of powerful engine options, including a robust V8.

Research summarized using AI

 

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:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
79,730
Stock #:
P5087
VIN:
1C4RJFAG0LC331912
Black 2020 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2020 Jeep Grand Cherokee

Laredo 4WD

79,730 mi

Home delivery from Wausau, WI
Price includes $158 shipping
Good Deal

$19,357

Year:
2019
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Exterior color:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
110,661
Stock #:
AT-594061
VIN:
1C4RJFAG0KC594061
Black 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2019 Jeep Grand Cherokee

Laredo 4WD

110,661 mi

Home delivery from Oswego, IL
Price includes $146 shipping
Fair Deal

$15,490

Year:
2019
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 Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
106,739
Stock #:
WJ6630T
VIN:
1C4RJFCG9KC566630
Diamond Black Crystal Pearlcoat 2019 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2019 Jeep Grand Cherokee

Overland 4WD

106,739 mi

Home delivery from Indianapolis, IN
Price includes $351 shipping
Good Deal

$18,600

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:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
21,014
Stock #:
28986705
VIN:
1C4RJFBG8MC733192
Black 2021 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive Automatic
New arrival

 

2021 Jeep Grand Cherokee

Limited 4WD

21,014 mi

Store transfer to Milwaukee, WI
Price includes $499 shipping
Good Deal

$28,497

Year:
2021
Make:
Jeep
Model:
Grand Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
295 hp 3.6L V6
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
82,856
Stock #:
G9854
VIN:
1C4RJFBG3MC504175
 2021 Jeep Grand Cherokee SUV / Crossover Four-Wheel Drive 8-Speed Automatic

 

2021 Jeep Grand Cherokee

Limited 4WD

82,856 mi

Home delivery from North Palm Beach, FL
Price includes $1,804 shipping
Great Deal

$19,902

CarGurus Analysis: 2020 Jeep Grand Cherokee

6.3
of 10
overall
Look and feel8/10
Technology8/10
Performance7/10
Safety3/10
Form & function7/10
Cost effectiveness5/10
Image Not Available

Summary

  • With 450 currently listed for sale near Milwaukee, WI and an average price of $25,347.00, 36.9% of 2020 Jeep Grand Cherokees for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Jeep Grand Cherokee 4.58 / 5 stars.

  • 96.7% of 2020 Grand Cherokee models on CarGurus are accident free.

  • The 2020 Jeep Grand Cherokee is known for its stylish design, off-road capability, and a range of powerful engine options, including a robust V8.

Why it stands out

The 2020 Jeep Grand Cherokee remains a popular choice in the midsize SUV segment, thanks to its blend of style, performance, and versatility. With a design that still resonates well with buyers, it features traditional Jeep styling cues and a balanced appearance suitable for both rugged trails and urban environments. The Grand Cherokee offers a variety of engine options, including a powerful 295-horsepower V6 and several V8 variants, catering to those who prioritize performance. While it excels in off-road capability, particularly with the Trailhawk model, it also provides a comfortable ride for daily driving. However, some users have noted concerns regarding fuel efficiency and interior build quality, particularly in higher trims where hard plastics can detract from the overall luxury feel. Despite these limitations, the Grand Cherokee's strong safety features and advanced technology, such as the Uconnect infotainment system, make it a compelling option for a wide range of buyers.

Other model years to consider

  • 2023 Jeep Grand Cherokee

    • Average price: $31,756.00
    • Good/great deal percentage: 48.3%
    • User rating: 5 / 5
    • Total listings: 719
  • 2024 Jeep Grand Cherokee

    • Average price: $33,839.00
    • Good/great deal percentage: 47.3%
    • User rating: 5 / 5
    • Total listings: 721
  • 2022 Jeep Grand Cherokee

    • Average price: $28,574.00
    • Good/great deal percentage: 47.5%
    • User rating: 4.86 / 5
    • Total listings: 676

This analysis is based on CarGurus' proprietary market data from July 1, 2026, CarGurus experts' opinions, and generative AI.

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