CarGurus Header

Used 2019 Jeep Cherokee for Sale nearMilwaukee, WI

Filters (3)

Location:

Only show listings in WI?

Include delivery listings?

327 vehicles found

Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Blue Shade Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
41,183
Stock #:
M26196B
VIN:
1C4PJMBX4KD417551
Blue Shade Pearlcoat 2019 Jeep Cherokee SUV / Crossover Four-Wheel Drive 9-Speed Automatic
Price drop

-$598

Palmen Kia of Kenosha

Sponsored by Palmen Kia of Kenosha

2019 Jeep Cherokee

Trailhawk 4WD

41,183 mi

Kenosha, WI
33 mi away
Good Deal

$20,597

$19,999

Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Red
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
75,405
Stock #:
XP2916
VIN:
1C4PJLLB8LD565121
Red 2020 Jeep Cherokee SUV / Crossover Front-Wheel Drive Automatic
Price drop

-$429

Sponsored Listing

2020 Jeep Cherokee

Latitude Plus FWD

75,405 mi

Fox Lake, IL
47 mi away
Fair Deal

$16,947

$16,518

Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
82,637
Stock #:
12M2600T
VIN:
1C4PJMDXXLD622726
White 2020 Jeep Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2020 Jeep Cherokee

Limited 4WD

82,637 mi

Home delivery from Burnsville, MN
Price includes $292 shipping
Fair Deal

$18,640

Year:
2018
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Patriot Blue Pearlcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
56,901
Stock #:
R26504A
VIN:
1C4PJMBB5JD562486
Patriot Blue Pearlcoat 2018 Jeep Cherokee SUV / Crossover Four-Wheel Drive 9-Speed Automatic
Price drop

-$919

 

2018 Jeep Cherokee

Trailhawk 4WD

56,901 mi

Home delivery from Montpelier, OH
Price includes $388 shipping
Great Deal

$16,701

$15,782

Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
56,213
Stock #:
AU0549
VIN:
1C4PJMDX2KD138712
Bright White Clearcoat 2019 Jeep Cherokee SUV / Crossover Four-Wheel Drive 9-Speed Automatic
Price drop

-$555

 

2019 Jeep Cherokee

Limited 4WD

56,213 mi

Home delivery from Muskegon, MI
Free home delivery
Fair Deal

$18,869

$18,314

CarGurus Analysis:

2019 Jeep Cherokee

4.7

  • With 323 currently listed for sale near Milwaukee, WI and an average price of $16,029.00, 37.5% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2019 Jeep Cherokee 4.67 / 5 stars.

  • 84.8% of 2019 Cherokee models on CarGurus are accident free.

Research summarized using AI

 

Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
86,430
Stock #:
P1387
VIN:
1C4PJMLB5KD224697
Black 2019 Jeep Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2019 Jeep Cherokee

Latitude Plus 4WD

86,430 mi

Home delivery from Michigan City, IN
Price includes $160 shipping
Good Deal

$14,338

Year:
2018
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
76,852
Stock #:
572144
VIN:
1C4PJMLB7JD572144
Silver 2018 Jeep Cherokee SUV / Crossover Four-Wheel Drive 9-Speed Automatic
Price drop

-$1,000

 

2018 Jeep Cherokee

Latitude Plus 4WD

76,852 mi

Home delivery from Fort Wayne, IN
Price includes $291 shipping
Great Deal

$12,191

$11,191

Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Black
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
112,758
Stock #:
11642
VIN:
1C4PJMBX0LD583681
Black 2020 Jeep Cherokee SUV / Crossover Four-Wheel Drive Automatic

 

2020 Jeep Cherokee

Trailhawk 4WD

112,758 mi

Home delivery from Barberton, OH
Price includes $526 shipping
Good Deal

$14,776

Year:
2018
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
180 hp 2.4L I4
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
93,586
Stock #:
JD542775
VIN:
1C4PJLCBXJD542775
 2018 Jeep Cherokee SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2018 Jeep Cherokee

Latitude FWD

93,586 mi

Home delivery from Forney, TX
Price includes $1,274 shipping
Fair Deal

$13,210

Year:
2018
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
94,893
Stock #:
534964
VIN:
1C4PJLLB6JD534964
Black 2018 Jeep Cherokee SUV / Crossover Front-Wheel Drive Automatic

 

2018 Jeep Cherokee

Latitude Plus FWD

94,893 mi

Home delivery from Bloomington, IL
Price includes $185 shipping
Good Deal

$11,557

Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
26 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
86,814
Stock #:
AB16661
VIN:
1C4PJLLB0LD530556
Gray 2020 Jeep Cherokee SUV / Crossover Front-Wheel Drive Automatic

 

2020 Jeep Cherokee

Latitude Plus FWD

86,814 mi

Home delivery from Phoenix, AZ
Price includes $1,456 shipping
Great Deal

$14,455

CarGurus Analysis: 2019 Jeep Cherokee

8
of 10
overall
Look and feel9/10
Technology9/10
Performance8/10
Safety8/10
Form & function6/10
Cost effectiveness8/10
Image Not Available

Summary

  • With 323 currently listed for sale near Milwaukee, WI and an average price of $16,029.00, 37.5% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2019 Jeep Cherokee 4.67 / 5 stars.

  • 84.8% of 2019 Cherokee models on CarGurus are accident free.

Why it stands out

The 2019 Jeep Cherokee is a well-rounded compact SUV that appeals to a wide range of buyers, thanks to its blend of comfort, performance, and technology. Owners frequently praise its smooth ride and spacious interior, making it a great choice for families or those who prioritize comfort. The availability of a V6 engine enhances its performance, providing a satisfying driving experience. However, some users have noted that certain lower trims lack features like GPS and remote start, which can be a drawback for tech-savvy buyers. Overall, the 2019 Cherokee stands out for its value, reliability, and the iconic Jeep brand's off-road capabilities.

Other model years to consider

  • 2020 Jeep Cherokee

    • Average price: $15,990.00
    • Good/great deal percentage: 35.6%
    • User rating: 4.77 / 5
    • Total listings: 334
  • 2018 Jeep Cherokee

    • Average price: $13,716.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.8 / 5
    • Total listings: 329
  • 2016 Jeep Cherokee

    • Average price: $10,469.00
    • Good/great deal percentage: 27.6%
    • User rating: 4.12 / 5
    • Total listings: 232

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

Read full review

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer